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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)
Citations (3)
Literature (2)
Pathways (1)

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
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.

Solubility Data for Gossypol

Solvent Max Conc. mg/mL Max Conc. mM
ethanol 12.96 25 with gentle warming
DMSO 12.96 25

Preparing Stock Solutions for Gossypol

The following data is based on the product molecular weight 518.56. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
0.25 mM 7.71 mL 38.57 mL 77.14 mL
1.25 mM 1.54 mL 7.71 mL 15.43 mL
2.5 mM 0.77 mL 3.86 mL 7.71 mL
12.5 mM 0.15 mL 0.77 mL 1.54 mL

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Product Datasheets for Gossypol

Certificate of Analysis / Product Datasheet
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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

If you know of a relevant reference for Gossypol, please let us know.

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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:

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

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

Do you know of a great paper that uses Gossypol from Tocris? Please let us know.

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Literature in this Area

Tocris offers the following scientific literature in this area to showcase our products. We invite you to request* your copy today!

*Please note that Tocris will only send literature to established scientific business / institute addresses.

Parkinson's Disease Poster

Parkinson's Disease Poster

Parkinson's disease (PD) causes chronic disability and is the second most common neurodegenerative condition. This poster outlines the neurobiology of the disease, as well as highlighting current therapeutic treatments for symptomatic PD, and emerging therapeutic strategies to delay PD onset and progression.

Programmed Cell Death Poster

Programmed Cell Death Poster

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

Apoptosis Signaling Pathway

Apoptosis Signaling Pathway

Apoptosis is a physiological process for cell death that is critical during aging and development. It may also be referred to as cell 'suicide'. Apoptosis can be triggered by events both inside and outside of the cell.