CHEBI:16113 - cholesterol

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ChEBI Name cholesterol
ChEBI ID CHEBI:16113
Definition A cholestanoid consisting of cholestane having a double bond at the 5,6-position as well as a 3β-hydroxy group.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:41564, CHEBI:3659, CHEBI:13982, CHEBI:23204
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Formulae C27H46O
C27H46O
Net Charge 0
Average Mass 386.65350
Monoisotopic Mass 386.355
InChI InChI=1S/C27H46O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h9,18-19,21-25,28H,6-8,10-17H2,1-5H3/t19-,21+,22+,23-,24+,25+,26+,27-/m1/s1
InChIKey HVYWMOMLDIMFJA-DPAQBDIFSA-N
SMILES CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C
Metabolite of Species Details
Mus musculus (NCBI:10090) See: PubMed
Mus musculus (NCBI:10090) Source: BioModels - MODEL1507180067 See: PubMed
Daphnia galeata (NCBI:27404) See: PubMed
Chlamydomonas reinhardtii (NCBI:3055) 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).
algal metabolite
Any eukaryotic metabolite produced during a metabolic reaction in algae including unicellular organisms like chlorella and diatoms to multicellular organisms like giant kelps and brown algae.
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
Daphnia galeata metabolite
A Daphnia metabolite produced by the species Daphnia galeata.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing cholesterol (CHEBI:16113) has role Daphnia galeata metabolite (CHEBI:83038)
cholesterol (CHEBI:16113) has role algal metabolite (CHEBI:84735)
cholesterol (CHEBI:16113) has role human metabolite (CHEBI:77746)
cholesterol (CHEBI:16113) has role mouse metabolite (CHEBI:75771)
cholesterol (CHEBI:16113) is a 3β-hydroxy-Δ5-steroid (CHEBI:1722)
cholesterol (CHEBI:16113) is a 3β-sterol (CHEBI:35348)
cholesterol (CHEBI:16113) is a C27-steroid (CHEBI:131619)
cholesterol (CHEBI:16113) is a cholestanoid (CHEBI:50401)
Incoming (20R)-17α,20-dihydroxycholesterol (CHEBI:783) has functional parent cholesterol (CHEBI:16113)
(22R)-22-hydroxycholesterol (CHEBI:67237) has functional parent cholesterol (CHEBI:16113)
(22S)-22-hydroxycholesterol (CHEBI:1301) has functional parent cholesterol (CHEBI:16113)
(24S,25)-dihydroxycholesterol (CHEBI:86074) has functional parent cholesterol (CHEBI:16113)
(24S,26)-dihydroxycholesterol (CHEBI:86075) has functional parent cholesterol (CHEBI:16113)
(25R)-3β,26-dihydroxycholest-5-en-7-one (CHEBI:87653) has functional parent cholesterol (CHEBI:16113)
(25R)-3β-hydroxycholest-5-en-7-one-26-al (CHEBI:87677) has functional parent cholesterol (CHEBI:16113)
(25R)-3β-hydroxycholest-5-en-7-one-26-oic acid (CHEBI:87783) has functional parent cholesterol (CHEBI:16113)
(25R)-cholest-5-ene-3β,26-diol (CHEBI:76591) has functional parent cholesterol (CHEBI:16113)
24-hydroxycholesterol (CHEBI:50515) has functional parent cholesterol (CHEBI:16113)
24-methylenecholesterol (CHEBI:19812) has functional parent cholesterol (CHEBI:16113)
25-hydroxycholesterol (CHEBI:42977) has functional parent cholesterol (CHEBI:16113)
26-hydroxycholesterol (CHEBI:17703) has functional parent cholesterol (CHEBI:16113)
3β-hydroxycholest-5-en-26-al (CHEBI:84145) has functional parent cholesterol (CHEBI:16113)
3β-hydroxycholest-5-en-26-oic acid (CHEBI:81014) has functional parent cholesterol (CHEBI:16113)
4β-hydroxycholesterol (CHEBI:85778) has functional parent cholesterol (CHEBI:16113)
7α,24-dihydroxycholesterol (CHEBI:50517) has functional parent cholesterol (CHEBI:16113)
7α,25-dihydroxycholesterol (CHEBI:37623) has functional parent cholesterol (CHEBI:16113)
7α,26-dihydroxycholesterol (CHEBI:18431) has functional parent cholesterol (CHEBI:16113)
7α-hydroxycholesterol (CHEBI:17500) has functional parent cholesterol (CHEBI:16113)
7β-hydroxycholesterol (CHEBI:42989) has functional parent cholesterol (CHEBI:16113)
7-aminocholesterol (CHEBI:77845) has functional parent cholesterol (CHEBI:16113)
7-ketocholesterol (CHEBI:64294) has functional parent cholesterol (CHEBI:16113)
cholesterol sulfate (CHEBI:41321) has functional parent cholesterol (CHEBI:16113)
cholesteryl β-D-glucoside (CHEBI:17495) has functional parent cholesterol (CHEBI:16113)
cholesteryl ester (CHEBI:17002) has functional parent cholesterol (CHEBI:16113)
cholesteryl glycoside (CHEBI:61656) has functional parent cholesterol (CHEBI:16113)
oxysterol (CHEBI:53030) has functional parent cholesterol (CHEBI:16113)
IUPAC Name
cholest-5-en-3β-ol
Synonyms Sources
(3β,14β,17α)-cholest-5-en-3-ol IUPAC
Cholest-5-en-3beta-ol KEGG COMPOUND
Cholesterin NIST Chemistry WebBook
Cholesterol KEGG COMPOUND
CHOLESTEROL PDBeChem
cholesterol UniProt
Database Links Databases
C00003648 KNApSAcK
C00187 KEGG COMPOUND
Cholesterol Wikipedia
CHOLESTEROL MetaCyc
CLR PDBeChem
D00040 KEGG DRUG
DB04540 DrugBank
HMDB00067 HMDB
LMST01010001 LIPID MAPS
View more database links
Registry Numbers Types Sources
2060565 Reaxys Registry Number Reaxys
2060565 Beilstein Registry Number Beilstein
550297 Gmelin Registry Number Gmelin
57-88-5 CAS Registry Number KEGG COMPOUND
57-88-5 CAS Registry Number ChemIDplus
57-88-5 CAS Registry Number NIST Chemistry WebBook
Citations Waiting for Citations Types Sources
10901445 PubMed citation Europe PMC
11412894 PubMed citation Europe PMC
16341241 PubMed citation Europe PMC
24287311 PubMed citation Europe PMC
25308664 PubMed citation Europe PMC
25451949 PubMed citation Europe PMC
25522988 PubMed citation Europe PMC
25658343 PubMed citation Europe PMC
25977713 PubMed citation Europe PMC
4696527 PubMed citation Europe PMC
8838010 PubMed citation Europe PMC
Last Modified
25 April 2017