Description
Diosgenin, a steroid sapogenin, is the product of hydrolysis by acids, strong bases, or enzymes of saponins, extracted from the tubers of Dioscorea wild yam, such as the Kokoro. The sugar-free (aglycone), diosgenin is used for the commercial synthesis of cortisone, pregnenolone, progesterone, and other steroid products. Diosgenin is an important medicine for the treatment of cardiovascular diseases, leukemia, encephalitis, skin diseases and tumors.
Synonyms
(3β,25R)-spirost-5-en-3-ol; 3β-hydroxy-5-spirostenenitogenin; Nitogenin; Spirost-5-en-3-ol, (3b,25R)-; (20R,25R)-Spirost-5-en-3beta-ol; (3beta,25R)-spirost-5-en-3-ol
IUPAC Name
(1S,2S,4S,5'R,6R,7S,8R,9S,12S,13R,16S)-5',7,9,13-tetramethylspiro[5-oxapentacyclo[10.8.0.02,9.04,8.013,18]icos-18-ene-6,2'-oxane]-16-ol
Molecular Formula
C27H42O3
Canonical SMILES
CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC=C6C5(CCC(C6)O)C)C)C)OC1
InChI
InChI=1S/C27H42O3/c1-16-7-12-27(29-15-16)17(2)24-23(30-27)14-22-20-6-5-18-13-19(28)8-10-25(18,3)21(20)9-11-26(22,24)4/h5,16-17,19-24,28H,6-15H2,1-4H3/t16-,17+,19+,20-,21+,22+,23+,24+,25+,26+,27-/m1/s1
InChIKey
WQLVFSAGQJTQCK-VKROHFNGSA-N
Boiling Point
473.46°C at 760 mmHg
Application
anti-inflammatory and anticancer