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D1634 Sigma-Aldrich

Diosgenin

≥93%

Synonym: (25R)-5-Spirosten-3β-ol, 3β-Hydroxy-5-spirostene, Nitogenin

  • CAS Number 512-04-9

  • Empirical Formula (Hill Notation) C27H42O3

  • Molecular Weight 414.62

  •  Beilstein/REAXYS Number 94582

  •  EC Number 208-134-3

  •  MDL number MFCD00016887

  •  PubChem Substance ID 24893501

  •  NACRES NA.77

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Properties

Related Categories Agave sisalana, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Biochemicals and Reagents, Cell Biology,
Quality Level   200
assay   ≥93%
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

Packaging

5, 100 g in poly bottle

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 & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 2
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

BACSMLS Online Plate Map

BACSMLS compounds are conveniently provided at 5µg per well, enough for multiple injections. These are high purity (>95%) compounds supplied in an economical, ready to use format. Compounds are arran...
Keywords: Metabolites

Peer-Reviewed Papers
15

References

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