Information on EC 2.4.1.17 - glucuronosyltransferase

Word Map on EC 2.4.1.17
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The expected taxonomic range for this enzyme is: Eukaryota, Bacteria

EC NUMBER
COMMENTARY hide
2.4.1.17
-
RECOMMENDED NAME
GeneOntology No.
glucuronosyltransferase
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
UDP-glucuronate + acceptor = UDP + acceptor beta-D-glucuronoside
show the reaction diagram
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
hexosyl group transfer
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-
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PATHWAY
BRENDA Link
KEGG Link
MetaCyc Link
Ascorbate and aldarate metabolism
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Biosynthesis of secondary metabolites
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Drug metabolism - cytochrome P450
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Drug metabolism - other enzymes
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melatonin degradation I
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Metabolic pathways
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Metabolism of xenobiotics by cytochrome P450
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nicotine degradation IV
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nicotine degradation V
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Pentose and glucuronate interconversions
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Porphyrin and chlorophyll metabolism
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Retinol metabolism
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saponin biosynthesis II
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serotonin degradation
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Steroid hormone biosynthesis
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thyroid hormone metabolism II (via conjugation and/or degradation)
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-
SYSTEMATIC NAME
IUBMB Comments
UDP-glucuronate beta-D-glucuronosyltransferase (acceptor-unspecific)
This entry denotes a family of enzymes accepting a wide range of substrates, including phenols, alcohols, amines and fatty acids. Some of the activities catalysed were previously listed separately as EC 2.4.1.42, EC 2.4.1.59, EC 2.4.1.61, EC 2.4.1.76, EC 2.4.1.77, EC 2.4.1.84, EC 2.4.1.107 and EC 2.4.1.108. A temporary nomenclature for the various forms, whose delineation is in a state of flux, is suggested in Ref. 1.
CAS REGISTRY NUMBER
COMMENTARY hide
37205-52-0
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37277-52-4
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37277-66-0
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61969-98-0
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62213-43-8
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62213-47-2
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9030-08-4
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ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
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Manually annotated by BRENDA team
domestic guinea pig
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Manually annotated by BRENDA team
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Manually annotated by BRENDA team
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-
-
Manually annotated by BRENDA team
rhesus monkey
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-
Manually annotated by BRENDA team
overview
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-
Manually annotated by BRENDA team
UGT1A6; C57BL/6 crossed with DBA/2, gene UGT1A6
UniProt
Manually annotated by BRENDA team
rainbow trout
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Manually annotated by BRENDA team
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-
Manually annotated by BRENDA team
R/A Pfd strain
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Manually annotated by BRENDA team
produces gellan gum
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-
Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
evolution
malfunction
metabolism
physiological function
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(+-)-11-hydroxy-DELTA9-tetrahydrocannabinol + UDP-glucuronate
? + UDP
show the reaction diagram
-
substrate for isoforms UGT1A9 and UGT1A10
-
-
?
(-)-11-nor-9-carboxy-DELTA9-tetrahydrocannabinol + UDP-glucuronate
? + UDP
show the reaction diagram
-
substrate for isoforms UGT1A1 and UGT1A3, no substrate for UGT1A9 and UGT1A10
-
-
?
(-)-borneol + UDP-glucuronate
UDP + (-)-borneol-O-alpha-D-glucuronide
show the reaction diagram
-
-
-
?
(R)-6-hydroxywarfarin + UDP-alpha-D-glucuronate
(R)-6-hydroxywarfarin 6-O-beta-D-glucuronide + UDP
show the reaction diagram
-
-
-
-
?
(R)-7-hydroxywarfarin + UDP-alpha-D-glucuronate
(R)-7-hydroxywarfarin 7-O-beta-D-glucuronide + UDP
show the reaction diagram
-
-
-
-
?
(R)-8-hydroxywarfarin + UDP-alpha-D-glucuronate
(R)-8-hydroxywarfarin 8-O-beta-D-glucuronide + UDP
show the reaction diagram
-
-
-
-
?
(R)-propanolol + UDP-glucuronate
UDP + (R)-propanolol O-glucuronide
show the reaction diagram
-
-
-
-
?
(S)-6-hydroxywarfarin + UDP-alpha-D-glucuronate
(S)-6-hydroxywarfarin 6-O-beta-D-glucuronide + UDP
show the reaction diagram
-
-
-
-
?
(S)-7-hydroxywarfarin + UDP-alpha-D-glucuronate
(S)-7-hydroxywarfarin 7-O-beta-D-glucuronide + UDP
show the reaction diagram
-
-
-
-
?
(S)-8-hydroxywarfarin + UDP-alpha-D-glucuronate
(S)-8-hydroxywarfarin 8-O-beta-D-glucuronide + UDP
show the reaction diagram
-
-
-
-
?
(S)-naproxen + UDP-alpha-D-glucuronate
beta-D-glucuronosyl (S)-naproxen + UDP
show the reaction diagram
-
-
-
-
?
(S)-naproxen + UDP-alpha-D-glucuronate
UDP + beta-D-glucuronosyl (S)-naproxen
show the reaction diagram
-
-
-
-
?
(S)-propanolol + UDP-glucuronate
UDP + (S)-propanolol O-glucuronide
show the reaction diagram
-
-
-
-
?
1-hydroxy-benzo(a)pyrene + UDP-glucuronate
1-hydroxy-benzo(a)pyrene 1-O-glucuronate + UDP
show the reaction diagram
-
-
-
-
?
1-hydroxybenzo(a)pyrene + UDP-glucuronate
?
show the reaction diagram
1-hydroxybenzo[a]pyrene + UDP-glucuronate
UDP + benzo[a]pyren-1-yl-beta-D-glucuronide
show the reaction diagram
-
-
-
?
1-hydroxypyrene + UDP-glucuronate
1-hydroxypyrene 1-O-glucuronate + UDP
show the reaction diagram
-
-
-
-
?
1-hydroxypyrene + UDP-glucuronate
?
show the reaction diagram
-
-
-
?
1-hydroxy[a]pyrene + UDP-glucuronate
UDP + benzo[a]pyren-1-yl-alpha-D-glucuronide
show the reaction diagram
-
-
-
-
?
1-naphthol + UDP-alpha-D-glucuronate
1-naphthyl O-glucuronide + UDP
show the reaction diagram
-
-
-
-
?
1-naphthol + UDP-alpha-D-glucuronate
1-naphthyl-O-glucuronide + UDP
show the reaction diagram
-
-
-
-
?
1-naphthol + UDP-glucuronate
1-naphthyl 1-O-glucuronate + UDP
show the reaction diagram
-
-
-
-
?
1-naphthol + UDP-glucuronate
1-naphthyl-O-glucuronide + UDP
show the reaction diagram
-
-
-
?
1-naphthol + UDP-glucuronate
?
show the reaction diagram
-
-
-
?
1-naphthol + UDP-glucuronate
naphth-1-yl-beta-D-glucuronide + UDP
show the reaction diagram
1-naphthol + UDP-glucuronate
UDP + naphth-1-yl-beta-D-glucuronide
show the reaction diagram
10-hydroxybenzo[a]pyrene + UDP-glucuronate
UDP + benzo[a]pyren-10-yl-beta-D-glucuronide
show the reaction diagram
-
-
-
?
11-hydroxybenzo[a]pyrene + UDP-glucuronate
UDP + benzo[a]pyren-11-yl-beta-D-glucuronide
show the reaction diagram
-
-
-
?
11alpha-hydroxyprogesterone + UDP-glucuronate
UDP + 11alpha-hydroxyprogesterone-11-O-alpha-D-glucuronate
show the reaction diagram
-
-
-
?
12-hydroxybenzo[a]pyrene + UDP-glucuronate
UDP + benzo[a]pyren-12-yl-beta-D-glucuronide
show the reaction diagram
12-hydroxyeicosatetraenoic acid + UDP-glucuronate
?
show the reaction diagram
-
-
-
?
13-hydroxyoctadecadienoic acid + UDP-glucuronate
?
show the reaction diagram
-
-
-
?
16alpha-hydroxyprogesterone + UDP-glucuronate
?
show the reaction diagram
16alpha-hydroxyprogesterone + UDP-glucuronate
UDP + 16alpha-hydroxyprgesterone-16-O-alpha-D-glucuronate
show the reaction diagram
UGT2B15 and UGT2B17 are the major enzyme forms involved in the high-affinity component of 16alpha-hydroxyprogesterone glucuronidation
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-
?
16alpha-hydroxyprogesterone + UDP-glucuronate
UDP + 16alpha-hydroxyprogesteron-16-O-alpha-D-glucuronate
show the reaction diagram
-
-
-
?
17-epiestriol + UDP-glucuronate
?
show the reaction diagram
-
-
-
-
?
17-epiestriol + UDP-glucuronate
UDP + ?
show the reaction diagram
-
-
-
-
?
17alpha-estradiol + UDP-alpha-D-glucuronate
? + UDP
show the reaction diagram
-
-
-
-
?
17alpha-ethynylestradiol + UDP-glucuronate
UDP + 17alpha-ethynylestradiol 3-O-beta-D-glucuronide
show the reaction diagram
-
-
-
?
17beta-estradiol + UDP-alpha-D-glucuronate
? + UDP
show the reaction diagram
-
-
-
-
?
17beta-estradiol + UDP-glucuronate
?
show the reaction diagram
17beta-ethynylestradiol + UDPglucuronate
?
show the reaction diagram
-
-
-
?
17beta-hydroxy-5alpha-androstan-3-one + UDPglucuronate
UDP + 17beta-hydroxy-5alpha-androstan-3-one 17O-glucuronide
show the reaction diagram
-
-
-
?
2 UDP-D-glucuronate + 2 dexmedetomidine
2 UDP + dexmedetomidine N1-beta-D-glucuronoside + dexmedetomidine N3-beta-D-glucuronoside
show the reaction diagram
2 UDP-D-glucuronate + 2 levomedetomidine
2 UDP + levomedetomidine N1-beta-D-glucuronoside + dexmedetomidine N3-beta-D-glucuronoside
show the reaction diagram
2',4,4'-trihydroxychalcone + UDP-glucuronate
UDP + 2',4,4'-trihydroxychalcone 4'-O-glucoside + 2',4,4'-trihydroxychalcone 2'-O-glucoside
show the reaction diagram
-
i.e. isoliquiritigenin
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-
?
2-(4-chlorophenyl)-5-(2-furyl)-4-oxazoleacetic acid + UDP-glucuronate
?
show the reaction diagram
2-(4-chlorophenyl)-5-(2-furyl)-4-oxazoleacetic acid + UDPglucuronate
?
show the reaction diagram
-
glucuronidation of 2-(4-chlorophenyl)-5-(2-furyl)-4-oxazoleacetic acid is mainly catalyzed by UGT1A1, UGT1A9, and UGT2B7 in the liver, and by UGT1A1, UGT1A3, and UGT2B7 in the intestine in humans
-
-
?
2-aminobenzoate + UDPglucuronate
UDP + ?
show the reaction diagram
-
-
-
-
?
2-aminobiphenyl + UDP-glucuronate
?
show the reaction diagram
-
-
-
?
2-aminophenol + UDPglucuronate
UDP + (2-aminophenyl)-O-glucuronide
show the reaction diagram
2-hydroxy-2',3',4',5'-tetrachlorobiphenyl + UDPglucuronate
UDP + 2',3',4',5'-tetrachlorobiphenyl 2-O-glucuronate
show the reaction diagram
-
-
-
?
2-hydroxybenzo[a]pyrene + UDP-glucuronate
UDP + benzo[a]pyren-2-yl-beta-D-glucuronide
show the reaction diagram
-
-
-
?
2-hydroxyestradiol + UDP-glucuronate
?
show the reaction diagram
-
-
-
-
?
2-hydroxyestradiol + UDPglucuronate
UDP + 2-hydroxyestradiol O-glucuronide
show the reaction diagram
2-hydroxyestrone + UDP-glucuronate
?
show the reaction diagram
-
-
-
-
?
2-hydroxyestrone + UDPglucuronate
2-hydroxyestrone 2-O-glucuronide + UDP
show the reaction diagram
2-methoxy-4-(2-propenyl)phenol + UDPglucuronate
UDP + 2-methoxy-4-(2-propenyl)phenylglucuronide
show the reaction diagram
21-hydroxyprogesterone + UDP-glucuronate
UDP + 21-hydroxyprogesterone-21-O-alpha-D-glucuronate
show the reaction diagram
-
-
-
?
3'-azido-3'-deoxythymidine + UDP-alpha-D-glucuronate
3'-azido-3'-deoxythymidine 5'-O-glucuronide + UDP
show the reaction diagram
-
substrate of isoform UGT2B7
-
-
?
3'-azido-3'-deoxythymidine + UDPglucuronate
3'-azido-3'-deoxythymidine 5'-O-glucuronide + UDP
show the reaction diagram
3,5-dinitrocatechol + UDP-glucuronate
?
show the reaction diagram
-
-
-
?
3-azido-4-chlorobenzoic acid + UDP-glucuronate
?
show the reaction diagram
-
-
-
?
3-azidobenzoic acid + UDP-glucuronate
?
show the reaction diagram
-
-
-
?
3-hydroxy-benzo(a)pyrene + UDP-glucuronate
3-hydroxy-benzo(a)pyrene 3-O-glucuronate + UDP
show the reaction diagram
-
-
-
-
?
3-hydroxybenzo(a)pyrene + UDP-glucuronate
?
show the reaction diagram
3-hydroxybenzo[a]pyrene + UDP-glucuronate
UDP + benzo[a]pyren-3-yl-beta-D-glucuronide
show the reaction diagram
-
-
-
?
3-hydroxybenzo[a]pyrene + UDPglucuronate
UDP + 3-hydroxybenzo[a]pyrene-O-glucuronide
show the reaction diagram
3-hydroxydesloratadine + UDP-glucuronate
UDP + 3-hydroxydesloratadinyl-O-glucuronide
show the reaction diagram
4-aminobiphenyl + UDP-glucuronate
UDP + 4-aminobiphenyl N-glucuronide
show the reaction diagram
-
-
-
-
?
4-aminobiphenyl + UDPglucuronate
UDP + ?
show the reaction diagram
-
catalyzed by isozyme 1 but not by isozyme 2
-
-
?
4-azido-2-hydroxybenzoic acid + UDPglucuronate
?
show the reaction diagram
-
-
-
?
4-azidobenzoic acid + UDP-glucuronate
?
show the reaction diagram
-
-
-
?
4-hydroxy-2',3,3',4',5'-pentachlorobiphenyl + UDPglucuronate
UDP + 2,3,3',4',5'-pentachlorobiphenyl 4-O-glucuronate
show the reaction diagram
-
-
-
?
4-hydroxy-2',3,3',4',5,5'-heptachlorobiphenyl + UDPglucuronate
UDP + 2',3,3',4',5,5'-hexachlorobiphenyl 4-O-glucuronate
show the reaction diagram
-
-
-
?
4-hydroxy-2',3,4',5,6'-pentachlorobiphenyl + UDPglucuronate
UDP + 2',3,4',5,6'-pentachlorobiphenyl 4-O-glucuronate
show the reaction diagram
-
-
-
?
4-hydroxy-2',3,4',6'-tetrachlorobiphenyl + UDP-glucuronate
UDP + 2',4',6'-trichlorobiphenyl 4-O-glucuronate
show the reaction diagram
-
-
-
?
4-hydroxy-2',4',6'-trichlorobiphenyl + UDP-glucuronate
UDP + 2',4',6'-trichlorobiphenyl 4-O-glucuronate
show the reaction diagram
-
-
-
?
4-hydroxybenzo[a]pyrene + UDP-glucuronate
UDP + benzo[a]pyren-4-yl-beta-D-glucuronide
show the reaction diagram
-
-
-
?
4-hydroxybiphenyl + UDP-glucuronate
UDP + 4-hydroxybiphenyl 4-O-beta-D-glucuronide
show the reaction diagram
4-hydroxybiphenyl + UDPglucuronate
UDP + 4-hydroxybiphenyl 4-O-beta-D-glucuronide
show the reaction diagram
4-hydroxyestradiol + UDP-glucuronate
?
show the reaction diagram
-
-
-
-
?
4-hydroxyestradiol + UDPglucuronate
UDP + 4-hydroxyestradiol O-glucuronide
show the reaction diagram
4-hydroxyestrone + UDP-glucuronate
?
show the reaction diagram
-
-
-
-
?
4-hydroxyestrone + UDP-glucuronate
UDP + 4-hydroxyestrone 4-O-glucuronide
show the reaction diagram
4-hydroxyestrone + UDP-glucuronate
UDP + 4-hydroxyestrone-4-O-beta-D-glucuronide
show the reaction diagram
-
-
-
-
?
4-methylumbeliferone + UDP-alpha-D-glucuronate
4-methylumbelliferyl-7-O-alpha-D-glucuronide
show the reaction diagram
-
-
-
-
?
4-methylumbeliferone + UDP-glucuronate
4-methylumbelliferyl-7-O-alpha-D-glucuronide
show the reaction diagram
4-methylumbeliferone + UDP-glucuronate
4-methylumbelliferyl-7-O-beta-D-glucuronide
show the reaction diagram
-
-
-
?
4-methylumbelliferone + UDP-glucuronate
UDP + 4-methylumbelliferyl-7-O-beta-D-glucuronide
show the reaction diagram
4-n-octylgallate + UDPglucuronate
UDP + 4-n-octylgallate 3-O-glucuronide
show the reaction diagram
-
highly specific for UGT1A71
-
?
4-nitrophenol + UDP-glucuronate
4-nitrophenyl beta-D-glucuronide + UDP
show the reaction diagram
4-nitrothiophenol + UDP-glucuronate
4-nitrothiophenyl thio-beta-D-glucuronide + UDP
show the reaction diagram
5-diethylaminoethylamino-8-hydroxyimidazoacridinone + UDP-alpha-D-glucuronate
5-{[2-(diethylamino)ethyl]amino}-6-oxo-6H-imidazo[4,5,1-de]acridin-8-yl beta-D-glucuronide + UDP
show the reaction diagram
-
i.e. antitumor agent C-1311, NSC-645809
-
-
?
5-dimethylaminopropylamino-8-hydroxytriazoloacridinone + UDP-alpha-D-glucuronate
5-dimethylaminopropylamino-8-hydroxytriazoloacridinone-8-D-glucuronide + UDP
show the reaction diagram
-
i.e. antitumor agent C-1305
-
-
?
5-hydroxybenzo[a]pyrene + UDP-glucuronate
UDP + benzo[a]pyren-5-yl-beta-D-glucuronide
show the reaction diagram
-
-
-
?
5-hydroxybenzo[a]pyrene + UDPglucuronate
UDP + 5-hydroxybenzo[a]pyrene O-glucuronide
show the reaction diagram
-
glucuronidated by UGT1A3
-
?
5-methylchrysene-1,2-diol + UDP-glucuronate
? + UDP
show the reaction diagram
-
-
-
-
?
5alpha-androstane-3alpha,17beta-diol + UDP-glucuronate
?
show the reaction diagram
-
-
-
?
5alpha-androstane-3alpha,17beta-diol + UDP-glucuronate
UDP + 5alpha-androstane-3alpha,17beta-diol O-glucuronide
show the reaction diagram
5beta-androstane-3alpha,17beta-diol + UDP-glucuronate
UDP + 5beta-androstane-3alpha,17beta-diol O-glucuronide
show the reaction diagram
-
-
-
?
6-hydroxybenzo[a]pyrene + UDP-glucuronate
UDP + benzo[a]pyren-6-yl-beta-D-glucuronide
show the reaction diagram
-
-
-
?
6-hydroxywarfarin + UDP-glucuronate
? + UDP
show the reaction diagram
-
-
-
-
?
6alpha-hydroxyprogesterone + UDP-glucuronate
UDP + 6alpha-hydroxyprogesteron-6-O-alpha-D-glucuronate
show the reaction diagram
-
-
-
?
7,7,7-triphenylheptanoic acid + UDPglucuronate
UDP + 7,7,7-triphenylheptanoic acid glucuronide
show the reaction diagram
7-ethyl-10-hydroxy-camptothecin carboxylate + UDP-glucuronate
UDP + 7-ethyl-camptothecin carboxylate-10-yl-beta-D-glucuronate
show the reaction diagram
7-ethyl-10-hydroxy-camptothecin lactone + UDP-glucuronate
UDP + 7-ethyl-camptothecin lactone-10-yl-beta-D-glucuronate
show the reaction diagram
7-ethyl-10-hydroxycamptothecin + UDP-alpha-D-glucuronate
7-ethyl-10-hydroxycamptothecin 10-O-glucuronate + UDP
show the reaction diagram
7-hydroxy benzo(a)pyrene + UDP-glucuronate
?
show the reaction diagram
7-hydroxy-4-(trifluoromethyl)-coumarin + UDPglucuronate
UDP + 7-hydroxy-4-(trifluoromethyl)-coumarin O-glucuronide
show the reaction diagram
-
-
-
?
7-hydroxy-4-trifluoromethylcoumarin + UDP-alpha-D-glucuronate
7-hydroxy-4-trifluoromethylcoumarin 7-O-glucuronate + UDP
show the reaction diagram
7-hydroxy-benzo(a)pyrene + UDP-glucuronate
7-hydroxy-benzo(a)pyrene 7-O-glucuronate + UDP
show the reaction diagram
-
-
-
-
?
7-hydroxybenzo[a]pyrene + UDP-glucuronate
UDP + benzo[a]pyren-7-yl-beta-D-glucuronide
show the reaction diagram
-
-
-
?
7-hydroxycoumarin + UDP-glucuronate
UDP + coumarin-7-yl-alpha-D-glucuronide
show the reaction diagram
-
-
-
?
7-hydroxywarfarin + UDP-glucuronate
? + UDP
show the reaction diagram
-
-
-
-
?
8-hydroxy-benzo(a)pyrene + UDP-glucuronate
8-hydroxy-benzo(a)pyrene 8-O-glucuronate + UDP
show the reaction diagram
-
-
-
-
?
8-hydroxybenzo[a]pyrene + UDP-glucuronate
UDP + benzo[a]pyren-8-yl-beta-D-glucuronide
show the reaction diagram
-
-
-
?
8-hydroxyquinoline + UDPglucuronate
UDP + 8-hydroxyquinoline 8-O-glucuronide
show the reaction diagram
-
-
-
?
8-hydroxywarfarin + UDP-glucuronate
? + UDP
show the reaction diagram
-
-
-
-
?
9-hydroxybenzo(a)pyrene + UDP-glucuronate
?
show the reaction diagram
9-hydroxybenzo[a]pyrene + UDP-glucuronate
UDP + benzo[a]pyren-9-yl-beta-D-glucuronide
show the reaction diagram
-
-
-
?
acetaminophen + UDP-glucuronate
?
show the reaction diagram
alpha-naphthylamine + UDPglucuronate
UDP + ?
show the reaction diagram
alprazolam + UDP-alpha-D-glucuronate
alprazolam D-glucuronate + UDP
show the reaction diagram
-
-
-
-
?
amitriptyline + UDP-glucuronate
?
show the reaction diagram
-
-
-
-
?
androstane-3alpha,17beta diol + UDPglucuronate
UDP + androstane-3alpha,17beta diol O-glucuronide
show the reaction diagram
-
-
-
?
androsterone + UDP-glucuronate
?
show the reaction diagram
-
-
-
?
androsterone + UDPglucuronate
UDP + androsterone O-glucuronide
show the reaction diagram
anthraflavic acid + UDPglucuronate
UDP + ?
show the reaction diagram
apigenin + UDPglucuronate
UDP + apigenin O-glucuronide
show the reaction diagram
benzo(a)pyrene-7,8-diol + UDP-glucuronate
? + UDP
show the reaction diagram
-
-
-
-
?
benzo[a]pyrene 3,6-diphenol + UDP-glucuronate
?
show the reaction diagram
-
converted readily to mono- and diglucuronides
-
-
?
benzo[a]pyrene 3,6-quinone + UDPglucuronate
benzo[a]pyrene 3,6-quinol glucuronide + UDP
show the reaction diagram
-
-
no information to which positions 3-, 6-, or both the glucuronate is attached
?
benzo[a]pyrene-3,6-quinol + UDPglucuronate
benzo[a]pyrene 3,6-quinol mono- and diglucuronide + UDP
show the reaction diagram
-
-
-
?
benzo[a]pyrene-7,8(+)-diol + UDP-glucuronate
?
show the reaction diagram
-
-
-
?
benzo[a]pyrene-7,8(-)diol + UDP-glucuronate
?
show the reaction diagram
-
-
-
?
beta-estradiol + UDP-alpha-D-glucuronate
beta-estradiol-3-glucuronide + UDP
show the reaction diagram
-
-
-
-
?
beta-estradiol + UDPglucuronate
beta-estradiol-3-glucuronide + UDP
show the reaction diagram
bifonazole + UDP-alpha-D-glucuronate
bifonazole D-glucuronate + UDP
show the reaction diagram
-
-
-
-
?
bilirubin + UDP-glucuronate
?
show the reaction diagram
-
-
-
?
bilirubin + UDP-glucuronate
bilirubin D-glucuronate + UDP
show the reaction diagram
-
-
-
-
?
bilirubin + UDP-glucuronate
bilirubin glucuronoside + UDP
show the reaction diagram
-
UGT1A1 exhibits the highest tranilast glucuronosyltransferase activity (13.5 pmol/min/mg protein)
-
-
?
bilirubin + UDPglucuronate
bilirubin monoglucuronoside + bilirubin diglucuronoside + UDP
show the reaction diagram
bilirubin + UDPglucuronate
UDP + bilirubin O-glucuronide
show the reaction diagram
bilirubin monoglucuronide + UDPglucuronate
bilirubin diglucuronide + UDP
show the reaction diagram
bisphenol A + UDP-glucuronate
?
show the reaction diagram
-
-
-
?
borneol + UDPglucuronate
UDP + borneol O-glucuronide
show the reaction diagram
buprenorphine + UDPglucuronate
UDP + buprenorphine O-glucuronide
show the reaction diagram
cannabinol + UDP-glucuronate
? + UDP
show the reaction diagram
-
substrate for hepatic isoform UGT1A9 and extrahepatic UGT1A7, UGT1A8, and UGT1A10
-
-
?
carvacrol + UDP-glucuronate
caervcrol O-glucuronate + UDP
show the reaction diagram
-
isoform UGT1A9 is the major isozyme responsible for glucuronidation in liver microsomes, and isoform UGT1A7 plays a major role for glucuronidation in intestinal microsomes
-
-
?
chenodeoxycholic acid + UDP-glucuronate
UDP + ?
show the reaction diagram
chenodeoxycholic acid + UDPgalacturonate
UDP + chenodeoxycholic acid O-galacturonide
show the reaction diagram
-
-
-
?
chloramphenicol + UDPglucuronate
UDP + chloramphenicol O-glucuronide
show the reaction diagram
cholic acid + UDPglucuronate
cholic acid O-glucuronide
show the reaction diagram
-
-
-
?
chrysin + UDP-glucuronate
?
show the reaction diagram
-
-
-
?
clofibrate + UDPglucuronate
UDP + ?
show the reaction diagram
codeine + UDPglucuronate
codeine-6-glucuronide + UDP
show the reaction diagram
-
glucuronidated by HGT2B7H and HGT2B7Y
-
-
deferiprone + UDP-glucuronate
deferiprone 3-O-glucuronide + UDP
show the reaction diagram
-
-
-
-
?
deoxycholic acid + UDPglucuronate
UDP + deoxycholic acid O-glucuronide
show the reaction diagram
-
-
-
?
dibenzo(a,l)pyrene-11,12-diol + UDP-glucuronate
? + UDP
show the reaction diagram
-
-
-
-
?
diclofenac + UDP-alpha-D-glucuronate
diclofenac D-glucuronide + UDP
show the reaction diagram
-
-
-
-
?
diclofenac + UDPalpha-D-glucuronate
UDP + ?
show the reaction diagram
digitoxigenin + UDPglucuronate
UDP + digitoxigenin O-glucuronide
show the reaction diagram
-
-
-
?
dihydromorphine + UDPglucuronate
UDP + dihydromorphine O-glucuronide
show the reaction diagram
-
-
-
?
dihydromorphone + UDPglucuronate
UDP + dihydromorphone O-glucuronide
show the reaction diagram
-
-
-
?
dihydrotestosterone + UDP-alpha-D-glucuronate
dihydrotestosterone D-glucuronate + UDP
show the reaction diagram
-
-
-
-
?
dihydrotestosterone + UDPglucuronate
UDP + dihydrotestosterone O-glucuronide
show the reaction diagram
-
-
-
?
econazole + UDP-alpha-D-glucuronate
econazole D-glucuronate + UDP
show the reaction diagram
-
-
-
-
?
edaravone + UDP-alpha-D-glucuronate
edaravone beta-D-glucuronate + UDP
show the reaction diagram
-
i.e. 3-methyl-1-phenyl-2-pyrazolin-5-one. Edaravone glucuronidation in liver microsomes and kidney microsomes exhibits biphasic kinetics. UDP glucuronosyltransferases UGT1A1, UGT1A6, UGT1A7, UGT1A8, UGT1A9, UGT1A10, UGT2B7, and UGT2B17 produce a significant amount of glucuronide metabolite. Among them, UGT1A9 exhibits the highest activity, followed by UGT2B17 and UGT1A7
-
-
?
epicatechin + UDP-glucuronate
?
show the reaction diagram
-
-
-
?
epitestosterone + UDP-glucuronate
UDP + epitestosterone 17-O-glucuronide
show the reaction diagram
epitestosterone + UDP-glucuronate
UDP + epitestosterone O-glucuronide
show the reaction diagram
-
glucuronidated by HGT2B7H and HGT2B7Y
-
?
estradiol + UDP-alpha-D-glucuronate
estradiol 3-O-glucuronate + UDP
show the reaction diagram
sigmoidal kinetics with n of 1.7
-
-
?
estradiol + UDP-alpha-D-glucuronate
UDP + estradiol 3-O-glucuronide
show the reaction diagram
-
substrate of isoform UGT1A1
-
-
?
estradiol + UDP-glucuronate
?
show the reaction diagram
estradiol + UDP-glucuronate
estradiol 3-O-glucuronate + UDP
show the reaction diagram
sigmoidal kinetics with n of 1.7
-
-
?
estradiol + UDPglucuronate
UDP + estradiol O-glucuronide
show the reaction diagram
-
-
-
?
estradiol-17alpha + UDPglucuronate
UDP + 17-alpha-estradiol O-glucuronide
show the reaction diagram
-
-
-
?
estradiol-17beta + UDPglucuronate
estradiol-17beta-3-monoglucuronide + UDP
show the reaction diagram
estriol + UDP-glucuronate
?
show the reaction diagram
estriol + UDPglucuronate
UDP + estriol-16 alpha-glucuronide
show the reaction diagram
estrogen + UDP-glucuronate
?
show the reaction diagram
estrone + UDP-glucuronate
?
show the reaction diagram
-
-
-
?
estrone + UDPglucuronate
UDP + estrone 3-O-glucuronide
show the reaction diagram
ethinylestradiol + UDPglucuronate
UDP + ethinylestradiol-3-glucuronide
show the reaction diagram
-
-
-
?
etiocholanone + UDPglucuronate
UDP + etiocholanone O-glucuronide
show the reaction diagram
etoposide + UDP-glucuronate
?
show the reaction diagram
-
-
-
-
?
etoposide + UDP-glucuronate
UDP + etoposide glucuronide
show the reaction diagram
eugenol + UDP-glucuronate
?
show the reaction diagram
-
-
-
-
?
eugenol + UDP-glucuronate
UDP + eugenol-O-alpha-D-glucuronide
show the reaction diagram
-
-
-
-
?
fluconazole + UDP-alpha-D-glucuronate
fluconazole D-glucuronate + UDP
show the reaction diagram
-
-
-
-
?
flurbiprofen + UDP-glucuronate
?
show the reaction diagram
-
metabilized by mutant enzyme S432G-UGT1A7, but not by wild-type enzyme UGT1A7
-
-
?
frusemide + UDP-alpha-D-glucuronate
frusemide D-glucuronide
show the reaction diagram
-
-
-
-
?
glycolithocholic acid + UDPglucuronate
UDP + glycolithocholic acid O-glucuronide
show the reaction diagram
-
lowest activity among five bile acids studied
-
?
hyodeoxycholic acid + UDP-glucuronate
?
show the reaction diagram
hyodeoxycholic acid + UDPglucuronate
UDP + hyodeoxycholic acid O-glucuronide
show the reaction diagram
ibuprofen + UDPglucuronate
UDP + ?
show the reaction diagram
imipramine + UDPglucuronate
UDP + ?
show the reaction diagram
itraconazole + UDP-alpha-D-glucuronate
?
show the reaction diagram
-
-
-
-
?
ketoconazole + UDP-alpha-D-glucuronate
?
show the reaction diagram
-
-
-
-
?
lamotrigine + UDP-alpha-D-glucuronate
lamotrigine D-glucuronate + UDP
show the reaction diagram
-
-
-
-
?
lamotrigine + UDP-glucuronate
UDP + ?
show the reaction diagram
-
-
-
-
?
lithocholic acid + UDPglucuronate
UDP + ?
show the reaction diagram
lorazepam + UDP-glucuronate
?
show the reaction diagram
-
-
-
-
?
miconazole + UDP-alpha-D-glucuronate
miconazole D-glucuronate + UDP
show the reaction diagram
-
-
-
-
?
midazolam + UDP-alpha-D-glucuronate
midazolam D-glucuronide + UDP
show the reaction diagram
-
-
-
-
?
milnacipran + UDP-glucuronate
?
show the reaction diagram
-
-
-
-
?
morphine + UDP-glucuronate
?
show the reaction diagram
-
-
-
?
morphine + UDP-glucuronate
UDP + morphine 3,6-diglucuronide
show the reaction diagram
morphine + UDP-glucuronate
UDP + morphine 3-glucuronide + morphine 6-glucuronide
show the reaction diagram
-
-
-
-
?
mycophenolate + UDP-glucuronate
?
show the reaction diagram
-
-
-
-
?
mycophenolic acid + UDP-alpha-D-glucuronate
mycophenolic acid D-glucuronide
show the reaction diagram
-
-
-
-
?
N-hydroxy-2-acetylaminofluorene + UDPglucuronate
UDP + N-hydroxy-2-acetylaminofluorene O-glucuronide
show the reaction diagram
-
glucuronidated by UGT1A3 in preference to the ring-hydroxylated derivatives
-
?
N-hydroxy-2-naphthylamine + UDPglucuronate
UDP + N-hydroxy-2-naphthylamine-O-glucuronide
show the reaction diagram
nalorphine + UDPglucuronate
UDP + nalorphine O-glucuronate
show the reaction diagram
-
-
-
?
naloxone + UDPglucuronate
UDP + naloxone O-glucuronide
show the reaction diagram
-
-
-
?
naltrexone + UDPglucuronate
UDP + naltrexone O-glucuronide
show the reaction diagram
-
-
-
?
octylgallate + UDPglucuronate
?
show the reaction diagram
-
-
-
?
olanzapine + UDP-glucuronate
?
show the reaction diagram
-
-
-
-
?
opiates + UDPglucuronate
opiates 6-O-glucuronides + UDP
show the reaction diagram
-
substrate for UGT2B7
-
-
oxazepam + UDP-glucuronate
?
show the reaction diagram
-
-
-
-
?
oxymorphone + UDPglucuronate
UDP + oxymorphone O-glucuronide
show the reaction diagram
-
-
-
?
p,p'-biphenyl + UDPglucuronate
UDP + ?
show the reaction diagram
-
-
-
-
?
p-ethoxyphenylurea + UDP-glucuronate
?
show the reaction diagram
-
-
-
?
phenolphthalein + UDPglucuronate
UDP + phenolphthalein O-glucuronide
show the reaction diagram
planar phenols + UDPglucuronate
UDP + phenylglucuronides
show the reaction diagram
-
expressed before birth
-
-
-
profen + UDPglucuronate
UDP + ?
show the reaction diagram
propofol + UDP-alpha-D-glucuronate
propofol D-glucuronide
show the reaction diagram
-
-
-
-
?
propofol + UDP-alpha-D-glucuronate
UDP + estradiol O-glucuronide
show the reaction diagram
-
substrate of isoform UGT1A9
-
-
?
propofol + UDP-glucuronate
UDP + propofyl beta-D-glucuronide
show the reaction diagram
-
-
-
?
quercetin + UDPglucuronate
UDP + quercetin O-glucuronide
show the reaction diagram
retigabine + UDP-alpha-D-glucuronate
retigabine D-glucuronide
show the reaction diagram
-
-
-
-
?
retigabine + UDP-glucuronate
UDP + retigabine N-glucuronide
show the reaction diagram
-
-
-
-
?
scopoletin + UDP-glucuronate
?
show the reaction diagram
-
-
-
?
scopoletin + UDP-glucuronate
UDP + scopoletin O-glucoside
show the reaction diagram
very low rate of glucuronidation
-
-
?
scopoletin + UDP-glucuronate
UDP + scopoletin O-glucuronide
show the reaction diagram
-
-
-
-
?
scopoletin + UDPglucuronate
UDP + scopoletin O-glucuronide
show the reaction diagram
senecionine + UDP-alpha-D-glucuronate
senecionine N-glucuronide + UDP
show the reaction diagram
-
senecionine is a representative of the hepatotoxic pyrrolizidine alkaloids. Glucuronidation is mediated by isofrom UGT1A4 and follows typical Michaelis-Menten kinetics
-
-
?
serotonin + UDP-glucuronate
?
show the reaction diagram
-
-
-
?
serotonin + UDP-glucuronate
UDP + 3-(2-aminoethyl)-1H-indol-5-yl beta-D-glucuronide
show the reaction diagram
serotonin + UDPglucuronate
tryptamine 5-O-beta-D-glucuronide + UDP
show the reaction diagram
sulconazole + UDP-alpha-D-glucuronate
sulconazole D-glucuronate + UDP
show the reaction diagram
-
-
-
-
?
sulfinpyrazone + UDP-alpha-D-glucuronate
sulfinpyrazone D-glucuronide
show the reaction diagram
-
-
-
-
?
tamoxifen + UDP-alpha-D-glucuronate
tamoxifen-N-glucuronate + UDP
show the reaction diagram
-
-
-
-
-
tamoxifen + UDP-glucuronate
UDP + ?
show the reaction diagram
-
-
-
-
?
testosterone + UDP-glucuronate
?
show the reaction diagram
testosterone + UDP-glucuronate
UDP + testosterone 17-O-glucuronide
show the reaction diagram
-
isoform UGT2B17 is the most active enzyme in testosterone glucuronidation. Isoform UGT2A1, an extrahepatic enzyme that is expressed mainly in the nasal epithelium, catalyzes the glucuronidation of both steroids at considerable rates and similar kinetics
-
-
?
testosterone + UDP-glucuronate
UDP + testosterone-17-O-alpha-D-glucuronate
show the reaction diagram
-
-
-
?
testosterone + UDP-glucuronate
UDP + testosterone-17alpha-glucuronide
show the reaction diagram
-
-
-
?
testosterone + UDPglucuronate
UDP + testosterone O-glucuronide
show the reaction diagram
thiophenol + UDPglucuronate
thiophenyl thio-beta-D-glucuronide + UDP
show the reaction diagram
tioconazole + UDP-alpha-D-glucuronate
tioconazole D-glucuronate + UDP
show the reaction diagram
-
-
-
-
?
tranilast + UDP-glucuronate
tranilast glucuronoside + UDP
show the reaction diagram
-
-
-
-
?
trans-4-hydroxytamoxifen + UDP-glucuronate
UDP + ?
show the reaction diagram
-
-
-
-
?
trans-androsterone + UDP-alpha-D-glucuronate
trans-androsterone D-glucuronate + UDP
show the reaction diagram
-
-
-
-
?
trans-endoxifen + UDP-glucuronate
UDP + ?
show the reaction diagram
-
-
-
-
?
trifluoperazine + UDP-glucuronate
UDP + ?
show the reaction diagram
-
substrate for isoform UGT1A4 and isoform UGT1A1 mutant H39P
-
-
?
troglitazone + UDPglucuronate
UDP + troglitazone 6-O-glucuronide
show the reaction diagram
UDP-alpha-D-glucuronate + (S)-naproxen
UDP + beta-D-glucuronosyl (S)-naproxen
show the reaction diagram
UDP-alpha-D-glucuronate + 3-hydroxyflavone
UDP + 3-[(beta-D-glucopyranurnosyl)oxy]-flavone
show the reaction diagram
isozyme UGT1A1
-
-
?
UDP-alpha-D-glucuronate + diclofenac
UDP + diclofenac O-beta-D-glucuronide
show the reaction diagram
-
-
-
?
UDP-alpha-D-glucuronate + dopamine
UDP + dopamine 3-O-beta-D-glucopyranosiduronic acid
show the reaction diagram
-
substrate for isoform UGT1A10, no substrate for all other UGT enzymes tested
-
-
?
UDP-alpha-D-glucuronate + dopamine
UDP + dopamine 4-O-beta-D-glucopyranosiduronic acid
show the reaction diagram
-
-
substrate for isoform UGT1A10, no substrate for all other UGT enzymes tested
-
?
UDP-alpha-glucuronate + diclofenac
UDP + beta-D-glucuronosyl-diclofenac
show the reaction diagram
-
-
-
-
?
UDP-D-glucuronate + 1-naphthol
UDP + 1-naphthyl beta-D-glucuronoside
show the reaction diagram
UDP-D-glucuronate + 11alpha-hydroxyprogesterone
UDP + 11alpha-hydroxyprogesterone 11-O-beta-D-glucuronoside
show the reaction diagram
an UGT2B7 substrate
-
-
?
UDP-D-glucuronate + 17beta-estradiol
UDP + 17beta-estradiol 3-O-beta-D-glucuronoside
show the reaction diagram
-
-
-
?
UDP-D-glucuronate + 17beta-estradiol
UDP + 17beta-estradiol-3-O-beta-D-glucuronoside
show the reaction diagram
-
-
-
-
?
UDP-D-glucuronate + 1alpha,25-dihydroxyvitamin D3
UDP + 1alpha,25-dihydroxyvitamin D3 25-O-beta-D-glucuronoside
show the reaction diagram
among 12 different UGT isozymes tested, only UGT1A4, and also UGT2B4 and UGT2B7 support the reaction, the main product by UGT1A4 supersomes and human liver microsomes is the 25-O-glucuronide, product identification and determination by mass spectral and NMR analyses, overview
-
-
?
UDP-D-glucuronate + 2-hydroxyestradiol
UDP + 2-hydroxyestradiol beta-D-glucuronoside
show the reaction diagram
isozyme UGT1A1
-
-
?
UDP-D-glucuronate + 2-hydroxyestrone
UDP + 2-hydroxyestrone beta-D-glucuronoside
show the reaction diagram
isozyme UGT1A1
-
-
?
UDP-D-glucuronate + 2-naphthol
UDP + 2-naphthyl beta-D-glucuronoside
show the reaction diagram
UDP-D-glucuronate + 3'-azido-3'-deoxythymidine
UDP + 3'-azido-3'-deoxythymidine 5'-O-beta-D-glucuronoside
show the reaction diagram
model substrate for determination of glucuronidation with respect to specificity, linearity, detection limit, recovery, stability, precision and accuracy, method development and validation for assay and chromatographic determination of reaction products, overview
-
-
?
UDP-D-glucuronate + 3-hydroxydesloratadine
UDP + 3-hydroxydesloratadine beta-O-D-glucuronoside
show the reaction diagram
-
specific substrate of isozyme UGT1A8
-
-
?
UDP-D-glucuronate + 4'-hydroxy-warfarin
UDP + 4'-hydroxy-warfarin beta-D-glucuronoside
show the reaction diagram
substrate of isozyme UGT1A10
-
-
?
UDP-D-glucuronate + 4-(trifluoromethyl)-umbelliferone
UDP + 4-(trifluoromethyl)-umbelliferone beta-D-glucuronoside
show the reaction diagram
-
-
-
-
?
UDP-D-glucuronate + 4-hydroxy-estrone
UDP + ?
show the reaction diagram
-
-
-
?
UDP-D-glucuronate + 4-hydroxy-N-desmethyl-tamoxifen
UDP + 4-hydroxy-N-desmethyl-tamoxifen beta-D-glucuronoside
show the reaction diagram
UDP-D-glucuronate + 4-methylumbelliferone
UDP + 4-methylumbelliferone beta-D-glucuronoside
show the reaction diagram
UDP-D-glucuronate + 4-methylumbelliferone
UDP + 4-methylumbelliferonyl beta-D-glucuronoside
show the reaction diagram
-
-
-
-
?
UDP-D-glucuronate + 4-methylumbelliferone
UDP + 4-methylumbelliferyl beta-D-glucuronoside
show the reaction diagram
UDP-D-glucuronate + 4-methylumbelliferone
UDP + 4-methylumbelliferyl beta-O-glucuronoside
show the reaction diagram
-
-
-
-
?
UDP-D-glucuronate + 4-nitrophenol
UDP + 4-nitrophenyl beta-D-glucuronoside
show the reaction diagram
UDP-D-glucuronate + 4-nitrophenol
UDP + 4-nitrophenyl beta-O-D-glucuronoside
show the reaction diagram
-
-
-
-
?
UDP-D-glucuronate + 4-nitrophenol
UDP + 4-nitrophenyl O-beta-D-glucuronoside
show the reaction diagram
UDP-D-glucuronate + 5alpha-androstane-3alpha,17beta-diol
UDP + ?
show the reaction diagram
-
-
-
-
?
UDP-D-glucuronate + 6-hydroxy-warfarin
UDP + 6-hydroxy-warfarin beta-D-glucuronoside
show the reaction diagram
UDP-D-glucuronate + 7-hydroxy-warfarin
UDP + 7-hydroxy-warfarin beta-D-glucuronoside
show the reaction diagram
UDP-D-glucuronate + 8-hydroxy-warfarin
UDP + 8-hydroxy-warfarin beta-D-glucuronoside
show the reaction diagram
UDP-D-glucuronate + acacetin
UDP + acacetin 7-O-beta-D-glucuronoside
show the reaction diagram
-
-
-
-
?
UDP-D-glucuronate + acceptor
UDP + acceptor beta-D-glucuronoside
show the reaction diagram
UDP-D-glucuronate + androstane-3alpha,17beta-diol
UDP + ?
show the reaction diagram
UDP-D-glucuronate + androsterone
UDP + androsterone 3-O-beta-D-glucuronoside
show the reaction diagram
UDP-D-glucuronate + anthraflavic acid
UDP + ?
show the reaction diagram
-
-
-
-
?
UDP-D-glucuronate + apigenin
UDP + apigenin 7-O-beta-D-glucuronoside
show the reaction diagram
-
-
-
-
?
UDP-D-glucuronate + beta-D-estradiol
UDP + beta-estradiol 3-O-beta-D-glucuronoside
show the reaction diagram
isozyme UGT1A1
-
-
?
UDP-D-glucuronate + beta-estradiol
UDP + beta-estradiol 3-O-beta-D-glucuronoside
show the reaction diagram
-
-
-
-
?
UDP-D-glucuronate + bilirubin
UDP + ?
show the reaction diagram
-
-
-
-
?
UDP-D-glucuronate + bilirubin
UDP + bilirubin beta-D-glucuronoside
show the reaction diagram
isozyme UGT1A1
-
-
?
UDP-D-glucuronate + bisdemethoxy-curcumin
UDP + bisdemethoxy-curcumin phenolic beta-D-monoglucuronide
show the reaction diagram
-
-
-
-
?
UDP-D-glucuronate + candesartan
UDP + candesartan beta-D-glucuronoside
show the reaction diagram
-
isozyme UGT1A3 exhibites a strong regioselectivity towards the N2 position of the tetrazole ring, also isozyme UGT2B7 glucuronidates candesartan at the tetrazole-N2 position, whereas isozymes UGT1A7, UGT1A8, UGT1A9, and UGT1A10 mainly yield candesartan O-glucuronide
-
-
?
UDP-D-glucuronate + capsaicin
UDP + capsaicin beta-D-glucuronoside
show the reaction diagram
-
-
-
-
?
UDP-D-glucuronate + chenodeoxycholic acid
UDP + hyodeoxycholic acid 6-O-glucuronoside
show the reaction diagram
isozyme UGT2A3
-
-
?
UDP-D-glucuronate + cis-4-hydroxytamoxifen
UDP + 4-hydroxytamoxifen beta-D-glucuronoside
show the reaction diagram
UDP-D-glucuronate + cotinine
UDP + ?
show the reaction diagram
UDP-D-glucuronate + curcumin
UDP + curcumin beta-D-glucuronoside
show the reaction diagram
-
low activity, can reverse the inhibtory effect of curcumin on UGTs
-
-
?
UDP-D-glucuronate + curcumin
UDP + curcumin phenolic beta-D-monoglucuronide
show the reaction diagram
UDP-D-glucuronate + dehydrotestosterone
UDP + dehydrotestosterone 17-O-beta-D-glucuronoside
show the reaction diagram
UDP-D-glucuronate + demethoxy-curcumin
UDP + demethoxy-curcumin phenolic beta-D-monoglucuronide
show the reaction diagram
-
-
-
-
?
UDP-D-glucuronate + deoxycholic acid
UDP + hyodeoxycholic acid 6-O-glucuronoside
show the reaction diagram
isozyme UGT2A3
-
-
?
UDP-D-glucuronate + dihydrotestosterone
UDP + dihydrotestosterone 17-O-beta-D-glucuronoside
show the reaction diagram
UDP-D-glucuronate + eriodictyol
UDP + eriodictyol 7-O-beta-D-glucuronoside
show the reaction diagram
-
-
-
-
?
UDP-D-glucuronate + estradiol
UDP + estradiol 3-O-beta-D-glucuronoside
show the reaction diagram
UDP-D-glucuronate + estradiol
UDP + estradiol-3-beta-D-glucuronoside
show the reaction diagram
UDP-D-glucuronate + estriol
UDP + ?
show the reaction diagram
-
-
-
-
?
UDP-D-glucuronate + estriol
UDP + estriol 3-O-beta-D-glucuronoside
show the reaction diagram
-
-
-
-
?
UDP-D-glucuronate + estriol
UDP + estriol glucuronoside
show the reaction diagram
-
-
-
-
?
UDP-D-glucuronate + eugenol
UDP + eugenol beta-D-glucuronoside
show the reaction diagram
UDP-D-glucuronate + flurbiprofen
UDP + flurbiprofen beta-D-glucuronoside
show the reaction diagram
-
isozyme UGT2B7
-
-
?
UDP-D-glucuronate + frusemide
UDP + frusemide beta-D-glucuronoside
show the reaction diagram
UDP-D-glucuronate + gemfibrozil
UDP + gemfibrozil beta-D-glucuronoside
show the reaction diagram
UDP-D-glucuronate + hesperetin
UDP + hesperetin 7-O-beta-D-glucuronoside
show the reaction diagram
-
-
-
-
?
UDP-D-glucuronate + homoeriodictyol
UDP + homoeriodictyol 7-O-beta-D-glucuronoside
show the reaction diagram
-
-
-
-
?
UDP-D-glucuronate + hyodeoxycholic acid
UDP + hyodeoxycholic acid 24-carboxy-glucuronoside
show the reaction diagram
recombinant enzyme, expressed in insect cells via baculovirus system, selective glucuronidation
product formation depends on the isozyme, overview
-
?
UDP-D-glucuronate + hyodeoxycholic acid
UDP + hyodeoxycholic acid 3-O-glucuronoside
show the reaction diagram
recombinant enzyme, expressed in insect cells via baculovirus system, selective glucuronidation
product formation depends on the isozyme, overview
-
?
UDP-D-glucuronate + hyodeoxycholic acid
UDP + hyodeoxycholic acid 6-O-glucuronoside
show the reaction diagram
UDP-D-glucuronate + imipramine
UDP + imipramine N-beta-D-glucuronoside
show the reaction diagram
-
reaction of isozyme UGT1A4
-
-
?
UDP-D-glucuronate + isolongifolol
UDP + isolongifolol beta-D-glucuronoside
show the reaction diagram
-
the compound is substrate and competitive inhibitor
-
-
?
UDP-D-glucuronate + kaempferol
UDP + kaempferol 7-O-beta-D-glucuronoside
show the reaction diagram
-
-
-
-
?
UDP-D-glucuronate + labetalol
UDP + ?
show the reaction diagram
UDP-D-glucuronate + longifolol
UDP + longifolol beta-D-glucuronoside
show the reaction diagram
-
the compound is substrate and competitive inhibitor
-
-
?
UDP-D-glucuronate + losartan
UDP + losartan beta-D-glucuronoside
show the reaction diagram
-
no O-glucuronide is generated by any isozyme, while isozymes UGT1A1, UGT1A3, 1A10, UGT2B7, and UGT2B17 glucuronidate losartan at the tetrazole-N2, isozyme UGT1A10 also yields the respective N1-glucuronide, isozyme UGT1A3 exhibites a strong regioselectivity towards the N2 position of the tetrazole ring
-
-
?
UDP-D-glucuronate + luteolin
UDP + luteolin 7-O-beta-D-glucuronoside
show the reaction diagram
-
-
-
-
?
UDP-D-glucuronate + menadiol
UDP + mendadiol 1-O-beta-D-glucuronoside
show the reaction diagram
-
-
isoform UGT1A6, formation of 1-menadiol glucuronide and 4-menadiol glucuronide in ratio of about 4:1
-
?
UDP-D-glucuronate + menadiol
UDP + mendadiol 4-O-beta-D-glucuronoside
show the reaction diagram
-
-
isoform UGT1A10, preferential formation of 4-menadiol glucuronoside, isoform UGT1A6, formation of 1-menadiol glucuronide and 4-menadiol glucuronide in ratio of about 4:1
-
?
UDP-D-glucuronate + morphine
UDP + morphine 3-beta-D-glucuronoside
show the reaction diagram
-
activity of isozyme UGT1A8
-
-
?
UDP-D-glucuronate + morphine
UDP + morphine 3-O-beta-D-glucuronoside
show the reaction diagram
UDP-D-glucuronate + morphine
UDP + morphine 6-beta-D-glucuronoside
show the reaction diagram
UDP-D-glucuronate + morphine
UDP + morphine 6-O-beta-D-glucuronoside
show the reaction diagram
-
-
-
?
UDP-D-glucuronate + mycophenolate
UDP + ?
show the reaction diagram
UDP-D-glucuronate + mycophenolic acid
UDP + mycophenolic acid beta-D-glucuronoside
show the reaction diagram
-
K314 and K404m are determined binding sites required for UDP-glcA binding to isozyme UGT1A10, overview
-
-
?
UDP-D-glucuronate + myricetin
UDP + myricetin 7-O-beta-D-glucuronoside
show the reaction diagram
-
-
-
-
?
UDP-D-glucuronate + naringenin
UDP + naringenin 7-O-beta-D-glucuronoside
show the reaction diagram
-
-
-
-
?
UDP-D-glucuronate + nicotine
UDP + ?
show the reaction diagram
UDP-D-glucuronate + octylgallate
UDP + octylgallate beta-D-glucuronoside
show the reaction diagram
UDP-D-glucuronate + phenolphthalein
UDP + phenolphthalein beta-D-glucuronoside
show the reaction diagram
an UGT2B15 substrate
-
-
?
UDP-D-glucuronate + phenolphthalein
UDP + phenolphthalein beta-D-monoglucuronoside
show the reaction diagram
-
-
-
-
?
UDP-D-glucuronate + phloretin
UDP + ?
show the reaction diagram
-
-
-
-
?
UDP-D-glucuronate + propofol
UDP + propofol beta-D-glucuronoside
show the reaction diagram
UDP-D-glucuronate + protocatechuic aldehyde
UDP + ?
show the reaction diagram
UDP-D-glucuronate + quercetin
UDP + quercetin 7-O-beta-D-glucuronoside
show the reaction diagram
-
-
-
-
?
UDP-D-glucuronate + scopoletin
UDP + scopoletin beta-D-glucuronoside
show the reaction diagram
UDP-D-glucuronate + serotonin
UDP + serotonin beta-D-glucuronoside
show the reaction diagram
isozyme UGT1A6
-
-
?
UDP-D-glucuronate + serotonin
UDP + serotonin O-beta-D-glucuronoside
show the reaction diagram
-
reaction of isozyme UGT1A6
-
-
?
UDP-D-glucuronate + tamoxifen + H+
UDP + tamoxifen beta-D-glucuronoside
show the reaction diagram
UDP-D-glucuronate + testosterone
UDP + testosterone 17-O-beta-D-glucuronoside
show the reaction diagram
an UGT2B15 substrate
-
-
?
UDP-D-glucuronate + thyroxine
UDP + thyroxine beta-D-glucuronoside
show the reaction diagram
UDP-D-glucuronate + trans-4-hydroxytamoxifen
UDP + 4-hydroxytamoxifen beta-D-glucuronoside
show the reaction diagram
UDP-D-glucuronate + trifluoperazine
UDP + trifluoperazine beta-D-glucuronoside
show the reaction diagram
-
-
-
-
?
UDP-D-glucuronate + umbelliferone
UDP + umbelliferyl beta-D-glucuronoside
show the reaction diagram
-
-
-
-
?
UDP-D-glucuronate + ursodeoxycholic acid
UDP + hyodeoxycholic acid 6-O-glucuronoside
show the reaction diagram
isozyme UGT2A3
-
-
?
UDP-D-glucuronate + zidovudine
UDP + zidovudine beta-D-glucuronoside
show the reaction diagram
UDP-D-glucuronate + zolarsartan
UDP + zolarsartan beta-D-glucuronoside
show the reaction diagram
-
isozyme UGT1A3 exhibites a strong regioselectivity towards the N2 position of the tetrazole ring, the tetrazole-N1 of this aglycone is accessible to other enzymes, including isozyme UGT1A5, zolarsartan O-glucuronide is mainly produced by isozyme UGT1A10 and isozyme UGT2B7
-
-
?
UDP-glucuronate + (E)-2,4-dimethoxy-6-(4-methoxystyryl)benzaldehyde oxime
UDP + 1-O-[(Z)-(2,4-dimethoxy-6[(E)-2-(4-methoxyphenyl)ethenyl]methylidene)amino]-beta-D-glucuronate
show the reaction diagram
UDP-glucuronate + (E)-3-(3-hydroxy-4-methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)acrylic acid
UDP + ?
show the reaction diagram
-
i.e. NI-12a, low activity, NI-12a is glucuronidated at both the -COOH and -OH functions. NI-12a is primarily metabolized by the hepatic and renal enzyme UGT1A9
-
-
?
UDP-glucuronate + (R)-propranolol
UDP + (R)-propranolol beta-D-glucuronoside
show the reaction diagram
UDP-glucuronate + (S)-propranolol
UDP + (S)-propranolol beta-D-glucuronoside
show the reaction diagram
UDP-glucuronate + 1,25-dihydroxyergocalciferol
UDP + 1,25-dihydroxyergocalciferol beta-D-glucuronoside
show the reaction diagram
-
-
-
?
UDP-glucuronate + 1-hydroxypyrene
UDP + 1-hydroxypyrene beta-D-glucuronoside
show the reaction diagram
-
-
-
?
UDP-glucuronate + 1-naphthol
UDP + 1-naphthol beta-D-glucuronide
show the reaction diagram
UDP-glucuronate + 1-naphthol
UDP + beta-D-glucuronosyl-(1-naphthol)
show the reaction diagram
UDP-glucuronate + 10-gingerol
UDP + 10-gingerol 4'-O-beta-D-glucuronoside
show the reaction diagram
-
-
-
-
?
UDP-glucuronate + 10-gingerol
UDP + 10-gingerol 5-O-beta-D-glucuronoside
show the reaction diagram
-
-
-
-
?
UDP-glucuronate + 10-gingerol
UDP + 6-gingerol 5-O-beta-D-glucuronoside
show the reaction diagram
-
-
-
-
?
UDP-glucuronate + 12-hydroxyeicosatetraenoic acid
UDP + 12-hydroxyeicosatetraenoyl beta-D-glucuronoside
show the reaction diagram
-
-
-
?
UDP-glucuronate + 12-hydroxyeicosatetraenoic acid
UDP + 12-hydroxyeicosatetraenoyl-beta-D-glucuronoside
show the reaction diagram
-
-
-
?
UDP-glucuronate + 15-hydroxyeicosatetraenoic acid
UDP + 15-hydroxyeicosatetraenoyl beta-D-glucuronoside
show the reaction diagram
-
-
-
?
UDP-glucuronate + 15-hydroxyeicosatetraenoic acid
UDP + 15-hydroxyeicosatetraenoyl-beta-D-glucuronoside
show the reaction diagram
-
-
-
?
UDP-glucuronate + 17-alpha-estradiol
UDP + 17-alpha-estradiol beta-D-glucuronoside
show the reaction diagram
UDP-glucuronate + 17-beta-estradiol
UDP + 17-beta-estradiol 3-beta-D-glucuronoside
show the reaction diagram
UDP-glucuronate + 17-beta-estradiol
UDP + 17-beta-estradiol beta-D-glucuronoside
show the reaction diagram
UDP-glucuronate + 17beta-estradiol
UDP + 17beta-estradiol 3-O-glucuronide
show the reaction diagram
-
-
-
?
UDP-glucuronate + 17beta-estradiol
UDP + estradiol 17-beta-D-glucuronide
show the reaction diagram
-
-
-
?
UDP-glucuronate + 2',4'-hydroxychalcone
UDP + 2'-hydroxychalcone 4'-O-beta-D-glucuronoside
show the reaction diagram
-
glucuronidation at the OH-4' position by UGT1A1 and UGT1A10 isoforms, both UGT1A6 and 1A9 produced two chalcone monoglucuronides, the 4'-Oglucuronide and the 2'-O-glucuronide
-
-
?
UDP-glucuronate + 2',4'-hydroxychalcone
UDP + 4'-hydroxychalcone 2'-O-beta-D-glucuronoside
show the reaction diagram
-
glucuronidation at the OH-2' position with low activity by UGT1A7, UGT1A6, and UGT1A10 isoforms, and with high activity by isozyme UGT1A9. Both UGT1A6 and 1A9 produced two chalcone monoglucuronides, the 4'-Oglucuronide and the 2'-O-glucuronide
-
-
?
UDP-glucuronate + 2',4,4',6'-tetrahydroxychalcone
?
show the reaction diagram
UDP-glucuronate + 2'-hydroxychalcone
UDP + chalcone 2'-O-beta-D-glucuronoside
show the reaction diagram
-
glucuronidation at the OH-2' position by UGT1A9 isoform
-
-
?
UDP-glucuronate + 2-hydroxyestrone
UDP + 2-hydroxyestrone beta-D-glucuronide
show the reaction diagram
-
-
-
-
?
UDP-glucuronate + 2-methoxyestrone
UDP + 2-methoxyestrone beta-D-glucuronide
show the reaction diagram
-
-
-
-
?
UDP-glucuronate + 20-hydroxyeicosatetraenoic acid
UDP + 20-hydroxyeicosatetraenoyl beta-D-glucuronoside
show the reaction diagram
-
-
-
?
UDP-glucuronate + 25-hydroxyergocalciferol
UDP + 25-hydroxyergocalciferol beta-D-glucuronoside
show the reaction diagram
-
-
-
?
UDP-glucuronate + 3'-azido-3'-deoxythymidine
UDP + 3'-azido-3'-deoxythymidine beta-D-glucuronide
show the reaction diagram
-
isozymes UGT2B4, UGT2B7, and UGT2B17
-
-
?
UDP-glucuronate + 3'-azido-3'-deoxythymidine
UDP + 3'-azido-3'-deoxythymidine beta-D-glucuronoside
show the reaction diagram
UDP-glucuronate + 3,17-estradiol
UDP + 17-estradiol 3-O-glucuronide
show the reaction diagram
-
isozyme UGT1A1
-
-
?
UDP-glucuronate + 3,17-estradiol
UDP + 3-estradiol 17-O-glucuronide
show the reaction diagram
-
isozyme UGT1A1
-
-
?
UDP-glucuronate + 3,2'-dihydroxychalcone
UDP + 3-hydroxychalcone 2'-O-beta-D-glucuronoside
show the reaction diagram
-
very low activity with isozyme UGT1A6
-
-
?
UDP-glucuronate + 3,2'-hydroxychalcone
UDP + 3-hydroxychalcone 2'-O-beta-D-glucuronoside
show the reaction diagram
-
glucuronidation at the OH-2' position by UGT1A8 isoform
-
-
?
UDP-glucuronate + 3-epideacetycinobufagin
UDP + 3-epideacetycinobufagin 3-beta-D-glucuronoside
show the reaction diagram
UDP-glucuronate + 3alpha,5beta-tetrahydroaldosterone
UDP + 3alpha,5beta-tetrahydroaldosterone beta-D-glucuronide
show the reaction diagram
high activity
-
-
?
UDP-glucuronate + 4,2'-hydroxychalcone
UDP + 4-hydroxychalcone 2'-O-beta-D-glucuronoside
show the reaction diagram
-
glucuronidation at the OH-2' position by UGT1A8, UGT1A1, and UGT1A3 isoforms. The A-ring OH-4 group promotes glucuronidation at the 2' position for the reaction of the exclusive substrate 4,2'-dihydroxychalcone of UGT1A1 and 1A3
-
-
?
UDP-glucuronate + 4-aminobiphenyl
?
show the reaction diagram
-
-
-
-
?
UDP-glucuronate + 4-ethylphenol
UDP + beta-D-glucuronosyl-(4-ethylphenol)
show the reaction diagram
UDP-glucuronate + 4-hydroxy-estrone
UDP + ?
show the reaction diagram
glucuronidation of 4-hydroxylated estrone is significantly reduced in breast carcinomas compared to healthy
-
-
?
UDP-glucuronate + 4-hydroxyestradiol
UDP + 4-hydroxyestradiol beta-D-glucuronoside
show the reaction diagram
-
-
-
?
UDP-glucuronate + 4-hydroxyretinoic acid
UDP + 4-hydroxyretinoic acid beta-D-glucuronoside
show the reaction diagram
mainly conjugated by UGT2B7
-
-
?
UDP-glucuronate + 4-methoxyestrone
UDP + 4-methoxyestrone beta-D-glucuronide
show the reaction diagram
-
-
-
-
?
UDP-glucuronate + 4-methylumbelliferone
UDP + 4-methylumbelliferone beta-D-glucuronide
show the reaction diagram
UDP-glucuronate + 4-methylumbelliferone
UDP + 4-methylumbelliferyl beta-D-glucuronoside
show the reaction diagram
UDP-glucuronate + 4-methylumbelliferone
UDP + 4-methylumbelliferyl-beta-D-glucuronide
show the reaction diagram
-
all isozymes, nonselective substrate
-
-
?
UDP-glucuronate + 4-methylumbelliferone
UDP + 4-methylumbelliferyl-beta-D-glucuronoside
show the reaction diagram
-
-
-
-
?
UDP-glucuronate + 4-methylumbelliferone
UDP + beta-D-glucuronosyl-(4-methylumbelliferone)
show the reaction diagram
UDP-glucuronate + 4-nitrophenol
UDP + 4-nitrophenol beta-D-glucuronide
show the reaction diagram
-
-
-
-
?
UDP-glucuronate + 4-nitrophenol
UDP + 4-nitrophenyl beta-D-glucuronide
show the reaction diagram
UDP-glucuronate + 4-nitrophenol
UDP + beta-D-glucuronosyl-(4-nitrophenol)
show the reaction diagram
UDP-glucuronate + 5-hydroxytryptophol
UDP + 5-hydroxy-tryptophol beta-D-glucuronoside
show the reaction diagram
-
-
-
?
UDP-glucuronate + 5-hydroxytryptophol
UDP + 5-hydroxytryptophol beta-D-glucuronide
show the reaction diagram
isozymes UGT1A6 and UGT1A9, the latter shows over 20fold lower activity
-
-
?
UDP-glucuronate + 5-hydroxytryptophol
UDP + 5-hydroxytryptophol beta-D-glucuronoside
show the reaction diagram
mucosal serotonin and its metabolite 5-hydroxytryptophol are solely conjugated by UGT1A6
-
-
?
UDP-glucuronate + 5alpha-dihydroaldosterone
UDP + 5alpha-dihydroaldosterone beta-D-glucuronide
show the reaction diagram
-
-
-
?
UDP-glucuronate + 5alpha-tetrahydrocortisone
UDP + 5alpha-tetrahydrocortisone beta-D-glucuronide
show the reaction diagram
-
-
-
?
UDP-glucuronate + 5beta-tetrahydrocortisone
UDP + 5beta-tetrahydrocortisone beta-D-glucuronide
show the reaction diagram
-
-
-
?
UDP-glucuronate + 6-gingerol
UDP + 6-gingerol 4'-O-beta-D-glucuronoside
show the reaction diagram
-
-
-
-
?
UDP-glucuronate + 6-gingerol
UDP + 6-gingerol 5-O-beta-D-glucuronoside
show the reaction diagram
-
-
-
-
?
UDP-glucuronate + 6-hydroxymelatonin
UDP + 6-hydroxymelatonin beta-D-glucuronide
show the reaction diagram
-
-
-
?
UDP-glucuronate + 7-ethyl-10-hydroxy-camptothecin
UDP + 7-ethyl-10-hydroxy-camptothecin beta-D-glucuronoside
show the reaction diagram
i.e. SN-38, an active metabolite of irinotecan
-
-
?
UDP-glucuronate + 7-ethyl-10-hydroxycampothecin
UDP + 7-ethyl-10-hydroxycampothecin 1-O-beta-D-glucuronide
show the reaction diagram
i.e. SN-38, isozymes UGT1A1, UGT1A7, and UGT1A9
-
-
?
UDP-glucuronate + 7-ethyl-10-hydroxycamptothecin
UDP + 7-ethyl-10-hydroxycamptothecin 10-O-beta-D-glucuronoside
show the reaction diagram
i.e. SN-38, an active metabolite of irinotecan
-
-
?
UDP-glucuronate + 7-hydroxy-4-trifluoromethylcoumarin
UDP + 4-trifluoromethylcoumarin 7-O-beta-D-glucuronide
show the reaction diagram
-
-
-
?
UDP-glucuronate + 7-hydroxy-4-trifluoromethylcoumarin
UDP + 7-hydroxy-4-trifluoromethylcoumarin beta-D-glucuronide
show the reaction diagram
-
-
-
?
UDP-glucuronate + 7-hydroxyflavanone
UDP + flavanone 7-O-beta-D-glucuronoside
show the reaction diagram
-
-
-
-
?
UDP-glucuronate + 8-gingerol
UDP + 6-gingerol 5-O-beta-D-glucuronoside
show the reaction diagram
-
-
-
-
?
UDP-glucuronate + 8-gingerol
UDP + 8-gingerol 4'-O-beta-D-glucuronoside
show the reaction diagram
-
-
-
-
?
UDP-glucuronate + 8-gingerol
UDP + 8-gingerol 5-O-beta-D-glucuronoside
show the reaction diagram
-
-
-
-
?
UDP-glucuronate + 8-hydroxyquinoline
UDP + 8-hydroxyquinoline beta-D-glucuronide
show the reaction diagram
-
-
-
?
UDP-glucuronate + acceptor
UDP + acceptor beta-D-glucuronoside
show the reaction diagram
UDP-glucuronate + acceptor
UDP + acceptor beta-glucuronoside
show the reaction diagram
UDP-glucuronate + aldosterone
UDP + aldosterone beta-D-glucuronide
show the reaction diagram
-
-
-
?
UDP-glucuronate + all-trans-retinoic acid
UDP + all-trans-retinoic acid beta-D-glucuronoside
show the reaction diagram
mainly conjugated by UGT2B7
-
-
?
UDP-glucuronate + Aloe-emodin
UDP + Aloe-emodin beta-D-glucuronide
show the reaction diagram
isozyme UGT1A7
-
-
?
UDP-glucuronate + alpinetin
UDP + alpinetin beta-D-glucuronoside
show the reaction diagram
-
-
-
-
?
UDP-glucuronate + amitriptyline
UDP + amitriptyline beta-D-glucuronoside
show the reaction diagram
-
-
-
-
?
UDP-glucuronate + amitryptiline
UDP + amitryptiline beta-D-glucuronoside
show the reaction diagram
-
-
-
?
UDP-glucuronate + androstane-3,17-diol
UDP + androstane-3,17-diol 17-O-beta-D-glucuronide
show the reaction diagram
-
isozyme UGT2B15
-
-
?
UDP-glucuronate + androstane-3,17-diol
UDP + beta-D-glucuronosyl-androstane-3,17-diol
show the reaction diagram
UDP-glucuronate + androstanediol
UDP + androstanediol beta-D-glucuronoside
show the reaction diagram
-
-
-
?
UDP-glucuronate + anthraflavic acid
UDP + anthraflavic acid 2-glucuronide
show the reaction diagram
-
isozyme UGT1A1
-
-
?
UDP-glucuronate + anthraflavic acid
UDP + anthraflavic acid 2-O-beta-D-glucuronide
show the reaction diagram
UDP-glucuronate + apigenin
UDP + apigenin beta-D-glucuronide
show the reaction diagram
UDP-glucuronate + asialo-orosomucoid
UDP + asialo-orosomucoid beta-D-glucuronide
show the reaction diagram
-
acceptor is a glycoprotein, preferred substrate
-
-
?
UDP-glucuronate + beta-estradiol
UDP + estradiol 3-beta-D-glucuronide
show the reaction diagram
-
-
-
-
?
UDP-glucuronate + bilirubin
?
show the reaction diagram
-
-
-
-
?
UDP-glucuronate + bilirubin
UDP + bilirubin beta-D-glucuronoside
show the reaction diagram
UDP-glucuronate + biochanin A
UDP + biochanin A beta-D-glucuronide
show the reaction diagram
UDP-glucuronate + buprenorphine
UDP + buprenorphine glucuronide
show the reaction diagram
UDP-glucuronate + capsaicin
UDP + capsaicin beta-D-glucuronide
show the reaction diagram
UDP-glucuronate + cardamonin
UDP + cardamonin beta-D-glucuronoside
show the reaction diagram
-
UGT1A9 is the only isoform to glucuronidate cardamonin at the OH-2' position, lower activity with isozyme UGT1A7
-
-
?
UDP-glucuronate + carvedilol
UDP + carvedilol beta-D-glucuronoside
show the reaction diagram
-
-
-
?
UDP-glucuronate + chenodeoxycholic acid
UDP + chenodeoxycholic acid 24-beta-D-glucuronoside
show the reaction diagram
UDP-glucuronate + chloramphenicol
UDP + ?
show the reaction diagram
-
-
-
?
UDP-glucuronate + cholic acid
UDP + cholic acid 24-beta-D-glucuronoside
show the reaction diagram
UDP-glucuronate + chrysin
UDP + chrysin beta-D-glucuronide
show the reaction diagram
UDP-glucuronate + citronellol
UDP + citronellol beta-D-glucuronoside
show the reaction diagram
-
-
-
?
UDP-glucuronate + clozapine
UDP + clozapine beta-D-glucuronide
show the reaction diagram
-
-
-
-
?
UDP-glucuronate + codeine
UDP + beta-D-glucuronosyl-codeine
show the reaction diagram
-
low activity
-
-
?
UDP-glucuronate + codeine
UDP + codeine beta-D-glucuronide
show the reaction diagram
-
isozymes UGT2B4 and UGT2B7
-
-
?
UDP-glucuronate + cotinine
UDP + cotinine N-beta-D-glucuronoside
show the reaction diagram
cotinine is a highly selective substrate of human liver microsomal UGT2B10
-
-
?
UDP-glucuronate + curcumin
UDP + curcumin beta-D-glucuronide
show the reaction diagram
UDP-glucuronate + cyproheptadine
UDP + cyproheptadine beta-D-glucuronide
show the reaction diagram
-
-
-
-
?
UDP-glucuronate + deferiprone
UDP + deferiprone beta-D-glucuronoside
show the reaction diagram
-
-
-
?
UDP-glucuronate + denopamine
UDP + denopamine beta-D-glucuronide
show the reaction diagram
UDP-glucuronate + deoxycholic acid
UDP + deoxycholic acid 24-beta-D-glucuronoside
show the reaction diagram
-
-
-
?
UDP-glucuronate + desmethylnaproxen
?
show the reaction diagram
UDP-glucuronate + dexmedetomidine
UDP + dexmedetomidine beta-D-glucuronoside
show the reaction diagram
UDP-glucuronate + diclofenac
UDP + diclofenac beta-D-glucuronoside
show the reaction diagram
UDP-glucuronate + dihydrotestosterone
UDP + dihydrotestosterone beta-D-glucuronoside
show the reaction diagram
-
-
-
?
UDP-glucuronate + diphenhydramine
UDP + diphenhydramine beta-D-glucuronoside
show the reaction diagram
UDP-glucuronate + dopamine
UDP + dopamine beta-D-glucuronoside
show the reaction diagram
-
-
-
?
UDP-glucuronate + entacapone
UDP + entacapone beta-D-glucuronide
show the reaction diagram
UDP-glucuronate + entacapone
UDP + entacapone beta-D-glucuronoside
show the reaction diagram
UDP-glucuronate + epirubicin
UDP + epirubicin beta-D-glucuronoside
show the reaction diagram
-
-
-
?
UDP-glucuronate + epitestosterone
UDP + epitestosterone beta-D-glucuronoside
show the reaction diagram
UDP-glucuronate + estradiol
UDP + estradiol beta-D-glucuronide
show the reaction diagram
-
-
-
-
?
UDP-glucuronate + estradiol
UDP + estradiol beta-D-glucuronoside
show the reaction diagram
UDP-glucuronate + estriol
UDP + estriol beta-D-glucuronoside
show the reaction diagram
-
-
-
?
UDP-glucuronate + estrone
UDP + estrone beta-D-glucuronide
show the reaction diagram
-
-
-
-
?
UDP-glucuronate + estrone
UDP + estrone beta-D-glucuronoside
show the reaction diagram
-
-
-
?
UDP-glucuronate + ethanol
UDP + ethyl beta-D-glucuronoside
show the reaction diagram
UDP-glucuronate + ethinylestradiol
UDP + ethinylestradiol beta-D-glucuronoside
show the reaction diagram
UDP-glucuronate + ethinylestradiol
UDP + ethinylestradiol glucuronide
show the reaction diagram
-
isozyme UGT1A1
-
-
?
UDP-glucuronate + etoposide
UDP + etoposide beta-D-glucuronide
show the reaction diagram
isozyme UGT1A1 is specific for etoposide
-
-
?
UDP-glucuronate + etoposide
UDP + etoposide beta-D-glucuronoside
show the reaction diagram
-
-
-
?
UDP-glucuronate + eugenol
UDP + beta-D-glucuronosyl-eugenol
show the reaction diagram
UDP-glucuronate + eugenol
UDP + eugenol beta-D-glucuronide
show the reaction diagram
UDP-glucuronate + fenofibrate
UDP + fenofibrate beta-D-glucuronoside
show the reaction diagram
-
-
-
?
UDP-glucuronate + flavopiridol
UDP + flavopiridol beta-D-glucuronoside
show the reaction diagram
-
-
-
?
UDP-glucuronate + flufenamic acid
?
show the reaction diagram
-
-
-
?
UDP-glucuronate + gemfibrozil
UDP + beta-D-glucuronosyl-gemfibrozil
show the reaction diagram
UDP-glucuronate + genistein
UDP + genistein beta-D-glucuronide
show the reaction diagram
UDP-glucuronate + genistein
UDP + genistein beta-D-glucuronoside
show the reaction diagram
-
-
-
?
UDP-glucuronate + gingerol
UDP + gingerol 4'-O-beta-D-glucuronoside
show the reaction diagram
-
-
-
-
?
UDP-glucuronate + grepafloxacin
UDP + grepafloxacin beta-D-glucuronide
show the reaction diagram
UDP-glucuronate + hydromorphone
UDP + beta-D-glucuronosyl-hydromorphone
show the reaction diagram
-
-
-
-
?
UDP-glucuronate + hyocholic acid
UDP + hyocholic acid 24-beta-D-glucuronoside
show the reaction diagram
-
-
-
?
UDP-glucuronate + hyodeoxycholic acid
UDP + beta-D-glucuronosyl-hyodeoxycholic acid
show the reaction diagram
-
high activity
-
-
?
UDP-glucuronate + hyodeoxycholic acid
UDP + hyodeoxycholic acid 24G-beta-D-glucuronoside
show the reaction diagram
-
-
-
?
UDP-glucuronate + hyodeoxycholic acid
UDP + hyodeoxycholoyl beta-D-glucuronoside
show the reaction diagram
-
-
-
?
UDP-glucuronate + ibuprofen
UDP + beta-D-glucuronosyl-ibuprofen
show the reaction diagram
-
-
-
-
?
UDP-glucuronate + imipramine
UDP + imipramine beta-D-glucuronide
show the reaction diagram
-
-
-
-
?
UDP-glucuronate + imipramine
UDP + imipramine beta-D-glucuronoside
show the reaction diagram
UDP-glucuronate + imipramine
UDP + imipramine N-beta-D-glucuronoside
show the reaction diagram
UDP-glucuronate + indomethacin
UDP + indomethacin beta-D-glucuronoside
show the reaction diagram
UDP-glucuronate + ketoconazole
UDP + ketoconazole beta-D-glucuronoside
show the reaction diagram
-
-
-
-
?
UDP-glucuronate + ketoprofen
UDP + beta-D-glucuronosyl-ketoprofen
show the reaction diagram
UDP-glucuronate + ketotifen
UDP + ketotifen beta-D-glucuronoside
show the reaction diagram
-
-
-
-
?
UDP-glucuronate + ketotifen
UDP + ketotifenbeta-D-glucuronoside
show the reaction diagram
-
-
-
?
UDP-glucuronate + L-thyroxine
UDP + L-thyroxyl beta-D-glucuronoside
show the reaction diagram
UDP-glucuronate + lamotrigine
UDP + lamotrigine beta-D-glucuronoside
show the reaction diagram
-
-
-
?
UDP-glucuronate + leukotriene B4
UDP + leukotriene B4 beta-D-glucuronoside
show the reaction diagram
-
-
-
?
UDP-glucuronate + levofloxacin
UDP + levofloxacin beta-D-glucuronide
show the reaction diagram
UDP-glucuronate + levomedetomidine
UDP + levomedetomidine beta-D-glucuronoside
show the reaction diagram
UDP-glucuronate + lithocholic acid
UDP + lithocholic acid 3-beta-D-glucuronoside + lithocholic acid 24G-beta-D-glucuronoside
show the reaction diagram
-
-
-
?
UDP-glucuronate + lorazepam
UDP + beta-D-glucuronosyl-lorazepam
show the reaction diagram
-
-
-
?
UDP-glucuronate + lorazepam
UDP + lorazepam beta-D-glucuronoside
show the reaction diagram
-
-
-
?
UDP-glucuronate + mefenamic acid
?
show the reaction diagram
-
-
-
?
UDP-glucuronate + midazolam
UDP + midazolam beta-D-glucuronoside
show the reaction diagram
-
-
-
-
?
UDP-glucuronate + morphine
UDP + morphine 3-beta-D-glucuronoside
show the reaction diagram
UDP-glucuronate + morphine
UDP + morphine 3-glucuronide
show the reaction diagram
UDP-glucuronate + morphine
UDP + morphine 6-glucuronide
show the reaction diagram
UDP-glucuronate + morphine
UDP + morphine beta-D-glucuronoside
show the reaction diagram
UDP-glucuronate + morphine
UDP + morphine-3-beta-D-glucuronide
show the reaction diagram
-
-
-
-
?
UDP-glucuronate + morphine
UDP + morphine-6-beta-D-glucuronide
show the reaction diagram
-
-
-
-
?
UDP-glucuronate + morphine 3-glucuronide
UDP + ?
show the reaction diagram
-
-
-
?
UDP-glucuronate + morphine 3-glucuronide
UDP + morphine 3,6-diglucuronide
show the reaction diagram
UDP-glucuronate + moxifloxacin
UDP + moxifloxacin beta-D-glucuronide
show the reaction diagram
UDP-glucuronate + mycophenolic acid
UDP + mycophenolic acid beta-D-glucuronoside
show the reaction diagram
-
-
-
?
UDP-glucuronate + mycophenolic acid
UDP + mycophenolic acid-acyl-glucuronide
show the reaction diagram
UDP-glucuronate + mycophenolic acid
UDP + mycophenolic acid-phenyl-glucuronide
show the reaction diagram
UDP-glucuronate + mycophenolic acid
UDP + mycophenoloyl beta-D-glucuronoside
show the reaction diagram
-
-
-
?
UDP-glucuronate + N-acetylserotonin
UDP + N-acetylserotonin beta-D-glucuronide
show the reaction diagram
-
-
-
?
UDP-glucuronate + naphthol
UDP + naphthol glucuronide
show the reaction diagram
-
isozyme UGT1A6
-
-
?
UDP-glucuronate + naproxen
?
show the reaction diagram
UDP-glucuronate + naproxen
UDP + naproxen beta-D-glucuronoside
show the reaction diagram
-
-
-
?
UDP-glucuronate + naringenin
UDP + naringenin beta-D-glucuronide
show the reaction diagram
UDP-glucuronate + nicotine
UDP + nicotine beta-D-glucuronoside
show the reaction diagram
-
-
-
?
UDP-glucuronate + niflumic acid
?
show the reaction diagram
-
-
-
?
UDP-glucuronate + olanzapine
UDP + olanzapine beta-D-glucuronoside
show the reaction diagram
UDP-glucuronate + p-nitrophenol
UDP + 4-nitrophenyl-alpha-D-glucuronide
show the reaction diagram
-
-
-
-
?
UDP-glucuronate + paracetamol
UDP + paracetamol beta-D-glucuronide
show the reaction diagram
-
-
-
?
UDP-glucuronate + paracetamol
UDP + paracetamol beta-D-glucuronoside
show the reaction diagram
-
-
-
?
UDP-glucuronate + paragloboside
UDP + paragloboside beta-D-glucuronide
show the reaction diagram
-
acceptor is a glycolipid, activity requires phosphatidylinositol
-
-
?
UDP-glucuronate + phenylbutazone
?
show the reaction diagram
among 16 UDP-glucuronosyltransferase isoforms investigated, only UGT1A9 catalyzes PB C-glucuronidation
-
-
?
UDP-glucuronate + phloretin
UDP + phloretin beta-D-glucuronide
show the reaction diagram
UDP-glucuronate + pizotifen
UDP + pizotifen beta-D-glucuronoside
show the reaction diagram
-
-
-
-
?
UDP-glucuronate + pregnan-3,17-diol
UDP + pregnan-3,17-diol beta-D-glucuronoside
show the reaction diagram
-
-
-
?
UDP-glucuronate + propofol
UDP + propofol alpha-D-glucuronide
show the reaction diagram
-
isozyme UGT1A9
-
-
?
UDP-glucuronate + propofol
UDP + propofol beta-D-glucuronide
show the reaction diagram
-
-
-
-
?
UDP-glucuronate + propofol
UDP + propofol beta-D-glucuronoside
show the reaction diagram
UDP-glucuronate + quercetin
UDP + quercetin beta-D-glucuronide
show the reaction diagram
UDP-glucuronate + quercetin
UDP + quercetin beta-D-glucuronoside
show the reaction diagram
-
-
-
?
UDP-glucuronate + quinazarin
UDP + quinazarin beta-D-glucuronide
show the reaction diagram
UDP-glucuronate + quinizarin
UDP + quinizarin beta-D-glucuronide
show the reaction diagram
isozyme UGT1A7
-
-
?
UDP-glucuronate + R-propranolol
UDP + R-propranolol beta-D-glucuronoside
show the reaction diagram
-
-
-
?
UDP-glucuronate + S-oxazepam
UDP + S-oxazepam beta-D-glucuronoside
show the reaction diagram
-
-
-
?
UDP-glucuronate + S-propranolol
UDP + S-propranolol beta-D-glucuronoside
show the reaction diagram
UDP-glucuronate + scopoletin
UDP + scopoletin beta-D-glucuronide
show the reaction diagram
-
-
-
-
?
UDP-glucuronate + serotonin
?
show the reaction diagram
UDP-glucuronate + serotonin
UDP + serotonin beta-D-glucuronide
show the reaction diagram
UDP-glucuronate + serotonin
UDP + serotonin beta-D-glucuronoside
show the reaction diagram
UDP-glucuronate + serotonin
UDP + serotonin beta-glucuronoside
show the reaction diagram
isozyme UGT2B7
-
-
?
UDP-glucuronate + sitafloxacin
UDP + sitafloxacin beta-D-glucuronide
show the reaction diagram
UDP-glucuronate + sorafenib
UDP + sorafenib beta-D-glucuronoside
show the reaction diagram
-
-
-
?
UDP-glucuronate + tacrolimus
UDP + tacrolimus beta-D-glucuronoside
show the reaction diagram
-
-
-
?
UDP-glucuronate + tamoxifen
UDP + tamoxifen beta-D-glucuronoside
show the reaction diagram
UDP-glucuronate + tamoxifen
UDP + tamoxifen N-beta-D-glucuronoside
show the reaction diagram
-
-
-
?
UDP-glucuronate + Telmisartan
UDP + Telmisartan beta-D-glucuronoside
show the reaction diagram
-
-
-
?
UDP-glucuronate + testosterone
UDP + testosterone beta-D-glucuronoside
show the reaction diagram
UDP-glucuronate + thymol
UDP + thymol beta-D-glucuronide
show the reaction diagram
UDP-glucuronate + thymol
UDP + thymol beta-D-glucuronoside
show the reaction diagram
-
-
-
?
UDP-glucuronate + tigogenin
UDP + tigogenin beta-D-glucuronide
show the reaction diagram
-
-
-
-
?
UDP-glucuronate + tolcapone
UDP + tolcapone beta-D-glucuronide
show the reaction diagram
-
-
-
?
UDP-glucuronate + trans-androsterone
UDP + trans-androsterone beta-D-glucuronide
show the reaction diagram
-
-
-
-
?
UDP-glucuronate + trans-resveratrol
UDP + trans-resveratrol beta-D-glucuronoside
show the reaction diagram
-
-
-
-
?
UDP-glucuronate + trifluoperazine
UDP + trifluoperazine beta-D-glucuronide
show the reaction diagram
isozyme UGT1A4
-
-
?
UDP-glucuronate + trifluoroperazine
UDP + trifluoroperazine beta-D-glucuronide
show the reaction diagram
-
-
-
-
?
UDP-glucuronate + trifluperazine
UDP + trifluperazine
show the reaction diagram
-
-
-
?
UDP-glucuronate + umbelliferone
UDP + umbelliferone beta-D-glucuronide
show the reaction diagram
UDP-glucuronate + valproic acid
UDP + beta-D-glucuronosyl-valproic acid
show the reaction diagram
-
-
-
-
?
UDP-glucuronate + vorinostat
UDP + vorinostat beta-D-glucuronoside
show the reaction diagram
-
-
-
?
UDP-glucuronate + zidovudine
UDP + zidovudine beta-D-glucuronoside
show the reaction diagram
UDP-glucuronate + zidovudine
UDP + zidovudine O-beta-D-glucuronoside
show the reaction diagram
-
-
-
?
UDP-glucuronic acid + 7-hydroxy-4-(trifluoromethyl)-coumarin
UDP + 7-hydroxy-4-(trifluoromethyl)-coumarin O-glucuronide
show the reaction diagram
-
UGT1A6, UGT1A9, and UGT2B7
-
-
?
UDP-glucuronic acid + beta-estradiol
UDP + beta-estradiol 3-O-beta-D-glucuronide
show the reaction diagram
-
UGT1A3
-
-
?
UDP-glucuronic acid + bilirubin
bilirubin glucuronoside + UDP
show the reaction diagram
-
-
-
?
UDP-glucuronic acid + bilirubin
UDP + bilirubin-glucuronoside
show the reaction diagram
UDP-glucuronic acid + diclofenac
UDP + diclofenac O-glucuronide
show the reaction diagram
-
-
-
-
?
UDP-glucuronic acid + imipramine
UDP + imipramine N-glucuronide
show the reaction diagram
-
-
-
-
?
UDP-glucuronic acid + serotonin
UDP + serotonin O-glucuronide
show the reaction diagram
-
-
-
-
?
UDP-glucuronic acid + trifluoperazine
UDP + ?
show the reaction diagram
-
UGT1A4
-
-
?
UDP-glucuronic acid + trifluoperazine
UDP + trifluoperazine N-glucuronide
show the reaction diagram
-
-
-
-
?
UDPglucuronate + bilirubin
?
show the reaction diagram
-
-
-
-
?
UDPglucuronate + naproxen
?
show the reaction diagram
-
UGT2B7 is responsible for human hepatic naproxen acyl glucuronidation, which is the primary elimination pathway for this drug
-
-
?
ursodeoxycholic acid + UDPglucuronate
UDP + ursodeoxycholic acid O-glucuronide
show the reaction diagram
valproic acid + UDPglucuronate
UDP + ?
show the reaction diagram
vanillin + UDP-glucuronate
UDP + vanillin O-glucuronide
show the reaction diagram
-
other 7 phenolic compounds show substrate activity on hUGT2A1
-
?
voriconazole + UDP-alpha-D-glucuronate
voriconazole D-glucuronate + UDP
show the reaction diagram
-
-
-
-
?
additional information
?
-
NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
11alpha-hydroxyprogesterone + UDP-glucuronate
UDP + 11alpha-hydroxyprogesterone-11-O-alpha-D-glucuronate
show the reaction diagram
P54855
-
-
-
?
16alpha-hydroxyprogesterone + UDP-glucuronate
?
show the reaction diagram
P54855
UGT2B15 and UGT2B17 are the major enzyme forms involved in the high-affinity component of 16alpha-hydroxyprogesterone glucuronidation
-
-
?
16alpha-hydroxyprogesterone + UDP-glucuronate
UDP + 16alpha-hydroxyprgesterone-16-O-alpha-D-glucuronate
show the reaction diagram
P54855
UGT2B15 and UGT2B17 are the major enzyme forms involved in the high-affinity component of 16alpha-hydroxyprogesterone glucuronidation
-
-
?
16alpha-hydroxyprogesterone + UDP-glucuronate
UDP + 16alpha-hydroxyprogesteron-16-O-alpha-D-glucuronate
show the reaction diagram
P54855
-
-
-
?
2 UDP-D-glucuronate + 2 dexmedetomidine
2 UDP + dexmedetomidine N1-beta-D-glucuronoside + dexmedetomidine N3-beta-D-glucuronoside
show the reaction diagram
P36537
the major metabolic pathway of dexmedetomidine, i.e. (4S)-[1-(2,3-dimethylphenyl)ethyl]-1H-imidazole, in humans is N-glucuronidation at the imidazolate nitrogens to N3- and N1-glucuronides
-
-
?
2 UDP-D-glucuronate + 2 levomedetomidine
2 UDP + levomedetomidine N1-beta-D-glucuronoside + dexmedetomidine N3-beta-D-glucuronoside
show the reaction diagram
P36537
the major metabolic pathway of levomedetomidine, i.e. (4R)-[1-(2,3-dimethylphenyl)ethyl]-1H-imidazole, in humans is N-glucuronidation at the imidazolate nitrogens to N3-glucuronide
-
-
?
2-(4-chlorophenyl)-5-(2-furyl)-4-oxazoleacetic acid + UDP-glucuronate
?
show the reaction diagram
2-(4-chlorophenyl)-5-(2-furyl)-4-oxazoleacetic acid + UDPglucuronate
?
show the reaction diagram
-
glucuronidation of 2-(4-chlorophenyl)-5-(2-furyl)-4-oxazoleacetic acid is mainly catalyzed by UGT1A1, UGT1A9, and UGT2B7 in the liver, and by UGT1A1, UGT1A3, and UGT2B7 in the intestine in humans
-
-
?
21-hydroxyprogesterone + UDP-glucuronate
UDP + 21-hydroxyprogesterone-21-O-alpha-D-glucuronate
show the reaction diagram
P54855
-
-
-
?
6alpha-hydroxyprogesterone + UDP-glucuronate
UDP + 6alpha-hydroxyprogesteron-6-O-alpha-D-glucuronate
show the reaction diagram
P54855
-
-
-
?
bilirubin + UDPglucuronate
UDP + bilirubin O-glucuronide
show the reaction diagram
estrogen + UDP-glucuronate
?
show the reaction diagram
-
UDP-glucuronosyltransferase 1A10 has been identified as the major isoform involved in the biotransformation of a wide range of phenolic substrates, including native estrogens and their oxidized metabolites
-
-
?
etoposide + UDP-glucuronate
UDP + etoposide glucuronide
show the reaction diagram
-
UGT1A1 is principally responsible for the formation of etoposide glucuronides, mainly in the form of phenolic glucuronide
-
-
?
testosterone + UDP-glucuronate
?
show the reaction diagram
P54855
UGT2B15 and UGT2B17 are the major enzyme forms involved in human liver microsomal testosterone 17beta-glucuronidation
-
-
?
UDP-alpha-D-glucuronate + (S)-naproxen
UDP + beta-D-glucuronosyl (S)-naproxen
show the reaction diagram
-
-
-
-
?
UDP-alpha-D-glucuronate + 3-hydroxyflavone
UDP + 3-[(beta-D-glucopyranurnosyl)oxy]-flavone
show the reaction diagram
P22309
isozyme UGT1A1
-
-
?
UDP-D-glucuronate + 17beta-estradiol
UDP + 17beta-estradiol 3-O-beta-D-glucuronoside
show the reaction diagram
P36537
-
-
-
?
UDP-D-glucuronate + 3-hydroxydesloratadine
UDP + 3-hydroxydesloratadine beta-O-D-glucuronoside
show the reaction diagram
-
specific substrate of isozyme UGT1A8
-
-
?
UDP-D-glucuronate + 4'-hydroxy-warfarin
UDP + 4'-hydroxy-warfarin beta-D-glucuronoside
show the reaction diagram
Q9HAW9
substrate of isozyme UGT1A10
-
-
?
UDP-D-glucuronate + 4-hydroxy-N-desmethyl-tamoxifen
UDP + 4-hydroxy-N-desmethyl-tamoxifen beta-D-glucuronoside
show the reaction diagram
O75795, P22309, Q9HAW9
the enzyme is involved in metabolism and elimination of tamoxifen, TAM, and its major active metabolites 4-hydroxytamoxifen and 4-hydroxy-N-desmethyl-tamoxifen, i.e. endoxifen, by glucuronidation, overview
-
-
?
UDP-D-glucuronate + 4-nitrophenol
UDP + 4-nitrophenyl O-beta-D-glucuronoside
show the reaction diagram
UDP-D-glucuronate + 6-hydroxy-warfarin
UDP + 6-hydroxy-warfarin beta-D-glucuronoside
show the reaction diagram
UDP-D-glucuronate + 7-hydroxy-warfarin
UDP + 7-hydroxy-warfarin beta-D-glucuronoside
show the reaction diagram
UDP-D-glucuronate + 8-hydroxy-warfarin
UDP + 8-hydroxy-warfarin beta-D-glucuronoside
show the reaction diagram
UDP-D-glucuronate + acceptor
UDP + acceptor beta-D-glucuronoside
show the reaction diagram
UDP-D-glucuronate + androstane-3alpha,17beta-diol
UDP + ?
show the reaction diagram
UDP-D-glucuronate + androsterone
UDP + androsterone 3-O-beta-D-glucuronoside
show the reaction diagram
UDP-D-glucuronate + bilirubin
UDP + bilirubin beta-D-glucuronoside
show the reaction diagram
P22309
isozyme UGT1A1
-
-
?
UDP-D-glucuronate + bisdemethoxy-curcumin
UDP + bisdemethoxy-curcumin phenolic beta-D-monoglucuronide
show the reaction diagram
-
-
-
-
?
UDP-D-glucuronate + chenodeoxycholic acid
UDP + hyodeoxycholic acid 6-O-glucuronoside
show the reaction diagram
Q6UWM9
isozyme UGT2A3
-
-
?
UDP-D-glucuronate + cis-4-hydroxytamoxifen
UDP + 4-hydroxytamoxifen beta-D-glucuronoside
show the reaction diagram
O75795, P22309, Q9HAW9
the enzyme is involved in metabolism and elimination of tamoxifen, TAM, and its major active metabolites 4-hydroxytamoxifen and 4-hydroxy-N-desmethyl-tamoxifen, i.e. endoxifen, by glucuronidation, overview
-
-
?
UDP-D-glucuronate + cotinine
UDP + ?
show the reaction diagram
P36537
isozyme UGT2B10, cotinine is exclusively glucuronized in liver, no activity in intestinal microsomes
-
-
?
UDP-D-glucuronate + curcumin
UDP + curcumin phenolic beta-D-monoglucuronide
show the reaction diagram
-
glucuronidation is an important pathway in the metabolism of curcumin
-
-
?
UDP-D-glucuronate + dehydrotestosterone
UDP + dehydrotestosterone 17-O-beta-D-glucuronoside
show the reaction diagram
UDP-D-glucuronate + demethoxy-curcumin
UDP + demethoxy-curcumin phenolic beta-D-monoglucuronide
show the reaction diagram
-
-
-
-
?
UDP-D-glucuronate + deoxycholic acid
UDP + hyodeoxycholic acid 6-O-glucuronoside
show the reaction diagram
Q6UWM9
isozyme UGT2A3
-
-
?
UDP-D-glucuronate + dihydrotestosterone
UDP + dihydrotestosterone 17-O-beta-D-glucuronoside
show the reaction diagram
-
in epithelial cells of the human prostate
-
-
?
UDP-D-glucuronate + estradiol
UDP + estradiol 3-O-beta-D-glucuronoside
show the reaction diagram
UDP-D-glucuronate + estradiol
UDP + estradiol-3-beta-D-glucuronoside
show the reaction diagram
-
liver microsomes
-
-
?
UDP-D-glucuronate + flurbiprofen
UDP + flurbiprofen beta-D-glucuronoside
show the reaction diagram
-
isozyme UGT2B7
-
-
?
UDP-D-glucuronate + frusemide
UDP + frusemide beta-D-glucuronoside
show the reaction diagram
-
-
-
-
?
UDP-D-glucuronate + gemfibrozil
UDP + gemfibrozil beta-D-glucuronoside
show the reaction diagram
-
gemfibrozil is a fibrate hypolipidemic agent, isozyme UGT2B7 in the liver
-
-
?
UDP-D-glucuronate + hyodeoxycholic acid
UDP + hyodeoxycholic acid 6-O-glucuronoside
show the reaction diagram
Q6UWM9
isozyme UGT2A3
-
-
?
UDP-D-glucuronate + labetalol
UDP + ?
show the reaction diagram
UDP-D-glucuronate + morphine
UDP + morphine 3-O-beta-D-glucuronoside
show the reaction diagram
UDP-D-glucuronate + morphine
UDP + morphine 6-beta-D-glucuronoside
show the reaction diagram
-
the metabolic conversion of morphine to morphine-6-glucuronide plays a significant role in mediation of the clinical effect of morphine because of the superior analgesic effect of morphine-6-glucuronide
-
-
?
UDP-D-glucuronate + mycophenolate
UDP + ?
show the reaction diagram
UDP-D-glucuronate + nicotine
UDP + ?
show the reaction diagram
P36537
isozyme UGT2B10, nicotine is mainly glucuronized in liver, very low activity in intestinal microsomes
-
-
?
UDP-D-glucuronate + propofol
UDP + propofol beta-D-glucuronoside
show the reaction diagram
-
isozymes UGT1A1 and UGT1A9
-
-
?
UDP-D-glucuronate + protocatechuic aldehyde
UDP + ?
show the reaction diagram
-
-
-
-
?
UDP-D-glucuronate + serotonin
UDP + serotonin beta-D-glucuronoside
show the reaction diagram
P19224
isozyme UGT1A6
-
-
?
UDP-D-glucuronate + tamoxifen + H+
UDP + tamoxifen beta-D-glucuronoside
show the reaction diagram
O75795, P22309, Q9HAW9
the enzyme is involved in metabolism and elimination of tamoxifen, TAM, and its major active metabolites 4-hydroxytamoxifen and 4-hydroxy-N-desmethyl-tamoxifen, i.e. endoxifen, by glucuronidation, overview
-
-
?
UDP-D-glucuronate + thyroxine
UDP + thyroxine beta-D-glucuronoside
show the reaction diagram
-
glucuronidation of the thyroid hormone thyroxine, T4, in the human liver, the T4 glucuronidation activities of recombinant human UGT isoforms and microsomes
-
-
?
UDP-D-glucuronate + trans-4-hydroxytamoxifen
UDP + 4-hydroxytamoxifen beta-D-glucuronoside
show the reaction diagram
O75795, P22309, Q9HAW9
the enzyme is involved in metabolism and elimination of tamoxifen, TAM, and its major active metabolites 4-hydroxytamoxifen and 4-hydroxy-N-desmethyl-tamoxifen, i.e. endoxifen, by glucuronidation, overview
-
-
?
UDP-D-glucuronate + ursodeoxycholic acid
UDP + hyodeoxycholic acid 6-O-glucuronoside
show the reaction diagram
Q6UWM9
isozyme UGT2A3
-
-
?
UDP-glucuronate + (E)-2,4-dimethoxy-6-(4-methoxystyryl)benzaldehyde oxime
UDP + 1-O-[(Z)-(2,4-dimethoxy-6[(E)-2-(4-methoxyphenyl)ethenyl]methylidene)amino]-beta-D-glucuronate
show the reaction diagram
-
i.e. NI-ST-05, low activity, NI-ST-05 forms a distinct N-O-glucuronide. NI-ST-05 is primarily metabolized by an extrahepatic enzyme, UGT1A10
-
-
?
UDP-glucuronate + (E)-3-(3-hydroxy-4-methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)acrylic acid
UDP + ?
show the reaction diagram
-
i.e. NI-12a, low activity, NI-12a is glucuronidated at both the -COOH and -OH functions. NI-12a is primarily metabolized by the hepatic and renal enzyme UGT1A9
-
-
?
UDP-glucuronate + 10-gingerol
UDP + 10-gingerol 4'-O-beta-D-glucuronoside
show the reaction diagram
-
-
-
-
?
UDP-glucuronate + 10-gingerol
UDP + 10-gingerol 5-O-beta-D-glucuronoside
show the reaction diagram
-
-
-
-
?
UDP-glucuronate + 10-gingerol
UDP + 6-gingerol 5-O-beta-D-glucuronoside
show the reaction diagram
-
-
-
-
?
UDP-glucuronate + 3-epideacetycinobufagin
UDP + 3-epideacetycinobufagin 3-beta-D-glucuronoside
show the reaction diagram
-
3-epideacetycinobufagin is a highly isoform-specific probe substrate for 3-glucuronidation mediated by UDP-glucuronosyltransferase 2B7 determined in recombinant UGT supersomes, overview
-
-
?
UDP-glucuronate + 4-hydroxy-estrone
UDP + ?
show the reaction diagram
P36537
glucuronidation of 4-hydroxylated estrone is significantly reduced in breast carcinomas compared to healthy
-
-
?
UDP-glucuronate + 6-gingerol
UDP + 6-gingerol 4'-O-beta-D-glucuronoside
show the reaction diagram
-
-
-
-
?
UDP-glucuronate + 6-gingerol
UDP + 6-gingerol 5-O-beta-D-glucuronoside
show the reaction diagram
-
-
-
-
?
UDP-glucuronate + 7-ethyl-10-hydroxycamptothecin
UDP + 7-ethyl-10-hydroxycamptothecin 10-O-beta-D-glucuronoside
show the reaction diagram
O60656, P16662, P22309, P22310
i.e. SN-38, an active metabolite of irinotecan
-
-
?
UDP-glucuronate + 8-gingerol
UDP + 6-gingerol 5-O-beta-D-glucuronoside
show the reaction diagram
-
-
-
-
?
UDP-glucuronate + 8-gingerol
UDP + 8-gingerol 4'-O-beta-D-glucuronoside
show the reaction diagram
-
-
-
-
?
UDP-glucuronate + 8-gingerol
UDP + 8-gingerol 5-O-beta-D-glucuronoside
show the reaction diagram
-
-
-
-
?
UDP-glucuronate + acceptor
UDP + acceptor beta-D-glucuronoside
show the reaction diagram
O75795, P16662, P22309, P35503, P54855
UGT1A10 is an important detoxifier of polycyclic aromatic hydrocarbons
-
-
?
UDP-glucuronate + acceptor
UDP + acceptor beta-glucuronoside
show the reaction diagram
UDP-glucuronate + estriol
UDP + estriol beta-D-glucuronoside
show the reaction diagram
P16662
-
-
-
?
UDP-glucuronate + ethanol
UDP + ethyl beta-D-glucuronoside
show the reaction diagram
O60656, P16662, P19224, P22309, P22310, P35503, P36537, P54855
-
-
-
?
UDP-glucuronate + genistein
UDP + genistein beta-D-glucuronoside
show the reaction diagram
O60656, P16662, P22309, P22310
-
-
-
?
UDP-glucuronate + gingerol
UDP + gingerol 4'-O-beta-D-glucuronoside
show the reaction diagram
-
-
-
-
?
UDP-glucuronate + morphine
UDP + morphine 3-glucuronide
show the reaction diagram
-
regioselectivity of activity is altered by cytochrome P450 enzyme CYP3A4 so that the ratio of morphine activation/detoxification is increased
-
-
?
UDP-glucuronate + morphine
UDP + morphine beta-D-glucuronoside
show the reaction diagram
P16662
-
-
-
?
UDP-glucuronate + morphine
UDP + morphine-3-beta-D-glucuronide
show the reaction diagram
-
-
-
-
?
UDP-glucuronate + morphine
UDP + morphine-6-beta-D-glucuronide
show the reaction diagram
-
-
-
-
?
UDP-glucuronate + mycophenolic acid
UDP + mycophenolic acid-acyl-glucuronide
show the reaction diagram
-
mycophenolic acid is the active metabolite of immunosuppressant mycophenolate mofetil
-
-
?
UDP-glucuronate + mycophenolic acid
UDP + mycophenolic acid-phenyl-glucuronide
show the reaction diagram
-
mycophenolic acid is the active metabolite of immunosuppressant mycophenolate mofetil
-
-
?
UDP-glucuronate + propofol
UDP + propofol beta-D-glucuronoside
show the reaction diagram
UDP-glucuronate + serotonin
UDP + serotonin beta-glucuronoside
show the reaction diagram
P19224
isozyme UGT2B7
-
-
?
UDP-glucuronate + tamoxifen
UDP + tamoxifen N-beta-D-glucuronoside
show the reaction diagram
O60656, P16662, P22309, P22310
-
-
-
?
UDP-glucuronate + trans-resveratrol
UDP + trans-resveratrol beta-D-glucuronoside
show the reaction diagram
-
-
-
-
?
UDP-glucuronate + zidovudine
UDP + zidovudine beta-D-glucuronoside
show the reaction diagram
UDP-glucuronic acid + bilirubin
UDP + bilirubin-glucuronoside
show the reaction diagram
UDPglucuronate + naproxen
?
show the reaction diagram
-
UGT2B7 is responsible for human hepatic naproxen acyl glucuronidation, which is the primary elimination pathway for this drug
-
-
?
additional information
?
-
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Hg2+
-
activation of bilirubin UDP-glucuronyltransferase
additional information
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
((2R)-2-hydroxy-2-[(9S)-4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl]ethyl)phosphonic acid
-
-
((2S)-2-hydroxy-2-[(9S)-4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl]ethyl)phosphonic acid
-
-
((3R)-3-hydroxy-3-[(9S)-4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl]propyl)phosphonic acid
-
-
((3S)-3-hydroxy-3-[(9S)-4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl]propyl)phosphonic acid
-
-
(+)-longifolol
-
a tricyclic sesquiterpenol
(-)-nicotine
-
(1R)-1-cyclopropyl-2-methylpropan-1-ol
-
IC50: 0.0004 mM
(1R)-1-cyclopropylbut-3-en-1-ol
-
IC50: 0.0004 mM; IC50: 0.0009 mM
(1R)-1-cyclopropylbut-3-ene-1,3-diol
-
IC50: 0.0004 mM
(1R)-1-cyclopropylethanol
-
IC50: 0.0005 mM
(1R)-1-cyclopropylprop-2-en-1-ol
-
IC50: 0.0003 mM
(1R)-1-cyclopropylpropan-1-ol
-
IC50: 0.0002 mM
(1R)-1-cyclopropylpropane-1,3-diol
-
IC50: 0.0002 mM
(1R)-1-[(9R)-4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl]but-3-en-1-ol
-
-
(1R)-1-[(9R)-4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl]ethanol
-
-
(1R)-1-[(9R)-4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl]prop-2-en-1-ol
-
-
(1R)-1-[(9R)-4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl]propan-1-ol
-
-
(1R)-1-[(9R)-4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl]propane-1,3-diol
-
-
(1R)-1-[(9S)-4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl]but-3-en-1-ol
-
-
(1R)-1-[(9S)-4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl]ethan
-
-
(1R)-1-[(9S)-4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl]prop-2-en-1-ol
-
-
(1R)-1-[(9S)-4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl]propan-1-ol
-
-
(1R)-1-[(9S)-4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl]propane-1,3-diol
-
-
(1R)-2,2-dimethyl-1-[(9S)-4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl]propan-1-ol
-
-
(1R)-2-chloro-1-cyclopropylethanol
-
IC50: 0.0002 mM
(1R)-2-chloro-1-[(9S)-4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl]ethanol
-
-
(1R)-2-methyl-1-[(9R)-4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl]propan-1-ol
-
-
(1R)-2-methyl-1-[(9S)-4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl]propan-1-ol
-
-
(1S)-1-cyclopropyl-2,2-dimethylpropan-1-ol
-
IC50: 0.0002 mM
(1S)-1-cyclopropyl-2-methylpropan-1-ol
-
IC50: 0.0004 mM
(1S)-1-cyclopropylbut-3-en-1-ol
-
IC50: 0.0002 mM
(1S)-1-cyclopropylethanol
-
IC50: 0.0007 mM
(1S)-1-cyclopropylprop-2-en-1-ol
-
IC50: 0.0006 mM
(1S)-1-cyclopropylpropan-1-ol
-
IC50: 0.0005 mM
(1S)-1-cyclopropylpropane-1,3-diol
-
IC50: 0.0003 mM
(1S)-1-[(9R)-4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl]propane-1,3-diol
-
-
(1S)-1-[(9S)-4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl]but-3-en-1-ol
-
-
(1S)-1-[(9S)-4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl]ethanol
-
-
(1S)-1-[(9S)-4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl]prop-2-en-1-ol
-
-
(1S)-1-[(9S)-4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl]propan-1-ol
-
-
(1S)-1-[(9S)-4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl]propane-1,3-diol
-
-
(1S)-2,2-dimethyl-1-[(9R)-4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl]propan-1-ol
-
-
(1S)-2,2-dimethyl-1-[(9S)-4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl]propan-1-ol
-
-
(1S)-2-chloro-1-[(9S)-4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl]ethanol
-
-
(1S)-2-methyl-1-[(9S)-4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl]propan-1-ol
-
-
(2-cyclopropylethyl)phosphonic acid
-
IC50: 0.012 mM
(2-[(9S)-4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl]ethyl)phosphonic acid
-
-
(2E)-3-(4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl)prop-2-en-1-ol
-
-
(2E)-3-(4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl)prop-2-enoic acid
-
-
(2E)-3-cyclopropylacrylic acid
-
IC50: 0.003 mM
(2E)-3-cyclopropylprop-2-en-1-ol
-
IC50: 0.0008 mM
(2R)-3,3-dimethyl-2-[(9R)-4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl]butan-2-ol
-
-
(2S)-2-[(9R)-4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl]but-3-en-2-ol
-
-
(2S)-2-[(9R)-4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl]butan-2-ol
-
-
(2S)-2-[(9R)-4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl]pent-4-en-2-ol
-
-
(2S)-3-methyl-2-[(9R)-4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl]butan-2-ol
-
-
(2Z)-3-(4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl)prop-2-en-1-ol
-
-
(2Z)-3-(4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl)prop-2-enoic acid
-
-
(2Z)-3-cyclopropylacrylic acid
-
IC50: 0.003 mM
(2Z)-3-cyclopropylprop-2-en-1-ol
-
IC50: 0.0007 mM
(3-(dimethylamino)-1-[(9S)-4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl]propyl)phosphonic acid
-
-
(3-cyclopropylpropyl)phosphonic acid
-
IC50: 0.032 mM
(3-[(9S)-4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl]propyl)phosphonic acid
-
-
(3R)-3-hydroxy-3-[(9R)-4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl]propanoic acid
-
-
(3R)-3-hydroxy-3-[(9S)-4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl]propanoic acid
-
-
(3S)-3-cyclopropyl-3-hydroxypropanoic acid
-
IC50: 0.001 mM
(3S)-3-hydroxy-3-[(9R)-4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl]propanoic acid
-
-
(3S)-3-hydroxy-3-[(9S)-4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl]propanoic acid
-
-
(4-(dimethylamino)-2-[(9S)-4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl]butyl)phosphonic acid
-
-
(4aS,8aR,9aS)-9a-hydroxy-3,8a-dimethyl-5-methylidene-4a,5,6,7,8,8a,9,9a-octahydronaphtho[2,3-b]furan-2(4H)-one
-
i.e. atractylenolide II, one of two important efficient herbal ingredients isolated from Atractylodes macrocepha exhibits specific inhibition towards UGT2B7, with negligible influence towards other UGT isoforms
-
(5alpha)-17-allyl-3,14-dihydroxy-4,5-epoxymorphinan-6-one
-
IC50 for morphine 3-glucuronide formation: 0.412 mM (noncompetitive), IC50 for morphine 3-glucuronide formation: 0.429 mM (competitive)
(8aS)-3,8a-dimethyl-5-methylidene-4a,5,6,7,8,8a-hexahydronaphtho[2,3-b]furan-2(4H)-one
-
i.e. atractylenolide I, one of two important efficient herbal ingredients isolated from Atractylodes macrocephala, exhibits specific competitive inhibition towards UGT2B7, with negligible influence towards other UGT isoforms
-
(9R)-4,8,8-trimethyldecahydro-1,4-methanoazulene-9-carboxylic acid
-
-
(9S)-4,8,8-trimethyldecahydro-1,4-methanoazulene-9-carboxylic acid
-
-
(R)-7-hydroxywarfarin
-
substrate (S)-7-hydroxywarfarin, noncompetitive
(R)-8-hydroxywarfarin
-
substrate (S)-6-hydroxywarfarin, noncompetitive
(R)-chloro(cyclopropyl)methanol
-
IC50: 0.0002 mM
(R)-cyclopropyl(phenyl)methanol
-
IC50: 0.00007 mM
(R)-phenyl[(9S)-4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl]methanol
-
-
(S)-8-hydroxywarfarin
-
substrate (R)-8-hydroxywarfarin, noncompetitive
(S)-cyclopropyl(phenyl)methanol
-
IC50: 0.0009 mM
(S)-phenyl[(9R)-4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl]methanol
-
-
(S)-phenyl[(9S)-4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl]methanol
-
-
1-cyclopropyl-2,2-dimethylpropan-1-ol
-
IC50: 0.0008 mM
1-naphthol
1-naphthol O-glucuronide
-
inhibitory effects on different isozymes with different substrates, overview; inhibitory effects on different isozymes with different substrates, overview; inhibitory effects on different isozymes with different substrates, overview
17alpha-ethinylestradiol
-
strongly inhibits the formation of etoposide alcoholic glucuronide EAG2 (IC50: 0.0 42 mM) but shows very similar and moderate inhibition on etoposide phenolic glucuronide (IC50: 0.2 mM) and etoposide alcoholic glucuronide EAG1 (IC50: 0.21 mM)
17alpha-ethynylestradiol
-
slightly activates the 3-beta-glucuronidation of estradiol to 116% at 0.005 mM, but inhibits it at 0.1 mM by 23%, inhibits glucuronidation of 4-methylumbelliferone at all concentration of 0.1 mM
17beta-estradiol
-
-
2,2,2-(Triphenyl)ethyl-UDP
-
-
2,2,2-triphenyl-UDP
-
selective inhibitor
2,5-Dichlorophenyl-UDP
-
-
2,6-Dimethoxyphenyl-UDP
-
-
2-(1-Naphthyl)ethyl-UDP
-
-
2-(1-Naphthyl)ethyl-UMP
-
-
2-(2-Naphthyl)ethyl-UDP
-
-
2-(2-Naphthyl)ethyl-UMP
-
-
2-(4-Bromophenyl)ethyl-UDP
-
-
2-(4-Bromophenyl)ethyl-UMP
-
-
2-(4-chlorophenyl)-5-(2-furyl)-4-oxazoleacetic acid
-
-
2-(4-Nitrophenyl)ethyl-UDP
-
-
2-Bromophenyl-UDP
-
-
2-Chlorophenyl-UDP
-
-
2-cyclopropyl-N,N-dimethylethanamine
-
IC50: 0.005 mM
2-cyclopropylethanol
-
IC50: 0.0005 mM
2-hydroxy-estradiol
-
38.5% inhibition at 0.1 mM, UGT1A3
2-hydroxyestradiol
-
inhibits 4-hydroxyestradiol glucuronidation catalyzed by UGT2B7Y
2-phenyl-4H-benzo[h]chromen-4-one
-
-
2-[(9R)-4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl]ethanol
-
-
2-[(9R)-4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl]propan-2-ol
-
-
2-[(9S)-4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl]ethanol
-
-
3'-azido-3'-deoxythymidin
-
slight inhibition
-
3,3,3-Triphenylpropionic acid
-
competitive to bilirubin
3-cyclopropylpropan-1-ol
-
IC50: 0.0009 mM
3-cyclopropylpropanoic acid
-
IC50: 0.002 mM
3-demethyltranilast
-
-
3-hydroxyflavone
three-dimensional QSAR-model of UGT1A1 substrate inhibition, binding structure and modelling, overview
3-Methyl-2-nitrobenzyl-UDP
-
-
3-[(9S)-4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl]propan-1-ol
-
-
4,4,4-Triphenylbutanoic acid
-
competitive to bilirubin
4-azido-2-hydroxybenzoic acid
-
inhibition of UGT1A10 catalyzed glucuronidation of 4-nitrophenol
4-Bromophenyl-UDP
-
-
4-Chlorophenyl-UDP
-
-
4-cyclopropylbutan-1-ol
-
IC50: 0.003 mM
4-cyclopropylbutanoic acid
-
IC50: 0.016 mM
4-demethyltranilast
-
bilirubin glucuronosyltransferase activity, tranilast glucuronosyltransferase activity
4-hydroxyestradiol
-
inhibits 2-hydroxyestradiol glucuronidation catalyzed by UGT1A1
4-Iodophenyl-UDP
-
-
4-Isopropylphenyl-UDP
-
-
4-Methylumbelliferone
4-nitrophenol
4-nitrophenol glucuronide
-
inhibits 4-nitrophenol glucuronidation
4-tert-Butylphenyl-UDP
-
-
4-[(9R)-4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl]butan-1-ol
-
-
4-[(9R)-4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl]butanoic acid
-
-
4-[(9S)-4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl]butan-1-ol
-
-
4-[(9S)-4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl]butanoic acid
-
-
5,5,5-Triphenylpentanoic acid
-
competitive to bilirubin
5-diethylaminoethylamino-8-hydroxyimidazoacridinone
-
substrate inhibition with isoform UGT1A9
5-dimethylaminopropylamino-8-hydroxytriazoloacridinone
-
substrate inhibition with isoform UGT1A9
5-hydroxytryptophol
competitive inhibition of serotonin glucuronidation
6,6,6-Triphenylhexanoic acid
-
competitive to bilirubin
6-hydroxywarfarin
-
competitive
7,7,7-Triphenylheptanoic acid
-
competitive to bilirubin
7,7,7-triphenylheptyl-UDP
-
-
7-hydroxy-4-trifluoromethylcoumarin
7-hydroxywarfarin
-
competitive
8,8,8-Triphenyloctanoic acid
-
competitive to bilirubin
9,9,9-Triphenylnonanoic acid
-
non-competitive to bilirubin
acetone
-
30% and 40% inhibition of isozyme UGT2B15 at 1%, respectively; 30% and 40% inhibition of isozyme UGT2B17 at 1%, respectively
acetonitrile
-
50% inhibition of isozyme UGT2B15 at 1%
ADP
-
markedly reduces 4-methylumbelliferone UGT activity only when detergent-treated rat liver microsomes are used as the enzyme source, inhibits UGT activity non-competitively without competing with either 4-methylumbelliferone or UDP-D-glucuronic acid
amitriptyline
AMP
-
inhibits exclusively the estradiol 17-glucuronidation activity
androsterone
aripiprazole
-
asialo-orosomucoid
-
inhibits activity with paragloboside
-
atazanavir
-
a HIV protease inhibitor, linear mixed-type inhibition mechanism, UGT1A1, inhibition of isozymes UGT1A1, 1A3, 1A4, low inhibition of isozymes UGT1A6, 1A9, and 2B7
azidothymidine
-
selective for isozyme UGT2B7
beta-estradiol
beta-phenyllongifolol
bilirubin
bilirubin diglucuronides
-
competitive inhibitors
-
bilirubin monoglucuronides
-
competitive inhibitors
-
bisphenol A
i.e. BPA, inhibits glucuronidation of serotonin and 4-methylumbelliferone
bupropion
-
-
calphostin-C
-
-
carbamazepine
-
IC50 for morphine 3-glucuronide formation: 0.431 mM (mixed type inhibition), IC50 for morphine 3-glucuronide formation: 0.456 mM (mixed type inhibition)
Cd2+
-
complete inactivation at 10 mM
chenodeoxycholic acid
-
inhibits glucuronidation of bilirubin
chlorpromazine
-
clomipramine
codeine
-
competitive inhibitor to morphine-UDPGT
CTP
-
no inhibition of UGT by other cytosine-related nucleotides but CTP
Cu2+
-
10 mM, complete inactivation
curcumin
cyclopropanecarboxylic acid
-
IC50: 0.001 mM
cyclosporine A
-
-
cyproheptadine
-
-
desipramine
-
-
desloratadine
-
desmethylcycloheptadine
-
-
-
desmethylnortriptyline
-
-
desvenlafaxine
-
-
dextromethorphan
-
-
diazepam
-
IC50 for morphine 3-glucuronide formation: 0.057 mM (noncompetitive), IC50 for morphine 3-glucuronide formation: 0.053 mM (noncompetitive)
diclofenac
didesmethylimipramine
-
-
diethyl ((2R)-2-hydroxy-2-[(9S)-4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl]ethyl)phosphonate
-
-
diethyl ((2S)-2-hydroxy-2-[(9S)-4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl]ethyl)phosphonate
-
-
diethyl ((3R)-3-hydroxy-3-[(9S)-4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl]propyl)phosphonate
-
-
diethyl ((3S)-3-hydroxy-3-[(9S)-4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl]propyl)phosphonate
-
-
diethyl [(2R)-2-cyclopropyl-2-hydroxyethyl]phosphonate
-
IC50: 0.01 mM
diethyl [(3R)-3-cyclopropyl-3-hydroxypropyl]phosphonate
-
IC50: 0.005 mM
diethyl [(3S)-3-cyclopropyl-3-hydroxypropyl]phosphonate
-
IC50: 0.004 mM
diethyl [(R)-cyclopropyl(hydroxy)methyl]phosphonate
-
IC50: 0.01 mM
Diethyldicarbamate
-
irreversible inhibitor
-
Digitonin
Dihydrocodeine
-
-
dilauroylphosphatidylcholine
-
activity towards 4-methylumbelliferone: decreased kidney enzyme activity
dimethyl ((3R)-3-hydroxy-3-[(9S)-4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl]propyl)phosphonate
-
-
dimethyl ((3S)-3-hydroxy-3-[(9S)-4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl]propyl)phosphonate
-
-
dimethyl [(3R)-3-cyclopropyl-3-hydroxypropyl]phosphonate
-
IC50: 0.003 mM
dimethyl [(3S)-3-cyclopropyl-3-hydroxypropyl]phosphonate
-
IC50: 0.004 mM
doxepin
-
-
duloxetine
-
estradiol
estriol
-
linear noncompetitive inhibition towards estrone
estrone
-
competitive to estradiol-17beta
ethanol
-
50% inhibition of isozyme UGT2B17 at 1%
ethyl (3R)-3-hydroxy-3-[(9R)-4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl]propanoate
-
-
ethyl (3R)-3-hydroxy-3-[(9S)-4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl]propanoate
-
-
ethyl (3S)-3-cyclopropyl-3-hydroxypropanoate
-
IC50: 0.0003 mM
ethyl (3S)-3-hydroxy-3-[(9R)-4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl]propanoate
-
-
ethyl (3S)-3-hydroxy-3-[(9S)-4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl]propanoate
-
-
Eugenol
-
UGT2B7, 54.5% inhibition at 0.1 mM
Fe2+
-
-
fluconazole
Flufenamic acid
-
0.02-0.5 mM, completely inhibits glucuronidation of 4-methylumbelliferone; 0.02-0.5 mM, inhibits glucuronidation of 4-methylumbelliferone
flunitrazepam
fluoxetine
-
fluphenazine
-
fluvoxamine
-
genistein
-
0.003 mM, 25.4% inhibition. 0.03 mM, 79.5% inhibition; 0.003 mM, 38.8% inhibition. 0.03 mM, 97.6% inhibition; weak; weak
gossypol
-
noncompetitive inhibitin of estradiol-3-glucuronidation and propofol O-glucuronidation, competitive inhibition towards 3'-azido-3'-deoxythymidine glucuronidation
GTP
-
weak inhibition, no inhibition of UGT by other guanosine-related nucleotides but GTP
haloperidol
-
hecogenin
hyodeoxycholic acid
-
-
imipramine
indinavir
-
a HIV protease inhibitor, linear mixed-type inhibition mechanism, UGT1A1, inhibition of isozymes UGT1A1, 1A3, 1A4, low inhibition of isozymes UGT1A6, 1A9, and 2B7
isolongifolol
itraconazole
-
kaempferol
the formation of ethylglucuronoside is inhibited by the flavonoids for all enzymes except for UGT2B15, mechanism-based inhibition; the formation of ethylglucuronoside is inhibited by the flavonoids for all UGT enzymes except for UGT2B15, mechanism-based inhibition; the formation of ethylglucuronoside is inhibited by the flavonoids for all UGT enzymes except for UGT2B15, mechanism-based inhibition; the formation of ethylglucuronoside is inhibited by the flavonoids for all UGT enzymes except for UGT2B15, mechanism-based inhibition; the formation of ethylglucuronoside is inhibited by the flavonoids for all UGT enzymes except for UGT2B15, mechanism-based inhibition; the formation of ethylglucuronoside is inhibited by the flavonoids for all UGT enzymes except for UGT2B15, mechanism-based inhibition; the formation of ethylglucuronoside is inhibited by the flavonoids for all UGT enzymes except for UGT2B15, mechanism-based inhibition
ketoconazole
-
-
lacto-N-biose
-
22% inhibition of recombinant GlcAT-P and 77.3% of recombinant GlcAT-S at 5 mM
lactose
-
24.5% inhibition of recombinant GlcAT-S at 5 mM, no inhibition of recombinant GlcAT-P
lamotrigen
-
low-affinity substrate of isoform UGT1A4, noncompetitively inhibits dihydrotestosterone and trans-androsterone glucuronidation
-
lithocholic acid
-
inhibition at high concentration, other bile acids and bile acids glucuronides also inhibit
long-chain unsaturated fatty acids
selective inhibition of some UGT isozymes
-
longifolol
-
and derivatives of primary alcohol series or carboxylic/phosphonic acids and amines, inhibitory potency, overview
lopinavir
-
a HIV protease inhibitor, inhibition of isozymes UGT1A1, 1A3, 1A4, low inhibition of isozymes UGT1A6, 1A9, and 2B7
lorazepam
-
IC50 for morphine 3-glucuronide formation: 0.065 mM (mixed type inhibition), IC50 for morphine 3-glucuronide formation: 0.056 mM (mixed type inhibition)
Lubrol 12A9
-
-
Mefenamic acid
menthol
-
Gunn rat, non-competitive inhibition of troglitazone glucuronidation
mianserin
-
midazolam
-
-
mirtazapine
-
-
morphine
morphine 3-glucuronide
-
inhibits morphine glucuronidation
mycophenolate
-
IC50 for morphine 3-glucuronide formation: 0.341 mM (noncompetitive), IC50 for morphine 3-glucuronide formation: 0.389 mM (noncompetitive)
N-acetyllactosamine
-
87.4% inhibition of recombinant GlcAT-P and 83.7% of recombinant GlcAT-S at 5 mM
NAD+
-
inhibits UGT activity non-competitively without competing with either 4-methylumbelliferone or UDP-D-glucuronic acid
NADP+
-
markedly reduces 4-methylumbelliferone UGT activity only when detergent-treated rat liver microsomes are used as the enzyme source, inhibits UGT activity non-competitively without competing with either 4-methylumbelliferone or UDP-D-glucuronic acid
Naphthol
-
UGT1A6, 87.0% inhibition at 0.05 mM
nelfinavir
-
a HIV protease inhibitor, inhibition of isozymes UGT1A1, 1A3, 1A4, low inhibition of isozymes UGT1A6, 1A9, and 2B7
Ni2+
-
-
Nicotine
-
-
niflumic acid
norclomipramine
-
nordihydroguaiaretic acid
-
nortriptyline
-
oitalopram
-
-
olanzapine
oleandomycin
-
-
olozapine
-
-
omega,omega,omega-triphenylalkyl-UDP derivatives
-
e.g. 7,7,7-triphenylheptyl-UDP
-
Omeprazole
-
-
oratadine
-
-
oxazepam
-
IC50 for morphine 3-glucuronide formation: 0.109 mM (competitive), IC50 for morphine 3-glucuronide formation: 0.119 mM (mixed type inhibition)
p-chloromercuribenzoate
-
-
p-[di-n-Propylsulfamoyl]benzoic acid
paclitaxel
-
-
paroxetine
-
perphenazine
-
Phenelzine
-
Phenolphthalein
Phenylbutazone
Phospholipase A
-
potentiates end-product inhibition in whole microsomes: inhibition of glucuronidation of testosterone, stimulation of glucuronidation of estradiol and estrone
-
probenecid
-
-
propofol
protriptyline
-
quercetin
the formation of ethylglucuronoside is inhibited by the flavonoids for all enzymes except for UGT2B15, mechanism-based inhibition; the formation of ethylglucuronoside is inhibited by the flavonoids for all UGT enzymes except for UGT2B15, mechanism-based inhibition; the formation of ethylglucuronoside is inhibited by the flavonoids for all UGT enzymes except for UGT2B15, mechanism-based inhibition; the formation of ethylglucuronoside is inhibited by the flavonoids for all UGT enzymes except for UGT2B15, mechanism-based inhibition; the formation of ethylglucuronoside is inhibited by the flavonoids for all UGT enzymes except for UGT2B15, mechanism-based inhibition; the formation of ethylglucuronoside is inhibited by the flavonoids for all UGT enzymes except for UGT2B15, mechanism-based inhibition; the formation of ethylglucuronoside is inhibited by the flavonoids for all UGT enzymes except for UGT2B15, mechanism-based inhibition
quetiapine
-
quinidine
-
-
ritonavir
-
a HIV protease inhibitor, inhibition of isozymes UGT1A1, 1A3, 1A4, low inhibition of isozymes UGT1A6, 1A9, and 2B7
saquinavir
-
a HIV protease inhibitor, inhibition of isozymes UGT1A1, 1A3, 1A4, low inhibition of isozymes UGT1A6, 1A9, and 2B7
selegiline
-
sertraline
-
silibinin-glucuronide
-
cmpetitive; competitive
silymarin
-
competitive
sulfinpyrazone
-
a UGT1A selective inhibitor
tacrolimus
-
IC50 for morphine 3-glucuronide formation: 0.384 mM (mixed type inhibition), IC50 for morphine 3-glucuronide formation: 0.488 mM (mixed type inhibition)
tamoxifen
testosterone
thioridazine
-
Tolbutamide
-
-
tranilast
-
bilirubin glucuronosyltransferase activity, activity in human jejunum microsomes is strongly inhibited (0.0753 mM)
trans-androsterone
-
uncompetitive substrate inhibition
Tranylcypromine
-
trimipramine
-
-
Triphenylacetic acid
Triton X-100
troglitazone
-
inhibition of bilirubin glucuronidation by UGT1A1
UDP-glucose
-
competitive inhibition, predicted binding sites in isozyme UGT1A10 are sites N292, K314, K315, and K404, overview
UDP-hexanol amine
-
competitive inhibition, predicted binding sites in isozyme UGT1A10 are sites N292, K314, K315, and K404
UDP-N-acetylglucosamine
UDPgalactose
-
inhibition or chenodeoxycholic acid and testosterone glucuronidation
UDPgalacturonic acid
UDPglucose
-
slight effect
UDPxylose
-
inhibition or chenodeoxycholic acid and testosterone glucuronidation
venlafaxine
-
-
zidovudine
-
-
[(1E)-3-(4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl)prop-1-en-1-yl]phosphonic acid
-
-
[(1E)-3-cyclopropylprop-1-en-1-yl]phosphonic acid
-
IC50: 0.041 mM
[(2R)-2-cyclopropyl-2-hydroxyethyl]phosphonic acid
-
IC50: 0.013 mM
[(3R)-3-cyclopropyl-3-hydroxypropyl]phosphonic acid
-
IC50: 0.028 mM
[(3S)-3-cyclopropyl-3-hydroxypropyl]phosphonic acid
-
IC50: 0.018 mM
[(9R)-4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl]acetic acid
-
-
[(9R)-4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl]methanol
-
-
[(9S)-4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl]acetic acid
-
-
[(9S)-4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl]methanol
-
-
[(E)-2-(4,8,8-trimethyldecahydro-1,4-methanoazulen-9-yl)ethenyl]phosphonic acid
-
-
[(E)-2-cyclopropylvinyl]phosphonic acid
-
IC50: 0.008 mM
[(R)-cyclopropyl(hydroxy)methyl]phosphonic acid
-
IC50: 0.018 mM
additional information
-
ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
17alpha-ethynylestradiol
-
slightly activates the 3-beta-glucuronidation of estradiol to 116% at 0.005 mM, but inhibits it at 0.1 mM by 23%
3-methylcholanthrene
alamethicin
Alkyl ketones
-
activation
bilirubin
-
stimulates the glucoronidation of 4-nitrophenol and morphine
bovine serum albumin
activates isozyme UGT1A9 by reducing the Km of the substrates, overview
-
Brij58
-
-
cholate
-
activation
choline
-
required as phospholipid with a polar head group for maximal activity
Clofibrate
cysteine
-
10 mM, slight activation
Diethylnitrosamine
Digitonin
dilauroylphosphatidylcholine
-
activity towards 4-methylumbelliferone: increased liver enzyme activity
fatty acid-free human serum albumin
activates isozyme UGT1A9 by reducing the Km of the substrates, overview
-
Lecithins
-
activation, unsaturated lecithins are more efficient than saturated restoring estrone-UDPG activity whereas saturated lecithins are more efficient than unsaturated in restoring 4-nitrophenol-UDPG activity
lysophosphatidylcholine
Mersalyl
-
maximal activation towards estrone, estradiol and testosterone at 1 mM
Nicotine
-
slightly activating with substrate amitriptyline
Phenobarbital
phosphate
-
activity in phosphate buffer is higher than in Tris/malate buffer containing 5 mM sucrose
phosphatidylcholine
phosphatidylinositol
-
highly required for activity of GlcAT-P and GlcAT-S with paraglobosid and other glycolipids
Phospholipase A
-
Phospholipase C
-
Phospholipids
polycyclic aromatic hydrocarbons
-
induce activity towards simple phenols such as 1-naphthol, 2-aminophenol and mitoxantrone
-
propofol
-
activates the glucuronidation of 4-methylumbelliferone at 0.2 mM leading to 1.5fold increased Vmax and 0.53fold reduced Km, overview
sphingomyelin
-
almost indispensable activator of GlcAT-P as to glycoprotein acceptors
Src
-
overexpression of regular or active Src, but not dominant-negative Src, in UGT2B7-transfected COS-1 cells increases UGT2B7 activity and phospho-Y438-2B7 by 50%. UGT2B7 and regular SrcTK are co-localized in COS-1
-
Triton X-100
UDP-GlcNAc
-
stimulates
UDP-N-acetylglucosamine
additional information
-
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.0073 - 0.072
(+-)-11-hydroxy-DELTA9-tetrahydrocannabinol
0.068 - 0.17
(-)-11-nor-9-carboxy-DELTA9-tetrahydrocannabinol
0.0062
(E)-2,4-dimethoxy-6-(4-methoxystyryl)benzaldehyde oxime
-
pH 7.4, 37°C
0.063 - 0.24
(E)-3-(3-hydroxy-4-methoxyphenyl)-2-(3,4,5-trimethoxyphenyl)acrylic acid
-
pH 7.4, 37°C, isozyme-dependent
-
0.21
(R)-6-hydroxywarfarin
-
isoform UGT1A10, pH 7.6, 37°C
0.044 - 0.13
(R)-7-hydroxywarfarin
0.105
(R)-8-hydroxywarfarin
-
isoform UGT1A10, pH 7.6, 37°C
0.16 - 1.21
(R)-propanolol
0.36
(S)-6-hydroxywarfarin
-
isoform UGT1A10, pH 7.6, 37°C
0.16 - 0.23
(S)-7-hydroxywarfarin
0.139
(S)-8-hydroxywarfarin
-
isoform UGT1A10, pH 7.6, 37°C
0.507 - 1.013
(S)-naproxen
0.135 - 0.515
(S)-propanolol
0.247 - 0.263
1-hydroxy-benzo(a)pyrene
0.0113 - 2.869
1-hydroxybenzo(a)pyrene
0.091 - 0.111
1-hydroxypyrene
0.00246 - 27
1-naphthol
0.0178 - 0.0353
10-gingerol
-
0.0069 - 0.093
11alpha-hydroxyprogesterone
0.073 - 0.211
16alpha-hydroxyprogesterone
0.042 - 0.159
17-epiestriol
0.00192 - 0.0975
17beta-estradiol
0.0073 - 0.0112
1alpha,25-dihydroxyvitamin D3
0.00298 - 0.0258
2',4,4'-trihydroxychalcone
0.0119 - 0.293
2-(4-chlorophenyl)-5-(2-furyl)-4-oxazoleacetic acid
0.014 - 5
2-hydroxyestradiol
0.0102 - 6
2-hydroxyestrone
0.551 - 13.4
3'-azido-3'-deoxythymidine
0.0444
3-epideacetycinobufagin
-
pH and temperature not specified in the publication
-
0.271 - 0.278
3-hydroxy-benzo(a)pyrene
0.0097 - 0.583
3-hydroxybenzo(a)pyrene
0.00197 - 0.0047
3alpha,5beta-tetrahydroaldosterone
0.0588 - 0.286
4-aminobiphenyl
0.26
4-Hydroxybiphenyl
-
-
0.006 - 0.292
4-hydroxyestradiol
0.014 - 0.1182
4-hydroxyestrone
0.011 - 1.621
4-methylumbeliferone
0.00012 - 4.204
4-Methylumbelliferone
0.0102 - 2
4-nitrophenol
0.0293 - 0.149
5-diethylaminoethylamino-8-hydroxyimidazoacridinone
0.0289 - 0.0706
5-dimethylaminopropylamino-8-hydroxytriazoloacridinone
0.135 - 3.674
5-hydroxytryptophol
0.27 - 0.381
5-methylchrysene-1,2-diol
-
0.016
5alpha-androstane-3alpha,17beta diol
apparent Km for UGT1A4
0.00023 - 0.00036
5alpha-dihydroaldosterone
0.0646 - 0.0647
5beta-tetrahydrocortisone
0.0253 - 0.404
6-gingerol
-
0.48 - 0.72
6-hydroxywarfarin
0.003 - 0.055
6alpha-hydroxyprogesterone
19.3 - 44.4
7-ethyl-10-hydroxycampothecin
0.0098 - 1.588
7-hydroxy benzo(a)pyrene
0.044
7-hydroxy-4-(trifluoromethyl)-coumarin
-
apparent Km for microsomal preparation
0.00418 - 0.198
7-hydroxy-4-trifluoromethylcoumarin
0.261 - 0.334
7-hydroxy-benzo(a)pyrene
0.17 - 0.56
7-hydroxywarfarin
0.0132 - 0.0314
8-gingerol
-
0.308 - 0.368
8-hydroxy-benzo(a)pyrene
-
0.00048 - 0.494
8-hydroxyquinoline
0.19 - 0.39
8-hydroxywarfarin
0.0301 - 0.615
9-hydroxybenzo(a)pyrene
2
acetaminophen
-
-
0.00036 - 0.00076
aldosterone
0.261
alprazolam
-
isoform UGT1A4, pH 7.4, 37°C
0.0075 - 0.49
amitriptyline
0.0011
androstane-3alpha,17beta diol
-
apparent Km for UGT2B20
0.013 - 0.0175
androstanediol
0.006 - 0.12
androsterone
0.01
anthraflavic acid
isozyme UGT1A1, pH 6.4 or pH 7.6, 37°C; isozyme UGT1A1, pH 6.4 or pH 7.6, 37°C; isozyme UGT1A9, pH 7.6, 37°C
0.397 - 0.426
benzo(a)pyrene-7,8-diol
-
0.035
beta estradiol
-
apparent Km for microsomal preparation
0.021
beta-estradiol
-
isoform UGT1A1, pH 7.4, 37°C
0.028
bifonazole
-
isoform UGT1A4, pH 7.4, 37°C
0.004 - 0.064
bilirubin
0.0034 - 0.059
cannabinol
0.071 - 0.368
carvacrol
0.083
chenodeoxycholic acid
-
-
0.004 - 0.005
chrysin
0.0074 - 0.193
cis-4-hydroxytamoxifen
0.025 - 0.049
clozapine
0.156 - 0.4
codeine
0.0278
cotinine
pH 7.4, 37°C, recombinant isozyme UGT2B10
0.1
curcumin
isozymes UGT1A1 and UGT1A10, pH 6.4, 37°C; isozyme UGT1A1, pH 6.4, 37°C; isozyme UGT1A7, pH 7.6, 37°C; isozyme UGT1A7, pH 7.6, 37°C; isozyme UGT1A8, pH 7.0, 37°C; isozyme UGT1A8, pH 7.0, 37°C
0.086 - 0.228
cyproheptadine
7.4 - 19.3
deferiprone
0.0018 - 10.18
denopamine
3.133 - 7.724
desmethylnaproxen
0.284 - 0.307
dibenzo(a,l)pyrene-11,12-diol
-
0.007 - 0.069
diclofenac
0.98
dihydromorphine
-
apparent Km for UGT1B9
1.39
dihydromorphone
-
apparent Km for UGT1B9
0.0196
dihydrotestosterone
-
isoform UGT1A4, pH 7.4, 37°C
0.0023
Dihydroxytestosterone
-
apparent Km for UGT2B20
-
0.037 - 0.47
diphenhydramine
1.89 - 3.11
dopamine
0.115
econazole
-
isoform UGT1A4, pH 7.4, 37°C
0.021 - 0.294
entacapone
0.0017 - 0.0116
Epitestosterone
0.0049 - 13
estradiol
0.046
estradiol-17beta
-
range between 0.045 mM and 0.047 mM
0.0388 - 0.0467
estriol
0.0035 - 0.0421
estrone
8.03 - 40.04
ethanol
0.028
ethinylestradiol
-
apparent Km for microsomal preparation
0.44 - 0.5
etoposide
0.0084 - 0.0257
Eugenol
1.667
fluconazole
-
isoform UGT2B7, pH 7.4, 37°C
0.048
Flufenamic acid
-
-
0.0209 - 0.229
frusemide
0.0022 - 0.139
gemfibrozil
2.1 - 5.2
grepafloxacin
0.011 - 0.27
hyodeoxycholic acid
0.0072 - 1.442
imipramine
0.007
ketoconazole
-
isoform UGT1A4, pH 7.4, 37°C
0.48 - 1.695
Ketoprofen
0.368 - 0.956
labetalol
0.774 - 3.812
lamotrigine
2.6 - 10
levofloxacin
0.449
Mefenamic acid
-
-
0.059
miconazole
-
isoform UGT1A4, pH 7.4, 37°C
0.013
midazolam
-
isoform UGT1A4, pH 7.4, 37°C
0.0355 - 37.4
morphine
1.15 - 1.425
morphine 3-glucuronide
1.9 - 3.4
moxifloxacin
0.34 - 1.272
mycophenolate
0.046 - 0.336
Mycophenolic acid
0.06 - 0.065
nalorphine
0.045 - 0.048
naloxone
0.05 - 0.067
Naltrexone
0.072 - 4.375
naproxen
0.135 - 7.344
niflumic acid
0.702 - 0.775
oxymorphone
5.06 - 6.99
p-ethoxyphenylurea
0.0198 - 0.1951
Phenylbutazone
0.0068 - 0.0964
phloretin
0.0072 - 0.17
propofol
0.211 - 0.627
Protocatechuic aldehyde
0.032 - 0.099
retigabine
0.034 - 0.045
S-naproxen
0.061 - 7.64
scopoletin
0.51
senecionine
-
pH 7.4, 37°C
3.7 - 55.9
serotonin
1.9 - 6.3
Sitafloxacin
0.035
sulconazole
-
isoform UGT1A4, pH 7.4, 37°C
0.014 - 0.053
sulfinpyrazone
0.0009
tamoxifen
-
isoform UGT1A4, pH 7.4, 37°C
0.0038 - 0.0387
testosterone
0.007 - 0.008
tigogenin
0.124
tioconazole
-
isoform UGT1A4, pH 7.4, 37°C
0.0506 - 0.0515
tranilast
0.0037 - 0.319
trans-4-hydroxytamoxifen
0.008 - 0.255
trans-androsterone
0.013 - 0.135
trans-endoxifen
0.0197 - 0.305
Trifluoperazine
0.136
troglitazone
0.00025
UDP-D-glucuronate
pH 7.4, 37°C, recombinant wild-type isozyme UGT1A6
0.138 - 0.184
UDP-glucuronate
0.229 - 0.704
UDP-glucuronic acid
0.3 - 1.06
UDPglucuronate
0.0036 - 5.4
UDPglucuronic acid
0.111 - 0.339
umbelliferone
1.13
voriconazole
-
isoform UGT1A4, pH 7.4, 37°C
0.508 - 0.841
zidovudine
additional information
additional information
-
Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.533 - 1.547
17beta-estradiol
1.56
2-(4-chlorophenyl)-5-(2-furyl)-4-oxazoleacetic acid
-
-
0.09
3-hydroxyflavone
isozyme UGT1A1
0.23 - 3.73
4-Methylumbelliferone
23.4 - 51.2
4-nitrophenol
1.651
5-diethylaminoethylamino-8-hydroxyimidazoacridinone
-
isoform UGT1A9, pH not specified in the publication, temperature not specified in the publication
0.958
5-dimethylaminopropylamino-8-hydroxytriazoloacridinone
-
isoform UGT1A9, pH not specified in the publication, temperature not specified in the publication
0.2 - 0.29
5-hydroxytryptophol
0.82 - 1.1
6-hydroxywarfarin
0.03
7,7,7-triphenylheptyl-UDP
-
apparent Ki for the inhibition of 1-naphthol glucuronidation
0.0996 - 0.161
7-hydroxy-4-trifluoromethylcoumarin
1.1
7-hydroxywarfarin
-
mutant V92A, pH 7.4, 37°C
0.03 - 0.248
amitriptyline
0.009 - 0.149
androsterone
0.0019
atazanavir
-
pH 7.5, 37°C, UGT1A1
0.00000091
beta-phenyllongifolol
-
-
0.0005 - 0.28
bilirubin
0.0723 - 0.085
bisphenol A
0.047 - 0.243
carbamazepine
0.006 - 0.02
clomipramine
1.1
codeine
-
competitive with morphine glucuronidation
0.08
cyproheptadine
-
morphine-UDPGT
0.111 - 0.458
desipramine
4
desmethylcycloheptadine
-
-
-
0.009 - 0.047
diazepam
0.008 - 0.024
diclofenac
0.005 - 0.26
estradiol
0.022 - 0.808
flunitrazepam
0.0164 - 0.0342
gossypol
0.0039
hecogenin
-
pH 7.4, 37°C, substrate senecionine
0.033 - 0.38
imipramine
0.0479
indinavir
-
pH 7.5, 37°C, UGT1A1
0.000023
isolongifolol
-
-
0.0099 - 0.0623
kaempferol
0.000026
longifolol
-
-
0.017 - 0.239
lorazepam
0.088 - 9
morphine
0.296 - 0.713
mycophenolate
0.518 - 1.298
naloxone
0.196 - 0.266
olanzapine
0.041 - 0.519
oxazepam
0.002 - 0.1132
quercetin
0.046 - 0.347
tacrolimus
0.0046 - 0.081
tamoxifen
0.059 - 2.2
testosterone
0.514
trans-androsterone
-
isoform UGT1A4, pH 7.4, 37°C
additional information
additional information
-
IC50 VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.214
(-)-nicotine
Homo sapiens
P36537
pH 7.4, 37°C
0.0004
(1R)-1-cyclopropyl-2-methylpropan-1-ol
Homo sapiens
-
IC50: 0.0004 mM
0.0004 - 0.0009
(1R)-1-cyclopropylbut-3-en-1-ol
0.0004
(1R)-1-cyclopropylbut-3-ene-1,3-diol
Homo sapiens
-
IC50: 0.0004 mM
0.0005
(1R)-1-cyclopropylethanol
Homo sapiens
-
IC50: 0.0005 mM
0.0003
(1R)-1-cyclopropylprop-2-en-1-ol
Homo sapiens
-
IC50: 0.0003 mM
0.0002
(1R)-1-cyclopropylpropan-1-ol
Homo sapiens
-
IC50: 0.0002 mM
0.0002
(1R)-1-cyclopropylpropane-1,3-diol
Homo sapiens
-
IC50: 0.0002 mM
0.0002
(1R)-2-chloro-1-cyclopropylethanol
Homo sapiens
-
IC50: 0.0002 mM
0.0002
(1S)-1-cyclopropyl-2,2-dimethylpropan-1-ol
Homo sapiens
-
IC50: 0.0002 mM
0.0004
(1S)-1-cyclopropyl-2-methylpropan-1-ol
Homo sapiens
-
IC50: 0.0004 mM
0.0002
(1S)-1-cyclopropylbut-3-en-1-ol
Homo sapiens
-
IC50: 0.0002 mM
0.0007
(1S)-1-cyclopropylethanol
Homo sapiens
-
IC50: 0.0007 mM
0.0006
(1S)-1-cyclopropylprop-2-en-1-ol
Homo sapiens
-
IC50: 0.0006 mM
0.0005
(1S)-1-cyclopropylpropan-1-ol
Homo sapiens
-
IC50: 0.0005 mM
0.0003
(1S)-1-cyclopropylpropane-1,3-diol
Homo sapiens
-
IC50: 0.0003 mM
0.012
(2-cyclopropylethyl)phosphonic acid
Homo sapiens
-
IC50: 0.012 mM
0.003
(2E)-3-cyclopropylacrylic acid
Homo sapiens
-
IC50: 0.003 mM
0.0008
(2E)-3-cyclopropylprop-2-en-1-ol
Homo sapiens
-
IC50: 0.0008 mM
0.003
(2Z)-3-cyclopropylacrylic acid
Homo sapiens
-
IC50: 0.003 mM
0.0007
(2Z)-3-cyclopropylprop-2-en-1-ol
Homo sapiens
-
IC50: 0.0007 mM
0.032
(3-cyclopropylpropyl)phosphonic acid
Homo sapiens
-
IC50: 0.032 mM
0.001
(3S)-3-cyclopropyl-3-hydroxypropanoic acid
Homo sapiens
-
IC50: 0.001 mM
0.412 - 0.429
(5alpha)-17-allyl-3,14-dihydroxy-4,5-epoxymorphinan-6-one
0.333
(R)-7-hydroxywarfarin
Homo sapiens
-
isoform UGT1A10, substrate (S)-7-hydroxywarfarin, pH 7.6, 37°C
0.401
(R)-8-hydroxywarfarin
Homo sapiens
-
isoform UGT1A10, substrate (S)-6-hydroxywarfarin, pH 7.6, 37°C
0.0002
(R)-chloro(cyclopropyl)methanol
Homo sapiens
-
IC50: 0.0002 mM
0.00007
(R)-cyclopropyl(phenyl)methanol
Homo sapiens
-
IC50: 0.00007 mM
0.344
(S)-8-hydroxywarfarin
Homo sapiens
-
isoform UGT1A10, substrate (R)-8-hydroxywarfarin, pH 7.6, 37°C
0.0009
(S)-cyclopropyl(phenyl)methanol
Homo sapiens
-
IC50: 0.0009 mM
0.0008
1-cyclopropyl-2,2-dimethylpropan-1-ol
Homo sapiens
-
IC50: 0.0008 mM
0.042 - 0.21
17alpha-ethinylestradiol
0.0086
17alpha-ethynylestradiol
Homo sapiens
-
pH 7.5, 37°C, inhibition of glucuronidation of 4-methylumbelliferone by isozyme UGT1A1
0.005
2-cyclopropyl-N,N-dimethylethanamine
Homo sapiens
-
IC50: 0.005 mM
0.0005
2-cyclopropylethanol
Homo sapiens
-
IC50: 0.0005 mM
0.023 - 0.149
2-phenyl-4H-benzo[h]chromen-4-one
0.0009
3-cyclopropylpropan-1-ol
Homo sapiens
-
IC50: 0.0009 mM
0.002
3-cyclopropylpropanoic acid
Homo sapiens
-
IC50: 0.002 mM
0.003
4-cyclopropylbutan-1-ol
Homo sapiens
-
IC50: 0.003 mM
0.016
4-cyclopropylbutanoic acid
Homo sapiens
-
IC50: 0.016 mM
0.0259 - 0.0774
ADP
0.00645 - 0.159
amitriptyline
0.031
AMP
Rattus norvegicus
-
pH 7.1, 37°C, inhibition of estradiol 17-glucuronidation activity
0.0271
androsterone
Homo sapiens
-
pH 7.5, 37°C, recombinant isozyme UGT1A9
0.0558
aripiprazole
Homo sapiens
P36537
pH 7.4, 37°C
0.0117 - 0.0352
ATP
0.068 - 0.086
beta-estradiol
Homo sapiens
-
exhibits strong inhibition on etoposide phenolic glucuronide (IC50: 0.068 mM) and etoposide alcoholic glucuronide EAG2 (IC50: 0.086 mM). The inhibitory effect of beta-estradiol on the formation of etoposide alcoholic glucuronide EAG1 is not so significant
0.054 - 0.14
bilirubin
0.0425 - 0.163
bisphenol A
0.088 - 0.152
bupropion
0.431 - 0.456
carbamazepine
0.079
chlorpromazine
Homo sapiens
P36537
pH 7.4, 37°C
0.026 - 0.04
clomipramine
0.0059 - 0.0558
CTP
0.001
cyclopropanecarboxylic acid
Homo sapiens
-
IC50: 0.001 mM
0.023 - 0.048
cyclosporine A
0.0341
desipramine
Homo sapiens
P36537
pH 7.4, 37°C
0.00386
desloratadine
Homo sapiens
P36537
pH 7.4, 37°C
0.0437
desmethylnortriptyline
Homo sapiens
P36537
pH 7.4, 37°C
-
0.44
desvenlafaxine
Homo sapiens
P36537
pH 7.4, 37°C
-
0.062 - 0.089
dextromethorphan
0.053 - 0.057
diazepam
0.031 - 0.192
diclofenac
0.0362
didesmethylimipramine
Homo sapiens
P36537
pH 7.4, 37°C
-
0.01
diethyl [(2R)-2-cyclopropyl-2-hydroxyethyl]phosphonate
Homo sapiens
-
IC50: 0.01 mM
0.005
diethyl [(3R)-3-cyclopropyl-3-hydroxypropyl]phosphonate
Homo sapiens
-
IC50: 0.005 mM
0.004
diethyl [(3S)-3-cyclopropyl-3-hydroxypropyl]phosphonate
Homo sapiens
-
IC50: 0.004 mM
0.01
diethyl [(R)-cyclopropyl(hydroxy)methyl]phosphonate
Homo sapiens
-
IC50: 0.01 mM
0.003
dimethyl [(3R)-3-cyclopropyl-3-hydroxypropyl]phosphonate
Homo sapiens
-
IC50: 0.003 mM
0.004
dimethyl [(3S)-3-cyclopropyl-3-hydroxypropyl]phosphonate
Homo sapiens
-
IC50: 0.004 mM
0.00364
doxepin
Homo sapiens
P36537
pH 7.4, 37°C
-
0.0812
duloxetine
Homo sapiens
P36537
pH 7.4, 37°C
0.0003
ethyl (3S)-3-cyclopropyl-3-hydroxypropanoate
Homo sapiens
-
IC50: 0.0003 mM
0.98 - 1.136
fluconazole
0.0724
fluoxetine
Homo sapiens
P36537
pH 7.4, 37°C
0.0535
fluphenazine
Homo sapiens
P36537
pH 7.4, 37°C
0.224
fluvoxamine
Homo sapiens
P36537
pH 7.4, 37°C
0.108 - 0.227
GTP
0.0614 - 0.102
hyodeoxycholic acid
0.0428 - 0.129
imipramine
0.0001
isolongifolol
Homo sapiens
-
IC50: 0.0001 mM
0.0104 - 0.0385
kaempferol
0.0041 - 0.06
ketoconazole
0.056 - 0.065
lorazepam
0.036
loxapine
Homo sapiens
P36537
pH 7.4, 37°C
0.00224
mianserin
Homo sapiens
P36537
pH 7.4, 37°C
0.023 - 0.147
midazolam
0.031
mirtazapine
Homo sapiens
P36537
pH 7.4, 37°C
-
0.341 - 0.389
mycophenolate
0.009 - 0.0321
NAD+
0.008 - 0.0252
NADP+
0.168
niflumic acid
Homo sapiens
P36537
pH 7.4, 37°C
0.0508
norclomipramine
Homo sapiens
P36537
pH 7.4, 37°C
0.0453
nortriptyline
Homo sapiens
P36537
pH 7.4, 37°C
0.218
oitalopram
Homo sapiens
P36537
pH 7.4, 37°C
-
0.276 - 0.368
olanzapine
0.044 - 0.272
oleandomycin
0.0613
olozapine
Homo sapiens
P36537
pH 7.4, 37°C
-
0.056 - 0.185
Omeprazole
0.00218
oratadine
Homo sapiens
P36537
pH 7.4, 37°C
-
0.109 - 0.119
oxazepam
0.0049 - 0.074
paclitaxel
0.0635
paroxetine
Homo sapiens
P36537
pH 7.4, 37°C
0.0662
perphenazine
Homo sapiens
P36537
pH 7.4, 37°C
0.0942
Phenelzine
Homo sapiens
P36537
pH 7.4, 37°C
0.0455 - 0.22
Phenylbutazone
0.059 - 0.228
propofol
0.0343
protriptyline
Homo sapiens
P36537
pH 7.4, 37°C
0.003 - 0.1526
quercetin
0.0439
quetiapine
Homo sapiens
P36537
pH 7.4, 37°C
0.166
quinidine
Homo sapiens
-
isoform UGT1A4, substrate midazolam, pH 7.4, 37°C
0.0672
selegiline
Homo sapiens
P36537
pH 7.4, 37°C
0.0927
sertraline
Homo sapiens
P36537
pH 7.4, 37°C
0.384 - 0.488
tacrolimus
0.093 - 0.107
tamoxifen
0.043 - 0.165
testosterone
0.0713
thioridazine
Homo sapiens
P36537
pH 7.4, 37°C
0.281
Tolbutamide
Homo sapiens
-
isoform UGT1A6, substrate 1-naphthol, pH 7.4, 37°C
0.0326
trimipramine
Homo sapiens
P36537
pH 7.4, 37°C
-
0.007 - 0.047
UDP
2.54 - 3.59
zidovudine
0.041
[(1E)-3-cyclopropylprop-1-en-1-yl]phosphonic acid
Homo sapiens
-
IC50: 0.041 mM
0.013
[(2R)-2-cyclopropyl-2-hydroxyethyl]phosphonic acid
Homo sapiens
-
IC50: 0.013 mM
0.028
[(3R)-3-cyclopropyl-3-hydroxypropyl]phosphonic acid
Homo sapiens
-
IC50: 0.028 mM
0.018
[(3S)-3-cyclopropyl-3-hydroxypropyl]phosphonic acid
Homo sapiens
-
IC50: 0.018 mM
0.008
[(E)-2-cyclopropylvinyl]phosphonic acid
Homo sapiens
-
IC50: 0.008 mM
0.018
[(R)-cyclopropyl(hydroxy)methyl]phosphonic acid
Homo sapiens
-
IC50: 0.018 mM
additional information
additional information
Homo sapiens
-
inhibition of isozyme UGT2B7 at several different concentration of inhibitor compounds
-
SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
0.000008
-
microsomes, substrate codeine
0.000009
microsomes, substrate ketoprofen
0.000011
microsomes, substrate naproxen
0.000013
-
microsomes, substrate naproxen
0.000028
microsomes, substrate morphine 3-glucuronide
0.000032
microsomes, substrate 4-nitrophenol
0.0000329
25-O-glucuronidation of 1alpha,25-dihydroxyvitamin D3 by liver microsomes
0.0000337
25-O-glucuronidation of 1alpha,25-dihydroxyvitamin D3 by UGT1A4 supersomes
0.000037
microsomes, substrate androstanediol
0.000045
-
substrate curcumin in liver microsomes
0.000058
-
microsomes, substrates hydromorphone and morphine 3-glucuronide
0.00006
0.00007
microsomes, substrate ethylphenol; microsomes, substrate gemfibrozil
0.000075
microsomes, substrate 4-methylumbelliferone
0.00008
microsomes, substrate 1-naphthol
0.000082
microsomes, substrate eugenol
0.000102
-
microsomes, substrate valproic acid
0.000105
-
microsomes, substrate ibuprofen
0.000128
-
substrate propofol in liver microsomes
0.0002
0.000215
-
microsomes, substrate 4-methylumbelliferone
0.00022
-
microsomes, substrate androstanediol
0.00023
-
microsomes, substrate 1-naphthol
0.00027
-
microsomes, substrate gemfibrozil
0.00028
-
microsomes, substrate diclofenac
0.0004
-
microsomes, substrate 4-nitrophenol
0.0005
recombinant isozyme UGT2B4, substrate 7-hydroxy-4-trifluoromethylcoumarin, pH 7.5, 37°C
0.0007
recombinant isozyme UGT1A8, substrate 7-hydroxy-4-trifluoromethylcoumarin, pH 7.5, 37°C
0.00077 - 0.033
-
liver UGT1A6 of different individuals, microsomes
0.00103
-
microsomes, substrate eugenol
0.00124
-
microsomes, substrate hyodeoxycholic acid
0.0014
recombinant isozyme UGT1A4, substrate trifluoperazine, pH 7.5, 37°C
0.0015
recombinant isozyme UGT1A1, substrate 7-hydroxy-4-trifluoromethylcoumarin, pH 7.5, 37°C
0.0016
liver microsomes, substrate morphine 3-glucuronide
0.0022
recombinant isozyme UGT1A3, substrate 7-hydroxy-4-trifluoromethylcoumarin, pH 7.5, 37°C
0.0037
recombinant isozyme UGT2B15, substrate 7-hydroxy-4-trifluoromethylcoumarin, pH 7.5, 37°C; recombinant isozyme UGT2B7, substrate 7-hydroxy-4-trifluoromethylcoumarin, pH 7.5, 37°C
0.0044
0.0052
liver microsomes, substrate N-acetylserotonin
0.0065
recombinant isozyme UGT1A9, substrate 7-hydroxy-4-trifluoromethylcoumarin, pH 7.5, 37°C
0.0072
liver microsomes, substrate 6-hydroxymelatonin
0.008 - 4
liver microsomes, substrate 5-hydroxytryptophol
0.0126
recombinant isozyme UGT1A7, substrate 7-hydroxy-4-trifluoromethylcoumarin, pH 7.5, 37°C
0.0158
-
recombinant UGT1A6 from lymphoblasts or insect cells, microsomes
0.0191
jejunum microsomes, substrate 7-hydroxy-4-trifluoromethylcoumarin, pH 7.5, 37°C; jejunum microsomes, substrate 7-hydroxy-4-trifluoromethylcoumarin, pH 7.5, 37°C; jejunum microsomes, substrate 7-hydroxy-4-trifluoromethylcoumarin, pH 7.5, 37°C; jejunum microsomes, substrate 7-hydroxy-4-trifluoromethylcoumarin, pH 7.5, 37°C; jejunum microsomes, substrate 7-hydroxy-4-trifluoromethylcoumarin, pH 7.5, 37°C; jejunum microsomes, substrate 7-hydroxy-4-trifluoromethylcoumarin, pH 7.5, 37°C; jejunum microsomes, substrate 7-hydroxy-4-trifluoromethylcoumarin, pH 7.5, 37°C; jejunum microsomes, substrate 7-hydroxy-4-trifluoromethylcoumarin, pH 7.5, 37°C; jejunum microsomes, substrate 7-hydroxy-4-trifluoromethylcoumarin, pH 7.5, 37°C; jejunum microsomes, substrate 7-hydroxy-4-trifluoromethylcoumarin, pH 7.5, 37°C; jejunum microsomes, substrate 7-hydroxy-4-trifluoromethylcoumarin, pH 7.5, 37°C
0.028
-
4-nitrophenol as substrate, using Wistar strain liver microsomes
0.032
-
estrone
0.0622
liver microsomes, substrate 7-hydroxy-4-trifluoromethylcoumarin, pH 7.5, 37°C; liver microsomes, substrate 7-hydroxy-4-trifluoromethylcoumarin, pH 7.5, 37°C; liver microsomes, substrate 7-hydroxy-4-trifluoromethylcoumarin, pH 7.5, 37°C; liver microsomes, substrate 7-hydroxy-4-trifluoromethylcoumarin, pH 7.5, 37°C; liver microsomes, substrate 7-hydroxy-4-trifluoromethylcoumarin, pH 7.5, 37°C; liver microsomes, substrate 7-hydroxy-4-trifluoromethylcoumarin, pH 7.5, 37°C; liver microsomes, substrate 7-hydroxy-4-trifluoromethylcoumarin, pH 7.5, 37°C; liver microsomes, substrate 7-hydroxy-4-trifluoromethylcoumarin, pH 7.5, 37°C; liver microsomes, substrate 7-hydroxy-4-trifluoromethylcoumarin, pH 7.5, 37°C; liver microsomes, substrate 7-hydroxy-4-trifluoromethylcoumarin, pH 7.5, 37°C; liver microsomes, substrate 7-hydroxy-4-trifluoromethylcoumarin, pH 7.5, 37°C
0.075
-
7,7,7-triphenylheptanoic acid as substrate
0.092
-
4-hydroxybiphenyl as substrate, enzyme induced by 3-methylcholanthrene
0.142
-
bilirubin as substrate, non-treated Wistar strain
0.168
-
chenodeoxycholic acid, Sprague-Dawley rat treated with phenobarbital
0.45
-
purified recombinant GlcAT-S with substrate asialo-orosomucoid
0.67
-
morphine as substrate, Wistar strain treated with phenobarbital
0.682
-
4-nitrophenol
0.983
-
testosterone, Sprague-Dawley rat treated with phenobarbital
1.11
-
purified recombinant GlcAT-P with substrate asialo-orosomucoid
1.7
-
5-hydroxytryptamine, enzyme induced by 3-methylcholanthrene
1.8
-
eugenol as substrate, enzyme induced by 3-methylcholanthrene
4
-
1-naphthol as substrate, Wistar strain treated with 3-methylcholanthrene
5
-
4-nitrophenol as substrate, Wistar strain treated with 3-methylcholanthrene
5.35
-
1-naphthol as substrate, Wistar strain treated with phenobarbital
6.06
-
1-naphthol as substrate, Wistar strain treated with 3-methylcholanthrene
additional information
pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
6
-
substrate: eugenol, wild-type enzyme
6.4 - 7.6
6.4
-
substrate: eugenol, mutant enzyme S432G; substrate: eugenol, mutant enzyme S432G
6.7
-
chenodeoxycholic acid
7.1 - 7.4
-
assay at
7.1
-
assay at
7.3 - 7.8
-
4-thionitrophenol, thiophenol and 4-nitrophenol as substrates
7.3 - 8.7
-
estrone
8 - 8.8
-
glucuronidation of bilirubin
8 - 9
-
estrone
8
-
bilirubin
8.1
-
conversion of bilirubin monoglucuronide to bilirubin diglucuronide, second optimum at pH 6.5
8.4
-
assay at
8.5
-
substrate: eugenol, wild-type enzyme
pH RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
6 - 8
-
substrate chenodeoxycholic acid
6.4 - 7.6
-
-
TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
42
-
activity increases with rise in incubation temperature
TEMPERATURE RANGE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
2 - 45
-
linear estrone glucuronide formation
50
-
increase of activity up to 50°C, half-life at 50°C: 15 min
SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
SOURCE
isozyme UGT1A8; isozyme UGT1A8
Manually annotated by BRENDA team
-
low-level UGT1A5 expression
Manually annotated by BRENDA team
-
isozyme UGT2B15, immunohistochemic analysis of isozyme distribution, UGT2B15 occurs in luminal epithelial cells, overview; isozyme UGT2B17, immunohistochemic analysis of isozyme distribution, overview
Manually annotated by BRENDA team
-
androgens do not only affect their own inactivation but also influence the levels of monohydroxy-fatty acids by regulating the expression of UGT2B enzymes in an isoform-specific manner; androgens do not only affect their own inactivation but also influence the levels of monohydroxy-fatty acids by regulating the expression of UGT2B enzymes in an isoform-specific manner
Manually annotated by BRENDA team
isozyme UGT1A9
Manually annotated by BRENDA team
proximal, epithelial cells
Manually annotated by BRENDA team
isozyme UGT1A7; isozyme UGT1A7
Manually annotated by BRENDA team
-
isoform UGT2A1 is expressed in aerodigestive tract tissues including trachea, larynx and tonsil, and is also expressed in lung and colon. Isoform UGT2A1 exhibits highest expression in the lung, followed in decreasing order by trachea, tonsil, larynx, colon, olfactory tissue
Manually annotated by BRENDA team
-
isozyme UGT2B7
Manually annotated by BRENDA team
additional information
LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY hide
GeneOntology No.
LITERATURE
SOURCE
-
low activity
Manually annotated by BRENDA team
PDB
SCOP
CATH
ORGANISM
UNIPROT
MOLECULAR WEIGHT
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
22600
-
carboxyl region of the GelK protein
26800
-
amino region of the GelK protein
32000
-
x * 32000, recombinant GlcAT-P and GlcAT-S, SDS-PAGE
41500
-
bilirubin monoglucuronide forming enzyme, monomeric, radiation inactivation
41900
-
GelK by SDS-PAGE
51000
-
x * 51000
52500
-
x * 52500
55000 - 56000
-
phenol-UDPGT
58500
-
x * 58500, deduced from cDNA sequence, higher value than that obtained from SDS-PAGE electrophoresis
59000
-
x * 59000, SDS-polyacrylamide gel electrophoresis
73500
-
estrone UDP-glucuronyltransferase, dimeric enzyme, radiation inactivation
86000
-
x * 86000, CFP-tagged recombinant UGT1A10, SDS-PAGE, x * 56000, HA-tagged recombinant UGT1A10, SDS-PAGE; x * 86000, CFP-tagged recombinant UGT1A1, SDS-PAGE, x * 56000, HA-tagged recombinant UGT1A1, SDS-PAGE; x * 86000, CFP-tagged recombinant UGT1A3, SDS-PAGE, x * 56000, HA-tagged recombinant UGT1A3, SDS-PAGE; x * 86000, CFP-tagged recombinant UGT1A6, SDS-PAGE, x * 56000, HA-tagged recombinant UGT1A6, SDS-PAGE; x * 86000, CFP-tagged recombinant UGT1A7, SDS-PAGE, x * 56000, HA-tagged recombinant UGT1A7, SDS-PAGE; x * 86000, CFP-tagged recombinant UGT1A8, SDS-PAGE, x * 56000, HA-tagged recombinant UGT1A8, SDS-PAGE; x * 86000, CFP-tagged recombinant UGT1A9, SDS-PAGE, x * 56000, HA-tagged recombinant UGT1A9, SDS-PAGE; x * 86000, CFP-tagged recombinant UGT1A enzyme, SDS-PAGE, x * 56000, HA-tagged recombinant UGT1A enzyme, SDS-PAGE
109000
-
4-nitrophenol UDP-glucuronyltransferase, dimeric or trimeric enzyme, radiation inactivation
142000
-
testosterone UDP-glucuronyltransferase, trimeric or tetrameric enzyme, radiation inactivation
159000
-
phenolphthalein UDP-glucuronyltransferase, tetrameric enzyme, radiation inactivation
175000
-
formation of bilirubin diglucuronide from bilirubin monoglucuronide, tetrameric enzyme, radiation inactivation
230000
-
gel filtration
316000 - 318000
-
gel filtration, polyacrylamide gradient slab gel electrophoresis
SUBUNITS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
dimer
-
-
monomer
tetramer
additional information
POSTTRANSLATIONAL MODIFICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
glycoprotein
phospholipoprotein
phosphoprotein
additional information
-
Gunn rat strain, inducible phenol-UGT synthesized in the truncated form is not the result of a posttranslational modification
Crystallization/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
construction of three-dimensional structure by homology modeling using a crystal structure of TDP-epi-vancosaminyltransferase as template. Amino acid residues Arg42, Lys91, Ala92, Tyr106, Gly111, Tyr113, Asp115, Asn152, Leu173, Leu219, His221, Arg222, and Glu241 are unique to UGT1A9 as compared with UGT1A7, UGT1A8 and UGT1A10. Molecular dynamics simulation of the structures revealed that Arg42, Leu173, Leu219, His221 and Arg222 as well as residues Lys91, Ala92, Tyr106, Gly111, Tyr113, Asp115, and Glu241 are responsible for the thermal stability
pH STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
11.1
-
unstable above
488708
additional information
-
UGT1A6 mutants activity reduced at acidic pH
488787
TEMPERATURE STABILITY
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
-60
-
as pellets with a 1.15% KCl overlay, no apparent loss of activity for three months
-20
-
rapid loss of activity
0
-
mixtures of enzyme and lipid, under stream of argon, stable at least 8 hours
24
-
1 d, more than 50% loss of activity
30
-
15 min, absence of substrates, slight inactivation
35
-
reversible change from active to inactive form, this transition temperature is lowered by cholesterol in phosphatidylcholine bilayers
44
-
irreversible inactivation, stabilization by cholesterol in phosphatidylcholine bilayers
45
-
3 min, 80% reduced activity
48
-
15 min, 50% loss of activity
50
-
half-life 15 min
62
-
complete inactivation
70
-
15 min, complete inactivation
additional information
isoform UGT1A9 is rather stable against heat treatment. Molecular dynamics simulation of the structures revealed that Arg42, Leu173, Leu219, His221 and Arg222 as well as residues Lys91, Ala92, Tyr106, Gly111, Tyr113, Asp115, and Glu241 are responsible for the thermal stability
GENERAL STABILITY
ORGANISM
UNIPROT
LITERATURE
extremely unstable during purification
-
phosphatidylcholine stabilizes the detergent treated enzyme
-
STORAGE STABILITY
ORGANISM
UNIPROT
LITERATURE
-20°C, 20% w/v glycerol, complete loss of activity
-
-20°C, at least 1 month
-
-20°C, microsomal preparation, more than 4 months
-
-20°C, several months
-
-20°C, stable
-
-20ºC, completely stable for 3.5 months
-
0-4°C, 0.1 mg/ml lysophosphatidylcholine, 1 mM EDTA, 11% loss of activity in 6 days, 20% loss of activity in 12 days
-
0°C, 14 days, 80% loss of activity
-
0°C, 30 days, 4-nitrophenol UDP-glucuronosyltransferase loses 11% of activity, 2-aminophenol UDP-glucuronosyltransferase loses 19% of activity
-
0°C, half-life 18-20 days
22°C, lyophilized microsomes, 15 days
-
4°C, at least 2 days
-
4°C, at least 6 days
-
4°C, bilirubin glucuronosyltransferases: isozyme F1 3 weeks stable, isozyme F3 inactivation in 1 week
-
4°C, microsomal preparation: increase of activity towards 4-nitrophenol, maximum of activation at 3 days storage
-
4°C, solubilized enzyme stable for 7 days, concentrated form loses 12% of activity
-
4ºC, purified GT1 with addition of egg lecithin, stable for 4 weeks, with loss of 25% of activity
-
Purification/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
ammonium sulfate fractionation and affinity chromatography with UDP-hexanolamine Sepharose, several isoforms are isolated
-
ammonium sulfate precipitation and chromatography on DEAE-cellulose and DEAE-sephadex, 98% delipidation by hydroxyapatite chromatography caused 91-99% inactivation
-
ammonium sulfate precipitation, chromatography on DEAE-cellulose and affinity chromatography on UDP-hexanolamine sepharose
-
chromatofocusing and affinity chromatography on UDP-hexanolamine sepharose, three isoenzymes
-
comparisson between DEAE-Sepharose and chromatofocusing methods
-
fractionation of the mitochondria by isopynic centrifugation and separation of outer and inner membranes
-
HA-tagged UGT2B7 wild-type and mutant allozymes in Spodoptera frugiperda Sf9 cells by hemagglutinin immunoaffinity chromatography
-
His-tagged UGT1A9 purified by immobilized metal-chelating chromatography
-
method
microsome preparation of HEK 293 cells expressing recombinant isozymes
-
native enzyme partially by microsome preparation
-
overview procedures
-
overview procedures, two forms: GT1P and GT2P
-
purification of recombinant His-tagged isozymes UGT1A10 or UGT1A7 about 200fold from the 60000 x g supernatant by nickel affinity chromatography, binding analysis on affinity ligand 5-azidouridine-diphosphoglucuronic acid, which possesses high- and low-affinity binding sites, determination and analysis, overview
-
purification of two isozymes inducibles by 3-methylcholanthrene or phenobarbital using sodium cholate solubilization, chromatography on Bio Gel A 1.5 m, DEAE-cellulose and UDP-hexanolamine Sepharose 4B
-
recombinant His-tagged isozyme UGT1A9 by nickel affinity chromatography; recombinant isozyme UGT1A6 mutant Y485D with isozyme UGT1A4, after co-expression, by affinity chromatography; recombinant isozyme UGT1A6 mutant Y485D with isozyme UGT1A4, after co-expression, by affinity chromatography, recombinant His-tagged isozyme UGT1A6 by nickel affinity chromatography
-
recombinant His-tagged isozyme UGT1A9 mutant from insect cells by nickel affinity chromatogaphy
-
several methods including chromatofocusing, combined with anion exchange chromatography and/or affinity chromatography of UDP-hexanolamine Sepharose
-
soluble recombinant FLAG-tagged enzymes GlcAT-P and GlcAT-S, 1233fold and 7511fold, respectively, from Escherichia coli by affinity chromatographic steps
-
two isozymes
-
two isozymes by a combination of ion-exchange chromatography, gel filtration and affinity chromatography on UDP-hexanolamine Sepharose
-
two isozymes purified with chromatofocusing and UDP-hexanolamine Sepharose 4B affinity chromatography
-
two isozymes separated by a method that includes chromatography on DEAE-cellulose DE-52
-
Wistar strain purified from microsomes by solubilization with CHAPS, and sequential chromatography on Red-Toyopearl, hydroxyapatite, heparin-Toyopearl and UDP-hexanolamine-agarose
-
Cloned/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
2 bilirubin UDP-glucuronyltransferases, expression in COS-1 cells
-
8 different UGT's expressed in baculovirus-infected cells as His-tagged proteins
-
co-expression of His-tagged and HA-tagged isozymes UGT1A6 and UGT1A9 in baculovrisu-infected insect cells; co-expression of isozyme UGT1A6 mutant Y485D with His-tagged isozyme UGT2B7; co-expression of isozyme UGT1A6 mutant Y485D with His-tagged isozyme UGT2B7, co-expression of isozyme UGT1A6 mutant Y485D with isozyme UGT1A4 showing high protein-protein interactions, co-expression of His-tagged and HA-tagged isozymes UGT1A6 and UGT1A9 in baculovirus-infected insect cells; co-expression of isozyme UGT1A6 mutant Y485D with isozyme UGT1A4 showing high protein-protein interactions
-
coexpression of isozyme UGT2B7 with either CYP3A4, CYP1A2 or CYP2C9 cytochrome P450 enzymes in COS-1 cells, coexpression alters the kinetic properties of isozyme UGT2B7
-
different isozymes expressed in COS-7
-
DNA and amino acid sequence determination and analyis of wild-type isozyme UGT1A10, expression of wild-type and mutant isozymes UGT1A10 in COS-1 cells
-
DNA and amino acid sequence determination and analysis, expression in chinese hamster lung fibroblast V79 cells, sequence comparison, phylogenetic analysis
-
DNA and amino acid sequence determination and analysis, screening of dog cDNA library, expression in chinese hamster lung fibroblast V79 cells, sequence comparison, phylogenetic analysis
DNA and amino acid sequence determination, realtime RT-PCR analysis; DNA and amino acid sequence determination, realtime RT-PCR analysis; DNA and amino acid sequence determination, realtime RT-PCR analysis
effect of female hormones progesterone, oestradiol, oestriol, or oestrone on the promoter activities of relevant UGTs in HepG2 cells, real-time reverse transcription-PCR analysis, overview; effect of female hormones progesterone, oestradiol, oestriol, or oestrone on the promoter activities of relevant UGTs in HepG2 cells, real-time reverse transcription-PCR analysis, overview; effect of female hormones progesterone, oestradiol, oestriol, or oestrone on the promoter activities of relevant UGTs in HepG2 cells, real-time reverse transcription-PCR analysis, overview; effect of female hormones progesterone, oestradiol, oestriol, or oestrone on the promoter activities of relevant UGTs in HepG2 cells, real-time reverse transcription-PCR analysis, overview; effect of female hormones progesterone, oestradiol, oestriol, or oestrone on the promoter activities of relevant UGTs in Hep-G2 cells, real-time reverse transcription-PCR analysis, transcriptional regulation of isozyme UGT1A1, overview; effect of female hormones progesterone, oestradiol, oestriol, or oestrone on the promoter activities of relevant UGTs in HepG2 cells, real-time reverse transcription-PCR analysis, transcriptional regulation of isozyme UGT2B7, overview
estriol UDPGT, isozyme with pI 7.4
-
expressed in baculovirus-infected insect cells
-
expressed in baculovirus-infected insect cells and human B-lymphoblastoid cells
-
expressed in Chinese hamster V-79 cells
-
expressed in COS-7 cells
-
expressed in COS-7-H25 and HP1 cells
-
expressed in Escherichia coli BL21-DE3 cells
-
expressed in HEK293 cells; expressed in HEK293 cells
-
expressed in HEK293 cells; expressed in HEK293 cells; expressed in HEK293 cells; expressed in HEK293 cells; expressed in HEK293 cells; expressed in HEK293 cells; expressed in HEK293 cells; expressed in HEK293 cells; expressed in HEK293 cells; expressed in HEK293 cells; expressed in HEK293 cells; UGT1 gene locus, exon organization, DNA and amino acid sequence determination and analysis, phylogenetic analysis, expression in HEK-293 cells, overview; UGT1 gene locus, exon organization, DNA and amino acid sequence determination and analysis, phylogenetic analysis, expression in HEK-293 cells, overview; UGT1 gene locus, exon organization, DNA and amino acid sequence determination and analysis, phylogenetic analysis, expression in HEK-293 cells, overview; UGT1 gene locus, exon organization, DNA and amino acid sequence determination and analysis, phylogenetic analysis, expression in HEK-293 cells, overview; UGT1 gene locus, exon organization, DNA and amino acid sequence determination and analysis, phylogenetic analysis, expression in HEK-293 cells, overview; UGT1 gene locus, exon organization, DNA and amino acid sequence determination and analysis, phylogenetic analysis, expression in HEK-293 cells, overview; UGT1 gene locus, exon organization, DNA and amino acid sequence determination and analysis, phylogenetic analysis, expression in HEK-293 cells, overview; UGT1 gene locus, exon organization, DNA and amino acid sequence determination and analysis, phylogenetic analysis, expression in HEK-293 cells, overview; UGT1 gene locus, exon organization, DNA and amino acid sequence determination and analysis, phylogenetic analysis, expression in HEK-293 cells, overview; UGT1 gene locus, exon organization, DNA and amino acid sequence determination and analysis, phylogenetic analysis, expression in HEK-293 cells, overview; UGT1 gene locus, exon organization, DNA and amino acid sequence determination and analysis, phylogenetic analysis, expression in HEK-293 cells, overview
expressed in HK293 cells
-
expressed in yeast AH22 cells
-
expression in baculovirus-infected insect cells
-
expression in Cos-1 cells; expression in Cos-1 cells
-
expression in COS7 cells
-
expression in HEK cells; expression in HEK cells
expression in HEK-293 cell
-
expression in HEK-293 cell; expression in HEK-293 cell; expression in HEK-293 cell; expression in HEK-293 cell; expression in HEK-293 cell; expression in HEK-293 cell; expression in HEK-293 cell; expression in HEK-293 cell
expression in HEK-293 cell; expression in insect cell; expression of wild-type isozyme UGT1A10 in insect cells, overview; expression of wild-type isozyme UGT1A7 in insect cells, overview; expression of wild-type isozyme UGT1A8 in insect cells, overview; expression of wild-type isozyme UGT1A9 and mutants in HEK-293 cells, expression of wild-type isozyme UGT1A9 in insect cells, expression levels, overview
-
expression in HEK-293 cells; expression in HEK-293 cells; expression in HEK-293 cells; expression in HEK-293 cells; expression in HEK-293 cells; expression in HEK-293 cells; expression in HEK-293 cells
-
expression in insect cell
expression in yeast strain AH22; expression in yeast strain AH22; expression in yeast strain AH22; expression in yeast strain AH22; expression in yeast strain AH22; expression in yeast strain AH22; expression in yeast strain AH22; expression in yeast strain AH22
expression of diverse isozymes in a lymphoblast expression system, overview
expression of His-tagged enzyme in baculovirus-infected Sf9 insect cells; expression of His-tagged enzyme in baculovirus-infected Sf9 insect cells; expression of His-tagged enzyme in baculovirus-infected Sf9 insect cells; expression of His-tagged enzyme in baculovirus-infected Sf9 insect cells; expression of His-tagged enzyme in baculovirus-infected Sf9 insect cells; expression of His-tagged enzyme in baculovirus-infected Sf9 insect cells
-
expression of His-tagged isozymes UGT1A10 or UGT1A7, and of mutant constructurs in COS-1 cells
-
expression of isoform UGT1A4 in HEK-293 cell
-
expression of isozyme UGT1A1 in baculovirus-infected insect cells; expression of isozyme UGT1A8 in baculovirus-infected insect cells
-
expression of isozyme UGT1A10 as HA-tagged or CFP-fusion protein in COS cells; expression of UGT1A1 isozyme as HA-tagged or CFP-fusion protein in COS cells; expression of UGT1A3 as HA-tagged or CFP-fusion protein in COS cells; expression of UGT1A4 as HA-tagged or CFP-fusion protein in COS cells; expression of UGT1A6 as HA-tagged or CFP-fusion protein in COS cells; expression of UGT1A7 as HA-tagged or CFP-fusion protein in COS cells; expression of UGT1A8 as HA-tagged or CFP-fusion protein in COS cells; expression of UGT1A9 isozyme as HA-tagged or CFP-fusion protein in COS cells
-
expression of isozyme UGT1A10 in insect cells using the baculovirus infection system; expression of isozyme UGT1A1 in insect cells using the baculovirus infection system; expression of isozyme UGT1A3 in insect cells using the baculovirus infection system; expression of isozyme UGT1A4 in insect cells using the baculovirus infection system; expression of isozyme UGT1A6 in insect cells using the baculovirus infection system; expression of isozyme UGT1A7 in insect cells using the baculovirus infection system; expression of isozyme UGT1A8 in insect cells using the baculovirus infection system; expression of isozyme UGT1A9 in insect cells using the baculovirus infection system; expression of isozyme UGT2B15 in insect cells using the baculovirus infection system; expression of isozyme UGT2B17 in insect cells using the baculovirus infection system; expression of isozyme UGT2B4 in insect cells using the baculovirus infection system; expression of isozyme UGT2B7 in insect cells using the baculovirus infection system
expression of isozyme UGT1A4 in Spodoptera frugiperda Sf9 cell microsomal membranes, expression analysis, overview; expression of isozyme UGT2B10 in Spodoptera frugiperda Sf9 cell microsomal membranes, expression analysis, overview
expression of isozyme UGT1A9 lacking 45 residues of the C-terminus including the trans-membrane helix, enzyme mutant is His6-tagged at the shortened C-terminus, detergent-free expression as soluble protein in insect cells
-
expression of isozyme UGT2B7 as a His-tagged protein in baculovirus-infected insect cells
-
expression of isozymes in COS-1 cells; expression of isozymes in COS-1 cells; expression of isozymes in COS-1 cells; expression of isozymes in COS-1 cells, DNA sequence determination and analysis of isozyme UGT1A9
expression of isozymes UGT1A1, UGT1A6, and UGT1A9 in HEK-293 cells
expression of several human isozymes in Spodoptera frugiperda Sf9 cells using the baculovirus transfection method
-
expression of theUGT 1 locus in transgenic mice provides only a unique opportunity to examine the regulatory properties that control the tissue-specific and xenobiotic receptor-elicited expression patterns of the individual UGT1A genes and also enriches an understanding of how the UGT1 locus may be regulated at times where changes are apparent in the physiological levels of circulating hormones; expression of theUGT1 locus in transgenic mice provides only a unique opportunity to examine the regulatory properties that control the tissue-specific and xenobiotic receptor-elicited expression patterns of the individual UGT1A genes and also enriches an understanding of how the UGT1 locus may be regulated at times where changes are apparent in the physiological levels of circulating hormones; expression of theUGT1 locus in transgenic mice provides only a unique opportunity to examine the regulatory properties that control the tissue-specific and xenobiotic receptor-elicited expression patterns of the individual UGT1A genes and also enriches an understanding of how the UGT1 locus may be regulated at times where changes are apparent in the physiological levels of circulating hormones
-
expression of UGT isozymes in COS-1 cells with co-localization of isozyme UGT1A7His and PKCepsilon and of isoyzme UGT1A10His andPKCalpha orPKCgamma
-
expression of UGT1A and UGT2B isozymes in HEK293 cells
-
expression of UGT1A10 in baculovirus-infected Sf9 insect cells as His-tagged protein
-
expression of wild-type and mutant D256N enzymes in COS-1 cells
expression of wild-type and mutant isozymes as C-terminal Histagged fusion proteins in baculovirus-infected insect cells, expression levels, overview
-
expression of wild-type and mutant isozymes in Pichia pastoris; expression of wild-type and mutant isozymes in Pichia pastoris; expression of wild-type and mutant isozymes in Pichia pastoris; expression of wild-type and mutant isozymes in Pichia pastoris
expression of wild-type isozyme UGR2B15, and of chimeric mutants in HEK-293 cells; expression of wild-type isozyme UGT2B7, and of chimeric mutants in HEK-293 cells
functional expression of FLAG-tagged enzymes GlcAT-P and GlcAT-S in Escherichia coli strain BL21 as soluble proteins
-
gene UGT1A1, expression analysis and mRNA levels in healthy and hepatitis B virus-positive liver microsomes, overview; gene UGT1A4, expression analysis and mRNA levels in healthy and hepatitis B virus-positive liver microsomes, overview; gene UGT1A9, expression analysis and mRNA levels in healthy and hepatitis B virus-positive liver microsomes, overview; gene UGT2B7, expression analysis and mRNA levels in healthy and hepatitis B virus-positive liver microsomes, overview
gene UGT1A10, cloning from genomic DNA and hepatic cDNA, phylogenetic analysis of dog and human UGT1As; gene UGT1A1, cloning from genomic DNA and hepatic cDNA, phylogenetic analysis of dog and human UGT1As; gene UGT1A3, cloning from genomic DNA and hepatic cDNA, phylogenetic analysis of dog and human UGT1As; gene UGT1A4, cloning from genomic DNA and hepatic cDNA, phylogenetic analysis of dog and human UGT1As; gene UGT1A5, cloning from genomic DNA and hepatic cDNA, phylogenetic analysis of dog and human UGT1As; gene UGT1A6, cloning from genomic DNA and hepatic cDNA, phylogenetic analysis of dog and human UGT1As; gene UGT1A7, cloning from genomic DNA and hepatic cDNA, phylogenetic analysis of dog and human UGT1As; gene UGT1A8, cloning from genomic DNA and hepatic cDNA, phylogenetic analysis of dog and human UGT1As; gene UGT1A9, cloning from genomic DNA and hepatic cDNA, phylogenetic analysis of dog and human UGT1As
-
gene UGT1A10, cloning from genomic DNA and hepatic cDNA, phylogenetic analysis of the dog and human UGT1As; gene UGT1A11, cloning from genomic DNA and hepatic cDNA, phylogenetic analysis of the dog and human UGT1As; gene UGT1A1, cloning from genomic DNA and hepatic cDNA, phylogenetic analysis of the dog and human UGT1As; gene UGT1A2, cloning from genomic DNA and hepatic cDNA, phylogenetic analysis of the dog and human UGT1As; gene UGT1A3, cloning from genomic DNA and hepatic cDNA, phylogenetic analysis of the dog and human UGT1As; gene UGT1A4, cloning from genomic DNA and hepatic cDNA, phylogenetic analysis of the dog and human UGT1As; gene UGT1A6, cloning from genomic DNA and hepatic cDNA, phylogenetic analysis of the dog and human UGT1As; gene UGT1A7, cloning from genomic DNA and hepatic cDNA, phylogenetic analysis of the dog and human UGT1As; gene UGT1A8, cloning from genomic DNA and hepatic cDNA, phylogenetic analysis of the dog and human UGT1As; gene UGT1A9, cloning from genomic DNA and hepatic cDNA, phylogenetic analysis of the dog and human UGT1As
gene UGT1A3, recombinant expression of His-tagged enzyme in Spodoptera frugiperda Sf9 cells via baculovirus transfection; gene UGT1A4, recombinant expression of His-tagged enzyme in Spodoptera frugiperda Sf9 cells via baculovirus transfection; gene UGT2B10, recombinant expression of His-tagged enzyme in Spodoptera frugiperda Sf9 cells via baculovirus transfection
-
gene UGT2A1, recombinant expression of C-terminally His-tagged enzyme in Spodoptera frugiperda Sf9 cells via baculovirus transfection; gene UGT2A1, recombinant expression of C-terminally His-tagged enzyme in Spodoptera frugiperda Sf9 cells via baculovirus transfection; gene UGT2A1, recombinant expression of C-terminally His-tagged enzyme in Spodoptera frugiperda Sf9 cells via baculovirus transfection
gene UGT2A3, located on chromosome 4q13, DNA and amino acid sequence determination and analysis, the UGT2A3 proximal promoter contains putative HNF1alpha, CDX2, PXR, and GR consensus elements, sequence comparisons, expression of UGT2A3 in Spodoptera frugiperda SF21 cells using the baculovirus transfection system
gene UGT2B10, recombinant expressin in HEK-293T cells
gene UGT2B7, DNA and amino acid sequence determination and analysis, genotyping, three non-synonymous single nucleotide polymorphisms are identified, expression of CFP-tagged, YFP-tagged and HA-tagged UGT2B7 wild-type and mutant allozymes in Spodoptera frugiperda Sf9 cells via baculovirus transfection
-
heterologous expression in insect Sf9 cells; heterologous expression in insect Sf9 cells
-
heterologously expression in Saccharomyces cerevisiae
isoform UGT1A, expression in HEK-293T cell
-
isoform UGT1A10, expression in insect cell; isoform UGT1A6, expression in insect cell
-
isozyme UGT1A10, realtime expression analysis in healthy and malignant breast tissue samples from African American and Caucasian women, overview; isozyme UGT2B7, realtime expression analysis in healthy and malignant breast tissue samples from African American and Caucasian women, overview
isozyme UGT1A3, DNA and amino acid sequence determination and analysis, overexpression of isozymes UGT1A3 and UGT1A8 in HEK-293 cells; isozyme UGT1A3, DNA and amino acid sequence determination and analysis, overexpression of isozymes UGT1A3 and UGT1A8 in HEK-293 cells; isozyme UGT1A3, DNA and amino acid sequence determination and analysis, overexpression of isozyme UGT1A3 in HEK-293 cells; overexpression of isozyme UGT1A8 in HEK-293 cells
isozyme UGT1A4, DNA and amino acid sequence determination and analysis, expression of isozyme UGT1A4 in COS-7 cells, analysis of polymorphisms naturally occuring in a Japanese population
-
isozyme UGT2B15, sequence comparisons, realtime PCR expression analysis; isozyme UGT2B17, sequence comparisons, realtime PCR expression analysis
-
phylogenetic tree of the 18 human UDP-glucuronosyltransferases; phylogenetic tree of the 18 human UDP-glucuronosyltransferases; phylogenetic tree of the 18 human UDP-glucuronosyltransferases
-
realtime RT-PCR analysis
-
recombinant UGT1A5, expressed in baculovirusinfected insect cells
-
rhesus UGT1A1 expressed in HK-293 cells
-
several UGT cloned. Persistently increased expression of phenol-UGT in rat hepatocyte nodules, hepatoma H4IIE cells and various rat liver epithelial cell lines. Expressed in human lung carcinoma A549 cells and human breast cancer MCF7 cells
-
stable expression in HEK293 cells, 2 allelic variants UGT2B7H268 and UGT2B7Y268
stable expression of isozyme UGT2B7 Tyr268 variant in HEK-293 cells
-
stable expression of isozymes UGT1A1, UGT1A3, UGT1A4, UGT1A6, UGT1A7, UGT1A8, UGT1A9, UGT1A10, UGT2B4, UGT2B7, UGT2B15, UGT2B17, and UGT2B28 in HEK-293 cells
-
stable expression of isozymes UGT1A1, UGT1A3, UGT1A6, UGT1A8, UGT1A9, UGT1A10, and UGT2B7 in HEK 293 cells, isozymes UGT2B4, UGT2B7, UGT2B10, and UGT2B15 are inactivated during cell lysis for microsome preparation
-
stable HEK293 cell lines overexpressing either the UGT1A10139Glu or UGT1A10139Lys isoforms are created
the largest subfamily UGT2B is encoded by genes clustered on chromosome 4, most isozymes show genetic polymorphisms
transiently expressed in COS-7 cells and stably expressed in V-79 Chinese hamster lung fibroblasts. 7 human liver UDG-GT cDNA clones isolated
-
Ugt1a enzymes expression analysis in blastocysts, overview
UGT1A1 expressed in HK-293 cells
-
UGT1A1 expressed in HK293 cells
-
UGT1A1 that contains the Y486D mutation (1A1 numbering) is expressed as His-tagged protein in thebaculovirus-infected insect cells; UGT1A6 that contains the Y485D is expressed as His-tagged protein in thebaculovirus-infected insect cells
-
UGT1A3 expressed in COS-7 cells
-
UGT1A71, UGT1a6 and UGT1A4 expressed in COS-1 cells
-
UGT2B7 expressed in COS-1 and COS-7 cells. UGT from both UGT1A and UGT1B families expressed in colon carcinoma cells Caco-2
-
EXPRESSION
ORGANISM
UNIPROT
LITERATURE
all-trans-retinoic acid appears to downregulate UGT2B7 expression
bilirubin and 20-hydroxyeicosatetraenoic acid act as activators of transcription factors that regulate UGT expression, and are involved in important feedback loops; bilirubin and 20-hydroxyeicosatetraenoic acid act as activators of transcription factors that regulate UGT expression, and are involved in important feedback loops; bilirubin and 20-hydroxyeicosatetraenoic acid act as activators of transcription factors that regulate UGT expression, and are involved in important feedback loops; bilirubin and 20-hydroxyeicosatetraenoic acid act as activators of transcription factors that regulate UGT expression, and are involved in important feedback loops; bilirubin and 20-hydroxyeicosatetraenoic acid act as activators of transcription factors that regulate UGT expression, and are involved in important feedback loops; bilirubin and 20-hydroxyeicosatetraenoic acid act as activators of transcription factors that regulate UGT expression, and are involved in important feedback loops; bilirubin and 20-hydroxyeicosatetraenoic acid act as activators of transcription factors that regulate UGT expression, and are involved in important feedback loops; bilirubin and 20-hydroxyeicosatetraenoic acid act as activators of transcription factors that regulate UGT expression, and are involved in important feedback loops; bilirubin and 20-hydroxyeicosatetraenoic acid act as activators of transcription factors that regulate UGT expression, and are involved in important feedback loops; bilirubin and 20-hydroxyeicosatetraenoic acid act as activators of transcription factors that regulate UGT expression, and are involved in important feedback loops; bilirubin and 20-hydroxyeicosatetraenoic acid act as activators of transcription factors that regulate UGT expression, and are involved in important feedback loops; bilirubin and 20-hydroxyeicosatetraenoic acid act as activators of transcription factors that regulate UGT expression, and are involved in important feedback loops; bilirubin and 20-hydroxyeicosatetraenoic acid act as activators of transcription factors that regulate UGT expression, and are involved in important feedback loops; bilirubin and 20-hydroxyeicosatetraenoic acid act as activators of transcription factors that regulate UGT expression, and are involved in important feedback loops; bilirubin and 20-hydroxyeicosatetraenoic acid act as activators of transcription factors that regulate UGT expression, and are involved in important feedback loops; bilirubin and 20-hydroxyeicosatetraenoic acid act as activators of transcription factors that regulate UGT expression, and are involved in important feedback loops; bilirubin and 20-hydroxyeicosatetraenoic acid act as activators of transcription factors that regulate UGT expression, and are involved in important feedback loops; bilirubin and 20-hydroxyeicosatetraenoic acid act as activators of transcription factors that regulate UGT expression, and are involved in important feedback loops. Induction of UGT1A1 in keratinocytes by UV radiation-generated 6-formylindolo[3,2-b]carbazole, which is a potent activator of AhR transcription factor. Induction of UGT1A1 in the neonatal period is controlled in part by a cluster of 6 transcription factor response elements, termed gtPBREM (phenobarbital-responsive enhancer module) binding CAR, PXR, AhR, NRF2, PPARa and glucocorticoid receptor; bilirubin and 20-hydroxyeicosatetraenoic acid act as activators of transcription factors that regulate UGT expression, and are involved in important feedback loops. Intestinal UGT1A6 expression and serotonin glucuronidation is induced by activation of the AhR and Nrf2, the genetically-linked master regulator of the antioxidant response
ENGINEERING
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
A71S
-
naturally occuring mutation, non-synonymous single nucleotide polymorphism
C127C
-
mutation results in loss of UGT1A1 activity
C156R
-
mutation results in loss of UGT1A1 activity
C177Y
-
mutation results in loss of UGT1A1 activity
C186C
-
although the activity of the C186Y mutant UGT1A1 is reduced to 50% of normal, the enzyme activity increases proportionately in the presence of UDPGlcNAc
C186Y
-
45% of wild-type activity with bilirubin as substrate
C223Y
-
mutation results in loss of UGT1A1 activity
C280Y
-
mutation results in loss of UGT1A1 activity
C384Y
-
mutation results in loss of UGT1A1 activity
C509Y
-
75% of wild-type activity with bilirubin as substrate
C510Y
-
80% of wild-type activity with bilirubin as substrate
C517Y
-
85% of wild-type activity with bilirubin as substrate
D143A
-
increase in substrate inhibition with 4-methylumbelliferone, large decrease in Vmax
D145A
site-directed mutagenesis, mutation of isozyme UGT1A6 leading to reduced glucuronidation activity and altered kinetics compared to the wild-type enzyme
D148A
-
large decrease in Vmax
D150A
site-directed mutagenesis, mutation of isozyme UGT1A6, inactive mutant
D152A
-
site-directed mutagenesis, exchange of a conserved residue from isozyme UGT1A9 for the corresponding residue in isozyme UGT1A8, the mutant shows altered substrate specificity compared to wild-type isozyme UGT1A9, the mutant is active with the substrate 3-hydroxydesloratadine specific for isozyme UGT1A8
D357A
site-directed mutagenesis, mutation of isozyme UGT1A6 leading to reduced glucuronidation activity and altered kinetics compared to the wild-type enzyme
D394A
site-directed mutagenesis, mutation of isozyme UGT1A6 leading to slightly reduced glucuronidation activity and altered kinetics compared to the wild-type enzyme
D396A
-
mutation in isoform UGT1A10, activity toward substrates 5-diethylaminoethylamino-8-hydroxyimidazoacridinone and 5-dimethylaminopropylamino-8-hydroxytriazoloacridinone is decreased by 30% and increased by 25%, respectively
D397A
site-directed mutagenesis, mutation of isozyme UGT1A6 leading to reduced glucuronidation activity and altered kinetics compared to the wild-type enzyme
D398N
-
naturally occuring mutation, non-synonymous single nucleotide polymorphism
D420A
site-directed mutagenesis, mutation of isozyme UGT1A6 leading to reduced glucuronidation activity and altered kinetics compared to the wild-type enzyme
D447A
site-directed mutagenesis, mutation of isozyme UGT1A6 leading to highly reduced glucuronidation activity and altered kinetics compared to the wild-type enzyme
D454A
site-directed mutagenesis, mutation of isozyme UGT1A6 leading to reduced glucuronidation activity and altered kinetics compared to the wild-type enzyme
D488A
site-directed mutagenesis, mutation of isozyme UGT1A6, inactive mutant
D85Y
-
naturally occuring polymorphism in UGT2B15 gene, Vmax of the Y allele is approximately twofold greater than the enzyme resulting from the D allele
E139K
the nonconservative amino change of Glu to Lys at codon 139 renders UGT1A10 less active
E241A
-
replacement of amino acid to corresponding residue of isoform UGT1A8; site-directed mutagenesis, exchange of a conserved residue from isozyme UGT1A9 for the corresponding residue in isozyme UGT1A8, the mutant shows altered substrate specificity compared to wild-type isozyme UGT1A9
E287A
site-directed mutagenesis, mutation of isozyme UGT1A6 leading to 1.4fold reduced glucuronidation activity compared to the wild-type enzyme
E289A
site-directed mutagenesis, mutation of isozyme UGT1A6 leading to 3.2fold reduced glucuronidation activity compared to the wild-type enzyme
E297A
site-directed mutagenesis, mutation of isozyme UGT1A6 leading to 2.0fold reduced glucuronidation activity compared to the wild-type enzyme
E314A
site-directed mutagenesis, mutation of isozyme UGT1A6 leading to 7.0fold reduced glucuronidation activity compared to the wild-type enzyme
E378A
site-directed mutagenesis, mutation of isozyme UGT1A6 leading to 150fold reduced glucuronidation activity compared to the wild-type enzyme
E378D
site-directed mutagenesis, mutation of isozyme UGT1A6 leading to reduced glucuronidation activity and altered kinetics compared to the wild-type enzyme
E378S
site-directed mutagenesis, mutation of isozyme UGT1A6 leading to reduced glucuronidation activity and altered kinetics compared to the wild-type enzyme
E461A
site-directed mutagenesis, mutation of isozyme UGT1A6 leading to 350fold reduced glucuronidation activity compared to the wild-type enzyme
E461D
site-directed mutagenesis, mutation of isozyme UGT1A6 leading to reduced glucuronidation activity and altered kinetics compared to the wild-type enzyme
E461Q
site-directed mutagenesis, mutation of isozyme UGT1A6 leading to reduced glucuronidation activity and altered kinetics compared to the wild-type enzyme
E461S
site-directed mutagenesis, mutation of isozyme UGT1A6 leading to reduced glucuronidation activity and altered kinetics compared to the wild-type enzyme
F33L
-
mutation suppresses the activity towards hyodeoxycholic acid, and impairs the glucuronidation of several substrates, including 4-hydroxyestrone and 17-epiestriol
F33Y
-
activity is similar to wild-type UGT2B4. Tyrosine is found at position 33 of UGT2B7
F83L
-
mutant of isoform UGT1A1, comparison of the substrate hydroxyl orientation with the values for in vitro conjugation capacity
G71R
-
mutant of isoform UGT1A1, comparison of the substrate hydroxyl orientation with the values for in vitro conjugation capacity
H268Y
-
naturally occuring mutation, non-synonymous single nucleotide polymorphism
H369A
-
site-directed mutagenesis of isozyme UGT1A9, the Km values for scopoletin and UDP-D-glucuronate are increased compared to the wild-type isozyme, the mutant shows impaired cosubstrate binding
H371A
-
site-directed mutagenesis of isozyme UGT1A6, the Km values for scopoletin and UDP-D-glucuronate are increased by 4 and 11fold, respectively, compared to the wild-type isozyme, the mutant shows severely impaired cosubstrate binding
H377A
-
site-directed mutagenesis of isozyme UGT1A9, inactive mutant
H379A
-
site-directed mutagenesis of isozyme UGT1A6, the Km values for scopoletin and UDP-D-glucuronate are increased compared to the wild-type isozyme, the mutant shows severely impaired cosubstrate binding
H37A
-
H37 is not critical in N-glucuronidation, but in O-glucuronidation. 99% decrease in Vmax with substrate UDP-glucuronate
H37D
-
H37 is not critical in N-glucuronidation, but in O-glucuronidation
H37L
-
mutant of isoform UGT1A9, abolishes activity towards all substrates tested except retigabine
H37Q
-
mutant of isoform UGT1A9, abolishes activity towards all substrates tested except retigabine
H38P
-
isoform UGT1A6, mutant lacks the ability to metabolize 4-methylumbeliferone, 1-naphthol, and naproxen
H40P
site-directed mutagenesis, replacing of His40 residue of isozyme UGT1A3 with proline shifts the substrate specificity toward that of isozyme UGT1A4 with loss of glucuronidation of phenolic substrates
I294T
-
mutant of isoform UGT1A1, comparison of the substrate hydroxyl orientation with the values for in vitro conjugation capacity
I96R
-
UGT2B20 activity retained for 5alpha-androstane-3alpha-17beta-diol, dihydrotestosterone and testosterone
I96R/T98I
-
UGT2B20 activity retained for 5alpha-androstane-3alpha-17beta-diol, dihydrotestosterone and testosterone
I98T
-
UGT2B15 activity retained for 5alpha-androstane-3alpha-17beta-diol, dihydrotestosterone and testosterone
K75R
-
single nucleotide polymorphism, about 25% decrease in glucuronidation activity
K91M/A92D
-
replacement of amino acid to corresponding residue of isoform UGT1A8; site-directed mutagenesis, exchange of conserved residues from isozyme UGT1A9 for the corresponding residues in isozyme UGT1A8, the mutant shows altered substrate specificity compared to wild-type isozyme UGT1A9
L173A
-
replacement of amino acid to corresponding residue of isoform UGT1A8; site-directed mutagenesis, exchange of a conserved residue from isozyme UGT1A9 for the corresponding residue in isozyme UGT1A8, the mutant shows altered substrate specificity compared to wild-type isozyme UGT1A9
L219F/H221Q/R222Y
-
replacement of amino acid to corresponding residue of isoform UGT1A8; site-directed mutagenesis, exchange of conserved residues from isozyme UGT1A9 for the corresponding residues in isozyme UGT1A8, the mutant shows altered substrate specificity compared to wild-type isozyme UGT1A9
L48V
-
naturally occuring polymorphism, increased activity with trans-androsterone, imipramine, and cyproheptadine, less active with tigogenin as compared to the wild-type enzyme
L93I
-
UGT2B20 activity retained for 5alpha-androstane-3alpha-17beta-diol, dihydrotestosterone and testosterone
M33I
-
mutant of isoform UGT1A9, increase in both Km and Vmax value
M33Q
-
mutant of isoform UGT1A9, increase in both Km and Vmax value
M33T
-
mutant of isoform UGT1A9, increase in both Km and Vmax value
M33V
-
mutant of isoform UGT1A9, increase in both Km and Vmax value
M59I
-
mutation in isozyme UGT1A10, site-directed mutagenesis, activity similar to the wild-type enzyme
N152A
-
replacement of amino acid to corresponding residue of isoform UGT1A8, increase in Km and Vmax values for substrates 4-methylumbelliferone and 4-nitrophenol. Active against substrate 3-hydroxydesloratadine, specifc substrate of isoform UGT1A8
N400D
-
mutant of isoform UGT1A1, comparison of the substrate hydroxyl orientation with the values for in vitro conjugation capacity
P40H
site-directed mutagenesis, replacing Pro-40 of isozyme UGT1A4 by histidine expands the glucuronidation activity of the enzyme to phenolic and carboxylic compounds, therefore, leading to UGT1A3-type isoform in terms of substrate specificity
Q357R
-
mutation results in loss of UGT1A1 activity
R336L
-
mutant of isoform UGT1A1, comparison of the substrate hydroxyl orientation with the values for in vitro conjugation capacity
R42Q
-
replacement of amino acid to corresponding residue of isoform UGT1A8, increase in Km value for substrates 4-methylumbelliferone and 4-nitrophenol; site-directed mutagenesis, exchange of a conserved residue from isozyme UGT1A9 for the corresponding residue in isozyme UGT1A8, the mutant shows altered substrate specificity compared to wild-type isozyme UGT1A9
R96I
-
UGT2B15 activity retained for 5alpha-androstane-3alpha-17beta-diol, dihydrotestosterone and testosterone
R96I/I98T
-
UGT2B15 activity retained for 5alpha-androstane-3alpha-17beta-diol, dihydrotestosterone and testosterone
S100G
-
UGT2B20 activity retained for 5alpha-androstane-3alpha-17beta-diol, dihydrotestosterone and testosterone
S132A
-
protein kinase C-site mutant, activity similar to wild-type
S132A/S437A
-
protein kinase C-site mutant, activity similar to wild-type
S432G
-
mutant enzyme retains full activity, shift in pH-optimum for glucuronidation of eugenol from pH 6.0 for wild-type enzyme to 6.4 for mutant enzyme S432G; shift in pH-optimum for glucuronidation of eugenol from pH 8.5 for wild-type enzyme to 6.4 for mutant enzyme S432G. S432G-UGT1A7, but not wild-type UGT1A7, metabolizes new substrates, 17beta-estradiol, flurbiprofen, and estriol
S437A
-
protein kinase C-site mutant, activity similar to wild-type
T123A
-
protein kinase C-site mutant, activity similar to wild-type
T123A/S132A
-
protein kinase C-site mutant, activity similar to wild-type
T123A/S132A/S437A
-
protein kinase C-site mutant, activity similar to wild-type
T123A/S437A
-
protein kinase C-site mutant, activity similar to wild-type
T202A
-
inactive mutant enzyme; inactive mutant enzyme
T202I
-
mutation in isozyme UGT1A10, site-directed mutagenesis, about 50% reduced activity compared to the wild-type enzyme
T497A
naturally occuring polymorphism, approximately 10% of clones contains a A1489G nucleotide substitution, yielding proteins with a residue 497 alanine in UGT2A3.2 instead of a threonine in UGT2A3.1. The allele frequency of this polymorphism rs13128286 was 0.13 in a European-American population as determined by direct DNA sequencing, UGT2A3 allozymes vary in hyodeoxycholic acid glucuronidation kinetics, overview
T73A
-
inactive mutant enzyme; inactive mutant enzyme
T98I
-
UGT2B17 activity retained for 5alpha-androstane-3alpha-17beta-diol, dihydrotestosterone and testosterone; UGT2B20 activity retained for 5alpha-androstane-3alpha-17beta-diol, dihydrotestosterone and testosterone
W461R
-
mutant of isoform UGT1A1, comparison of the substrate hydroxyl orientation with the values for in vitro conjugation capacity
Y106F/G111S/D115G
-
replacement of amino acid to corresponding residue of isoform UGT1A8, increase in Vmax value for substrates 4-methylumbelliferone and 4-nitrophenol; site-directed mutagenesis, exchange of conserved residues from isozyme UGT1A9 for the corresponding residues in isozyme UGT1A8, the mutant shows altered substrate specificity compared to wild-type isozyme UGT1A9
Y236F
-
tyrosine kinase-sites mutants, inactive
Y33F
-
mutation exhibits similar or even somewhat higher activities than wild type UGT2B7. Phenylalanine is found at position 33 of UGT2B4
Y33L
-
mutation strongly reduces the activity towards all the tested substrates, with the exception of 17-epiestriol
Y438F
-
tyrosine kinase-sites mutants, inactive
Y485D
-
mutation lowers the normalized glucuronidation rate to 6% when the aglycone substrate is 1-naphthol. Km of the mutant enzyme for UDP-glucuronic acid is about 50 times higher than in UGT1A6. Coexpression of UGT1A6(Y485D) with UGT1A4 lowers the Km for UDP-glucuronic acid to the level of UGT1A6
Y486D
-
mutation lowers the normalized glucuronidation rate to 13% when the aglycone substrate is 1-naphthol
A235V
C704T, naturally occuring polymorphism of isozyme UGT1A4
A26V
C77T, naturally occuring polymorphism of isozyme UGT1A5B
A432G
naturally occuring polymorphism of isozyme UGT1A10A
A483G
naturally occuring polymorphism of isozyme UGT1A4
A498T
G1492A, naturally occuring polymorphism of isozyme UGT1A4
A58V
C173T, naturally occuring polymorphism of isozyme UGT1A2A
A7G
C20G, naturally occuring polymorphism of isozyme UGT1A6
A966C
naturally occuring polymorphism of isozyme UGT1A4; naturally occuring polymorphism of isozyme UGT1A5A
C117T
naturally occuring polymorphism of isozyme UGT1A2A
C1494T
naturally occuring polymorphism of isozyme UGT1A1; naturally occuring polymorphism of isozyme UGT1A1; naturally occuring polymorphism of isozyme UGT1A1
C1497T
naturally occuring polymorphism of isozyme UGT1A5A
C1545T
naturally occuring polymorphism of isozyme UGT1A5A
C489T
naturally occuring polymorphism of isozyme UGT1A10A
C639T
naturally occuring polymorphism of isozyme UGT1A5A
C663T
naturally occuring polymorphism of isozyme UGT1A9
C702T
naturally occuring polymorphism of isozyme UGT1A4
C966A
naturally occuring polymorphism of isozyme UGT1A5B
G12C
naturally occuring polymorphism of isozyme UGT1A6
G1368T
naturally occuring polymorphism of isozyme UGT1A5B
G174A
naturally occuring polymorphism of isozyme UGT1A5A
G399A
naturally occuring polymorphism of isozyme UGT1A10A
G720A
naturally occuring polymorphism of isozyme UGT1A10A
G804A
naturally occuring polymorphism of isozyme UGT1A4
H225D
C673G, naturally occuring polymorphism of isozyme UGT1A5A
K30N
G90C, naturally occuring polymorphism of isozyme UGT1A2A
M214V
A640G, naturally occuring polymorphism of isozyme UGT1A5A
N276S
A827G, naturally occuring polymorphism of isozyme UGT1A9
P219T
C655A, naturally occuring polymorphism of isozyme UGT1A6
R516W
C1546T, naturally occuring polymorphism of isozyme UGT1A4
R51S
G153T, naturally occuring polymorphism of isozyme UGT1A7
R91H
G272A, naturally occuring polymorphism of isozyme UGT1A4
T1368G
naturally occuring polymorphism of isozyme UGT1A5A
T1497C
naturally occuring polymorphism of isozyme UGT1A4
T1545C
naturally occuring polymorphism of isozyme UGT1A5B
T646C
naturally occuring polymorphism of isozyme UGT1A5B
T702C
naturally occuring polymorphism of isozyme UGT1A5B
T750C
naturally occuring polymorphism of isozyme UGT1A4; naturally occuring polymorphism of isozyme UGT1A5A
V24G
T71G, naturally occuring polymorphism of isozyme UGT1A6
V56F
G166T, naturally occuring polymorphism of isozyme UGT1A9
W512R
C1534T, naturally occuring polymorphism of isozyme UGT1A10A
Y216H
T648C, naturally occuring polymorphism of isozyme UGT1A5B
I96R
-
UGT2B20 activity retained for 5alpha-androstane-3alpha-17beta-diol, dihydrotestosterone and testosterone
I96R/T98I
-
UGT2B20 activity retained for 5alpha-androstane-3alpha-17beta-diol, dihydrotestosterone and testosterone
I98T
-
UGT2B15 activity retained for 5alpha-androstane-3alpha-17beta-diol, dihydrotestosterone and testosterone
L93I
-
UGT2B20 activity retained for 5alpha-androstane-3alpha-17beta-diol, dihydrotestosterone and testosterone
R96I
-
UGT2B15 activity retained for 5alpha-androstane-3alpha-17beta-diol, dihydrotestosterone and testosterone
R96I/I98T
-
UGT2B15 activity retained for 5alpha-androstane-3alpha-17beta-diol, dihydrotestosterone and testosterone
S100G
-
UGT2B20 activity retained for 5alpha-androstane-3alpha-17beta-diol, dihydrotestosterone and testosterone
T98I
-
UGT2B17 activity retained for 5alpha-androstane-3alpha-17beta-diol, dihydrotestosterone and testosterone; UGT2B20 activity retained for 5alpha-androstane-3alpha-17beta-diol, dihydrotestosterone and testosterone
D446A
-
UGT1A6 activity retained for 1-naphthol nor UDP-glucuronic acid
D446E
-
UGT1A6 activity retained for 1-naphthol nor UDP-glucuronic acid
D446G
-
UGT1A6 activity not detected for 1-naphthol nor UDP-glucuronic acid
D446K
-
UGT1A6 activity not detected for 1-naphthol nor UDP-glucuronic acid
D446N
-
UGT1A6 activity retained for 1-naphthol nor UDP-glucuronic acid
D446q
-
UGT1A6 activity retained for 1-naphthol nor UDP-glucuronic acid
D446T
-
UGT1A6 activity retained for 1-naphthol nor UDP-glucuronic acid
additional information
Renatured/COMMENTARY
ORGANISM
UNIPROT
LITERATURE
phospholipid required for reconstitution
-
reactivation of lipid-depleted enzyme
-
APPLICATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
analysis
-
after infection of Sf9 insect cells with increasing amounts of recombinant baculovirus, encoding either UGT1A9 or UGT2B7, the correlation between glucuronidation rates and degree of infection follows different trends, depending on whether activity is the actual activity measured or is corrected for UDP-glucuronosyltransferase expression level. Above a certain low level of infection, further increases in infection ratios lead to a large decline in normalized activity, presumably due to the presence of full-length but inactive enzyme in the sample. Inaccuracies in comparison of normalized activity between different batches of a recombinant UDP-glucuronosyltransferase can be reduced by lowering the degree of infection of the insect cells, in combination with careful monitoring of UDP-glucuronosyltransferase expression. Poly-His-containing peptides, fused to the UDP-glucuronosyltransferase C-terminus, allow sensitive immunodetection of expressed enzymes with monoclonal antibodies. A minor increase in the Km values has been detected in the His-tagged UDP-glucuronosyltransferases, but no changes in parameters such as the kinetic model and the effects of albumin addition
diagnostics
drug development
-
drug development process aims to produce safe, effective drugs within a reasonable time and at a reasonable cost. Phase II metabolism (glucuronidation) can affect drug action and pharmacokinetics to a considerable extent. Extensive glucuronidation is an obstacle to oral bioavailability because the first-pass glucuronidation or premature clearance by UDP-glucuronosyltransferases of orally administered agents frequently results in poor oral bioavailability and lack of efficacy. Modeling of chemical entities/drugs for UGTs and their kinetic data can be useful in understanding the binding patterns to be used in the design of better molecules, analysis of first-pass glucuronidation by intestinal UGTs, including their topology, expression profile, and pharmacogenomics, and substrate selectivity at the binding pocket, structural requirements, and mechanism of enzyme actions, detailed overview
medicine
pharmacology
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