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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
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard
100.007.539
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
C16 H12 O6
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).
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]
Diosmetin is the aglycone of diosmin .
^ 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 .
^ 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 .
Aglycones
Monohydroxyflavone Dihydroxyflavones Trihydroxyflavones Tetrahydroxyflavones Pentahydroxyflavones O-methylated flavones
Glycosides
of apigenin of baicalein of hypolaetin of luteolin
Acetylated Sulfated glycosides Polymers Drugs
Angiopoietin CNTF EGF (ErbB)
FGF
FGFR1 FGFR2
Agonists: Ersofermin
FGF (1 , 2 (bFGF) , 3 , 4 , 5 , 6 , 7 (KGF ), 8 , 9 , 10 (KGF2) , 17 , 18 , 22 )
Palifermin
Repifermin
Selpercatinib
Sprifermin
Trafermin
FGFR3 FGFR4 Unsorted
HGF (c-Met) IGF
LNGF (p75NTR ) PDGF RET (GFL)
SCF (c-Kit) TGFβ Trk
TrkA
Negative allosteric modulators: VM-902A
TrkB
Agonists: 3,7-DHF
3,7,8,2'-THF
4'-DMA-7,8-DHF
7,3'-DHF
7,8-DHF
7,8,2'-THF
7,8,3'-THF
Amitriptyline
BDNF
BNN-20
Deoxygedunin
Deprenyl
Diosmetin
DMAQ-B1
HIOC
LM22A-4
N-Acetylserotonin
NT-3
NT-4
Norwogonin (5,7,8-THF)
R7
R13
TDP6
TrkC
VEGF Others
Additional growth factors: Adrenomedullin
Colony-stimulating factors (see here instead)
Connective tissue growth factor (CTGF)
Ephrins (A1 , A2 , A3 , A4 , A5 , B1 , B2 , B3 )
Erythropoietin (see here instead)
Glucose-6-phosphate isomerase (GPI; PGI, PHI, AMF)
Glia maturation factor (GMF)
Hepatoma-derived growth factor (HDGF)
Interleukins /T-cell growth factors (see here instead)
Leukemia inhibitory factor (LIF)
Macrophage-stimulating protein (MSP; HLP, HGFLP)
Midkine (NEGF2)
Migration-stimulating factor (MSF; PRG4)
Oncomodulin
Pituitary adenylate cyclase-activating peptide (PACAP)
Pleiotrophin
Renalase
Thrombopoietin (see here instead)
Wnt signaling proteins
Additional growth factor receptor modulators: Cerebrolysin (neurotrophin mixture)