D1634

Diosgenin

≥93%

• Synonym(s): (25R)-5-Spirosten-3β-ol, 3β-Hydroxy-5-spirostene, Nitogenin
• Empirical Formula (Hill Notation): C₂₇H₄₂O₃
• CAS Number: 512-04-9
• Molecular Weight: 414.62
• Beilstein: 94582
• EC Number: 208-134-3
• MDL number: MFCD00016887
• UNSPSC Code: 12352200
• PubChem Substance ID: 24893501
• NACRES: NA.77

Properties

• Assay: ≥93%
• form: powder
• SMILES string: [H][C@]12C[C@@]3([H])[C@]4([H])CC=C5C[C@@H](O)CC[C@]5(C)[C@@]4([H])CC[C@]3(C)[C@@]1([H])[C@H](C)[C@@]6(CC[C@@H](C)CO6)O2
• 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
• InChI key: WQLVFSAGQJTQCK-VKROHFNGSA-N
• Gene Information: human ... UGT1A4(54657)

Description

General description

Diosgenin is a triterpene and a glycone derivative of dioscin. Yams, Trigonella foenum-graecum and Costus speciosus are some of its source.

Application

Diosgenin has been:

• used as a standard in the analysis of total saponins in Sapindus rarak
• orally administered to the rats to study its role against atherogenic diet-induced production of inflammatory mediators in heart, liver and brain
• used as a standard compound to determine the saponins content in chickpea and Tribulus terrestris

Biochem/physiol Actions

Diosgenin induces apoptosis in colon cancer cell lines and induces apoptosis, cell cycle arrest and cyclooxygenase activity in osteosarcoma cells. It serves as a precursor in steroid drug production. Diosgenin is shown to promote cholesterol production by stimulating biliary excretion. It influences lipoxygenase induced human erythroleukemia cell line differentiation.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 2
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves