Ligand ursodeoxycholic acid

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Basic Ligand Information

Molecular Structure
Picture of ursodeoxycholic acid (click for magnification)
Molecular Formula
BRENDA Name
InChIKey
C24H40O4
ursodeoxycholic acid
RUDATBOHQWOJDD-UZVSRGJWSA-N
Synonyms:
(3alpha,5beta,7beta)-3,7-dihydroxycholan-24-oic acid, 3alpha,7beta-dihydroxy-5beta-cholan-24-oic acid, 5beta-cholanic acid-3alpha,7alpha-diol, 5beta-cholanic acid-3alpha,7beta-diol, ursodeoxycholate

Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (5 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
ursodeoxycholic acid + NADP+ = 7-oxo-lithocholic acid + NADPH + H+
show the reaction diagram
-
UDP-D-glucuronate + ursodeoxycholic acid = UDP + hyodeoxycholic acid 6-O-glucuronoside
show the reaction diagram
-
UDP-N-acetyl-D-glucosamine + ursodeoxycholate = UDP + 7beta-(N-acetyl-D-glucosaminyl)-ursodeoxycholate
show the reaction diagram
-

In Vivo Product in Enzyme-catalyzed Reactions (5 results)

EC NUMBER
PROVEN IN VIVO REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE

Substrate in Enzyme-catalyzed Reactions (16 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
ursodeoxycholic acid + NAD+ = 7-oxolithocholic acid + NADH + H+
show the reaction diagram
-
ursodeoxycholic acid + NADH = ?
show the reaction diagram
-

Product in Enzyme-catalyzed Reactions (10 results)

EC NUMBER
REACTION
REACTION DIAGRAM
LITERATURE
ENZYME 3D STRUCTURE
lithocholic acid + NADPH + H+ = ursodeoxycholic acid + NADP+
show the reaction diagram
-
-
tauroursodeoxycholic acid + H2O = taurine + ursodeoxycholic acid
show the reaction diagram
-
-

Inhibitor in Enzyme-catalyzed Reactions (16 results)

EC NUMBER
COMMENTARY
LITERATURE
ENZYME 3D STRUCTURE
50% inhibition at 0.34 mM
-
natural inhibitor, in vivo IC50: 0.00024 mM in fluorometric assay, 0.00014 mM in radiometric assay, in vitro IC50: 0.000049 mM in fluorometric assay
-
very sensitiv: DD2, less sensitiv: DD1, recombinant DD1
-

Enzyme Kinetic Parameters

kcat Value (Turnover Number) (2 results)

EC NUMBER
TURNOVER NUMBER [1/S]
TURNOVER NUMBER MAXIMUM [1/S]
COMMENTARY
LITERATURE
19.6
-
pH 8.0, 25°C
82
-
pH 8.5, 37°C, with cofactor NAD+

KM Value (6 results)

EC NUMBER
KM VALUE [MM]
KM VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE
0.069
-
pH 8.5, 37°C, with cofactor NAD+
0.049
-
pH 7.5, 37°C

Ki Value (6 results)

EC NUMBER
KI VALUE [MM]
KI VALUE MAXIMUM [MM]
COMMENTARY
LITERATURE

IC50 Value (6 results)

EC NUMBER
IC50 VALUE
IC50 VALUE MAXIMUM
COMMENTARY
LITERATURE
0.000049
-
natural inhibitor, in vivo IC50: 0.00024 mM in fluorometric assay, 0.00014 mM in radiometric assay, in vitro IC50: 0.000049 mM in fluorometric assay
0.000049
-
natural inhibitor, in vivo IC50: 0.00024 mM in fluorometric assay, 0.00014 mM in radiometric assay, in vitro IC50: 0.000049 mM in fluorometric assay

References & Links

Links to other databases for ursodeoxycholic acid

ChEBI
PubChem
ChEBI
PubChem