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Structure Database (LMSD)

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Common Name

7-Sulfocholic acid

Systematic Name

3α,7α,12α-Trihydroxy-5β-cholan-24-oic acid 7-sulfate

Synonyms

LM ID

LMST05020039

Formula

C₂₄H₄₀O₈S

Exact Mass

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488.244392

Sum Composition

ST 24:1;O5;S

Status

Curated

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Classification

Biological Context

Cholic acid 7-sulfate is a metabolite of the primary bile acid cholic acid .^1,2 It is produced by conjugation of a sulfate group with the hydroxy group at position 7 of cholic acid in the liver and gut. Fecal levels of cholic acid 7-sulfate are increased in male, but not female, mice fed a diet supplemented with cholic acid or chenodeoxycholic acid .²

This information has been provided by Cayman Chemical

References

1. Zhang, Y., and Klaassen, C.D. Effects of feeding bile acids and a bile acid sequestrant on hepatic bile acid composition in mice. J. Lipid Res. 51(11), 3230-3242 (2010).

2. Alnouti, Y. Bile acid sulfation: A pathway of bile acid elimination and detoxification. Toxicol. Sci. 108(2), 225-246 (2009).

String Representations

InChiKey (Click to copy)

RRVLNNMINXAIKC-OELDTZBJSA-N

InChi (Click to copy)

InChI=1S/C24H40O8S/c1-13(4-7-21(27)28)16-5-6-17-22-18(12-20(26)24(16,17)3)23(2)9-8-15(25)10-14(23)11-19(22)32-33(29,30)31/h13-20,22,25-26H,4-12H2,1-3H3,(H,27,28)(H,29,30,31)/t13-,14+,15-,16-,17+,18+,19-,20+,22+,23+,24-/m1/s1

SMILES (Click to copy)

[C@@]12([H])[C@H](OS(O)(=O)=O)C[C@]3([H])C[C@H](O)CC[C@]3(C)[C@@]1([H])C[C@H](O)[C@]1(C)[C@@]([H])([C@]([H])(C)CCC(=O)O)CC[C@@]21[H]