1156-78-1

Basic information

• Product Name: 2'-HYDROXYGENISTEIN
• Synonyms: HYDROXYGENISTEIN, 2'-;2'-HYDROXYGENISTEIN;5,7,2',4'-TETRAHYDROXYISOFLAVONE;3-[2,4-Dihydroxyphenyl]-5,7-dihydroxy-4H-1-benzopyran-4-one;HYDROXYGENISTEIN, 2'-(P)(CALL);3-(2,4-Dihydroxyphenyl)-5,7-dihydroxy-4H-chroMen-4-one;2',4',5,7-Tetrahydroxyisoflavone
• CAS NO: 1156-78-1
• Molecular Formula: C₁₅H₁₀O₆
• Molecular Weight: 286.24
• Product Categories: Iso-Flavones
• Mol File: 1156-78-1.mol

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2'-HYDROXYGENISTEIN(CAS DataBase Reference)
• NIST Chemistry Reference: 2'-HYDROXYGENISTEIN(1156-78-1)
• EPA Substance Registry System: 2'-HYDROXYGENISTEIN(1156-78-1)

Safety Data

• Hazardous Substances Data: 1156-78-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2'-Hydroxygenistein is used as an α-glucosidase inhibitor for its antidiabetic and anti-obesity properties. It helps in managing blood sugar levels and can be a promising candidate for the development of drugs targeting diabetes and obesity.

Upstream product

• 863578-46-5 2,4-bis(methoxymethoxy)phenylboronic acid 
• 1344028-49-4 2',4',5,7-tetramethoxymethoxyisoflavone 
• 1344028-46-1 1-iodo-2,4-dimethoxymethoxybenzene 
• 57234-29-4 1,3-bis(methoxymethyl)resorcinol 
• 108-46-3 recorcinol 
• 39604-69-8 1-(2'-hydroxy-4',6'-dimethoxyphenyl)-2-(2,4-dimethoxyphenyl)ethanone 
• 621-23-8 1,2,3-trimethoxybenzene 
• 6496-89-5 2,4-dimethoxyphenylacetic acid 
• 82448-62-2 2'-acetoxy-2,4,4',6'-tetrakis(benzyloxy)chalcone 
• 82448-61-1 2',4',5,7-tetrakis(benzyloxy)flavanone 
• 82448-60-0 2,4,4',6'-tetrakis(benzyloxy)-2'-hydroxychalcone 
• 18065-05-9 1-[2,4-bis(benzyloxy)-6-hydroxyphenyl]ethanone 
• 369371-86-8 acetic acid 3,5-bis-benzyloxy-2-[2-(2,4-bis-benzyloxy-phenyl)-3,3-dimethoxy-propionyl]-phenyl ester 
• 369371-85-7 Acetic acid 3,5-bis-benzyloxy-2-[(E)-3-(2,4-bis-benzyloxy-phenyl)-acryloyl]-phenyl ester 

Downstream Products

• 41743-56-0 luteone 
• 96909-23-8 2',4',5,7-tetraacetoxy-3',5'-bis(3-methyl-2-butenyl)isoflavone 
• 96909-24-9 2',4',5,7-tetraacetoxy-5'-(3-methyl-2-butenyl)isoflavone 
• 96909-31-8 7-benzoyloxy-2',4',5-trihydroxy-3',5'-bis(3-methyl-2-butenyl)isoflavone 
• 96909-22-7 2',4',5,7-tetrahydroxy-3',5'-bis(3-methyl-2-butenyl)isoflavone 
• 82448-70-2 7-benzoyloxy-2',4',5-trihydroxy-3'-(3-methyl-2-butenyl)isoflavone 
• 82448-71-3 7-benzoyloxy-2',4',5-trihydroxy-5'-(3-methyl-2-butenyl)isoflavone 
• 82448-67-7 2',4',5,7-tetrahydroxy-5'-(3-methyl-2-butenyl)isoflavone 
• 66056-27-7 2',4',5,7-tetraacetoxy-3'-(3-methyl-2-butenyl)isoflavone 
• 66056-19-7 licoisoflavone A 
• 98094-87-2 Lupinalbin A 
• 82448-69-9 7-benzoyloxy-2',4',5-trihydroxyisoflavone 
• 54443-60-6 3-(2,4-dimethoxy-phenyl)-5-hydroxy-7-methoxy-chromen-4-one 

Relevant articles and documents

Three new isoflavonoid glycosides from Lupinus luteus and L. polyphyllus x arboreus

As part of our studies on leguminous plants, we examined the ingredients of Lupinus luteus L. and L. polyphyllus x arboreus hybrid, and three new isoflavonoid glycosides together with six known ones were isolated. They were determined to be 8-C-glucopyranosylgenistein 4'-O-glucopyranoside (1), 5-O-methylgenistein 4', 7-di-O-glucopyranoside (2), 2'-hydroxygenistein 4', 7-di-O-glucopyranoside (3) by spectroscopic and chemical methods. It was also shown that the isoflavonoid distributions in the two species were differed.

Total synthesis of apios isoflavones and investigation of their tyrosinase inhibitory activity

Apios isoflavone glucosides 1 and 2 were synthesized for the first time via Friedel–Crafts reaction, Bischler–Napieralski-type cyclization, and phase-transfer catalyzed glycosylation as the key steps. In addition, aglycones 4 and 5 and related natural iso

Total synthesis of the pyranocoumaronochromone lupinalbin H

The pyranocoumaronochromone lupinalbin H was synthesized in three major steps, which involved preparation of 2′-hydroxygenistein by the Suzuki-Miyaura reaction, followed by oxidative cyclodehydrogenation into lupinalbin A. The final step was the regiospec

Facile synthesis of polyhydroxycoumaronochromones with quinones: Synthesis of alkylpolyhydroxy- and alkoxycoumaronochromones from 2′-hydroxyisoflavones

4′,5,7-Trihydroxy- or 8-alkyl-4′,5,7-trihydroxycoumaronochromones were synthesized by oxidative cyclization of the corresponding 2′-hydroxyisoflavones with o-chloranil under mild conditions. By contrast, alkoxycoumaronochromones were synthesized by oxidative cyclization of the corresponding 2′-hydroxyisoflavones with DDQ.

New 5-O-Methylisoflavones in the Roots of Yellow Lupin (Lupinus luteus L. cv. Barpine)

In addition to 5-O-methylgenistein (1), a further investigation of the isoflavonoid constituents in roots of the yellow lupin (Lupinus luteus L. cv.Barpine) has yielded five new 5-O-methylisoflavones named barpisoflavone A (2), 5-O-methyl-lupiwighteone (3

Synthesis of Licoisoflavone A and Related Compounds

2',4',5,7-Tetrahydroxyisoflavone was partially benzoylated with benzoyl chloride to give 7-benzoyloxy-2',4',5-trihydroxyisoflavone.The condensation of the 7-(benzoyloxy)isoflavone with 2-methyl-3-buten-2-ol, followed by the hydrolysis of the resultant 3'-(3-methyl-2-butenyl)isoflavone gave licoisoflavone A.Its 5'-(3-methyl-2-butenyl) isomer was also synthesized from 5-benzoyloxy-2',4',7-trihydroxyisoflavone in a similar manner.

SYNTHESES OF LICOISOFLAVONE A AND 5'-ALKENYL ISOMER

2',4',5,7-Tetrahydroxyisoflavone was partially benzoylated with benzoyl chloride to give 7-benzoyloxy-2',4',5-trihydroxyisoflavone.The condensation of 7-benzoyloxyisoflavone with 2-methyl-3-buten-2-ol, followed by the hydrolysis of the resultant 3'-(3-met