dihydroisorhamnetin (CHEBI:175075)

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ChEBI Name	dihydroisorhamnetin

ChEBI ID	CHEBI:175075

Definition	A tetrahydroxyflavanone that is taxifolin in which the hydroxy group at position 3' is substituted by a methoxy group. It is a metabolite of taxifolin.

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

Submitter	MetaboLights

Supplier Information

Download	Molfile XML SDF

Formula

C16H14O7

Net Charge

Average Mass

318.281

Monoisotopic Mass

318.07395

InChI

InChI=1S/C16H14O7/c1-22-11-4-7(2-3-9(11)18)16-15(21)14(20)13-10(19)5-8(17)6-12(13)23-16/h2-6,15-19,21H,1H3

InChIKey

JWYULKXTGMJKKM-UHFFFAOYSA-N

SMILES

COC1=C(O)C=CC(=C1)C1OC2=CC(O)=CC(O)=C2C(=O)C1O

Metabolite of Species	Details
Rattus norvegicus (NCBI:txid10116)	Found in blood plasma (BTO:0000118). See: PubMed
Lychnophora granmogolensis (NCBI:txid1569411)	Found in aerial part (BTO:0001658). See: PubMed
Cephalostachyum fuchsianum (NCBI:txid338484)	Found in fruit (BTO:0000486). See: PubMed
Oryza sativa Japonica Group (NCBI:txid39947)	See: PubMed
Suaeda japonica (NCBI:txid90346)	See: DOI

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. rat metabolite Any mammalian metabolite produced during a metabolic reaction in rat (Rattus norvegicus).

ChEBI Ontology
Outgoing	dihydroisorhamnetin (CHEBI:175075) has functional parent taxifolin (CHEBI:38747) dihydroisorhamnetin (CHEBI:175075) has role plant metabolite (CHEBI:76924) dihydroisorhamnetin (CHEBI:175075) has role rat metabolite (CHEBI:86264) dihydroisorhamnetin (CHEBI:175075) is a 3'-methoxyflavanones (CHEBI:140351) dihydroisorhamnetin (CHEBI:175075) is a 4'-hydroxyflavanones (CHEBI:140331) dihydroisorhamnetin (CHEBI:175075) is a dihydroflavonols (CHEBI:48039) dihydroisorhamnetin (CHEBI:175075) is a monomethoxyflavanone (CHEBI:38738) dihydroisorhamnetin (CHEBI:175075) is a secondary α-hydroxy ketone (CHEBI:2468) dihydroisorhamnetin (CHEBI:175075) is a tetrahydroxyflavanone (CHEBI:38742)

Incoming	(+)-dihydroisorhamnetin (CHEBI:193530) is a dihydroisorhamnetin (CHEBI:175075)

IUPAC Name

3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-2,3-dihydro-4H-chromen-4-one

Synonyms	Sources
2,3-dihydroisorhamnetin	ChEBI
3'-O-methyl taxifolin	ChEBI
3'-O-methyltaxifolin	ChEBI
3,4',5,7-tetrahydroxy-3'-methoxyflavanone	ChEBI
3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one	IUPAC
3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-2,3-dihydrochromen-4-one	ChEBI
4',5,7-trihydroxy-3'-methoxydihydroflavonol	ChEBI
taxifolin 3'-methyl ether	UniProt

Last Modified

05 October 2022

General Comment
2022-10-05	This is the entry for material with unspecified stereochemistry. There is a separate entry for (+)-dihydroisorhamnetin.