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SMB00576

Sigma-Aldrich

Dioscin

≥95% (HPLC)

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Synonym(s):
Collettiside III, Diosgenin bis-α-L-rhamnopyranosyl-(1→2,1→4)-beta-D-glucopyranoside, Polyphyllin III
Empirical Formula (Hill Notation):
C45H72O16
CAS Number:
19057-60-4
Molecular Weight:
869.04
MDL number:
MFCD02094174
UNSPSC Code:
12352205
PubChem Substance ID:
329825065
NACRES:
NA.25

Quality Level

200

Assay

≥95% (HPLC)

form

powder

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

2-8°C

SMILES string

C[C@@]12[C@]([C@@H]3C)([H])[C@](O[C@]34CC[C@@H](C)CO4)([H])C[C@@]1([H])[C@@](CC=C5[C@@]6(CC[C@H](O[C@@](O[C@H](CO)[C@@H](O[C@@](O[C@@H](C)[C@H](O)[C@H]7O)([H])[C@@H]7O)[C@@H]8O)([H])[C@@H]8O[C@@](O[C@@H](C)[C@H](O)[C@H]9O)([H])[C@@H]9O)C5)C)([H])[C@]6([H]

InChI

1S/C45H72O16/c1-19-9-14-45(54-18-19)20(2)30-28(61-45)16-27-25-8-7-23-15-24(10-12-43(23,5)26(25)11-13-44(27,30)6)57-42-39(60-41-36(52)34(50)32(48)22(4)56-41)37(53)38(29(17-46)58-42)59-40-35(51)33(49)31(47)21(3)55-40/h7,19-22,24-42,46-53H,8-18H2,1-6H3/t19-,20+,21+,22+,24+,25-,26+,27+,28+,29-,30+,31+,32+,33-,34-,35-,36-,37+,38-,39-,40+,41+,42-,43+,44+,45-/m1/s1

InChI key

VNONINPVFQTJOC-ZGXDEBHDSA-N

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General description

Dioscin is a highly fat-soluble steroid saponin found in many varieties of Dioscoreaceae plants including Dioscorea nipponica Makino.

Application

Dioscin has been used to study its anti-inflammatory and protective effects on neuron damage due to ischemia‑reperfusion injury (IRI). It has also been used as a commercial saponin to perform a comparative analysis and study its permeabilization power in respirometry technique.

Biochem/physiol Actions

Dioscin is a potent anti-tumor agent and elicits strong anti-cancer properties against several cancers like breast, renal, lung, and liver cancers, gastric carcinoma, acute myeloid leukemia. It displays hepatoprotective, cardioprotective, and nephroprotective properties. Dioscin also exerts anti-diabetic, antifungal, and antiviral effects.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

监管及禁止进口产品

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Aijun Liu et al.
Experimental and therapeutic medicine, 20(6), 231-231 (2020-11-06)
Cerebral ischemia is one of the most common clinical diseases characterized by high morbidity and mortality. Neurocyte apoptosis and a cascade of inflammatory signals following cerebral ischemia-reperfusion injury (IRI) may contribute to secondary brain damage, resulting in severe neurological damage.
Xufeng Tao et al.
Pharmacological research, 137, 259-269 (2018-10-14)
Currently, the numbers of patients with cancer, fibrosis, diabetes, chronic kidney disease, stroke and osteoporosis are increasing fast and fast. It's critical necessary to discovery lead compounds for new drug development. Dioscin, one active compound in some medicinal plants, has
Corinna Dawid et al.
Biochimica et biophysica acta. Bioenergetics, 1861(10), 148251-148251 (2020-07-01)
Saponins are a diverse group of secondary plant metabolites, some of which display hemolytic toxicity due to plasma membrane permeabilization. This feature is employed in biological applications for transferring hydrophilic molecules through cell membranes. Widely used commercial saponins include digitonin

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