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Merck
CN

SML3328

Methyl protodioscin

≥98% (HPLC)

Synonym(s):

(3β,​22α,​25R)​-​26-​(β-​D-​Glucopyranosyloxy)​-​22-​methoxyfurost-​5-​en-​3-​yl O-​6-​deoxy-​α-​L-​mannopyranosyl-​(1→2)​-​O-​[6-​deoxy-​α-​L-​mannopyranosyl-​(1→4)​]​-β-​D-​glucopyranoside, 22-O-Methylprotodioscin, Methylprotodioscin, NSC 698790

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About This Item

Empirical Formula (Hill Notation):
C52H86O22
CAS Number:
54522-52-0
Molecular Weight:
1063.23
UNSPSC Code:
12352200
NACRES:
NA.77
Form:
powder
Assay:
≥98% (HPLC)

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SMILES string

O1[C@H]([C@@H]([C@@H]([C@H]([C@@H]1C)O)O)O)O[C@H]2[C@@H](O[C@@H]([C@H]([C@@H]2O)O[C@@H]9O[C@H]([C@@H]([C@H]([C@H]9O)O)O)C)CO)O[C@H]3CC[C@@]4([C@@H]5[C@H]([C@H]6[C@@]([C@@H]7[C@@H](O[C@]([C@H]7C)(OC)CC[C@H](CO[C@@H]8O[C@@H]([C@H]([C@@H]([C@H]8O)O)O)CO)C)C6

InChI

1S/C52H86O22/c1-21(20-66-46-40(61)39(60)36(57)31(18-53)70-46)10-15-52(65-7)22(2)33-30(74-52)17-29-27-9-8-25-16-26(11-13-50(25,5)28(27)12-14-51(29,33)6)69-49-45(73-48-42(63)38(59)35(56)24(4)68-48)43(64)44(32(19-54)71-49)72-47-41(62)37(58)34(55)23(3)67-47/h8,21-24,26-49,53-64H,9-20H2,1-7H3/t21-,22+,23+,24+,26+,27-,28+,29+,30+,31-,32-,33+,34+,35+,36-,37-,38-,39+,40-,41-,42-,43+,44-,45-,46-,47+,48+,49-,50+,51+,52-/m1/s1

InChI key

HSSJYSJXBOCKQM-GVTGEURHSA-N

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

-10 to -25°C

Quality Level

100

Related Categories

Biochem/physiol Actions

Methyl protodioscin is a saponin isolated from medical plant Dioscoreaceae that exhibit anticancer properties. It appears that Methyl protodioscin inhibits proliferation and promoted apoptosis of pancreatic cancer through suppression of glycolysis. Methyl protodioscin protects rat brain from I/R injury through down-regulation Mul1 (Mitochondrial E3 ubiquitin ligase 1) and elevation of SOD2 (superoxide dismutase 2) protein levels.
Saponin isolated from medical plant Dioscoreaceae that exhibit anticancer properties and protects rat brain from I/R injury

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000196167
0000196166
0000167381
0000167381
0000196166

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