7,8-dihydroxyflavone (CHEBI:140464)

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ChEBI Name	7,8-dihydroxyflavone

ChEBI ID	CHEBI:140464

Definition	A dihydroxyflavone that is flavone substituted by hydroxy groups at positions 7 and 8. A dihydroxyflavone that is flavone substituted by hydroxy groups at positions 7 and 8. A naturally occurring flavonoid produced by several plants, including the weed Tridax procumbens (coalbuttons or tridax daisy) and the tree Godmania aesculifolia, In animal models, it has shown efficacy against several diseases of the nervous system, including Alzheimer's, Parkinson's, and Huntington's.

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

Submitter	TheOtherDave

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Formula

C15H10O4

Net Charge

Average Mass

254.238

Monoisotopic Mass

254.05791

InChI

InChI=1S/C15H10O4/c16-11-7-6-10-12(17)8-13(19-15(10)14(11)18)9-4-2-1-3-5-9/h1-8,16,18H

InChIKey

COCYGNDCWFKTMF-UHFFFAOYSA-N

SMILES

C1=C2C(=C(C(=C1)O)O)OC(=CC2=O)C=3C=CC=CC3

Metabolite of Species	Details
Primula halleri (NCBI:txid175072)	Found in leaf (BTO:0000713). See: PubMed
Tridax procumbens (NCBI:txid318066)	See: Int. J. Med. Arom. Plants, 2012, 2, 185-194.
Lepisorus ussuriensis (NCBI:txid699700)	Found in whole plant (BTO:0001461). See: PubMed

Roles Classification
Chemical Role(s):	antioxidant A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.

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. tropomyosin-related kinase B receptor agonist An agonist that binds to and deactivates the tropomyosin-related kinase B (TrkB) receptor, the main signaling receptor of the neurotrophin brain-derived neurotrophic factor (BDNF).

Application(s):	antidepressant Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions. antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms.

ChEBI Ontology
Outgoing	7,8-dihydroxyflavone (CHEBI:140464) has role antidepressant (CHEBI:35469) 7,8-dihydroxyflavone (CHEBI:140464) has role antineoplastic agent (CHEBI:35610) 7,8-dihydroxyflavone (CHEBI:140464) has role antioxidant (CHEBI:22586) 7,8-dihydroxyflavone (CHEBI:140464) has role plant metabolite (CHEBI:76924) 7,8-dihydroxyflavone (CHEBI:140464) has role tropomyosin-related kinase B receptor agonist (CHEBI:140489) 7,8-dihydroxyflavone (CHEBI:140464) is a dihydroxyflavone (CHEBI:38686)

Incoming	7,8-dimethoxyflavone (CHEBI:192767) has functional parent 7,8-dihydroxyflavone (CHEBI:140464)

IUPAC Name

7,8-dihydroxy-2-phenyl-4H-chromen-4-one

Synonyms	Sources
7,8-DHF	SUBMITTER
7,8-dihydroxy-2-phenyl-4-benzopyrone	ChemIDplus
7,8-dihydroxy-2-phenylchromone	ChEBI

Last Modified

29 July 2022