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Key Documents

SMB00576

Sigma-Aldrich

Dioscin

≥95% (HPLC)

Synonym(s):

Collettiside III, Diosgenin bis-α-L-rhamnopyranosyl-(1→2,1→4)-beta-D-glucopyranoside, Polyphyllin III

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About This Item

Empirical Formula (Hill Notation):
C45H72O16
CAS Number:
Molecular Weight:
869.04
MDL number:
UNSPSC Code:
12352205
PubChem Substance ID:
NACRES:
NA.25

Quality Level

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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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