177 to 182 °C (351 to 360 °F; 450 to 455 K) (decomposes)
Boiling point
707 °C (1,305 °F; 980 K)
Hazards
GHS labelling:
Pictograms
Signal word
Warning
Hazard statements
H351
Precautionary statements
P201, P202, P281, P308+P313, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references
Chemical compound
Gossypol (/ˈɡɒsəpɒl/) is a natural phenol derived from the cotton plant (genus Gossypium). Gossypol is a phenolic aldehyde that permeates cells and acts as an inhibitor for several dehydrogenase enzymes. It is a yellow pigment. The structure exhibits atropisomerism, with the two enantiomers having different biochemical properties.[1]
Among other applications, it has been tested as a male oral contraceptive in China. In addition to its putative contraceptive properties, gossypol has also long been known to possess antimalarial properties.[2]
^Beise, Chase L.; Dowd, Michael K.; Reilly, Peter J. (2005). "Conformational analysis of gossypol and its derivatives by molecular mechanics". Journal of Molecular Structure: THEOCHEM. 730 (1–3): 51–58. doi:10.1016/j.theochem.2005.05.010.
^Dodou, Kalliopi (2005-10-28). "Investigations on gossypol: past and present developments". Expert Opinion on Investigational Drugs. 14 (11): 1419–1434. doi:10.1517/13543784.14.11.1419. ISSN 1354-3784. PMID 16255680. S2CID 32120983.
Gossypol (/ˈɡɒsəpɒl/) is a natural phenol derived from the cotton plant (genus Gossypium). Gossypol is a phenolic aldehyde that permeates cells and acts...
cotton plants. Gossypol can have various chemical structures. It can exist in three forms: gossypol, gossypol acetic acid, and gossypol formic acid. All...
contain toxic chemicals, in particular the polyphenolic compound gossypol. The gossypol is highly toxic to animals and is an element of the plant direct...
ruminants like cattle, goats, and sheep. Cottonseed meal also contains gossypol and cyclopropenoid fatty acids. Cottonseed meal should only be fed to adult...
resistant, 24% stacked product and 14% herbicide resistant. Cotton has gossypol, a toxin that makes it inedible. However, scientists have silenced the...
insect pests, which suggests the natural purpose of gossypol is to deter pests. The impact of gossypol in agriculture is it makes cotton plants poisonous...
used as fertilizer; for example, cottonseed contains a toxic pigment, gossypol, that must be removed before processing. In Nepalese cuisine the oil cake...
hydrogenated as much as other polyunsaturated oils to achieve similar results. Gossypol is a toxic, yellow, polyphenolic compound produced by cotton and other...
Cottonseeds are toxic to humans and most animals due to the presence of gossypol, though it is tolerated by cows, and cannot be consumed by humans without...
heart failure, and are not recommended. This includes aconite, ginseng, gossypol, gynura, licorice, lily of the valley, tetrandrine, and yohimbine. Aconite...
cotton Gossypium hirsutum L. lines lower in anther monosaccharides and gossypol". Journal of Agricultural and Food Chemistry. 43 (10): 2735–2739. doi:10...
apparently unique possession of glands able to synthesize the pigment gossypol. The following genera are recognised. The Germplasm Resources Information...
are bisphenol A, nonylphenol and octylphenol. Depo-Provera, Adjudin, and gossypol are examples of substances used as male contraceptives or in chemical castration...
"Evaluation of genetically-improved (glandless) and genetically-modified low-gossypol cottonseed meal as alternative protein sources in the diet of juvenile...
synthase, a key enzyme in gossypol production, without affecting the enzyme's production in other parts of the plant, where gossypol is itself important in...
Bishop Press. 924 p. Sapath, D.S.; Balaram, P. 1986. Resolution of racemic gossypol and interaction of individual enantiomers with serum albumins and model...
able to reach water deep under the ground. Sturt's desert rose contains gossypol, a chemical toxic to animals other than ruminants. The first European to...
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