CAS 54522-52-0|Methyl protodioscin

Introduction:Basic information about CAS 54522-52-0|Methyl protodioscin, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameMethyl protodioscin
CAS Number54522-52-0Molecular Weight1063.226
Density1.4±0.1 g/cm3Boiling Point/
Molecular FormulaC52H86O22Melting Point/
MSDS/Flash Point/

Names

NameMethylprotodioscin
SynonymMore Synonyms

Methyl protodioscin BiologicalActivity

DescriptionMethyl protodioscin(NSC-698790) is a furostanol bisglycoside with antitumor properties; shows to reduce proliferation, cause cell cycle arrest.IC50 value:Target: in vitro: MPD showed growth inhibitory effects in A549 cells in a dose- and time-dependent manner. The significant G2/M cell cycle arrest and apoptotic effect were also seen in A549 cells treated with MPD. MPD-induced apoptosis was accompanied by a significant reduction of mitochondrial membrane potential, release of mitochondrial cytochrome c to cytosol, activation of caspase-3, downregulation of Bcl-2, p-Bad, and upregulation of Bax [1]. In THP-1 macrophages, MPD increases levels of ABCA1 mRNA and protein in dose- and time-dependent manners, and apoA-1-mediated cholesterol efflux. MPD also decreases the gene expressions of HMGCR, FAS and ACC for cholesterol and fatty acid synthesis [2].
Related CatalogSignaling Pathways >>Apoptosis >>ApoptosisResearch Areas >>CancerNatural Products >>Steroids
References

[1]. Bai Y, et al. Methyl protodioscin induces G2/M cell cycle arrest and apoptosis in A549 human lung cancer cells. Pharmacogn Mag. 2014 Jul;10(39):318-24.

[2]. Ma W, et al. Methyl protodioscin increases ABCA1 expression and cholesterol efflux while inhibiting gene expressions for synthesis of cholesterol and triglycerides by suppressing SREBP transcription and microRNA 33a/b levels. Atherosclerosis. 2015 Apr;239

Chemical & Physical Properties

Density1.4±0.1 g/cm3
Molecular FormulaC52H86O22
Molecular Weight1063.226
Exact Mass1062.561035
PSA335.06000
LogP4.17
Index of Refraction1.620
InChIKeyHSSJYSJXBOCKQM-LXNCCRCLSA-N
SMILESCOC1(CCC(C)COC2OC(CO)C(O)C(O)C2O)OC2CC3C4CC=C5CC(OC6OC(CO)C(OC7OC(C)C(O)C(O)C7O)C(O)C6OC6OC(C)C(O)C(O)C6O)CCC5(C)C4CCC3(C)C2C1C
Storage condition-20°C

Synonyms

β-D-Glucopyranoside, (3β,22β,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)]-
(3β,22R,25R)-26-(β-D-Glucopyranosyloxy)-22-methoxyfurost-5-en-3-yl 6-deoxy-α-L-mannopyranosyl-(1->2)-[6-deoxy-α-L-mannopyranosyl-(1->4)]-β-D-glucopyranoside
methyl protoneodioscin
Methyl Protodioscin
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