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Structure Database (LMSD)

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Common Name

7alpha-Hydroxy-4-cholesten-3-one

Systematic Name

7α-Hydroxycholest-4-en-3-one

Synonyms

LM ID

LMST04030123

Formula

C₂₇H₄₄O₂

Exact Mass

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400.334131

Sum Composition

ST 27:2;O2

Status

Curated

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Classification

Biological Context

7α-hydroxy-4-Cholesten-3-one is a metabolite of 7α-hydroxy cholesterol and an intermediate in the biosynthesis of bile acids.¹ Plasma levels of 7α-hydroxy-4-cholesten-3-one positively correlate with the rate of bile acid synthesis in humans and are increased in patients following ileal resection.²

This information has been provided by Cayman Chemical

References

1. Axelson, M., Aly, A., and Sjövall, J. Levels of 7α-hydroxy-4-cholesten-3-one in plasma reflect rates of bile acid synthesis in man. FEBS Lett. 239(2), 324-328 (1988).

2. Russell, D.W. The enzymes, regulation, and genetics of bile acid synthesis. Annu. Rev. Biochem. 72, 137-174 (2003).

Reactions

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References

Taxonomy Information

Curated from

NCBI taxonomy class

Reference

Homo sapiens (#9606)

Mammalia (#40674)

Levels of 7 alpha-hydroxy-4-cholesten-3-one in plasma reflect rates of bile acid synthesis in man.,
FEBS Lett, 1988

Pubmed ID: 3181435

String Representations

InChiKey (Click to copy)

IOIZWEJGGCZDOL-RQDYSCIWSA-N

InChi (Click to copy)

InChI=1S/C27H44O2/c1-17(2)7-6-8-18(3)21-9-10-22-25-23(12-14-27(21,22)5)26(4)13-11-20(28)15-19(26)16-24(25)29/h15,17-18,21-25,29H,6-14,16H2,1-5H3/t18-,21-,22+,23+,24-,25+,26+,27-/m1/s1

SMILES (Click to copy)

C1[C@]2(C)[C@@]3([H])CC[C@]4(C)[C@@]([H])([C@]([H])(C)CCCC(C)C)CC[C@@]4([H])[C@]3([H])[C@H](O)CC2=CC(=O)C1