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Diosgenin

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Diosgenin Basic information
Diosgenin Chemical Properties
  • Melting point:205-208°C
  • Boiling point:473.46°C (rough estimate)
  • alpha D25 -129° (c = 1.4 in CHCl3)
  • Density 1.0483 (rough estimate)
  • refractive index 1.4700 (estimate)
  • storage temp. Refrigerator
  • solubility chloroform: 20 mg/mL, clear, slightly yellow
  • Water Solubility Soluble in chloroform (50 mg/ml), ethanol (83 mg/ml at 25°C), water (<1 mg/ml at 25°C), DMSO (<1 mg/ml at 25°C), and methanol.
  • Merck 14,3295
  • BRN 94582
  • CAS DataBase Reference512-04-9(CAS DataBase Reference)
  • NIST Chemistry ReferenceDiosgenin(512-04-9)
Safety Information
  • Hazard Codes Xi
  • Risk Statements 36/37/38
  • Safety Statements 26-36/37-24/25
  • WGK Germany 2
  • RTECS WH1450000
  • HS Code 29329990
MSDS
Diosgenin Usage And Synthesis
  • Chemical PropertiesWhite to Off-White Dolid
  • Usesantiinflammatory, estrogen
  • UsesAglicone of saponin dioscin. Diosgenin exists in some food supplements and herbal medicines and lowers plasma cholesterol by increasing fecal cholesterol excretion. e and Progesterone.
  • Usespregnenolone and progesterone precursor
  • Anticancer ResearchIt is a steroidal saponin and legumes and yams are the rich sources of it. It is a notoriousprecursor of several synthetic steroidal drugs. It suppresses growth of cells andinduces apoptosis in human osteosarcoma, colon cancer, and leukemia. Its anticancermechanism is by arresting the cell cycle, disrupting the calcium homeostasis,activating p53, releasing apoptosis inducing factors, and modulating caspase-3activity. It suppresses NF-κB activation induced by TNF as a result of DNA binding,IκBα kinase activation, degradation, phosphorylation, p65 nuclear translocation,and phosphorylation. It suppresses proliferation and invasion and induces apoptosisby downregulation of cFLIP, cyclin-D1, TRAF1, COX-2, c-myc, Bfl-1/A1, BclxL,IAP1, Bcl-2, and MMP-9 (Aggarwal et al. 2008; Raju and Mehta 2008).
  • Purification MethodsCrystallise diosgenin from acetone, and chromatograph it on Al2O3 and elute with *C6H6/Et2O (9:1), then recrystallise it from MeOH. Its solubility is ~4% in H2O and 5% in CHCl3. The acetate crystallises from AcOH with m 198o; and has [] D 20 -119o (pyridine). [Marker et al. J Am Chem Soc 65 1199 1943. Mazur et al. J Am Chem Soc 82 5889 1960, Beilstein 19 IV 862.]
Diosgenin Preparation Products And Raw materials
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