Size | Price | Stock | Qty |
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50mg |
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100mg |
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Other Sizes |
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Targets |
Bcl-xL (Ki = 0.5-0.6 μM); Bcl-2 (Ki = 0.2-0.3 mM)
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ln Vitro |
Gossypol, a naturally occurring substance extracted from cottonseeds and roots, has been investigated as a potential anticancer agent. Several clinical trials have examined the racemic form of Gossypol [(±)-Gossypol], which is well tolerated. The racemic form of Gossypol ((±)-Gossypol) has a Ki of 0.5 to 0.6 μM when it binds to the Bcl-xL protein. Additionally, (±)-Gossypol has a strong affinity for the Bcl-2 protein, with a Ki value of 0.2–0.3 mM. The (-)-Gossypol and (+)-Gossypol enantiomers are both present in the naturally occurring racemic Gossypol. In 6-day MTT assays, Gossypol's racemic form and each of its enantiomers are evaluated against UM-SCC-6 and UM-SCC-14A. In both of the tested cell lines, (-)-Gossypol exhibits a greater growth inhibition compared to (±)-Gossypol than (+)-Gossypol (P 0.001). With (±)-Gossypol, an intermediate growth inhibitory effect is seen, but only at the higher dose of Gossypol (10 μM, P<0.0001)[1].
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Cell Assay |
In a 6-day MTT cell survival assay, two representative UM-SCC cell lines, UM-SCC-6 and UM-SCC-14A, are continuously exposed to 0, 5, or 10 μM of (±)-Gossypol, (-)-Gossypol, or (+)-Gossypol[1].
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References |
Molecular Formula |
C30H30O8
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Molecular Weight |
518.5544
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Exact Mass |
518.19407
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Elemental Analysis |
C, 69.49; H, 5.83; O, 24.68
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CAS # |
303-45-7
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Related CAS # |
Gossypol (acetic acid);12542-36-8;Gossypol-13C2
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Appearance |
Solid powder
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SMILES |
CC1=CC2=C(C(=C(C(=C2C(C)C)O)O)C=O)C(=C1C3=C(C4=C(C=C3C)C(=C(C(=C4C=O)O)O)C(C)C)O)O
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InChi Key |
QBKSWRVVCFFDOT-UHFFFAOYSA-N
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InChi Code |
InChI=1S/C30H30O8/c1-11(2)19-15-7-13(5)21(27(35)23(15)17(9-31)25(33)29(19)37)22-14(6)8-16-20(12(3)4)30(38)26(34)18(10-32)24(16)28(22)36/h7-12,33-38H,1-6H3
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Chemical Name |
7-(8-formyl-1,6,7-trihydroxy-3-methyl-5-propan-2-ylnaphthalen-2-yl)-2,3,8-trihydroxy-6-methyl-4-propan-2-ylnaphthalene-1-carbaldehyde
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Synonyms |
Cottonseed Meal Toxin; Pogosin; Gossypol; BL-193; BL 193; BL193; NSC 624336; NSC 56817
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HS Tariff Code |
2934.99.9001
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Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month Note: This product requires protection from light (avoid light exposure) during transportation and storage. |
Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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Solubility (In Vitro) |
DMSO: 33.3~100 mg/mL (64.3~192.9 mM)
Ethanol: 8 mg/mL (~15.4 mM) |
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Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.08 mg/mL (4.01 mM) (saturation unknown) in 10% DMSO + 40% PEG300 +5% Tween-80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 + to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.  (Please use freshly prepared in vivo formulations for optimal results.) |
Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
1 mM | 1.9285 mL | 9.6423 mL | 19.2845 mL | |
5 mM | 0.3857 mL | 1.9285 mL | 3.8569 mL | |
10 mM | 0.1928 mL | 0.9642 mL | 1.9285 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration: mg/mL;
Method for preparing DMSO stock solution: mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation::Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.
Relative growth-inhibitory effect of gossypol enantiomers. Clin Cancer Res . 2004 Nov 15;10(22):7757-63. td> |
Growth inhibition of HNSCC cells by (−)-gossypol. Clin Cancer Res . 2004 Nov 15;10(22):7757-63. td> |
Bcl-2 family protein expression and sensitivity to (−)-gossypol. Clin Cancer Res . 2004 Nov 15;10(22):7757-63. td> |
Apoptosis after (−)-gossypol treatment as measured by TUNEL (Alexa Fluor-BrdUrd) assay. Clin Cancer Res . 2004 Nov 15;10(22):7757-63. td> |