gingerenone B (CHEBI:142262)

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ChEBI Name	gingerenone B

ChEBI ID	CHEBI:142262

Definition	A diarylheptanoid that is (4E)-hept-4-en-3-one substituted by a 4-hydroxy-3-methoxyphenyl group at position 1 and a 4-hydroxy-3,5-dimethoxyphenyl group at position 7. It has been isolated from the rhizomes of Zingiber officinale.

Stars	This entity has been manually annotated by the ChEBI Team.

Submitter	Mark Williams

Supplier Information

Download	Molfile XML SDF

Formula

C22H26O6

Net Charge

Average Mass

386.439

Monoisotopic Mass

386.17294

InChI

InChI=1S/C22H26O6/c1-26-19-12-15(9-11-18(19)24)8-10-17(23)7-5-4-6-16-13-20(27-2)22(25)21(14-16)28-3/h5,7,9,11-14,24-25H,4,6,8,10H2,1-3H3/b7-5+

InChIKey

BGYDJLLXKGVQBP-FNORWQNLSA-N

SMILES

C=1(C(=CC=C(C1)CCC(/C=C/CCC=2C=C(C(=C(C2)OC)O)OC)=O)O)OC

Metabolite of Species	Details
Zingiber officinale (NCBI:txid94328)	Found in rhizome (BTO:0001181). See: Endo, K., Kanno, E. and Oshima, Y. (1990) Structures of antifungal diarylheptenones, gingerenones A, B, C and isogingerenone B, isolated from the rhizomes of Zingiber officinale. Phytochemistry, 29(3), 797-799.

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. (via diarylheptanoid )

ChEBI Ontology
Outgoing	gingerenone B (CHEBI:142262) has role plant metabolite (CHEBI:76924) gingerenone B (CHEBI:142262) is a diarylheptanoid (CHEBI:78802) gingerenone B (CHEBI:142262) is a enone (CHEBI:51689) gingerenone B (CHEBI:142262) is a guaiacols (CHEBI:134251)

IUPAC Name

(4E)-7-(4-hydroxy-3,5-dimethoxyphenyl)-1-(4-hydroxy-3-methoxyphenyl)hept-4-en-3-one

Synonym	Source
(E)-7-(4-hydroxy-3,5-dimethoxyphenyl)-1-(4-hydroxy-3-methoxyphenyl)hept-4-en-3-one	ChEBI

Citation	Type	Source
26384019	PubMed citation	Europe PMC

Last Modified

02 October 2018