CHEBI:85778 - 4β-hydroxycholesterol

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ChEBI Name 4β-hydroxycholesterol ChEBI ID CHEBI:85778 ChEBI ASCII Name 4beta-hydroxycholesterol Definition A oxysterol that is cholesterol in which the hydrogen at the 4β position has been replaced by a hydroxy group. A metabolite of cholesterol formed by the drug-metabolizing enzyme cytochrome P450 3A4, it is one of the major oxysterols in the human circulation. Stars This entity has been manually annotated by the ChEBI Team. Submitter Nevila Nouspikel Supplier Information Download Molfile XML SDF Find compounds which contain this structure Find compounds which resemble this structure Take structure to the Advanced Search Formula C27H46O2 Net Charge 0 Average Mass 402.65290 Monoisotopic Mass 402.34978 InChI InChI=1S/C27H46O2/c1-17(2)7-6-8-18(3)20-11-12-21-19-9-10-23-25(29)24(28)14-16-27(23,5)22(19)13-15-26(20,21)4/h10,17-22,24-25,28-29H,6-9,11-16H2,1-5H3/t18-,19+,20-,21+,22+,24+,25-,26-,27-/m1/s1 InChIKey CZDKQKOAHAICSF-JSAMMMMSSA-N SMILES CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4[C@@H](O)[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C Roles Classification Biological Role(s): human metabolite Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens). View more via ChEBI Ontology ChEBI Ontology Outgoing 4β-hydroxycholesterol (CHEBI:85778) has functional parent cholesterol (CHEBI:16113) 4β-hydroxycholesterol (CHEBI:85778) has role human metabolite (CHEBI:77746) 4β-hydroxycholesterol (CHEBI:85778) is a 3β-hydroxy-Δ5-steroid (CHEBI:1722) 4β-hydroxycholesterol (CHEBI:85778) is a 3β-sterol (CHEBI:35348) 4β-hydroxycholesterol (CHEBI:85778) is a diol (CHEBI:23824) 4β-hydroxycholesterol (CHEBI:85778) is a oxysterol (CHEBI:53030) IUPAC Name cholest-5-ene-3β,4β-diol Synonyms Sources (3β,4β)-cholest-5-ene-3,4-diol IUPAC 4β-hydroxycholesterol UniProt cholest-5-en-3β,4β-diol LIPID MAPS Manual Xrefs Databases HMDB0013643 HMDB LMST01010014 LIPID MAPS View more database links Registry Number Type Source 17320-10-4 CAS Registry Number ChemIDplus Citations Types Sources 11514559 PubMed citation Europe PMC 12077124 PubMed citation SUBMITTER 18279471 PubMed citation Europe PMC 18300941 PubMed citation Europe PMC 19006545 PubMed citation Europe PMC 19458613 PubMed citation Europe PMC 21728364 PubMed citation Europe PMC 8656065 PubMed citation SUBMITTER Last Modified 25 April 2017