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InChI=1S/CH4O/c1-2/h2H,1H3
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> Main
CHEBI:10136 - gingerol
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ChEBI Ontology
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ChEBI Name
gingerol
ChEBI ID
CHEBI:10136
Definition
A β-hydroxy ketone that is 5-hydroxydecan-3-one substituted by a 4-hydroxy-3-methoxyphenyl moiety at position 1; believed to inhibit adipogenesis. It is a constituent of fresh ginger.
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This entity has been manually annotated by the ChEBI Team.
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Formula
C17H26O4
Net Charge
0
Average Mass
294.38590
Monoisotopic Mass
294.18311
InChI
InChI=1S/C17H26O4/c1-
3-
4-
5-
6-
14(18)
12-
15(19)
9-
7-
13-
8-
10-
16(20)
17(11-
13)
21-
2/h8,10-
11,14,18,20H,3-
7,9,12H2,1-
2H3/t14-
/m0/s1
InChIKey
NLDDIKRKFXEWBK-AWEZNQCLSA-N
SMILES
CCCCC[C@H](O)CC(=O)CCc1ccc(O)c(OC)c1
Roles Classification
Biological Role
(s):
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application
(s):
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing
gingerol (
CHEBI:10136
)
has role
antineoplastic agent (
CHEBI:35610
)
gingerol (
CHEBI:10136
)
has role
plant metabolite (
CHEBI:76924
)
gingerol (
CHEBI:10136
)
is a
β-hydroxy ketone (
CHEBI:55380
)
gingerol (
CHEBI:10136
)
is a
guaiacols (
CHEBI:134251
)
IUPAC Name
(5
S
)-5-hydroxy-1-(4-hydroxy-3-methoxyphenyl)decan-3-one
Synonyms
Sources
(+)-5-Hydroxy-1-(4-hydroxy-3-methoxyphenyl)-3-decanone
ChemIDplus
(S)-(+)-[6]Gingerol
KEGG COMPOUND
(S)-(6)-Gingerol
ChemIDplus
6-Gingerol
HMDB
6-Gingerol
KEGG COMPOUND
[6]-Gingerol
KEGG COMPOUND
Manual Xrefs
Databases
C00002748
KNApSAcK
C10462
KEGG COMPOUND
CPD-13494
MetaCyc
Gingerol
Wikipedia
HMDB0005783
HMDB
LSM-2569
LINCS
View more database links
Registry Numbers
Types
Sources
23513-14-6
CAS Registry Number
ChemIDplus
5287467
Reaxys Registry Number
Reaxys
Citations
Types
Sources
22719783
PubMed citation
Europe PMC
23369342
PubMed citation
Europe PMC
23437345
PubMed citation
Europe PMC
23519881
PubMed citation
Europe PMC
Last Modified
07 April 2017