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ChEBI
> Main
CHEBI:76591 - (25
R
)-cholest-5-ene-3β,26-diol
Main
ChEBI Ontology
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Pathways
Models
ChEBI Name
(25
R
)-cholest-5-ene-3β,26-diol
ChEBI ID
CHEBI:76591
ChEBI ASCII Name
(25R)-cholest-5-ene-3beta,26-diol
Definition
A 26-hydroxycholesterol in which the 25-position has
R
-configuration.
Stars
This entity has been manually annotated by the ChEBI Team.
Submitter
KAX
Supplier Information
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Formula
C27H46O2
Net Charge
0
Average Mass
402.65290
Monoisotopic Mass
402.34978
InChI
InChI=1S/C27H46O2/c1-
18(17-
28)
6-
5-
7-
19(2)
23-
10-
11-
24-
22-
9-
8-
20-
16-
21(29)
12-
14-
26(20,3)
25(22)
13-
15-
27(23,24)
4/h8,18-
19,21-
25,28-
29H,5-
7,9-
17H2,1-
4H3/t18-
,19-
,21+,22+,23-
,24+,25+,26+,27-
/m1/s1
InChIKey
FYHRJWMENCALJY-YSQMORBQSA-N
SMILES
C[C@@H](CO)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
Roles Classification
Biological Role
(s):
apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (
Homo sapiens
).
(via
26-hydroxycholesterol
)
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (
Mus musculus
).
EC 3.1.1.1 (carboxylesterase) inhibitor
Any EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that inhibits the action of carboxylesterase (EC 3.1.1.1 ).
(via
26-hydroxycholesterol
)
Application
(s):
neuroprotective agent
Any compound that can be used for the treatment of neurodegenerative disorders.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
(25
R
)-cholest-5-ene-3β,26-diol (
CHEBI:76591
)
has functional parent
cholesterol (
CHEBI:16113
)
(25
R
)-cholest-5-ene-3β,26-diol (
CHEBI:76591
)
has role
apoptosis inducer (
CHEBI:68495
)
(25
R
)-cholest-5-ene-3β,26-diol (
CHEBI:76591
)
has role
human metabolite (
CHEBI:77746
)
(25
R
)-cholest-5-ene-3β,26-diol (
CHEBI:76591
)
has role
mouse metabolite (
CHEBI:75771
)
(25
R
)-cholest-5-ene-3β,26-diol (
CHEBI:76591
)
has role
neuroprotective agent (
CHEBI:63726
)
(25
R
)-cholest-5-ene-3β,26-diol (
CHEBI:76591
)
is a
26-hydroxycholesterol (
CHEBI:17703
)
Incoming
(25
R
)-3β-hydroxycholest-5-en-26-al (
CHEBI:86096
)
has functional parent
(25
R
)-cholest-5-ene-3β,26-diol (
CHEBI:76591
)
IUPAC Name
(3β,25
R
)-cholest-5-ene-3,26-diol
Synonyms
Sources
(25
R
)-26-hydroxycholesterol
ChEBI
(25
R
)-cholest-5-ene-3β,26-diol
ChEBI
(25R)-Cholest-5-ene-3beta,26-diol
ChemIDplus
(25
R
)-cholest-5-ene-3β,26-diol
UniProt
27-Hydroxycholesterol
ChemIDplus
5-cholestene-3beta,27-diol
ChemIDplus
Cholest-5-ene-3beta,27-diol
ChemIDplus
Manual Xrefs
Databases
CPD-7287
MetaCyc
FDB022846
FooDB
HMDB0002103
HMDB
View more database links
Registry Numbers
Types
Sources
20380-11-4
CAS Registry Number
ChemIDplus
3161261
Reaxys Registry Number
Reaxys
Citations
Types
Sources
12441189
PubMed citation
Europe PMC
21546230
PubMed citation
Europe PMC
22281802
PubMed citation
Europe PMC
22652365
PubMed citation
Europe PMC
22884615
PubMed citation
Europe PMC
23041327
PubMed citation
Europe PMC
23111110
PubMed citation
Europe PMC
23168292
PubMed citation
Europe PMC
23246833
PubMed citation
Europe PMC
23850851
PubMed citation
Europe PMC
23951005
PubMed citation
Europe PMC
24210818
PubMed citation
Europe PMC
24269812
PubMed citation
Europe PMC
24288332
PubMed citation
Europe PMC
24370436
PubMed citation
Europe PMC
26299212
PubMed citation
Europe PMC
30710743
PubMed citation
Europe PMC
37981011
PubMed citation
Europe PMC
Last Modified
14 May 2024