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Syrosingopine

SIGMA/SML1908

Synonym: (3β,16β,17α,18β,20α)-18-[[4-[(Ethoxycarbonyl)oxy]-3,5-dimethoxybenzoyl]oxy]-11,17-dimethoxy-yohimban-16-carboxylic acid methyl ester; Methyl reserpate ester of syringic acid ethyl carbonate

CAS Number: 84-36-6
Empirical Formula (Hill Notation): C35H42N2O11
Molecular Weight: 666.71
Linear Formula: C35H42N2O11
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-SML1908-5MG 5 mg
 $116.00
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45-SML1908-25MG 25 mg
 $467.00
1/EA		 Add To Favorites

 

color white to light brown
form powder
InChI 1S/C35H42N2O11/c1-7-46-35(40)48-31-26(42-3)12-18(13-27(31)43-4)33(38)47-28-14-19-17-37-11-10-22-21-9-8-20(41-2)15-24(21)36-30(22)25(37)16-23(19)29(32(28)44-5)34(39)45-6/h8-9,12-13,15,19,23,25,28-29,32,36H,7,10-11,14,16-17H2,1-6H3/t19-,23+,25-,28-,29+,32+/m1/s1
InChI key ZCDNRPPFBQDQHR-SSYATKPKSA-N
Quality Level 100 
SMILES string O=C(OC)[C@@H]1[C@]2([H])C[C@@]3([H])C4=C(C5=CC=C(OC)C=C5N4)CCN3C[C@]2([H])C[C@H](OC(C6=CC(OC)=C(OC(OCC)=O)C(OC)=C6)=O)[C@H]1OC
solubility DMSO: 10 mg/mL, clear
Application: Syrosingopine has been used as a monocarboxylate transporter (MCT) inhibitor
• to study its effects on anti-CD147-induced metabolon disruption in human breast cancer cells
• to study its effects on Cryptosporidium parvum-infected HCT-8 cells
• in orthogonal linear separation analysis (OLSA)-derived decomposed analysis
Biochem/physiol Actions: Syrosingopine is a derivative of reserpine and inhibits monocarboxylate lactate transporters 1 and 4 (MCT1/4).
Biochem/physiol Actions: Syrosingopine is an antihypertensive agent related to reserpine that was found to potentiate the anticancer effects of the antidiabetic agent metformin and phenformin without harmful effects on normal cells.
Biochem/physiol Actions: Syrosingopine is an antihypertensive agent related to reserpine that was found to potentiate the anticancer effects of the antidiabetic agent metformin and phenformin without harmful effects on normal cells. Syrosingopine was also found to potentiate the anticancer activity of mitochondrial electron transport chain (ETC) inhibitors. Its mechanism of action is currently unknown but may involve inhibition of glycolytic enzyme α-enolase rather than its known activity as an inhibitor of vesicular monoamine transporters VMAT1 and VMAT2.
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
UNSPSC 12352200

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