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D1634

Diosgenin

Name: Diosgenin
Brand: SIGMA

≥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:

512-04-9

Molecular Weight:

414.62

NACRES:

NA.77

PubChem Substance ID:

24893501

UNSPSC Code:

12352200

EC Number:

208-134-3

MDL number:

MFCD00016887

Beilstein/REAXYS Number:

94582

Assay:

≥93%

Form:

powder

Quality level:

200

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Product Name

Diosgenin, ≥93%

Quality Level

200

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)

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Bioactive Small Molecules

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.

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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Certificates of Analysis (COA)

Lot/Batch Number

0000495746

0000493068

0000492996

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Diosgenin, a plant-derived sapogenin, enhances regulatory T-cell immunity in the intestine of mice with food allergy.

Chung-Hsiung Huang et al.

Journal of natural products, 73(6), 1033-1037 (2010-05-15)

It was hypothesized that the suppressive effect of diosgenin (1) on the intestinal T helper (Th)2 responses is associated with an enhancement of the regulatory T-cell immunity. Ovalbumin (OVA)-sensitized BALB/c mice were gavaged daily with 1 and received repeatedly oral

Oral administration with diosgenin enhances the induction of intestinal T helper 1-like regulatory T cells in a murine model of food allergy.

Chung-Hsiung Huang et al.

International immunopharmacology, 42, 59-66 (2016-11-26)

Although the development of T helper (Th)1-like regulatory T (Treg) cells under Th1 inflammatory conditions has been reported, the role of Th1-like Treg cells in Th2 allergic responses remains mostly unclear. We previously demonstrated that diosgenin, the major sapogenin contained

Extraction of tannins and saponins from plant sources and their effects on in vitro methanogenesis and rumen fermentation

Yuliana P, et al.

Journal of the Indonesian Tropical Animal Agriculture, 39(2), 91-97 (2014)

Diosgenin ameliorates gestational diabetes through inhibition of sterol regulatory element-binding protein-1.

Shaofang Hua et al.

Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie, 84, 1460-1465 (2016-11-05)

Gestational diabetes (GD) is a pathological condition, affecting 2-5% of pregnant women. Diosgenin (DSG) possesses a variety of biological activities. The present study was designed to examine the effect of DSG on GD and to investigate the possible mechanism in

Inhibitory effect of diosgenin on experimentally induced benign prostatic hyperplasia in rats.

Jing Chen et al.

Journal of Huazhong University of Science and Technology. Medical sciences = Hua zhong ke ji da xue xue bao. Yi xue Ying De wen ban = Huazhong keji daxue xuebao. Yixue Yingdewen ban, 36(6), 806-810 (2016-12-08)

This study investigated the effect of diosgenin, a natural sapogenin possessing various pharmacological activities, on benign prostatic hyperplasia (BPH) in rats and the possible mechanisms. BPH was established in the castrated rats by subcutaneous injection of testosterone propionate. Animals were

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Global Trade Item Number

SKU	GTIN
D1634-100G	04061833560334
D1634-5G	04061835556458

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