Gossypol

Gossypol

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Polyphenol C30H30O8 from plants of the Gossypium genus, Malvaceae.

ST065835
Molecular Weight: 518.6
Melting Point: 177-182°C (decomp.)
Purity min.: 98%
CAS Number: 303-45-7
Racemic mixture, unknown ratio
IDNUMBER: ST065835

Gossypol is available for large-scale (1, 10, 100 kg) production at our facilities.


We offer unique compounds derived from gossypol.
Please Download PDF of the entire list of 88 Gossypol Derivatives. Excel File Download SDF File Download
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Supporting information about Gossypol and related molecules can be accessed in the following review, which "summarizes current knowledge about gossypol, its stereochemistry, tautomerism, and the many varied reactions the gossypol molecule can undergo."

James A. Kenar. Reaction Chemistry of Gossypol and Its Derivatives. Review. April 2006. Cereal Products and Food Science Research, NCAUR, ARS, USDA, Peoria, Illinois 61604. J11134 in JAOCS 83, 269–302

                                                     

Reference:
Tripathi AK, et.al. An alpha-proteobacterial type malate dehydrogenase may complement LDH function in Plasmodium falciparum. Cloning and biochemical characterization of the enzyme. Eur J Biochem. 2004 Sep;271(17):3488-502
Conners R, et al. Mapping the binding site for gossypol-like inhibitors of Plasmodium falciparum lactate dehydrogenase. Mol Biochem Parasitol. 2005 Aug;142(2):137-48
Choi S., et al. Design, Synthesis, and Biological Evaluation of Plasmodium falciparum Lactate Dehydrogenase. J. Med. Chem. 2007, 3841-3850 BioScreening.net: About Gossypol


Definitions of Gossypol

- An anticancer drug extracted from the cotton plant

- Gossypol is a polyphenol C30H30O8derived from the cottonseed plant (genus Gossypium, family Malvaceae)used as a male oral contraceptive in China. Its efficacy is comparable to the female birth control pill.

- A pigment normally found in cotton which gives this crop some resistance to insects
Gossypol Biological Properties

  • A polyphenolic aldehyde that permeates cells and acts as an inhibitor for several dehydrogenase enzymes.
  • Gossypol is antimalarial being the selective inhibitor of Plasmodium falciparum (pfLDH over hLDHs), an essential enzyme for energy generation within malarial parasite.
  • Posesses proapoptotic properties, probably due to the regulation of the Bax and Bcl2.
  • Reversibly inhibits Calcineurin and binds to calmodulin.
  • Inhibits replication of the HIV-1 virus.
  • An effective protein kinase C inhibitor.



Additional information about Gossypol:

Gossipol, Gossypol Dipotassium Salt; Gossypol Sodium Salt; Gossypol, (+)-Isomer; Gossypol, (+-)-Isomer; Gossypol, (-)-Isomer; Dipotassium Salt, Gossypol; Sodium Salt, Gossypol.

A dimeric sesquiterpene found in cottonseed (GOSSYPIUM). The (-) isomer is active as a male contraceptive (CONTRACEPTIVE AGENTS, MALE) whereas toxic symptoms are associated with the (+) isomer.

GOSSYPIUM

A plant genus of the family MALVACEAE. It is the source of COTTON FIBER; COTTONSEED OIL, which is used for cooking, and GOSSYPOL. The economically important cotton crop is a major user of agricultural PESTICIDES.
Gossypol Derivatives We also offer unique compounds derived from gossypol - Gossypol Derivatives.

 


Product Name

Gossypol

Botanical Source

Cotton

Batch Number

000012

Used Part

Seeds

Batch Quantity

1kg

Analysis Date

Feb. 20, 2006

Manufacture Date

Jan. 17, 2006

Certificate Date

Feb. 23, 2006

 



Items

Specification

Results

Appearance

Light yellow fine powder

Complies

mp

177-180

178-179

Loss on drying

Max.   1%

0.4%

Residue on ignition

Max.  0.2%

0.2%

Assay by NMR

Min.   98%

98.5%
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