EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:85778 - 4β-hydroxycholesterol

ChEBI IDCHEBI:85778
ChEBI Name4β-hydroxycholesterol
Stars
ASCII Name4beta-hydroxycholesterol
DefinitionA oxysterol that is cholesterol in which the hydrogen at the 4β position has been replaced by a hydroxy group.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.
Last Modified25 April 2017
Submitternhn
DownloadsMolfile
FormulaC27H46O2
Net Charge0
Average Mass402.663
Monoisotopic Mass402.34978
SMILES[H][C@@]12CC=C3[C@@H](O)[C@@H](O)CC[C@]3(C)[C@@]1([H])CC[C@@]1(C)[C@@]2([H])CC[C@]1([H])[C@H](C)CCCC(C)C
InChIInChI=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
InChIKeyCZDKQKOAHAICSF-JSAMMMMSSA-N
Roles Classification
Biological Role:
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
ChEBI Ontology
Outgoing Relation(s)
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  Source
(3β,4β)-cholest-5-ene-3,4-diolIUPAC
cholest-5-en-3β,4β-diolLIPID MAPS
UniProt Name  Source
4β-hydroxycholesterolUniProt
Manual XrefsDatabases
HMDB0013643HMDB
LMST01010014LIPID MAPS
Registry NumbersSources
CAS:17320-10-4ChemIDplus
Citations