Diosmetin

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
CAS Number
  • 520-34-3 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:4630 ☒N
ChEMBL
  • ChEMBL90568 ☒N
ChemSpider
  • 4444931 ☒N
ECHA InfoCard 100.007.539 Edit this at Wikidata
PubChem CID
  • 5281612
UNII
  • TWZ37241OT ☒N
CompTox Dashboard (EPA)
  • DTXSID80199966 Edit this at Wikidata
InChI
  • 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
Chemical formula
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).
☒N verify (what is checkY☒N ?)
Infobox references
Chemical compound

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]

It has been found to act as a weak TrkB receptor agonist.[2]

Glycosides

Diosmetin is the aglycone of diosmin.

See also

References

  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.


  • v
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Flavones and their conjugates
Aglycones
Monohydroxyflavone
Dihydroxyflavones
Trihydroxyflavones
Tetrahydroxyflavones
Pentahydroxyflavones
O-methylated flavones
Glycosides
of apigenin
of baicalein
of hypolaetin
  • Hypolaetin 8-glucoside
  • Hypolaetin 8-glucuronide
of luteolin
Acetylated
  • Artocarpetin A
  • Artoindonesianin P
  • Sulfated glycosidesPolymersDrugs
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    Angiopoietin
    • Kinase inhibitors: Altiratinib
    • CE-245677
    • Rebastinib
    CNTF
    EGF (ErbB)
    EGF
    (ErbB1/HER1)
    ErbB2/HER2
    • Agonists: Unknown/none
    ErbB3/HER3
    ErbB4/HER4
    FGF
    FGFR1
    FGFR2
    • Antibodies: Aprutumab
    • Aprutumab ixadotin
    FGFR3
    FGFR4
    Unsorted
    HGF (c-Met)
    IGF
    IGF-1
    • Kinase inhibitors: BMS-754807
    • Linsitinib
    • NVP-ADW742
    • NVP-AEW541
    • OSl-906
    IGF-2
    • Antibodies: Dusigitumab
    • Xentuzumab (against IGF-1 and IGF-2)
    Others
    • Cleavage products/derivatives with unknown target: Glypromate (GPE, (1-3)IGF-1)
    • Trofinetide
    LNGF (p75NTR)
    • Aptamers: Against NGF: RBM-004
    • Decoy receptors: LEVI-04 (p75NTR-Fc)
    PDGF
    RET (GFL)
    GFRα1
    GFRα2
    GFRα3
    GFRα4
    Unsorted
    • Kinase inhibitors: Agerafenib
    SCF (c-Kit)
    TGFβ
    • See here instead.
    Trk
    TrkA
    • Negative allosteric modulators: VM-902A
    • Aptamers: Against NGF: RBM-004
    • Decoy receptors: ReN-1820 (TrkAd5)
    TrkB
    TrkC
    VEGF
    Others
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