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CHEBI:143264 - 22-ketocholesterol

ChEBI IDCHEBI:143264
ChEBI Name22-ketocholesterol
Stars
DefinitionA 3β-sterol that is cholesterol carrying an oxo group at position 22.
Last Modified17 January 2023
Submittermwilliams
DownloadsMolfile
FormulaC27H44O2
Net Charge0
Average Mass400.647
Monoisotopic Mass400.33413
SMILES[H][C@@]12CC=C3C[C@@H](O)CC[C@]3(C)[C@@]1([H])CC[C@@]1(C)[C@@]2([H])CC[C@]1([H])[C@H](C)C(=O)CCC(C)C
InChIInChI=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
InChIKeyZJIBAMHOAQWYSE-CNXJXGGASA-N
Roles Classification
Biological Role:
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).
ChEBI Ontology
Outgoing Relation(s)
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  Source
(3β)-3-hydroxycholest-5-en-22-oneIUPAC
22-oxocholesterolChemIDplus
22-KetoCChEBI
5-cholesten-3β-ol-22-oneChEBI
3β-hydroxy-5-cholestene-22-oneChEBI
22-ketocholesterolChemIDplus
Registry NumbersSources
CAS:19243-30-2ChemIDplus
Citations