EMBL-EBI | Chemical Biology | ChEBI

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

CHEBI:783 - (20R)-17α,20-dihydroxycholesterol

ChEBI IDCHEBI:783
ChEBI Name(20R)-17α,20-dihydroxycholesterol
Stars
ASCII Name(20R)-17alpha,20-dihydroxycholesterol
DefinitionAn oxysterol that is cholesterol substituted by hydroxy groups at positions 17 and 20 (the 20R-stereoisomer).
Last Modified11 February 2022
DownloadsMolfile
FormulaC27H46O3
Net Charge0
Average Mass418.662
Monoisotopic Mass418.34470
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(O)[C@](C)(O)CCCC(C)C
InChIInChI=1S/C27H46O3/c1-18(2)7-6-13-26(5,29)27(30)16-12-23-21-9-8-19-17-20(28)10-14-24(19,3)22(21)11-15-25(23,27)4/h8,18,20-23,28-30H,6-7,9-17H2,1-5H3/t20-,21+,22-,23-,24-,25-,26+,27+/m0/s1
InChIKeyPRZXKPDANWDCNC-IBQHSZKZSA-N
Species of MetaboliteComponentSourceComments
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)
(20R)-17α,20-dihydroxycholesterol (CHEBI:783) has functional parent cholesterol (CHEBI:16113)
(20R)-17α,20-dihydroxycholesterol (CHEBI:783) has role human metabolite (CHEBI:77746)
(20R)-17α,20-dihydroxycholesterol (CHEBI:783) has role mouse metabolite (CHEBI:75771)
(20R)-17α,20-dihydroxycholesterol (CHEBI:783) is a 17α-hydroxy steroid (CHEBI:35342)
(20R)-17α,20-dihydroxycholesterol (CHEBI:783) is a 20-hydroxy steroid (CHEBI:36854)
(20R)-17α,20-dihydroxycholesterol (CHEBI:783) is a 3β-hydroxy-Δ5-steroid (CHEBI:1722)
(20R)-17α,20-dihydroxycholesterol (CHEBI:783) is a C27-steroid (CHEBI:131619)
(20R)-17α,20-dihydroxycholesterol (CHEBI:783) is a oxysterol (CHEBI:53030)
IUPAC Name 
(20R)-cholest-5-ene-3β,17α,20-triol
Synonym  Source
17alpha,20alpha-DihydroxycholesterolKEGG COMPOUND
Manual XrefsDatabases
C05499KEGG COMPOUND
HMDB0006764HMDB
LMST04030176LIPID MAPS
4574167ChemSpider
Registry NumbersSources
Reaxys:3086333Reaxys