Toggle Nav
Close
  • Menu
  • Setting

Gossypol

Catalog No.
N2135
PAF inhibitor;anti-fertility and anti-cancer
Grouped product items
SizePriceStock Qty
10mM (in 1mL DMSO)
$61.00
In stock
50mg
$55.00
In stock
100mg
$88.00
In stock
200mg
$143.00
In stock
For scientific research use only and should not be used for diagnostic or medical purposes.

Tel: +1-832-696-8203

Email: [email protected]

Worldwide Distributors

Background

Gossypol is a natural phenol compound derived from cotton stems, leaves, seeds, and flower buds.Gossypol has a 518.55 Dalton molecular weight and a yellow pigment. The most common toxic effectof Gossypolis the impairment of male and female reproduction. Another important toxic effect is its interference with immune function, reducing an animal’s resistance to infections and impairing the efficiency of vaccines[1].

In vitro: In bovine granulosa cells, treatment with gossypol dose-dependently decreased hCG-induced cAMP formation. Gossypol (12.5 μg/ml) inhibited basal cAMP level and progesterone secretion(2). Gossypol (50 and 100 μg/ml) decreased the percentage of sperm that completed the swim-up procedure. When cultured with5 or 10 μg/ml gossypol, development of cleaved embryos was reduced(3). In the lymphocytes isolated from lymph nodes of BALB/c mice, gossypol significantly inhibited the proliferation of mouse lymphocytes stimulated with phorbol ester plus ionomycin in a dose-dependent manner. Gossypol significantly suppressed the lymphoblastic transformation of both T and B lymphocyte subsets. Moreover, gossypol could induce apoptosis of lymphocytes in a time- and dose-dependent manner (4).

In vivo: In male Sprague-Dawley rats, gossypol (25 mg/kg, i.p.) caused marked changes in the activity of the hepatic and serum γ-glutamyltransferase (GGT) and microsomal monooxygenases (5). Rats that received lower gossypol doses (15 mg/kg/day for four weeks or 30 mg/kg/day for two weeks) showed morphological changes in the liver(6).

References:
[1].  Gadelha I C N, Fonseca N B S, Oloris S C S, et al. Gossypol toxicity from cottonseed products[J]. The Scientific World Journal, 2014, 2014.
[2].  Lin Y C, Coskun S, Sanbuissho A. Effects of gossypol on in vitro bovine oocyte maturation and steroidogenesis in bovine granulosa cells[J]. Theriogenology, 1994, 41(8): 1601-1611.
[3].  Brocas C, Rivera R M, Paula-Lopes F F, et al. Deleterious actions of gossypol on bovine spermatozoa, oocytes, and embryos[J]. Biology of reproduction, 1997, 57(4): 901-907.
[4].  Xu W, Xu L, Lu H, et al. The immunosuppressive effect of gossypol in mice is mediated by inhibition of lymphocyte proliferation and by induction of cell apoptosis[J]. ActaPharmacologicaSinica, 2009, 30(5): 597-604.
[5].  Deoras D P, Young-Curtis P, Dalvi R R, et al. Effect of gossypol on hepatic and serum γ-glutamyltransferase activity in rats[J]. Veterinary research communications, 1997, 21(5): 317-323.
[6].  Ying W, Hai-Peng L. Hepatotoxicity of gossypol in rats[J]. Journal of ethnopharmacology, 1987, 20(1): 53-64.

Product Citation

Chemical Properties

Physical AppearanceA solid
StorageStore at -20°C
M.Wt518.55
Cas No.303-45-7
FormulaC30H30O8
Solubility≥25.95 mg/mL in DMSO; insoluble in H2O; ≥2.1 mg/mL in EtOH
Chemical Name7-(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
SDFDownload SDF
Canonical SMILESOC1=C(O)C(C=O)=C(C(O)=C(C2=C(C)C=C(C(C(C)C)=C(O)C(O)=C3C=O)C3=C2O)C(C)=C4)C4=C1C(C)C
Shipping ConditionSmall Molecules with Blue Ice, Modified Nucleotides with Dry Ice.
General tips We do not recommend long-term storage for the solution, please use it up soon.

Biological Activity

Description Gossypol is an inhibitor of platelet-activating factor (PAF).
Targets PAF          
IC50            

Quality Control

Chemical structure

Gossypol

Related Biological Data

Gossypol

Related Biological Data

Gossypol