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Merck
CN

D1634

Diosgenin

≥93%, apoptosis inducer, powder

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C27H42O3
CAS Number:
Molecular Weight:
414.62
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
208-134-3
MDL number:
Beilstein/REAXYS Number:
94582
Assay:
≥93%
Form:
powder
Quality level:
Technical Service
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Product Name

Diosgenin, ≥93%

Quality Level

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)

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.


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Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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Gautam Sethi et al.
Nutrients, 10(5) (2018-05-23)
Novel and alternative options are being adopted to combat the initiation and progression of human cancers. One of the approaches is the use of molecules isolated from traditional medicinal herbs, edible dietary plants and seeds that play a pivotal role
Antioxidative and hypolipidemic effects of diosgenin, a steroidal saponin of yam (Dioscorea spp.), on high-cholesterol fed rats
Son IS, et al.
Bioscience, Biotechnology, and Biochemistry, 71(12), 3063-3071 (2007)
Fatemeh Ganjeizadeh Rohani et al.
Journal of pharmaceutical and biomedical analysis, 174, 552-560 (2019-07-01)
A novel electropolymerized molecularly imprinted polymer (MIP) film, based on diosgenin on a glassy carbon electrode (GCE), has been synthesized. Based on density functional theory (DFT), para-aminobenzoic acid (pABA), which is a green substance, was selected from five functional monomers



Global Trade Item Number

SKUGTIN
D1634-100G04061833560334
D1634-5G04061835556458