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Information on EC 1.14.99.14 - progesterone 11alpha-monooxygenase
for references in articles please use BRENDA:EC1.14.99.14
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EC Tree 1 Oxidoreductases
1.14 Acting on paired donors, with incorporation or reduction of molecular oxygen
1.14.99 Miscellaneous
1.14.99.14 progesterone 11alpha-monooxygenase
The expected taxonomic range for this enzyme is: Eukaryota, Bacteria
Reaction Schemes
showSynonyms
cyp5311b1, progesterone 11alpha-hydroxylase, more
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SYNONYM 
ORGANISM
UNIPROT
COMMENTARY 
LITERATURE
CYP5311B1
progesterone 11alpha-hydroxylase
-
-
-
-
steroid 11alpha-hydroxylase
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REACTION
REACTION DIAGRAM
COMMENTARY
ORGANISM
UNIPROT
LITERATURE
progesterone + reduced acceptor + O2 = 11alpha-hydroxyprogesterone + acceptor + H2O
-
-
-
-
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REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
oxidation
-
-
-
-
redox reaction
-
-
-
-
reduction
-
-
-
-
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PATHWAY SOURCE
PATHWAYS
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SYSTEMATIC NAME
IUBMB Comments
progesterone,hydrogen-donor:oxygen oxidoreductase (11alpha-hydroxylating)
-
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CAS REGISTRY NUMBER
COMMENTARY
37256-77-2
-
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SUBSTRATE
PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
LITERATURE
COMMENTARY
Reversibility
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
16,17alpha-epoxyprogesterone + AH2 + O2
11alpha-hydroxy-16,17alpha-epoxyprogesterone + A + H2O
16alpha,17-epoxyprogesterone + AH2 + O2
11alpha-hydroxy-16alpha,17-epoxyprogesterone + A + H2O
11-deoxycorticosterone + AH2 + O2
? + A + H2O
-
Substrates: -
Products: -
Products: -
?
11-deoxycorticosterone + AH2 + O2
? + A + H2O
Rhizopus arrhizus RA 99-880
-
Substrates: -
Products: -
Products: -
?
11alpha-hydroxyprogesterone + NADPH + O2
6beta,11alpha-dihydroxyprogesterone
-
Substrates: -
Products: -
Products: -
?
11alpha-hydroxyprogesterone + NADPH + O2
6beta,11alpha-dihydroxyprogesterone
-
Substrates: -
Products: -
Products: -
?
16,17alpha-epoxyprogesterone + AH2 + O2
11alpha-hydroxy-16,17alpha-epoxyprogesterone + A + H2O
Substrates: -
Products: -
Products: -
?
16,17alpha-epoxyprogesterone + AH2 + O2
11alpha-hydroxy-16,17alpha-epoxyprogesterone + A + H2O
Absidia caerulea AS3.65
Substrates: -
Products: -
Products: -
?
16alpha,17-epoxyprogesterone + AH2 + O2
11alpha-hydroxy-16alpha,17-epoxyprogesterone + A + H2O
-
Substrates: -
Products: -
Products: -
?
16alpha,17-epoxyprogesterone + AH2 + O2
11alpha-hydroxy-16alpha,17-epoxyprogesterone + A + H2O
Rhizopus arrhizus CICC 40467
-
Substrates: -
Products: -
Products: -
?
17alpha-hydroxyprogesterone + AH2 + O2
11alpha,17alpha-dihydroxyprogesterone + A + H2O
-
Substrates: -
Products: -
Products: -
?
17alpha-hydroxyprogesterone + AH2 + O2
11alpha,17alpha-dihydroxyprogesterone + A + H2O
Aspergillus ochraceus CICC41473
-
Substrates: -
Products: -
Products: -
?
17alpha-hydroxyprogesterone + AH2 + O2
11alpha,17alpha-dihydroxyprogesterone + A + H2O
-
Substrates: -
Products: -
Products: -
?
17alpha-hydroxyprogesterone + AH2 + O2
11alpha,17alpha-dihydroxyprogesterone + A + H2O
Beauveria bassiana ACCC30728
-
Substrates: -
Products: -
Products: -
?
17alpha-hydroxyprogesterone + AH2 + O2
11alpha,17alpha-dihydroxyprogesterone + A + H2O
-
Substrates: -
Products: -
Products: -
?
17alpha-hydroxyprogesterone + AH2 + O2
11alpha,17alpha-dihydroxyprogesterone + A + H2O
Cunninghamella elegans CICC40250
-
Substrates: -
Products: -
Products: -
?
17alpha-hydroxyprogesterone + AH2 + O2
11alpha,17alpha-dihydroxyprogesterone + A + H2O
-
Substrates: -
Products: -
Products: -
?
17alpha-hydroxyprogesterone + AH2 + O2
11alpha,17alpha-dihydroxyprogesterone + A + H2O
Metarhizium anisopliae ACCC30194
-
Substrates: -
Products: -
Products: -
?
17alpha-hydroxyprogesterone + AH2 + O2
11alpha,17alpha-dihydroxyprogesterone + A + H2O
-
Substrates: -
Products: -
Products: -
?
17alpha-hydroxyprogesterone + AH2 + O2
11alpha,17alpha-dihydroxyprogesterone + A + H2O
Rhizopus stolonifer CGMCC33900
-
Substrates: -
Products: -
Products: -
?
19-nortestosterone + NADPH + O2
11alpha-hydroxy-19-nortestosterone + NADP+ + H2O
-
Substrates: -
Products: -
Products: -
?
19-nortestosterone + NADPH + O2
11alpha-hydroxy-19-nortestosterone + NADP+ + H2O
-
Substrates: -
Products: -
Products: -
?
progesterone + AH2 + O2
11alpha-hydroxyprogesterone + A + H2O
Substrates: -
Products: -
Products: -
?
progesterone + AH2 + O2
11alpha-hydroxyprogesterone + A + H2O
-
Substrates: -
Products: -
Products: -
?
progesterone + AH2 + O2
11alpha-hydroxyprogesterone + A + H2O
Rhizopus arrhizus RA 99-880
-
Substrates: -
Products: -
Products: -
?
progesterone + NADPH + O2
11alpha-hydroxyprogesterone + NADP+ + H2O
-
Substrates: -
Products: -
Products: -
?
progesterone + NADPH + O2
11alpha-hydroxyprogesterone + NADP+ + H2O
-
Substrates: activity dependent upon NADPH and O2
Products: -
Products: -
?
progesterone + NADPH + O2
11alpha-hydroxyprogesterone + NADP+ + H2O
-
Substrates: -
Products: -
Products: -
?
progesterone + NADPH + O2
11alpha-hydroxyprogesterone + NADP+ + H2O
-
Substrates: -
Products: -
Products: -
?
progesterone + NADPH + O2
11alpha-hydroxyprogesterone + NADP+ + H2O
-
Substrates: activity dependent upon NADPH and O2
Products: -
Products: -
?
progesterone + NADPH + O2
11alpha-hydroxyprogesterone + NADP+ + H2O
-
Substrates: -
Products: -
Products: -
?
progesterone + NADPH + O2
11alpha-hydroxyprogesterone + NADP+ + H2O
-
Substrates: -
Products: -
Products: -
?
progesterone + NADPH + O2
11alpha-hydroxyprogesterone + NADP+ + H2O
-
Substrates: activity dependent upon NADPH and O2
Products: -
Products: -
?
progesterone + NADPH + O2
11alpha-hydroxyprogesterone + NADP+ + H2O
-
Substrates: -
Products: -
Products: -
?
progesterone + NADPH + O2
11alpha-hydroxyprogesterone + NADP+ + H2O
-
Substrates: -
Products: -
Products: -
?
progesterone + NADPH + O2
11alpha-hydroxyprogesterone + NADP+ + H2O
-
Substrates: -
Products: -
Products: -
?
progesterone + NADPH + O2
11alpha-hydroxyprogesterone + NADP+ + H2O
-
Substrates: -
Products: -
Products: -
?
progesterone + NADPH + O2
11alpha-hydroxyprogesterone + NADP+ + H2O
-
Substrates: multicomponent monooxygenase system
Products: -
Products: -
?
progesterone + NADPH + O2
11alpha-hydroxyprogesterone + NADP+ + H2O
-
Substrates: necessary step in the synthesis of cortico-steroid hormones
Products: -
Products: -
?
testosterone + AH2 + O2
11alpha-hydroxytestosterone + A + H2O
-
Substrates: -
Products: -
Products: -
?
testosterone + AH2 + O2
11alpha-hydroxytestosterone + A + H2O
Rhizopus arrhizus RA 99-880
-
Substrates: -
Products: -
Products: -
?
additional information
?
-
Substrates: the enzyme shows low activity on progesterone and no activities on testosterone and 11-deoxycortisol
Products: -
Products: -
?
additional information
?
-
-
Substrates: the enzyme shows low activity on progesterone and no activities on testosterone and 11-deoxycortisol
Products: -
Products: -
?
additional information
?
-
Absidia caerulea AS3.65
Substrates: the enzyme shows low activity on progesterone and no activities on testosterone and 11-deoxycortisol
Products: -
Products: -
?
additional information
?
-
-
Substrates: 11alpha-hydroxylase induced by progesterone or 19-nortestosterone is free from associated 6beta-hydroxylase or 17beta-hydroxysteroid dehydrogenase activity, but induction with 11alpha-hydroxyprogesterone yields an enzyme with both 6beta- and 11alpha-hydroxylase activity
Products: -
Products: -
?
additional information
?
-
-
Substrates: 11alpha-hydroxylase induced by progesterone or 19-nortestosterone is free from associated 6beta-hydroxylase or 17beta-hydroxysteroid dehydrogenase activity, but induction with 11alpha-hydroxyprogesterone yields an enzyme with both 6beta- and 11alpha-hydroxylase activity
Products: -
Products: -
?
additional information
?
-
Substrates: the enzyme is capable of converting useful pharmaceutical targets such as 3-oxo-DELTA4-steroids (e.g., testosterone, 11-deoxycorticosterone, androstenedione, and progesterone) mainly into their 15beta-hydroxy homologues. In addition, the enzyme hydroxylates progesterone to a minor extent at the 11alpha-, 9alpha-, and 6beta-positions
Products: -
Products: -
?
additional information
?
-
Substrates: CYP106A2-catalyzed hydroxylations of progesterone at the 15beta-, 11alpha-, 9alpha-, and 6beta-positions
Products: -
Products: -
?
additional information
?
-
-
Substrates: hydroxylations take place predominantly at 11alpha and 6beta positions of the steroid ring system
Products: -
Products: -
?
additional information
?
-
Rhizopus arrhizus RA 99-880
-
Substrates: hydroxylations take place predominantly at 11alpha and 6beta positions of the steroid ring system
Products: -
Products: -
?
additional information
?
-
-
Substrates: multi-enzyme complex contains cytochrome P450 and NADPH cytochrome c reductase
Products: -
Products: -
?
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NATURAL SUBSTRATE
NATURAL PRODUCT
REACTION DIAGRAM
ORGANISM
UNIPROT
LITERATURE
COMMENTARY
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
r=reversible
ir=irreversible
?=not specified
16alpha,17-epoxyprogesterone + AH2 + O2
11alpha-hydroxy-16alpha,17-epoxyprogesterone + A + H2O
additional information
?
-
Substrates: the enzyme is capable of converting useful pharmaceutical targets such as 3-oxo-DELTA4-steroids (e.g., testosterone, 11-deoxycorticosterone, androstenedione, and progesterone) mainly into their 15beta-hydroxy homologues. In addition, the enzyme hydroxylates progesterone to a minor extent at the 11alpha-, 9alpha-, and 6beta-positions
Products: -
Products: -
?
11-deoxycorticosterone + AH2 + O2
? + A + H2O
-
Substrates: -
Products: -
Products: -
?
11-deoxycorticosterone + AH2 + O2
? + A + H2O
Rhizopus arrhizus RA 99-880
-
Substrates: -
Products: -
Products: -
?
16alpha,17-epoxyprogesterone + AH2 + O2
11alpha-hydroxy-16alpha,17-epoxyprogesterone + A + H2O
-
Substrates: -
Products: -
Products: -
?
16alpha,17-epoxyprogesterone + AH2 + O2
11alpha-hydroxy-16alpha,17-epoxyprogesterone + A + H2O
Rhizopus arrhizus CICC 40467
-
Substrates: -
Products: -
Products: -
?
17alpha-hydroxyprogesterone + AH2 + O2
11alpha,17alpha-dihydroxyprogesterone + A + H2O
-
Substrates: -
Products: -
Products: -
?
17alpha-hydroxyprogesterone + AH2 + O2
11alpha,17alpha-dihydroxyprogesterone + A + H2O
Aspergillus ochraceus CICC41473
-
Substrates: -
Products: -
Products: -
?
17alpha-hydroxyprogesterone + AH2 + O2
11alpha,17alpha-dihydroxyprogesterone + A + H2O
-
Substrates: -
Products: -
Products: -
?
17alpha-hydroxyprogesterone + AH2 + O2
11alpha,17alpha-dihydroxyprogesterone + A + H2O
Beauveria bassiana ACCC30728
-
Substrates: -
Products: -
Products: -
?
17alpha-hydroxyprogesterone + AH2 + O2
11alpha,17alpha-dihydroxyprogesterone + A + H2O
-
Substrates: -
Products: -
Products: -
?
17alpha-hydroxyprogesterone + AH2 + O2
11alpha,17alpha-dihydroxyprogesterone + A + H2O
Cunninghamella elegans CICC40250
-
Substrates: -
Products: -
Products: -
?
17alpha-hydroxyprogesterone + AH2 + O2
11alpha,17alpha-dihydroxyprogesterone + A + H2O
-
Substrates: -
Products: -
Products: -
?
17alpha-hydroxyprogesterone + AH2 + O2
11alpha,17alpha-dihydroxyprogesterone + A + H2O
Metarhizium anisopliae ACCC30194
-
Substrates: -
Products: -
Products: -
?
17alpha-hydroxyprogesterone + AH2 + O2
11alpha,17alpha-dihydroxyprogesterone + A + H2O
-
Substrates: -
Products: -
Products: -
?
17alpha-hydroxyprogesterone + AH2 + O2
11alpha,17alpha-dihydroxyprogesterone + A + H2O
Rhizopus stolonifer CGMCC33900
-
Substrates: -
Products: -
Products: -
?
progesterone + AH2 + O2
11alpha-hydroxyprogesterone + A + H2O
Substrates: -
Products: -
Products: -
?
progesterone + AH2 + O2
11alpha-hydroxyprogesterone + A + H2O
-
Substrates: -
Products: -
Products: -
?
progesterone + AH2 + O2
11alpha-hydroxyprogesterone + A + H2O
Rhizopus arrhizus RA 99-880
-
Substrates: -
Products: -
Products: -
?
progesterone + NADPH + O2
11alpha-hydroxyprogesterone + NADP+ + H2O
-
Substrates: -
Products: -
Products: -
?
progesterone + NADPH + O2
11alpha-hydroxyprogesterone + NADP+ + H2O
-
Substrates: activity dependent upon NADPH and O2
Products: -
Products: -
?
progesterone + NADPH + O2
11alpha-hydroxyprogesterone + NADP+ + H2O
-
Substrates: -
Products: -
Products: -
?
progesterone + NADPH + O2
11alpha-hydroxyprogesterone + NADP+ + H2O
-
Substrates: activity dependent upon NADPH and O2
Products: -
Products: -
?
progesterone + NADPH + O2
11alpha-hydroxyprogesterone + NADP+ + H2O
-
Substrates: -
Products: -
Products: -
?
progesterone + NADPH + O2
11alpha-hydroxyprogesterone + NADP+ + H2O
-
Substrates: activity dependent upon NADPH and O2
Products: -
Products: -
?
progesterone + NADPH + O2
11alpha-hydroxyprogesterone + NADP+ + H2O
-
Substrates: -
Products: -
Products: -
?
progesterone + NADPH + O2
11alpha-hydroxyprogesterone + NADP+ + H2O
-
Substrates: -
Products: -
Products: -
?
progesterone + NADPH + O2
11alpha-hydroxyprogesterone + NADP+ + H2O
-
Substrates: -
Products: -
Products: -
?
progesterone + NADPH + O2
11alpha-hydroxyprogesterone + NADP+ + H2O
-
Substrates: -
Products: -
Products: -
?
progesterone + NADPH + O2
11alpha-hydroxyprogesterone + NADP+ + H2O
-
Substrates: multicomponent monooxygenase system
Products: -
Products: -
?
progesterone + NADPH + O2
11alpha-hydroxyprogesterone + NADP+ + H2O
-
Substrates: necessary step in the synthesis of cortico-steroid hormones
Products: -
Products: -
?
testosterone + AH2 + O2
11alpha-hydroxytestosterone + A + H2O
-
Substrates: -
Products: -
Products: -
?
testosterone + AH2 + O2
11alpha-hydroxytestosterone + A + H2O
Rhizopus arrhizus RA 99-880
-
Substrates: -
Products: -
Products: -
?
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COFACTOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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INHIBITOR
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
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KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.02
progesterone
pH not specified in the publication, 30Ā°C, mutant A243V/A395I
0.026
progesterone
pH not specified in the publication, 30Ā°C, mutant A243V/A395W/G397K
0.028
progesterone
pH not specified in the publication, 30Ā°C, mutant D217V/A395I
0.032
progesterone
pH not specified in the publication, 30Ā°C, mutants A395I and M155I/F165L/A395I
0.038
progesterone
pH not specified in the publication, 30Ā°C, mutant T247V/A395I
0.039
progesterone
pH not specified in the publication, 30Ā°C, mutant T247W/A395W/G379K
0.046
progesterone
pH not specified in the publication, 30Ā°C, mutant A106T/A395I/R409L
0.048
progesterone
pH not specified in the publication, 30Ā°C, mutant A106T/A395W/G379K/R409L
0.052
progesterone
pH not specified in the publication, 30Ā°C, mutant T248V/A395I
0.055
progesterone
pH not specified in the publication, 30Ā°C, mutant A395W/G397K
0.084
progesterone
pH not specified in the publication, 30Ā°C, mutant T89N/A395I
0.091
progesterone
pH not specified in the publication, 30Ā°C, mutant A106T/A395I
0.109
progesterone
pH not specified in the publication, 30Ā°C, mutant T89N/A106T/A395I/R409L
0.203
progesterone
pH not specified in the publication, 30Ā°C, wild-type
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TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
0.3
progesterone
pH not specified in the publication, 30Ā°C, wild-type
0.9
progesterone
pH not specified in the publication, 30Ā°C, mutant A243V/A395W/G397K
1.1
progesterone
pH not specified in the publication, 30Ā°C, mutant A243V/A395I
1.2
progesterone
pH not specified in the publication, 30Ā°C, mutant A395W/G397K
1.3
progesterone
pH not specified in the publication, 30Ā°C, mutant A395I
1.9
progesterone
pH not specified in the publication, 30Ā°C, mutant T247V/A395I
2.5
progesterone
pH not specified in the publication, 30Ā°C, mutant T89N/A106T/A395I/R409L
2.7
progesterone
pH not specified in the publication, 30Ā°C, mutant T247W/A395W/G379K
2.9
progesterone
pH not specified in the publication, 30Ā°C, mutant T89N/A395I
3.5
progesterone
pH not specified in the publication, 30Ā°C, mutant T248V/A395I
4.3
progesterone
pH not specified in the publication, 30Ā°C, mutant D217V/A395I
4.5
progesterone
pH not specified in the publication, 30Ā°C, mutant A106T/A395W/G379K/R409L
5
progesterone
pH not specified in the publication, 30Ā°C, mutant A106T/A395I
6.4
progesterone
pH not specified in the publication, 30Ā°C, mutant M155I/F165L/A395I
6.9
progesterone
pH not specified in the publication, 30Ā°C, mutant A106T/A395I/R409L
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kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
IMAGE
1.4
progesterone
pH not specified in the publication, 30Ā°C, wild-type
21.7
progesterone
pH not specified in the publication, 30Ā°C, mutant A395W/G397K
23.2
progesterone
pH not specified in the publication, 30Ā°C, mutant T89N/A106T/A395I/R409L
34.2
progesterone
pH not specified in the publication, 30Ā°C, mutant T89N/A395I
34.5
progesterone
pH not specified in the publication, 30Ā°C, mutant A243V/A395W/G397K
42
progesterone
pH not specified in the publication, 30Ā°C, mutants A395II
49.9
progesterone
pH not specified in the publication, 30Ā°C, mutant T247V/A395I
53.1
progesterone
pH not specified in the publication, 30Ā°C, mutant A243V/A395I
55.1
progesterone
pH not specified in the publication, 30Ā°C, mutant A106T/A395I
66.8
progesterone
pH not specified in the publication, 30Ā°C, mutant T248V/A395I
70.6
progesterone
pH not specified in the publication, 30Ā°C, mutant T247W/A395W/G379K
93.4
progesterone
pH not specified in the publication, 30Ā°C, mutant A106T/A395W/G379K/R409L
151.4
progesterone
pH not specified in the publication, 30Ā°C, mutant A106T/A395I/R409L
151.5
progesterone
pH not specified in the publication, 30Ā°C, mutant D217V/A395I
201.8
progesterone
pH not specified in the publication, 30Ā°C, mutant M155I/F165L/A395I
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SPECIFIC ACTIVITY [µmol/min/mg]
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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pH OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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TEMPERATURE OPTIMUM
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
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ORGANISM
COMMENTARY
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
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SOURCE TISSUE
ORGANISM
UNIPROT
COMMENTARY
LITERATURE
SOURCE
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LOCALIZATION
ORGANISM
UNIPROT
COMMENTARY
GeneOntology No.
LITERATURE
SOURCE
Highest Expressing Human Cell Lines
Cell Line LinksPlease wait a moment until the data is sorted. This message will disappear when the data is sorted.
UNIPROT
ENTRY NAME
ORGANISM
NO. OF AA
NO. OF TRANSM. HELICES
MOLECULAR WEIGHT[Da]
SOURCE
SEQUENCE
LOCALIZATION PREDICTION
The reliability class of the localization prediction ranges from 1 (very reliable) to 5 (not reliable).
The reliability class of the localization prediction ranges from 1 (very reliable) to 5 (not reliable). CPXM_PRIMG
410
0
46956
Swiss-Prot
other Location (Reliability: 2)