CHEBI:143264 - 22-ketocholesterol

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ChEBI Name 22-ketocholesterol
ChEBI ID CHEBI:143264
Definition A 3β-sterol that is cholesterol carrying an oxo group at position 22.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Mark Williams
Supplier Information
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Formula C27H44O2
Net Charge 0
Average Mass 400.647
Monoisotopic Mass 400.33413
InChI InChI=1S/C27H44O2/c1-17(2)6-11-25(29)18(3)22-9-10-23-21-8-7-19-16-20(28)12-14-26(19,4)24(21)13-15-27(22,23)5/h7,17-18,20-24,28H,6,8-16H2,1-5H3/t18-,20-,21-,22+,23-,24-,26-,27+/m0/s1
InChIKey ZJIBAMHOAQWYSE-CNXJXGGASA-N
SMILES C1[C@@]2([C@]3(CC[C@]4([C@]([C@@]3(CC=C2C[C@H](C1)O)[H])(CC[C@@]4([C@H](C)C(CCC(C)C)=O)[H])[H])C)[H])C
Roles Classification
Biological Role(s): EC 1.14.15.6 cholesterol monooxygenase (side-chain-cleaving) inhibitor
Any EC 1.14.15.* (oxidoreductase acting on paired donors, with reduced Fe-S protein as one donor, incorporating 1 O atom) inhibitor that interferes with the action of cholesterol monooxygenase (side-chain-cleaving) (EC 1.14.15.6).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 22-ketocholesterol (CHEBI:143264) has role EC 1.14.15.6 cholesterol monooxygenase (side-chain-cleaving) inhibitor (CHEBI:144064)
22-ketocholesterol (CHEBI:143264) is a 3β-hydroxy-Δ5-steroid (CHEBI:1722)
22-ketocholesterol (CHEBI:143264) is a 3β-sterol (CHEBI:35348)
22-ketocholesterol (CHEBI:143264) is a cholestanoid (CHEBI:50401)
IUPAC Name
3β-hydroxycholest-5-en-22-one
Synonyms Sources
(3β)-3-hydroxycholest-5-en-22-one IUPAC
22-KetoC ChEBI
22-ketocholesterol ChemIDplus
22-oxocholesterol ChemIDplus
3β-hydroxy-5-cholestene-22-one ChEBI
5-cholesten-3β-ol-22-one ChEBI
Registry Number Type Source
19243-30-2 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
22891291 PubMed citation Europe PMC
28011133 PubMed citation Europe PMC
3663604 PubMed citation Europe PMC
6688121 PubMed citation Europe PMC
7109590 PubMed citation Europe PMC
7396918 PubMed citation Europe PMC
Last Modified
17 January 2023