Synthesis of bile acids and bile salts via 7alpha-hydroxycholesterol

Russell DW. The enzymes, regulation, and genetics of bile acid synthesis. Annu Rev Biochem. 2003;72():137–74. doi: 10.1146/annurev.biochem.72.121801.161712. PMID: 12543708.

Metabolites

Cholesterol

Formula: C27H46O (386.3548466)

CAS ID: 57-88-5

H+

Formula: H (1.0078246)

CAS ID: 12408-02-5

H2O

Formula: H2O (18.0105642)

CAS ID: 7732-18-5

Hydrogen peroxide

Formula: H2O2 (34.0054792)

CAS ID: 7722-84-1

Oxygen

Formula: O2 (31.98983)

CAS ID: 7782-44-7

cholate

Formula: C24H39O5 (407.2797344)

CAS ID: 298-43-1

NADPH(4-)

Formula: C21H26N7O17P3 (741.0598016)

CAS ID: 53-57-6

ATP(4-)

Formula: C10H12N5O13P3 (502.9644492)

CAS ID:

NAD(1-)

Formula: C21H26N7O14P2 (662.1012936000001)

CAS ID: 53-84-9

ADP(3-)

Formula: C10H12N5O10P2 (424.0059412)

CAS ID:

NADP(3-)

Formula: C21H25N7O17P3 (740.051977)

CAS ID: 53-59-8



Enzyme

EC Number name full name note
1.1.1.-
1.1.1.181 cholest-5-ene-3beta,7alpha-diol 3beta-dehydrogenase cholest-5-ene-3beta,7alpha-diol:NAD+ 3-oxidoreductase
1.14.15.15 cholestanetriol 26-monooxygenase 5beta-cholestane-3alpha,7alpha,12alpha-triol,adrenodoxin:oxygen oxidoreductase (26-hydroxylating)
1.17.99.3 3alpha,7alpha,12alpha-trihydroxy-5beta-cholestanoyl-CoA 24-hydroxylase (25R)-3alpha,7alpha,12alpha-trihydroxy-5beta-cholestan-26-oyl-CoA:acceptor 24-oxidoreductase (24R-hydroxylating)
1.3.1.3 DELTA4-3-oxosteroid 5beta-reductase 5beta-cholestan-3-one:NADP+ 4,5-oxidoreductase
2.3.1.155 acetyl-CoA C-myristoyltransferase myristoyl-CoA:acetyl-CoA C-myristoyltransferase
2.3.1.16 acetyl-CoA C-acyltransferase acyl-CoA:acetyl-CoA C-acyltransferase
2.3.1.176 propanoyl-CoA C-acyltransferase 3alpha,7alpha,12alpha-trihydroxy-5beta-cholanoyl-CoA:propanoyl-CoA C-acyltransferase
2.3.1.65 bile acid-CoA:amino acid N-acyltransferase choloyl-CoA:glycine N-choloyltransferase
3.1.2.1 acetyl-CoA hydrolase acetyl-CoA hydrolase
3.1.2.11 acetoacetyl-CoA hydrolase acetoacetyl-CoA hydrolase
3.1.2.2 palmitoyl-CoA hydrolase palmitoyl-CoA hydrolase
3.1.2.27 choloyl-CoA hydrolase choloyl-CoA hydrolase
3.1.2.3 succinyl-CoA hydrolase succinyl-CoA hydrolase
3.1.2.5 hydroxymethylglutaryl-CoA hydrolase (S)-3-hydroxy-3-methylglutaryl-CoA hydrolase
4.2.1.107 3alpha,7alpha,12alpha-trihydroxy-5beta-cholest-24-enoyl-CoA hydratase (24R,25R)-3alpha,7alpha,12alpha,24-tetrahydroxy-5beta-cholestanoyl-CoA hydro-lyase [(24E)-3alpha,7alpha,12alpha-trihydroxy-5beta-cholest-24-enoyl-CoA-forming]
4.2.1.119 enoyl-CoA hydratase 2 (3R)-3-hydroxyacyl-CoA hydro-lyase
5.1.99.4 alpha-methylacyl-CoA racemase 2-Methylacyl-CoA 2-epimerase
6.2.1.15 arachidonate-CoA ligase arachidonate:CoA ligase (AMP-forming)
6.2.1.24 phytanate-CoA ligase phytanate:CoA ligase (AMP-forming)
6.2.1.3 long-chain-fatty-acid-CoA ligase long-chain fatty acid:CoA ligase (AMP-forming)
6.2.1.7 cholate-CoA ligase cholate:CoA ligase (AMP-forming)


Proteins

Protein ID name full name