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Substance Name: Diosgenin
RN: 512-04-9
UNII: K49P2K8WLX
InChIKey: WQLVFSAGQJTQCK-VKROHFNGSA-N

Note

  • A spirostan found in DIOSCOREA and other plants. The 25S isomer is called yamogenin. Solasodine is a natural derivative formed by replacing the spiro-ring with a nitrogen, which can rearrange to SOLANINE.

Molecular Formula

  • C27-H42-O3

Molecular Weight

  • 414.6258
 
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Names and Synonyms

Name of Substance

  • Diosgenin

MeSH Heading

  • Diosgenin

Synonyms

  • 22alpha-Spirost-5-en-3beta-ol
  • 5-19-03-00030 (Beilstein Handbook Reference)
  • BRN 0094582
  • CCRIS 6803
  • Diosgenin
  • EINECS 208-134-3
  • Nitogenin
  • NSC 33396
  • SP 37
  • UNII-K49P2K8WLX

Systematic Names

  • (20R,25R)-Spirost-5-en-3beta-ol
  • Diosgenin
  • Spirost-5-en-3-beta-ol, (25R)-
  • Spirost-5-en-3-ol, (3beta,25R)- (9CI)
  • Spirost-5-en-3beta-ol, (25R)- (8CI)

Registry Numbers

CAS Registry Number

  • 512-04-9

FDA UNII

  • K49P2K8WLX

System Generated Number

  • 0000512049

Structure Descriptors

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

Smiles

C[C@@H]1CC[C@@]2(OC1)O[C@H]3C[C@H]4[C@@H]5CC=C6C[C@@H](O)CC[C@]6(C)[C@H]5CC[C@]4(C)[C@H]3[C@@H]2C

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 3564mg/kg (3564mg/kg) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) Pharmaceutical Chemistry Journal Vol. 11, Pg. 1095, 1977.
mouse LD50 oral > 8gm/kg (8000mg/kg) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) Pharmaceutical Chemistry Journal Vol. 11, Pg. 1095, 1977.
rat LD50 intraperitoneal 4872mg/kg (4872mg/kg) BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) Pharmaceutical Chemistry Journal Vol. 11, Pg. 1095, 1977.
rat LD50 oral > 8gm/kg (8000mg/kg)   Pharmaceutical Chemistry Journal Vol. 11, Pg. 1095, 1977.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 205.5 deg C   EXP
log P (octanol-water) 6.340 (none)   EST
Water Solubility 0.02 mg/L 25 EXP
Atmospheric OH Rate Constant 1.51E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.