Specifications
- Purity
- ≥98% (HPLC)
- Appearance
- Off-white to yellow powder
- Identity
- 1H-NMR
Properties
- Solvents
- " DMSO (30 mg/ml) Slightly ethanol Inwater"
Category: Phytochemicals
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 β. Genistein has also antidiabetic, anti-inflammatory, antimicrobial and antioxidant properties. It is an α-glucosidase inhibitor, PPAR activator, GLUT4-mediated glucose uptake inhibitor, MALT1 inhibitor and acts as an agonist at the GPR30 receptor.
Synonyms | CI-75610, NSC 36586, Baichanin A, Differenol A, 4',5,7-Trihydroxyisoflavone, 5,7-Dihydroxy-3-(4-hydroxyphenyl)-4H-1-benzopyran-4-one |
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Purity | ≥98% (HPLC) |
Appearance | Off-white to yellow powder |
CAS-Number | 446-72-0 |
Molecular Formula | C15H10O5 |
Molecular Weight | 270.24 |
Identity | 1H-NMR |
Solvents | " DMSO (30 mg/ml) Slightly ethanol Inwater" |
Smiles | OC1=C2C(OC=C(C3=CC=C(O)C=C3)C2=O)=CC(O)=C1 |
InChi Key | TZBJGXHYKVUXJN-UHFFFAOYSA-N |
Shipping | AMBIENT |
Short Term Storage | +4°C |
Long Term Storage | -20°C |
Handling Advice | Protect from light and moisture. |
Use / Stability | Stable for at least 2 years after receipt when stored at -20°C. |
Hazard statements | H302 |
GHS Symbol | GHS07 |
Signal word | Warning |
Transportation | Not dangerous goods |
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) |
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 |
Quantity | 25 mg, 100 mg, Bulk |