CHEBI:1296 - 20-hydroxycholesterol

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ChEBI Name 20-hydroxycholesterol
ChEBI ID CHEBI:1296
Definition An oxysterol that is cholesterol substituted by a hydroxy group at position 20.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:43170
Supplier Information
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Formula C27H46O2
Net Charge 0
Average Mass 402.654
Monoisotopic Mass 402.350
InChI InChI=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
InChIKey MCKLJFJEQRYRQT-APGJSSKUSA-N
SMILES C1[C@@]2([C@]3(CC[C@]4([C@]([C@@]3(CC=C2C[C@H](C1)O)[H])(CC[C@@]4([C@](C)(CCCC(C)C)O)[H])[H])C)[H])C
Metabolite of Species Details
Mus musculus (NCBI:10090) Source: BioModels - MODEL1507180067 See: PubMed
Homo sapiens (NCBI:9606) See: DOI
Roles Classification
Biological Role(s): human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
(20S)-20-Hydroxycholesterol ChemIDplus
(3β)-cholest-5-ene-3,20-diol ChEBI
20(S)-hydroxycholesterol ChEBI
20(S)-OHC ChEBI
20-Hydroxycholesterol KEGG COMPOUND
20alpha-Hydroxycholesterol KEGG COMPOUND
Database Links Databases
2-HYDROXY-CHOLESTEROL MetaCyc
C05500 KEGG COMPOUND
DB04704 DrugBank
HC2 PDBeChem
HMDB0006283 HMDB
LMST01010201 LIPID MAPS
View more database links
Registry Numbers Types Sources
2062337 Reaxys Registry Number Reaxys
516-72-3 CAS Registry Number KEGG COMPOUND
516-72-3 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
1270422 PubMed citation Europe PMC
17200122 PubMed citation Europe PMC
17638575 PubMed citation Europe PMC
19839776 PubMed citation Europe PMC
20683129 PubMed citation Europe PMC
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23831757 PubMed citation Europe PMC
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25523141 PubMed citation Europe PMC
25765115 PubMed citation Europe PMC
26902390 PubMed citation Europe PMC
6042125 PubMed citation Europe PMC
Last Modified
18 September 2017