Genistein

Chemodex
Product Code: CDX-G0210
Supplier: Chemodex
CodeSizePrice
CDX-G0210-M02525 mg£84.00
Quantity:
CDX-G0210-M100100 mg£230.00
Quantity:
Prices exclude any Taxes / VAT

Overview

Host Type: Plant
Regulatory Status: RUO
Shipping:
AMBIENT
Storage:
Short Term: +4°C, Long Term: -20°C

Images

1 / 1
Chemical Structure

Chemical Structure

Further Information

Alternate Names/Synonyms:
CI-75610; NSC 36586; Baichanin A; Differenol A; 4',5,7-Trihydroxyisoflavone; 5,7-Dihydroxy-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
Appearance:
Off-white to yellow powder.
CAS:
446-72-0
EClass:
32160000
Form (Short):
liquid
GHS Symbol:
GHS07
Handling Advice:
Protect from light and moisture.
Hazards:
H302
InChi:
InChI=1S/C15H10O5/c16-9-3-1-8(2-4-9)11-7-20-13-6-10(17)5-12(18)14(13)15(11)19/h1-7,16-18H
InChiKey:
TZBJGXHYKVUXJN-UHFFFAOYSA-N
Long Description:
Chemical. CAS: 446-72-0. Formula: C15H10O5. MW: 270.24. Genistein is an isoflavonoid phytoestrogen that has been found in soybeans and has kinase inhibitory, anticancer, pro-cancer and hepatoprotective properties. It is a cell-permeable, reversible, substrate competitive tyrosine kinase inhibitor (including EGFR phosphorylation), implicated in almost all cell growth and proliferation signal cascades. Genistein inhibits proliferation and induces cell cycle arrest and apoptosis in a variety of cancer cells. It is antiangiogenic agent, down-regulates the transcription of genes involved in controlling angiogenesis. On a molecular level it also inhibits mammalian DNA topoisomerase II and DNA methyltransferase, and binds to estrogen receptor beta. Genistein has also antidiabetic, anti-inflammatory, antimicrobial and antioxidant properties. It is an alpha-glucosidase inhibitor, PPAR activator, GLUT4-mediated glucose uptake inhibitor, MALT1 inhibitor and acts as an agonist at the GPR30 receptor.
MDL:
MFCD00016952
Molecular Formula:
C15H10O5
Molecular Weight:
270.24
Package Type:
Vial
Product Description:
Genistein is an isoflavonoid phytoestrogen that has been found in soybeans and has kinase inhibitory, anticancer, pro-cancer and hepatoprotective properties. It is a cell-permeable, reversible, substrate competitive tyrosine kinase inhibitor (including EGFR phosphorylation), implicated in almost all cell growth and proliferation signal cascades. Genistein inhibits proliferation and induces cell cycle arrest and apoptosis in a variety of cancer cells. It is antiangiogenic agent, down-regulates the transcription of genes involved in controlling angiogenesis. On a molecular level it also inhibits mammalian DNA topoisomerase II and DNA methyltransferase, and binds to estrogen receptor beta. Genistein has also antidiabetic, anti-inflammatory, antimicrobial and antioxidant properties. It is an alpha-glucosidase inhibitor, PPAR activator, GLUT4-mediated glucose uptake inhibitor, MALT1 inhibitor and acts as an agonist at the GPR30 receptor.
Purity:
>98% (HPLC)
Signal word:
Warning
SMILES:
OC1=C2C(OC=C(C3=CC=C(O)C=C3)C2=O)=CC(O)=C1
Solubility Chemicals:
Soluble in DMSO (30mg/ml). Slightly soluble in ethanol. Insoluble in water.
Source / Host:
Plant
Transportation:
Non-hazardous
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C.

References

(1) T. Akiyama, et al.; J. Biol. Chem. 262, 5592 (1987) | (2) J. Markovits, et al.; Cancer Res. 49, 5111 (1989) | (3) G. Peterson & S. Barnes; BBRC 179, 661 (1991) | (4) DS. Lee & SH. Lee; FEBS Lett. 501, 84 (2001) | (5) P.K. Kar, et al.; Parasitol. Int. 51, 249 (2002) | (6) O. Mezei, et al.; J. Nutr. 133, 1238 (2003) | (7) Z.C. Dang, et al.; J. Biol. Chem. 278, 962 (2003) | (8) M. Bazuine, et al.; BBRC 326, 511 (2005) | (9) Y.H. Ju, et al.; Carcinogenesis 27, 1292 (2006) | (10) RM. Han, et al.; J. Agric. Food Chem. 57, 3780 (2009) | (11) Z.C. Dang; Obes. Rev. 10, 342 (2009) (Review) | (12) L.J. Luo, et al.; Arch. Biochem. Biophys. 522, 9 (2012) | (13) L. Fontan, et al.; Cancer Cell 22, 812 (2012) | (14) V. Singh, et al.; Curr. Cancer Drug Targets 13, 379 (2013) | (15) SY. Wang, et al.; Phytother. Res. 28, 1071 (2014) | (16) C. Spagnuolo, et al.; Adv. Nutr. 6, 408 (2015)