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Diosmetin, also known as 5,7,3′-trihydroxy-4′-methoxyflavone, is an O-methylated flavone, a chemical compound that can be found in the Caucasian vetch.[1]

Diosmetin
Diosmetin structure
Ball-and-stick model of diosmetin
Names
IUPAC name
3′,5,7-Trihydroxy-4′-methoxyflavone
Systematic IUPAC name
5,7-Dihydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-benzopyran-4-one
Other names
Luteolin 4′-methyl ether
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.007.539 Edit this at Wikidata
UNII
  • InChI=1S/C16H12O6/c1-21-13-3-2-8(4-10(13)18)14-7-12(20)16-11(19)5-9(17)6-15(16)22-14/h2-7,17-19H,1H3 ☒N
    Key: MBNGWHIJMBWFHU-UHFFFAOYSA-N ☒N
  • COC1=C(C=C(C=C1)C2=CC(=O)C3=C(C=C(C=C3O2)O)O)O
Properties
C16H12O6
Molar mass 300.26 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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It has been found to act as a weak TrkB receptor agonist.[2]

Glycosides

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Diosmetin is the aglycone of diosmin.

See also

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References

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  1. ^ Andreeva, O. A.; Ivashev, M. N.; Ozimina, I. I.; Maslikova, G. V. (1998). "Diosmetin glycosides from caucasian vetch: Isolation and study of biological activity". Pharmaceutical Chemistry Journal. 32 (11): 595–597. doi:10.1007/BF02465832. S2CID 21434373.
  2. ^ Jang SW, Liu X, Yepes M, Shepherd KR, Miller GW, Liu Y, Wilson WD, Xiao G, Blanchi B, Sun YE, Ye K (2010). "A selective TrkB agonist with potent neurotrophic activities by 7,8-dihydroxyflavone". Proc. Natl. Acad. Sci. U.S.A. 107 (6): 2687–92. Bibcode:2010PNAS..107.2687J. doi:10.1073/pnas.0913572107. PMC 2823863. PMID 20133810.