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D1634

Sigma-Aldrich

Diosgenin

≥93%

Synonim(y):

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

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About This Item

Wzór empiryczny (zapis Hilla):
C27H42O3
Numer CAS:
512-04-9
Masa cząsteczkowa:
414.62
Beilstein:
94582
Numer WE:
208-134-3
Numer MDL:
MFCD00016887
Kod UNSPSC:
12352200
Identyfikator substancji w PubChem:
24893501
NACRES:
NA.77

Próba

≥93%

Postać

powder

ciąg SMILES

[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

Klucz InChI

WQLVFSAGQJTQCK-VKROHFNGSA-N

informacje o genach

human ... UGT1A4(54657)

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Opis ogólny

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

Zastosowanie

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

Działania biochem./fizjol.

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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Kod klasy składowania

11 - Combustible Solids

Klasa zagrożenia wodnego (WGK)

WGK 2

Temperatura zapłonu (°F)

Not applicable

Temperatura zapłonu (°C)

Not applicable

Środki ochrony indywidualnej

Eyeshields, Gloves, type N95 (US)

Certyfikaty analizy (CoA)

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Hecogenin phyproof® Reference Substance

PHL83508

Hecogenin

Protodioscin from Dioscorea spp., ≥98% (HPLC)

Sigma-Aldrich

G0299

Protodioscin

Anti-Human IgE-Biotin antibody, Rabbit monoclonal recombinant, expressed in HEK 293 cells, clone RM122, purified immunoglobulin

Sigma-Aldrich

SAB5600183

Anti-Human IgE-Biotin antibody, Rabbit monoclonal

Tigogenin phyproof® Reference Substance

PHL83916

Tigogenin

Ruscogenin ≥98% (HPLC)

Sigma-Aldrich

SMB00295

Ruscogenin

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
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)
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
Lijuan Wang et al.
Journal of natural products, 76(5), 909-914 (2013-04-30)
The purpose of this study was to investigate the ameliorating effect of dioscin (1) on multidrug resistance (MDR) in adriamycin (ADR)-resistant erythroleukemic cells (K562/adriamycin, K562/ADR) and to clarify the molecular mechanisms involved. High levels of multidrug resistance 1 (MDR1) mRNA
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
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