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2'-Hydroxygenistein is a hydroxyisoflavone that is genistein substituted by an additional hydroxy group at position 2'. It has been isolated from Crotalaria lachnophora and is known for its potential health benefits.

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  • 1156-78-1 Structure
  • Basic information

    1. Product Name: 2'-HYDROXYGENISTEIN
    2. 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
    3. CAS NO:1156-78-1
    4. Molecular Formula: C15H10O6
    5. Molecular Weight: 286.24
    6. EINECS: N/A
    7. Product Categories: Iso-Flavones
    8. Mol File: 1156-78-1.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: 2-8°C
    8. Solubility: N/A
    9. CAS DataBase Reference: 2'-HYDROXYGENISTEIN(CAS DataBase Reference)
    10. NIST Chemistry Reference: 2'-HYDROXYGENISTEIN(1156-78-1)
    11. EPA Substance Registry System: 2'-HYDROXYGENISTEIN(1156-78-1)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 1156-78-1(Hazardous Substances Data)

1156-78-1 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.

Check Digit Verification of cas no

The CAS Registry Mumber 1156-78-1 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,1,5 and 6 respectively; the second part has 2 digits, 7 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 1156-78:
(6*1)+(5*1)+(4*5)+(3*6)+(2*7)+(1*8)=71
71 % 10 = 1
So 1156-78-1 is a valid CAS Registry Number.

1156-78-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 2'-hydroxygenistein

1.2 Other means of identification

Product number -
Other names 3-(2,4-Dihydroxyphenyl)-5,7-dihydroxy-4H-chromen-4-one

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1156-78-1 SDS

1156-78-1Relevant articles and documents

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

Watanabe,Kinjo,Nohara

, p. 394 - 396 (1993)

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

Asebi, Nana,Nihei, Ken-ichi

, (2019/09/12)

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

Selepe, Mamoalosi A.,Drewes, Siegfried E.,Van Heerden, Fanie R.

, p. 8654 - 8658 (2011/12/01)

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

Tsukayama, Masao,Oda, Akihiro,Kawamura, Yasuhiko,Nishiuchi, Masaki,Yamashita, Kazuyo

, p. 6163 - 6166 (2007/10/03)

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)

Tahara, Satoshi,Hashidoko, Yasuyuki,Ingham, John L.,Mizutani, Junya

, p. 1809 - 1820 (2007/10/02)

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

Tsukayma, Masao,Fujimoto, Kunihiro,Horie, Tokunaru,Masumura, Mitsuo,Nakayama, Mitsuru

, p. 136 - 141 (2007/10/02)

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

Tsukayama, Masao,Fujimoto, Kunihiro,Horie, Tokunaru,Yamashita, Yoshiro,Masumura, Mitsuo,Nakayama, Mitsuru

, p. 675 - 678 (2007/10/02)

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

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