CHEBI:140464 - 7,8-dihydroxyflavone

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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 0
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.
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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)
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
Manual Xrefs Databases
329798806 Pubchem accession
7,8-Dihydroxyflavone Wikipedia
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Registry Numbers Types Sources
234350 Reaxys Registry Number Reaxys
38183-03-8 CAS Registry Number ChemIDplus
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Last Modified
27 March 2018