7,8,3'-Trihydroxyflavone

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7,8,3'-Trihydroxyflavone
7,8,3'-Trihydroxyflavone.svg
Systematic (IUPAC) name
7,8-Dihydroxy-2-(3-hydroxyphenyl)chromen-4-one
Identifiers
CAS Number 137502-84-2
ATC code None
PubChem CID: 676310
ChemSpider 589045
Chemical data
Formula C15H10O5
Molecular mass 270.2369 g/mol
  • C1=CC(=CC(=C1)O)C2=CC(=O)C3=C(O2)C(=C(C=C3)O)O
  • InChI=1S/C15H10O5/c16-9-3-1-2-8(6-9)13-7-12(18)10-4-5-11(17)14(19)15(10)20-13/h1-7,16-17,19H
  • Key:ZJZSQGDOCUHCCW-UHFFFAOYSA-N

7,8,3′-Trihydroxyflavone (7,8,3'-THF) is a flavone and small-molecule agonist of TrkB, the main receptor of brain-derived neurotrophic factor (BDNF), that was derived from 7,8-dihydroxyflavone (7,8-DHF).[1][2] Relative to 7,8-DHF, 7,8,3'-THF is 2–3-fold more potent in vitro as a TrkB agonist.[1][2] 7,3’-Dihydroxyflavone (7,3'-DHF) is also more potent than 7,8-DHF in vitro, indicating that a 3'-hydroxy group on the B-ring enhances TrkB agonistic activity.[1] 7,8,3'-THF has been tested in vivo and was found to produce TrkB-dependent neuroprotective effects in mice similarly to 7,8-DHF.[2][3]

See also

References

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