Diosmetin

Diosmetin
Names


IUPAC name 5,7-dihydroxy-2-(3-hydroxy-4-methoxyphenyl)chromen-4-one
Other names Luteolin 4'-methyl ether
Identifiers
CAS Number	520-34-3^Y
ChEBI	CHEBI:4630^N
ChEMBL	ChEMBL90568^N
ChemSpider	4444931^N
Jmol interactive 3D	Image
PubChem	5281612
UNII	TWZ37241OT^N
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 InChI=1/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 Key: MBNGWHIJMBWFHU-UHFFFAOYAU
SMILES 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 ^YN ?)
Infobox references

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 diosmin aglycone.

References

↑ Diosmetin glycosides from caucasian vetch: Isolation and study of biological activity
O. A. Andreeva, M. N. Ivashev, I. I. Ozimina and G. V. Maslikova, 1994
↑ 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. doi:10.1073/pnas.0913572107. PMC 2823863. PMID 20133810.

Flavones and their conjugates

Aglycones

Monohydroxyflavone	6-Hydroxyflavone

Dihydroxyflavones	Chrysin 4',7-Dihydroxyflavone 7,8-Dihydroxyflavone

Trihydroxyflavones	Apigenin Baicalein Norwogonin

Tetrahydroxyflavones	Isoscutellarein Luteolin Norartocarpetin Scutellarein

Pentahydroxyflavones	6-Hydroxyluteolin Hypolaetin Tricetin

O-methylated flavones	Acacetin Alnetin Artocarpetin Chrysoeriol Cirsilineol Cirsiliol Cirsimaritin Diosmetin Eupatilin Genkwanin Hispidulin Nepetin Nobiletin Oroxylin A Pratol Salvigenin Sinensetin Tangeritin Techtochrysin Tricin Wogonin Zapotin

Glycosides

of apigenin	Apiin Apigetrin Isovitexin Rhoifolin Saponarin Schaftoside Vicenin-2 Vitexin

of baicalein	Baicalin Tetuin

of hypolaetin	Hypolaetin 8-glucoside Hypolaetin 8-glucuronide

of luteolin	Cynaroside Isoorientin Orientin Veronicastroside Luteolin-7-O-glucuronide

Giraldiin A and B
Nepitrin
Oroxindin
Scutellarin

Acetylated

Artocarpetin A
Artoindonesianin P

Sulfated glycosides

Theograndin I and II

Polymers

Amentoflavone

Drugs

Neurotrophinergics

CNTF

Agonists: Axokine
CNTF

LNGF

Agonists: BDNF
NGF
NT-3
NT-4

Antagonists: SAR127963

RET

GFRα1	Agonists: GDNF

GFRα2	Agonists: Neurturin (NRTN)

GFRα3	Agonists: Artemin (ARTN)

GFRα4	Agonists: Persephin (PSPN)

Trk

TrkA	Agonists: Amitriptyline Gambogic amide NGF Tavilermide Antagonists: FX007

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 Deoxygedunin Diosmetin HIOC LM22A-4 N-Acetylserotonin NT-3 NT-4 Norwogonin (5,7,8-THF) R7 TDP6 Antagonists: ANA-12 Cyclotraxin B Gossypetin (3,5,7,8,3',4'-HHF) Inhibitors: K252a

TrkC	Agonists: NT-3

Others

Antibodies: Tanezumab (against NGF)

Others: Cerebrolysin (neurotrophin mixture)

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Diosmetin

Glycosides

See also

References