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Ligand 3alpha,7alpha,12alpha-trihydroxy-5beta-cholestanoic acid

Basic Ligand Information

Molecular Structure

Show all BRENDA pathways known for 3alpha,7alpha,12alpha-trihydroxy-5beta-cholestanoic acid

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Roles as Enzyme Ligand

In Vivo Substrate in Enzyme-catalyzed Reactions (1 result)

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Show Natural Substrate (1 entry)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

6.2.1.7

ATP + 3alpha,7alpha,12alpha-trihydroxy-5beta-cholestanate + CoA = AMP + diphosphate + 3alpha,7alpha,12alpha-trihydroxy-5beta-cholestanoyl-CoA

729

-

In Vivo Product in Enzyme-catalyzed Reactions (3 results)

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Show Natural Product (3 entries)

EC NUMBER

PROVEN IN VIVO REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.14.15.15

(25R)-5beta-cholestane-3alpha,7alpha,12alpha,27-tetraol + reduced adrenodoxin + O2 = 3alpha,7alpha,12alpha-trihydroxy-5beta-cholestanoic acid + oxidized adrenodoxin + H2O

0

-

1.14.15.15

5beta-cholestane-3alpha,7alpha,12alpha-triol + reduced adrenodoxin + O2 = 3alpha,7alpha,12alpha-trihydroxy-5beta-cholestanoic acid + oxidzed adrenodoxin + H2O

0

-

1.14.15.15

2 entries

3.1.2.27

trihydroxycoprostanoyl-CoA + H2O = trihydroxycoprostanate + CoA

0

-

Substrate in Enzyme-catalyzed Reactions (2 results)

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Show Substrate (2 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.17.99.3

3alpha,7alpha,12alpha-trihydroxy-5beta-cholestanoic acid + H2O + acceptor = 3alpha,7alpha,12alpha,24-tetrahydroxy-5beta-cholestanoic acid + reduced acceptor

659114

-

6.2.1.7

ATP + 3alpha,7alpha,12alpha-trihydroxy-5beta-cholestanate + CoA = AMP + diphosphate + 3alpha,7alpha,12alpha-trihydroxy-5beta-cholestanoyl-CoA

729, 648913

-

Product in Enzyme-catalyzed Reactions (5 results)

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Show Product (5 entries)

EC NUMBER

REACTION

REACTION DIAGRAM

LITERATURE

ENZYME 3D STRUCTURE

1.14.15.15

(25R)-5beta-cholestane-3alpha,7alpha,12alpha,27-tetraol + reduced adrenodoxin + O2 = 3alpha,7alpha,12alpha-trihydroxy-5beta-cholestanoic acid + oxidized adrenodoxin + H2O

0

-

1.14.15.15

3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-27-al + reduced adrenodoxin + O2 = 3alpha,7alpha,12alpha-trihydroxy-5beta-cholestanoic acid + oxidized adrenodoxin + H2O

0

-

1.14.15.15

5beta-cholestane-3alpha,7alpha,12alpha-triol + reduced adrenodoxin + O2 = 3alpha,7alpha,12alpha-trihydroxy-5beta-cholestanoic acid + oxidzed adrenodoxin + H2O

0

-

1.14.15.15

3 entries

3.1.2.27

trihydroxycoprostanoyl-CoA + H2O = trihydroxycoprostanate + CoA

0

-

5.1.99.4

(25S)-3,7,12-trihydroxycoprostanoic acid = (25R)-3,7,12-trihydroxycoprostanoic acid

0

-

Inhibitor in Enzyme-catalyzed Reactions (1 result)

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Show Inhibitors (1 entry)

EC NUMBER

COMMENTARY

LITERATURE

ENZYME 3D STRUCTURE

6.2.1.7

0.005 mM, 63% inhibition of the activity with chenodeoxycholate

660788

-

Enzyme Kinetic Parameters

References & Links

Literature References (4)

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Show Reference (4 entries)

BRENDA REFERENCE ID

PUBMED ID

TITLE

YEAR

AUTHORS

JOURNAL

VOLUME

PAGES

729

3183523

Subcellular localization of 3alpha,7alpha-dihydroxy- and 3alpha,7alpha,12alpha-trihydroxy-5beta-cholastanoyl-coenzyme A ligase(s) in rat liver

1988

Prydz, K.; Kase, B.F.; Bjoerkhem, I.; Pedersen, J.I.

J. Lipid Res.

29

997-1004

648913

8301225

Human hepatoblastoma cells (HepG2) and rat hepatoma cells are defective in important enzyme activities in the oxidation of the C27 steroid side chain in bile acid formation

1993

Östlund, A.K.; Nilsson, A.; Pedersen, J.I.

J. Lipid Res.

34

2041-2050

659114

240854

Biosynthesis of cholic acid in rat liver. 24-Hydroxylation of 3alpha,7alpha,12alpha-trihydroxy-5beta-cholestanoic acid

1975

Gustafsson, J.

J. Biol. Chem.

250

8243-8247

660788

9390170

Purification and characterization of a rat liver bile acid coenzyme A ligase from rat liver microsomes

1997

Wheeler, J.B.; Shaw, D.R.; Barnes, S.

Arch. Biochem. Biophys.

348

15-24

Links to other databases for 3alpha,7alpha,12alpha-trihydroxy-5beta-cholestanoic acid

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Show Links (1 entry)

ChEBI

PubChem