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Description: Proapoptotic; downregulates Bcl-2 and Bcl-XL
Chemical Name: 1,1',6,6',7,7'-Hexahydroxy-3,3'-dimethyl-5,5'-bis(1-methylethyl)-[2,2'-binaphthalene]-8,8'-dicarboxaldehyde
Purity: ≥98% (HPLC)
Biological Activity for Gossypol
Gossypol is a lipophilic agent derived from cottonseed. Exhibits multiple biological effects including antifertility and anticancer activity. Proapoptotic; downregulates Bcl-2 and Bcl-XL.
R-enantiomer also available.
Technical Data for Gossypol
| M. Wt | 518.56 |
| Formula | C30H30O8 |
| Storage | Store at -20°C |
| Purity | ≥98% (HPLC) |
| CAS Number | 303-45-7 |
| PubChem ID | 3503 |
| InChI Key | QBKSWRVVCFFDOT-UHFFFAOYSA-N |
| Smiles | CC(C)C1=C(O)C(O)=C(C=O)C2=C(O)C(=C(C)C=C12)C1=C(O)C2=C(C=O)C(O)=C(O)C(C(C)C)=C2C=C1C |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Product Datasheets for Gossypol
Safety Datasheet is currently unavailable on-line.
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References for Gossypol
References are publications that support the biological activity of the product.
Coutinh (2002) Gossypol: a contraceptive for men. Contraception 65 259 PMID: 12020773
Vander Jagt et al (2000) Gosspyol: prototype of inhibitors targeted to dinucleotide folds. Curr.Med.Chem. 7 479 PMID: 10702620
Zhang et al (2003) Molecular mechanism of gossypol-induced cell growth inhibition and cell death of HT-29 human colon carcinoma cells. Biochem.Pharmacol. 66 93 PMID: 12818369
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Keywords: Gossypol, Gossypol supplier, Pro-apoptotic, downregulates, Bcl-2, Bcl-XL, Bax, Mcl-1, Family, 1964, Tocris Bioscience
3 Citations for Gossypol
Citations are publications that use Tocris products. Selected citations for Gossypol include:
Pang et al (2011) (-)-Gossypol suppresses the growth of human prostate cancer xenografts via modulating VEGF signaling-mediated angiogenesis. Mol Cancer Ther 10 795 PMID: 21372225
Hsiao et al (2012) Involvement of Smac, p53, and caspase pathways in induction of apoptosis by gossypol in human retinoblastoma cells. Mol Vis 18 2033 PMID: 22876131
Mani et al (2015) Chemoresistance is associated with increased cytoprotective autophagy and diminished apoptosis in bladder cancer cells treated with the BH3 mimetic (-)-Gossypol (AT-101). PLoS One 15 224 PMID: 25885284
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Literature in this Area
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There are two currently recognized forms of programmed cell death: apoptosis and necroptosis. This poster summarizes the signaling pathways involved in apoptosis, necroptosis and cell survival following death receptor activation, and highlights the influence of the molecular switch, cFLIP, on cell fate.
Pathways for Gossypol
