Merck, SML1908-25MG, Syrosingopine

Size:25 mg, (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
Available Catalog Numbers
Catalog Number: SML1908-25MG
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Pack Size25 mg
Manufacturer's Pagewww.sigmaaldrich.com/US/en/product/SIGMA/SML1908
Description
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).
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 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.
Specifications

General

UNSPSC Code12352200
NACRESNA.77
Web Name Suffix Overridemonocarboxylate lactate transporters 1 and 4 inhibitor, powder
SMILES stringO=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
InChI1S/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 keyZCDNRPPFBQDQHR-SSYATKPKSA-N
formpowder
Quality Level100
colorwhite to light brown
solubilityDMSO: 10 mg/mL, clear