Detail of "90141-22-3"

CAS Number:
90141-22-3
Name:
[2,2'-Binaphthalene]-8,8'-dicarboxaldehyde,1,1',6,6',7,7'-hexahydroxy-3,3'-dimethyl-5,5'-bis(1-methylethyl)-, (2R)-
Molecular Structure:
Formula:
C30H30 O8
Molecular Weight:
518.5544
Synonyms:
[2,2'-Binaphthalene]-8,8'-dicarboxaldehyde,1,1',6,6',7,7'-hexahydroxy-3,3'-dimethyl-5,5'-bis(1-methylethyl)-, (R)-;(-)-Gossypol; (R)-(-)-Gossypol; (R)-Gossypol
Density:
1.403 g/cm3
Boiling Point:
707.9 ºCat 760 mmHg
Flash Point:
395.9ºC

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Inhibition by (+)- and (-)-isomers of gossypol of testosterone release from mouse Leydig cells in vitro: Inhibition by (+)- and (-)-isomers of gossypol of testosterone release from mouse Leydig cells in vitro. Sufi, S. B.; Donaldson, A.; Jeffcoate, S. L.; Matlin, S. A.; Zhou, R. H. (WHO Collab. Cent., Chelsea Hosp. Women, London SW3, UK). Contraception, 31(2), 159-64 (English) 1985. CODEN: CCPTAY. ISSN: 0010-7824. DOCUMENT TYPE: Journal CA Section: 2 (Mammalian Hormones) Pure prepns. of both (+)- [20300-26-9] and (-)-gossypol [90141-22-3] inhibited both basal and LH [9002-67-9]-stimulated release of testosterone [58-22-0] by isolated Leydig cells in a similar manner at concns. of 21 mM. The use of low doses of pure (-)-gossypol could inhibit fertility with less endocrine side effects.

Resolution of racemic gossypol: Resolution of racemic gossypol. Si, Yikang; Zhou, Jin; Huang, Liang (Inst. Mater. Med., Chin. Acad. Med. Sci., Beijing, Peop. Rep. China). Kexue Tongbao (Foreign Lang. Ed.), 28(11), 1574 (English) 1983. CODEN: KHTPBU. ISSN: 0454-0948. DOCUMENT TYPE: Journal CA Section: 2 (Mammalian Hormones) (+)-Gossypol [20300-26-9] and (-)-gossypol [90141-22-3] were resolved from the racemate using std. methods. Thus, Schiff base prepd. from (±)-gossypol [40112-23-0] and (+)-phenylisopropylamine was acetylated, chromatographed, and recrystd. by std. 303-45-7 and 20300-26-9 are also in the experiment. methods. One stereoisomer gave a m.p. = 155-156° and [a]D19° = 340.6 (c = 0.078, CHCl3), whereas the other gave m.p. = 166-167° and [a]D23° = -353.2° (c = 0.056, CHCl3). .