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Anba Pharma Gossypol CAS No.: 303-45-7 .. Product #: Anba-001066


Catalog No.: Anba-001066
Weight: 10mg
Call for Price: 610-883-0668

Gossypol is a n orally-active polyphenolic aldehyde with potential antineoplastic activity. Derived primarily from unrefined cottonseed oil, gossypol induces cell cycle arrest at the G0/G1 phase, thereby inhibiting DNA replication and inducing apoptosis. This agent also inhibits cell-signaling enzymes, resulting in inhibition of cell growth, and may act as a male contraceptive. Check for active clinical trials or closed clinical trials using this agent. (NCI Thesaurus).

 1: Ye W, Chang HL, Wang LS, Huang YW, Shu S, Sugimoto Y, Dowd MK, Wan PJ, Lin YC. Induction of apoptosis by (-)-gossypol-enriched cottonseed oil in human breast cancer cells. Int J Mol Med. 2010 Jul;26(1):113-9. PubMed PMID: 20514430.
2: Zhang XQ, Huang XF, Mu SJ, An QX, Xia AJ, Chen R, Wu DC. Inhibition of proliferation of prostate cancer cell line, PC-3, in vitro and in vivo using (-)-gossypol. Asian J Androl. 2010 May;12(3):390-9. Epub 2010 Jan 18. PubMed PMID: 20081872.
3: Xu P, Ye W, Jen R, Lin SH, Kuo CT, Lin YC. Mitogenic activity of zeranol in human breast cancer cells is enhanced by leptin and suppressed by gossypol. Anticancer Res. 2009 Nov;29(11):4621-8. PubMed PMID: 20032412.
4: Wang X, Howell CP, Chen F, Yin J, Jiang Y. Gossypol--a polyphenolic compound from cotton plant. Adv Food Nutr Res. 2009;58:215-63. Review. PubMed PMID: 19878861.
5: Zerp SF, Stoter R, Kuipers G, Yang D, Lippman ME, van Blitterswijk WJ, Bartelink H, Rooswinkel R, Lafleur V, Verheij M. AT-101, a small molecule inhibitor of anti-apoptotic Bcl-2 family members, activates the SAPK/JNK pathway and enhances radiation-induced apoptosis. Radiat Oncol. 2009 Oct 23;4:47. PubMed PMID: 19852810; PubMed Central PMCID: PMC2771029.
6: Wang J, Zhou JY, Zhang L, Wu GS. Involvement of MKP-1 and Bcl-2 in acquired cisplatin resistance in ovarian cancer cells. Cell Cycle. 2009 Oct 1;8(19):3191-8. Epub 2009 Oct 7. PubMed PMID: 19755862.
7: Hu ZY, Sun J, Zhu XF, Yang D, Zeng YX. ApoG2 induces cell cycle arrest of nasopharyngeal carcinoma cells by suppressing the c-Myc signaling pathway. J Transl Med. 2009 Aug 23;7:74. PubMed PMID: 19698176; PubMed Central PMCID: PMC2742515.
8: El-Sharaky AS, Wahby MM, Bader El-Dein MM, Fawzy RA, El-Shahawy IN. Mutual anti-oxidative effect of gossypol acetic acid and gossypol-iron complex on hepatic lipid peroxidation in male rats. Food Chem Toxicol. 2009 Nov;47(11):2735-41. Epub 2009 Aug 6. PubMed PMID: 19665044.
9: Zhang L, Jiang H, Cao X, Zhao H, Wang F, Cui Y, Jiang B. Chiral gossypol derivatives: evaluation of their anticancer activity and molecular modeling. Eur J Med Chem. 2009 Oct;44(10):3961-72. Epub 2009 Apr 22. PubMed PMID: 19447525.
10: Stipanovic RD, Puckhaber LS, Liu J, Bell AA. Total and percent atropisomers of gossypol and gossypol-6-methyl ether in seeds from pima cottons and accessions of Gossypium barbadense L. J Agric Food Chem. 2009 Jan 28;57(2):566-71. PubMed PMID: 19113939.
11: Zhai G, Wu J, Zhao X, Yu B, Li H, Lu Y, Ye W, Lin YC, Lee RJ. A liposomal delivery vehicle for the anticancer agent gossypol. Anticancer Res. 2008 Sep-Oct;28(5A):2801-5. PubMed PMID: 19035313.
12: Etxebarria A, Landeta O, Antonsson B, Basañez G. Regulation of antiapoptotic MCL-1 function by gossypol: mechanistic insights from in vitro reconstituted systems. Biochem Pharmacol. 2008 Dec 1;76(11):1563-76. Epub 2008 Aug 12. PubMed PMID: 18762177.
13: Marzo I, Naval J. Bcl-2 family members as molecular targets in cancer therapy. Biochem Pharmacol. 2008 Oct 15;76(8):939-46. Epub 2008 Jun 28. PubMed PMID: 18638457.
14: Wang L, Sloper DT, Addo SN, Tian D, Slaton JW, Xing C. WL-276, an antagonist against Bcl-2 proteins, overcomes drug resistance and suppresses prostate tumor growth. Cancer Res. 2008 Jun 1;68(11):4377-83. PubMed PMID: 18519699; PubMed Central PMCID: PMC2410026.
15: Wang X, Beckham TH, Morris JC, Chen F, Gangemi JD. Bioactivities of gossypol, 6-methoxygossypol, and 6,6'-dimethoxygossypol. J Agric Food Chem. 2008 Jun 25;56(12):4393-8. Epub 2008 Jun 3. PubMed PMID: 18517219.
16: Ye W, Chang HL, Wang LS, Huang YW, Shu S, Dowd MK, Wan PJ, Sugimoto Y, Lin YC. Modulation of multidrug resistance gene expression in human breast cancer cells by (-)-gossypol-enriched cottonseed oil. Anticancer Res. 2007 Jan-Feb;27(1A):107-16. PubMed PMID: 17352222.
17: Zhang M, Liu H, Tian Z, Huang J, Remo M, Li QQ. Differential growth inhibition and induction of apoptosis by gossypol between HCT116 and HCT116/Bax(-/-) colorectal cancer cells. Clin Exp Pharmacol Physiol. 2007 Mar;34(3):230-7. PubMed PMID: 17250644.
18: Yeow WS, Baras A, Chua A, Nguyen DM, Sehgal SS, Schrump DS, Nguyen DM. Gossypol, a phytochemical with BH3-mimetic property, sensitizes cultured thoracic cancer cells to Apo2 ligand/tumor necrosis factor-related apoptosis-inducing ligand. J Thorac Cardiovasc Surg. 2006 Dec;132(6):1356-62. Epub 2006 Oct 30. PubMed PMID: 17140955.
19: Konac E, Ekmekci A, Yurtcu E, Ergun MA. An in vitro study of cytotoxic effects of gossypol on human epidermoid larynx carcinoma cell line (HEp-2). Exp Oncol. 2005 Mar;27(1):81-3. PubMed PMID: 15812364.
20: Xu L, Yang D, Wang S, Tang W, Liu M, Davis M, Chen J, Rae JM, Lawrence T, Lippman ME. (-)-Gossypol enhances response to radiation therapy and results in tumor regression of human prostate cancer. Mol Cancer Ther. 2005 Feb;4(2):197-205. PubMed PMID: 15713891.
CAS Num 303-45-7
Chemical Formula C30H30O8
Molecular Weight 518.5544
IUPAC Chemical Name 1,1',6,6',7,7'-hexahydroxy-5,5'-diisopropyl-3,3'-dimethyl-[2,2'-binaphthalene]-8,8'-dicarbaldehyde
Exact Mass 518.19407
Elemental Analysis C, 69.49; H, 5.83; O, 24.68
Synonym Cottonseed Meal Toxin; Gossypol
Solubility Soluble in DMSO, not in water
SMILES Code O=CC1=C(O)C(O)=C(C(C)C)C2=CC(C)=C(C3=C(C)C=C4C(C(C)C)=C(O)C(O)=C(C=O)C4=C3O)C(O)=C12
Targets and Effects N/A
Pathways Apoptosis
Appearance Solid powder
Purity >98%
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).
Shelf Life >5 years if stored properly

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Anba Pharma Company
3-H Gill Street, Suite 300
Woburn, MA 01801
United State

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