CHEBI:10136 - gingerol

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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.
Stars 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 294.183
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.
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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
(5S)-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
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Registry Numbers Types Sources
23513-14-6 CAS Registry Number ChemIDplus
5287467 Reaxys Registry Number Reaxys
Citations Waiting for 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