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InChI=1S/CH4O/c1-2/h2H,1H3
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> Main
CHEBI:1296 - 20-hydroxycholesterol
Main
ChEBI Ontology
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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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Molfile
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Molfile
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Formula
C27H46O2
Net Charge
0
Average Mass
402.654
Monoisotopic Mass
402.34978
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:txid10090)
Source: BioModels - MODEL1507180067 See:
PubMed
Homo sapiens
(NCBI:txid9606)
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-Δ
5
-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
UniProt
20-Hydroxycholesterol
KEGG COMPOUND
20alpha-Hydroxycholesterol
KEGG COMPOUND
Manual Xrefs
Databases
2-HYDROXY-CHOLESTEROL
MetaCyc
C05500
KEGG COMPOUND
DB04704
DrugBank
FDB023876
FooDB
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
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
22231273
PubMed citation
Europe PMC
23831757
PubMed citation
Europe PMC
24596093
PubMed citation
Europe PMC
25523141
PubMed citation
Europe PMC
25765115
PubMed citation
Europe PMC
26902390
PubMed citation
Europe PMC
6042125
PubMed citation
Europe PMC
7392630
PubMed citation
Europe PMC
Last Modified
15 April 2021