Gossypol

Pricing Availability   Qty
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)
Datasheet
Citations (3)
Reviews
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
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.

Solubility Data for Gossypol

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
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.

View Related Products by Target

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:

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

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


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Reviews for Gossypol

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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!

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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.