ChemicalBook > Product Catalog >Natural Products >Flavonoids >3-(4-Hydroxyphenyl)-5,7-dihydroxy-6-(3-methyl-2-butenyl)-4H-1-benzopyran-4-one

3-(4-Hydroxyphenyl)-5,7-dihydroxy-6-(3-methyl-2-butenyl)-4H-1-benzopyran-4-one

3-(4-Hydroxyphenyl)-5,7-dihydroxy-6-(3-methyl-2-butenyl)-4H-1-benzopyran-4-one Structure
CAS No.
51225-30-0
Chemical Name:
3-(4-Hydroxyphenyl)-5,7-dihydroxy-6-(3-methyl-2-butenyl)-4H-1-benzopyran-4-one
Synonyms
Wighteone;Erythrinin B;5,7,4'-Trihydroxy-6-prenylisoflavone;Erythrinin B|||6-Isopentenylgenistein;4',5,7-Trihydroxy-6-prenyl-isoflavone;4',5,7-Trihydroxy-6-(3-methyl-2-butenyl)isoflavone;5,7-dihydroxy-3-(4-hydroxyphenyl)-6-(3-methylbut-2-enyl)chromen-4-one;5,7-dihydroxy-3-(4-hydroxyphenyl)-6-(3-methylbut-2-enyl)-1-benzopyran-4-one;5,7-Dihydroxy-3-(4-hydroxyphenyl)-6-(3-methyl-2-butenyl)-4H-1-benzopyran-4-one;3-(4-Hydroxyphenyl)-5,7-dihydroxy-6-(3-methyl-2-butenyl)-4H-1-benzopyran-4-one
CBNumber:
CB82324582
Molecular Formula:
C20H18O5
Molecular Weight:
338.35
MOL File:
51225-30-0.mol
Modify Date:
2023/5/15 10:43:29

3-(4-Hydroxyphenyl)-5,7-dihydroxy-6-(3-methyl-2-butenyl)-4H-1-benzopyran-4-one Properties

Melting point 227 °C(Solv: methanol (67-56-1))
Boiling point 586.1±50.0 °C(Predicted)
Density 1.351±0.06 g/cm3(Predicted)
solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
form powder
pka 7.03±0.20(Predicted)
color Yellow
Stability Light Sensitive

3-(4-Hydroxyphenyl)-5,7-dihydroxy-6-(3-methyl-2-butenyl)-4H-1-benzopyran-4-one Chemical Properties,Uses,Production

Uses

Wighteone is a natural product derivative of Genistein (G350000). Genistein exhibits specific inhibitory activity against tyrosine kinases, including autophosphorylation of epidermal growth factor receptor kinase (IC50 - 2.6uM). Also inhibits other protein kinases through competitive inhibition of ATP. Inhibits tumor cell proliferation and induces tumor cell differentiation. Produces cell-cycle arrest and apoptosis in Jurat T-leukemia cells. However, it prevents anti-CD3 monoclonal antibody-induced thymic apoptosis. Genistein also inhibits topoisomerase II activity in vitro. Genistein has also been shown to inhibit the action of GABA on recombinant GABAA receptors 2. uv(max)ethanol: 262.5 nm (e= 138). moderately sol. in hot alcohol.

Definition

ChEBI: A member of the class of 7-hydroxyisoflavones that is isoflavone substituted by hydroxy groups at positions 5, 7 and 4' and a prenyl group at position 6. It has been isolated from Ficus mucuso.

3-(4-Hydroxyphenyl)-5,7-dihydroxy-6-(3-methyl-2-butenyl)-4H-1-benzopyran-4-one Preparation Products And Raw materials

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3-(4-Hydroxyphenyl)-5,7-dihydroxy-6-(3-methyl-2-butenyl)-4H-1-benzopyran-4-one 4',5,7-Trihydroxy-6-(3-methyl-2-butenyl)isoflavone 4',5,7-Trihydroxy-6-prenyl-isoflavone 5,7-Dihydroxy-3-(4-hydroxyphenyl)-6-(3-methyl-2-butenyl)-4H-1-benzopyran-4-one Erythrinin B Wighteone 5,7,4'-Trihydroxy-6-prenylisoflavone 5,7-dihydroxy-3-(4-hydroxyphenyl)-6-(3-methylbut-2-enyl)-1-benzopyran-4-one 4H-1-Benzopyran-4-one, 5,7-dihydroxy-3-(4-hydroxyphenyl)-6-(3-methyl-2-buten-1-yl)- 5,7-dihydroxy-3-(4-hydroxyphenyl)-6-(3-methylbut-2-enyl)chromen-4-one Erythrinin B|||6-Isopentenylgenistein 51225-30-0