Genisterin
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    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 529319

CAS#: 446-72-0

Description: Genisterin, also known as Genistein, is a EGFR/DNA topoisomerase II inhibitor potentially for the treatment of bladder cancer and prostate


Price and Availability

Size
Price

1g
USD 250
10g
USD 650
Size
Price

2g
USD 350
100g
USD 2650
Size
Price

5g
USD 450

Genisterin, purity > 98%, is in stock. Current shipping out time is about 2 weeks after order is received. CoA, QC data and MSDS documents are available in one week after order is received.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 529319
Name: Genisterin
CAS#: 446-72-0
Chemical Formula: C15H10O5
Exact Mass: 270.0528
Molecular Weight: 270.24
Elemental Analysis: C, 66.67; H, 3.73; O, 29.60


Synonym: BIO-300; G-2535; PTI-G-4660; SIPI-9764-I; PTIG-4660; SIPI-9764I; BIO300; G2535; PTIG4660; SIPI9764I; BIO 300; G 2535; PTI G 4660; SIPI 9764 I; PTIG 4660; SIPI 9764I

IUPAC/Chemical Name: 5,7-dihydroxy-3-(4-hydroxyphenyl)-4H-chromen-4-one

InChi Key: TZBJGXHYKVUXJN-UHFFFAOYSA-N

InChi Code: 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

SMILES Code: O=C1C(C2=CC=C(O)C=C2)=COC3=CC(O)=CC(O)=C13


Technical Data

Appearance:
Solid powder

Purity:
>98% (or refer to the Certificate of Analysis)

Shipping Condition:
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition:
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility:
Soluble in DMSO

Shelf Life:
>2 years if stored properly

Drug Formulation:
This drug may be formulated in DMSO

Stock Solution Storage:
0 - 4 C for short term (days to weeks), or -20 C for long term (months).

Harmonized System Code:
293490


References

1: Sekar V, Anandasadagopan SK, Ganapasam S. Genistein regulates tumor microenvironment and exhibits anticancer effect in dimethyl hydrazine-induced experimental colon carcinogenesis. Biofactors. 2016 Nov 12;42(6):623-637. doi: 10.1002/biof.1298. PubMed PMID: 27255553.

2: Froyen EB, Steinberg FM. Genistein decreases basal hepatic cytochrome P450 1A1 protein expression and activity in Swiss Webster mice. Nutr Res. 2016 May;36(5):430-9. doi: 10.1016/j.nutres.2016.01.001. PubMed PMID: 27101761.

3: Rahman Mazumder MA, Hongsprabhas P. Genistein as antioxidant and antibrowning agents in in vivo and in vitro: A review. Biomed Pharmacother. 2016 Aug;82:379-92. doi: 10.1016/j.biopha.2016.05.023. Review. PubMed PMID: 27470376.

4: Incir S, Bolayirli IM, Inan O, Aydın MS, Bilgin IA, Sayan I, Esrefoglu M, Seven A. The effects of genistein supplementation on fructose induced insulin resistance, oxidative stress and inflammation. Life Sci. 2016 Aug 1;158:57-62. doi: 10.1016/j.lfs.2016.06.014. PubMed PMID: 27350161.

5: Moskot M, Gabig-Cimińska M, Jakóbkiewicz-Banecka J, Węsierska M, Bocheńska K, Węgrzyn G. Cell cycle is disturbed in mucopolysaccharidosis type II fibroblasts, and can be improved by genistein. Gene. 2016 Jul 1;585(1):100-3. doi: 10.1016/j.gene.2016.03.029. PubMed PMID: 27016302.

6: Zhang HP, Zhao JH, Yu HX, Guo DX. Genistein ameliorated endothelial nitric oxidase synthase uncoupling by stimulating sirtuin-1 pathway in ox-LDL-injured HUVECs. Environ Toxicol Pharmacol. 2016 Mar;42:118-24. doi: 10.1016/j.etap.2016.01.011. PubMed PMID: 26829290.

7: Patel S, Peretz J, Pan YX, Helferich WG, Flaws JA. Genistein exposure inhibits growth and alters steroidogenesis in adult mouse antral follicles. Toxicol Appl Pharmacol. 2016 Feb 15;293:53-62. doi: 10.1016/j.taap.2015.12.026. PubMed PMID: 26792615; PubMed Central PMCID: PMC4744102.

8: Choi EY, Bae SH, Ha MH, Choe SH, Hyeon JY, Choi JI, Choi IS, Kim SJ. Genistein suppresses Prevotella intermedia lipopolysaccharide-induced inflammatory response in macrophages and attenuates alveolar bone loss in ligature-induced periodontitis. Arch Oral Biol. 2016 Feb;62:70-9. doi: 10.1016/j.archoralbio.2015.11.019. PubMed PMID: 26655950.

9: Wu B, Liang Y, Tan Y, Xie C, Shen J, Zhang M, Liu X, Yang L, Zhang F, Liu L, Cai S, Huai D, Zheng D, Zhang R, Zhang C, Chen K, Tang X, Sui X. Genistein-loaded nanoparticles of star-shaped diblock copolymer mannitol-core PLGA-TPGS for the treatment of liver cancer. Mater Sci Eng C Mater Biol Appl. 2016 Feb;59:792-800. doi: 10.1016/j.msec.2015.10.087. PubMed PMID: 26652434.

10: Cui S, Hassan RY, Heintz-Buschart A, Bilitewski U. Regulation of Candida albicans Interaction with Macrophages through the Activation of HOG Pathway by Genistein. Molecules. 2016 Jan 28;21(2):162. doi: 10.3390/molecules21020162. PubMed PMID: 26828477.

11: Baechler SA, Soukup ST, Molzberger AF, Kulling SE, Diel P, Marko D. Topoisomerase poisoning by genistein in the intestine of rats. Toxicol Lett. 2016 Jan 22;243:88-97. doi: 10.1016/j.toxlet.2015.12.009. PubMed PMID: 26723871.

12: Oktem C, Oto S, Toru S, Bakar C, Ozdemir H, Akova YA. Suramin, Genistein and Collagen Matrix (DuraGen) for Delayed Adjustment after Strabismus Surgery: Which One is Best? Curr Eye Res. 2016;41(3):417-24. doi: 10.3109/02713683.2015.1020171. PubMed PMID: 25859732.

13: Ganai AA, Husain M. Genistein attenuates D-GalN induced liver fibrosis/chronic liver damage in rats by blocking the TGF-β/Smad signaling pathways. Chem Biol Interact. 2017 Jan 5;261:80-85. doi: 10.1016/j.cbi.2016.11.022. PubMed PMID: 27876602.

14: Russo M, Russo GL, Daglia M, Kasi PD, Ravi S, Nabavi SF, Nabavi SM. Understanding genistein in cancer: The "good" and the "bad" effects: A review. Food Chem. 2016 Apr 1;196:589-600. doi: 10.1016/j.foodchem.2015.09.085. Review. PubMed PMID: 26593532.

15: Yu L, Ham K, Gao X, Castro L, Yan Y, Kissling GE, Tucker CJ, Flagler N, Dong R, Archer TK, Dixon D. Epigenetic regulation of transcription factor promoter regions by low-dose genistein through mitogen-activated protein kinase and mitogen-and-stress activated kinase 1 nongenomic signaling. Cell Commun Signal. 2016 Aug 31;14(1):18. doi: 10.1186/s12964-016-0141-2. PubMed PMID: 27582276; PubMed Central PMCID: PMC5007815.

16: Wu TC, Lin YC, Chen HL, Huang PR, Liu SY, Yeh SL. The enhancing effect of genistein on apoptosis induced by trichostatin A in lung cancer cells with wild type p53 genes is associated with upregulation of histone acetyltransferase. Toxicol Appl Pharmacol. 2016 Feb 1;292:94-102. doi: 10.1016/j.taap.2015.12.028. PubMed PMID: 26768552.

17: Ha YR, Kang YJ, Lee SJ. In vivo study on splenomegaly inhibition by genistein in Plasmodium berghei-infected mice. Parasitol Int. 2015 Oct;64(5):369-76. doi: 10.1016/j.parint.2015.05.013. PubMed PMID: 26004668.

18: Qin J, Teng J, Zhu Z, Chen J, Huang WJ. Genistein induces activation of the mitochondrial apoptosis pathway by inhibiting phosphorylation of Akt in colorectal cancer cells. Pharm Biol. 2016;54(1):74-9. doi: 10.3109/13880209.2015.1014921. PubMed PMID: 25880142.

19: Silvestre MA, Vicente-Fiel S, Raga E, Salvador I, Soler C, Yániz JL. Effect of genistein added to bull semen after thawing on pronuclear and sperm quality. Anim Reprod Sci. 2015 Dec;163:120-7. doi: 10.1016/j.anireprosci.2015.10.006. PubMed PMID: 26552873.

20: Salleh N, Ismail N, Muniandy S, Korla PK, Giribabu N. Combinatorial effects of genistein and sex-steroids on the level of cystic fibrosis transmembrane regulator (CFTR), adenylate cyclase (AC) and cAMP in the cervix of ovariectomised rats. Reprod Toxicol. 2015 Dec;58:194-202. doi: 10.1016/j.reprotox.2015.10.017. PubMed PMID: 26529183.