gossypol

Description

gossypol · CAS 303-45-7 · C30H30O8. UNII 8DY2X8LXW4. Melting Point: 178 - 183 °C; LogP: 2.75.

Identification

CAS Registry Number	303-45-7
PubChem CID	3503
Molecular formula	C30H30O8
IUPAC 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
UNII (FDA)	8DY2X8LXW4

Computed Descriptors

Molecular Weight	518.6
XLogP3	6.9
Hydrogen Bond Donor Count	6
Hydrogen Bond Acceptor Count	8
Rotatable Bond Count	5
Exact Mass	518.19406791
Monoisotopic Mass	518.19406791
Topological Polar Surface Area	156
Heavy Atom Count	38
Formal Charge	0

Physical & Chemical Properties

Melting Point	178 - 183 °C
LogP	2.75

Physical description & handling notes

• Solid
• Yellow, crystalline pigment
• Exists in 3 tautomeric forms. Yellow crystals from ether
• 184 °C (from ether); 199 °C (from chloroform); 214 °C (from ligroin)
• Very soluble in methanol, ethanol, cold dioxane, diethylene glucol, ether, ethyl acetate, acetone, carbon tetrachloride, pyridine, chloroform, DMF, lipds. Freely soluble (with slow desomposition) in dilute aqueous solutions of ammonia and sodium carbonate. Slightly soluble in glycerol, cyclohexane. Insoluble in water.
• Insoluble in water; soluble in alcohol

GHS Hazard Classification

Reported hazard statements	H302 (20.5%), H351 (98.8%), H360 (19.3%)

Documented Uses

• Stabilizer for vinyl polymers, has possibilities as a biodegradable insecticide and male contraceptive, actively investigated in China.
• Gossypol is a plant toxin found in the cotton plant (genus Gossypium, family Malvaceae). Among other things, it has been tested as a male oral contraceptive in China. In addition to its contraceptive properties, gossypol has also long been known to possess anti-malarial properties. (L1239)
• Gossypol is present in the /cotton/ seed in concentrations of 0.4 -2.0%
• Functions as a natural insecticide in /cottonseed/ plants
• /Experimental Therapy/ ... a series of new and known bis-Schiff base analogs of chiral gossypol were synthesized, and their anticancer activity on HeLa, U87 and M85 cells was tested. The results showed that through a simple chemical modification, less active (+)-gossypol could be converted into more active derivatives. When compared with (-)-gossypol, many more potent compounds that could be the promising anticancer agents were found, and some of them were more potent than the anticancer drug Cisplatin against all
• For more Therapeutic Uses (Complete) data for Gossypol (7 total), please visit the HSDB record page.

Synonyms

gossypol; 303-45-7; Pogosin; Tash 1; No Fertil; DTXSID5023110; (+-)-Gossypol; BL 193; CCRIS 2689; NSC 624336; NSC56817; NSC 56817; NSC-56817; NSC-624336; BRN 1917878; KAV15B369O

Frequently Asked Questions

What are the CAS number and molecular formula of gossypol?

CAS 303-45-7; molecular formula C30H30O8; molecular weight — g/mol.

What other names is gossypol known by?

gossypol, 303-45-7, Pogosin, Tash 1, No Fertil, DTXSID5023110.

Is gossypol classified as hazardous?

Hazard statements reported: H302, H351, H360.

What are the key physical properties of gossypol?

Melting Point: 178 - 183 °C; LogP: 2.75.

Facts on this page are taken from PubChem (US National Library of Medicine) and Wikidata. Grade-specific data — assay, moisture, particle size, packaging, shelf life — is issued per batch on the COA and is not published here.