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CHEBI:1296 - 20-hydroxycholesterol

ChEBI IDCHEBI:1296
ChEBI Name20-hydroxycholesterol
Stars
DefinitionAn oxysterol that is cholesterol substituted by a hydroxy group at position 20.
Secondary ChEBI IDCHEBI:43170
Last Modified15 April 2021
DownloadsMolfile
FormulaC27H46O2
Net Charge0
Average Mass402.663
Monoisotopic Mass402.34978
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@@](C)(O)CCCC(C)C
InChIInChI=1S/C27H46O2/c1-18(2)7-6-14-27(5,29)24-11-10-22-21-9-8-19-17-20(28)12-15-25(19,3)23(21)13-16-26(22,24)4/h8,18,20-24,28-29H,6-7,9-17H2,1-5H3/t20-,21-,22-,23-,24-,25-,26-,27-/m0/s1
InChIKeyMCKLJFJEQRYRQT-APGJSSKUSA-N
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606) - DOI (10.1038/nbt.2488)
Mus musculus (ncbitaxon:10090) - PubMed (19425150) Source: BioModels - MODEL1507180067
Roles Classification
Biological Roles:
mouse metabolite  Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
ChEBI Ontology
Outgoing Relation(s)
20-hydroxycholesterol (CHEBI:1296) has role human metabolite (CHEBI:77746)
20-hydroxycholesterol (CHEBI:1296) has role mouse metabolite (CHEBI:75771)
20-hydroxycholesterol (CHEBI:1296) is a 20-hydroxy steroid (CHEBI:36854)
20-hydroxycholesterol (CHEBI:1296) is a 3β-hydroxy-Δ5-steroid (CHEBI:1722)
20-hydroxycholesterol (CHEBI:1296) is a oxysterol (CHEBI:53030)
IUPAC Name 
cholest-5-ene-3β,20-diol
Synonyms  Source
20alpha-HydroxycholesterolKEGG COMPOUND
(20S)-20-HydroxycholesterolChemIDplus
20-HydroxycholesterolKEGG COMPOUND
20(S)-OHCChEBI
(3β)-cholest-5-ene-3,20-diolChEBI
20(S)-hydroxycholesterolChEBI
UniProt Name  Source
20-hydroxycholesterolUniProt
Manual XrefsDatabases
C05500KEGG COMPOUND
HC2PDBeChem
HMDB0006283HMDB
2-HYDROXY-CHOLESTEROLMetaCyc
LMST01010201LIPID MAPS
DB04704DrugBank
FDB023876FooDB
Registry NumbersSources
Reaxys:2062337Reaxys
CAS:516-72-3KEGG COMPOUND
CAS:516-72-3ChemIDplus
Citations