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Structure Database (LMSD)

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Common Name

omega-muricholic acid

Systematic Name

3α,6α,7β-Trihydroxy-5β-cholan-24-oic Acid

Synonyms

omega-MCA

LM ID

LMST04010065

Formula

C₂₄H₄₀O₅

Exact Mass

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408.287575

Sum Composition

ST 24:1;O5

Status

Curated

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Classification

Biological Context

ω-Muricholic acid (ω-MCA) is a murine-specific secondary bile acid.^1,2 It is formed via enzymatic conversion of β-MCA by a variety of intestinal microorganisms, including Clostridium, in rat and mouse gut.

This information has been provided by Cayman Chemical

References

1. Sacquet, E.C., Raibaud, P.M., Mejean, C., et al. Bacterial formation of ω-muricholic acid in rats. Appl. Environ. Microbiol. 37(6), 1127-1131 (1979).

2. Eyssen, H., De Pauw, G., Stragier, J., et al. Cooperative formation of ω-muricholic acid by intestinal microorganisms. Appl. Environ. Microbiol. 45(1), 141-147 (1983).

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Homo sapiens (#9606)

Mammalia (#40674)

Bile acid profiles in urine of patients with liver diseases,
Eur J Clin Invest, 1979

Pubmed ID: 118027

String Representations

InChiKey (Click to copy)

DKPMWHFRUGMUKF-NTPBNISXSA-N

InChi (Click to copy)

InChI=1S/C24H40O5/c1-13(4-7-19(26)27)15-5-6-16-20-17(9-11-23(15,16)2)24(3)10-8-14(25)12-18(24)21(28)22(20)29/h13-18,20-22,25,28-29H,4-12H2,1-3H3,(H,26,27)/t13-,14-,15-,16+,17+,18+,20+,21-,22-,23-,24-/m1/s1

SMILES (Click to copy)

C1[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@]([H])([C@]([H])(C)CCC(O)=O)CC[C@@]4([H])[C@]3([H])[C@@H](O)[C@H](O)[C@]2([H])C[C@H](O)C1