1.1.1.391: 3beta-hydroxycholanate 3-dehydrogenase (NAD+)
This is an abbreviated version!
For detailed information about 3beta-hydroxycholanate 3-dehydrogenase (NAD+), go to the full flat file.
Reaction
Synonyms
3beta-HSD, 3beta-HSDH, 3beta-hydroxysteroid dehydrogenase, bile acid 3beta-HSD, iso bile acid dehydrogenase, NAD-dependent 3beta-hydroxysteroid dehydrogenase
ECTree
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Substrates Products
Substrates Products on EC 1.1.1.391 - 3beta-hydroxycholanate 3-dehydrogenase (NAD+)
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REACTION DIAGRAM
12alpha-hydroxy-3-oxo-5-beta-cholan-24-oic acid + NADH + H+
3beta,12alpha-dihydroxy-5-beta-cholan-24-oic acid + NAD+
12alpha-hydroxy-3-oxo-5beta-cholan-24-oic acid + NADH + H+
3beta,12alpha-dihydroxy-5beta-cholan-24-oic acid + NAD+
3,12-dioxo-5-beta-cholan-24-oic acid + NADH + H+
3beta-hydroxy-12-oxo-5beta-cholan-24-oic acid + NAD+
3,12-dioxo-5beta-cholan-24-oic acid + NADH + H+
3beta-hydroxy-12-oxo-5beta-cholan-24-oic acid + NAD+
3,7-dioxo-5beta-cholan-24-oic acid + NADH + H+
3beta-hydroxy-7-oxo-5beta-cholan-24-oic acid + NAD+
-
-
-
-
?
3beta,7alpha-dihydroxy-5beta-cholan-24-oic acid + NAD+
7alpha-hydroxy-3-oxo-5beta-cholan-24-oic acid + NADH + H+
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i.e. isochenodeoxycholic acid
-
-
?
3beta,7beta-dihydroxy-5beta-cholan-24-oic acid + NAD+
7beta-hydroxy-3-oxo-5beta-cholan-24-oic acid + NADH + H+
3beta-hydroxy-5beta-cholan-24-oic acid + NAD+
3-oxo-5beta-cholan-24-oic acid + NADH + H+
-
i.e. isolithocholic acid
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-
?
3beta12alpha-dihydroxy-5beta-cholan-24-oic acid + NAD+
12alpha-hydroxy-3-oxo-5beta-cholan-24-oic acid + NADH + H+
-
i.e. isodeoxycholic acid
-
-
?
7alpha,12alpha-dihydroxy-3-oxo-5beta-cholan-24-oic acid + NADH + H+
3beta,7alpha,12alpha-trihydroxy-5beta-cholan-24-oic acid + NAD+
7alpha-hydroxy-3-oxo-5beta-cholan-24-oic acid + NADH + H+
3beta,7alpha-dihydroxy-5beta-cholan-24-oic acid + NAD+
3beta,12alpha-dihydroxy-5-beta-cholan-24-oic acid + NAD+
-
-
-
?
12alpha-hydroxy-3-oxo-5-beta-cholan-24-oic acid + NADH + H+
3beta,12alpha-dihydroxy-5-beta-cholan-24-oic acid + NAD+
-
-
-
?
3beta,12alpha-dihydroxy-5beta-cholan-24-oic acid + NAD+
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-
sole pruduct
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?
12alpha-hydroxy-3-oxo-5beta-cholan-24-oic acid + NADH + H+
3beta,12alpha-dihydroxy-5beta-cholan-24-oic acid + NAD+
-
-
sole pruduct
-
?
12alpha-hydroxy-3-oxo-5beta-cholan-24-oic acid + NADH + H+
3beta,12alpha-dihydroxy-5beta-cholan-24-oic acid + NAD+
[Clostridium] innocuum D1144/3
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-
sole pruduct
-
?
3beta-hydroxy-12-oxo-5beta-cholan-24-oic acid + NAD+
-
-
-
-
?
3,12-dioxo-5-beta-cholan-24-oic acid + NADH + H+
3beta-hydroxy-12-oxo-5beta-cholan-24-oic acid + NAD+
[Clostridium] innocuum D1144/3
-
-
-
-
?
3beta-hydroxy-12-oxo-5beta-cholan-24-oic acid + NAD+
-
-
-
-
?
3,12-dioxo-5beta-cholan-24-oic acid + NADH + H+
3beta-hydroxy-12-oxo-5beta-cholan-24-oic acid + NAD+
-
-
-
-
?
3,12-dioxo-5beta-cholan-24-oic acid + NADH + H+
3beta-hydroxy-12-oxo-5beta-cholan-24-oic acid + NAD+
[Clostridium] innocuum D1144/3
-
-
-
-
?
7beta-hydroxy-3-oxo-5beta-cholan-24-oic acid + NADH + H+
-
substrate docking of isoursodeoxycholic acid to the active site of a three-dimensional model of human class I gammagamma alcohol dehydrogenase reveals that the ADH gammagamma isozyme is the iso bile acid 3beta-hydroxysteroid dehydrogenase present in human liver cytosol, with NAD+ as a cofactor, but ethanol is the preferred substrate
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-
?
3beta,7beta-dihydroxy-5beta-cholan-24-oic acid + NAD+
7beta-hydroxy-3-oxo-5beta-cholan-24-oic acid + NADH + H+
-
i.e. isoursodeoxycholic acid
-
-
?
3beta,7alpha,12alpha-trihydroxy-5beta-cholan-24-oic acid + NAD+
-
-
-
-
?
7alpha,12alpha-dihydroxy-3-oxo-5beta-cholan-24-oic acid + NADH + H+
3beta,7alpha,12alpha-trihydroxy-5beta-cholan-24-oic acid + NAD+
-
-
-
-
?
7alpha,12alpha-dihydroxy-3-oxo-5beta-cholan-24-oic acid + NADH + H+
3beta,7alpha,12alpha-trihydroxy-5beta-cholan-24-oic acid + NAD+
[Clostridium] innocuum D1144/3
-
-
-
-
?
3beta,7alpha-dihydroxy-5beta-cholan-24-oic acid + NAD+
-
-
-
-
?
7alpha-hydroxy-3-oxo-5beta-cholan-24-oic acid + NADH + H+
3beta,7alpha-dihydroxy-5beta-cholan-24-oic acid + NAD+
-
-
-
-
?
?
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-
no activity with 3alpha,7beta-dihydroxy-5beta-cholan-24-oic acid, 3alpha-hydroxy-7-oxo-5beta-cholan-24-oic acid, 3alpha,7beta-dihydroxytaureate, 7,12-dioxo-5beta-cholanate, 3alpha,12alpha-dihydroxy-7-oxo-5beta-cholanate and 3alpha-hydroxy-7,12-dioxo-5beta-cholanate
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-
?
additional information
?
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substrate specificity, bile acid screening, reaction product identification and quantification by gas chromotography/mass spectrometry, overview. No activity with 3alpha,7alpha,12alpha,27-tetrahydroxy-5beta-cholestane
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-
?
additional information
?
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the enzyme reduces a 3-oxo group in unconjugated and conjugated bile acids. Lower Km values are demonstrated with disubstituted than with trisubstituted bile acids, oxo functions at C-7 and C-12 further reduce the Km value
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-
?
additional information
?
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[Clostridium] innocuum D1144/3
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the enzyme reduces a 3-oxo group in unconjugated and conjugated bile acids. Lower Km values are demonstrated with disubstituted than with trisubstituted bile acids, oxo functions at C-7 and C-12 further reduce the Km value
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-
?