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Structure Database (LMSD)

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Common Name

6-Ketolithocholic acid

Systematic Name

3α-Hydroxy-6-oxo-5β-cholan-24-oic Acid

Synonyms

beta-Cholanic Acid-3alpha-ol-6-one
6-KLCA
6-keto LCA
6-oxo LCA
6-oxolithocholic acid

LM ID

LMST04010146

Formula

C₂₄H₃₈O₄

Exact Mass

Calculate m/z

390.27701

Sum Composition

ST 24:2;O4

Status

Curated

Show lipids differing only in stereochemistry/bond geometry

Classification

Biological Context

6-keto Lithocholic acid is a metabolite of the secondary bile acid lithocholic acid .¹ It is formed from lithocholic acid by the cytochrome P450 (CYP) isoforms CYP3A1 and CYP3A2.

This information has been provided by Cayman Chemical

References

1. Deo, A.K., and Bandiera, S.M. Biotransformation of lithocholic acid by rat hepatic microsomes: Metabolite analysis by liquid chromatography/mass spectrometry. Drug Metab. Dispos. 36(2), 442-451 (2008).

References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Rattus norvegicus (#10116)

Mammalia (#40674)

Quantification of bile acids: a mass spectrometry platform for studying gut microbe connection to metabolic diseases.,
J Lipid Res, 2020

Pubmed ID: 31818878

String Representations

InChiKey (Click to copy)

JWZBXKZZDYMDCJ-IJPFKRJSSA-N

InChi (Click to copy)

InChI=1S/C24H38O4/c1-14(4-7-22(27)28)17-5-6-18-16-13-21(26)20-12-15(25)8-10-24(20,3)19(16)9-11-23(17,18)2/h14-20,25H,4-13H2,1-3H3,(H,27,28)/t14-,15-,16+,17-,18+,19+,20+,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])CC(=O)[C@]2([H])C[C@H](O)C1