MONOMETHYL SUCCINATE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C5H8O4
Molecular Weight	132.1146
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COC(=O)CCC(O)=O

InChI

InChIKey=JDRMYOQETPMYQX-UHFFFAOYSA-N

InChI=1S/C5H8O4/c1-9-5(8)3-2-4(6)7/h2-3H2,1H3,(H,6,7)

HIDE SMILES / InChI

Molecular Formula	C5H8O4
Molecular Weight	132.1146
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Supplementation of pyruvate prevents palmitate-induced impairment of glucose uptake in C2 myotubes.	2011-10-15	21802492
Metabolic oxidative stress elicited by the copper(II) complex [Cu(isaepy)2] triggers apoptosis in SH-SY5Y cells through the induction of the AMP-activated protein kinase/p38MAPK/p53 signalling axis: evidence for a combined use with 3-bromopyruvate in neuroblastoma treatment.	2011-08-01	21548882
2-Phenyl-biguanidinium hydrogen succinate methanol monosolvate.	2010-11-17	21589482
Role for malic enzyme, pyruvate carboxylation, and mitochondrial malate import in glucose-stimulated insulin secretion.	2009-06	19293334
Comprehensive proteomics of Methylobacterium extorquens AM1 metabolism under single carbon and nonmethylotrophic conditions.	2008-09	18686303
[Studies on chemical constituents of Ranunculus ternatus].	2008-04	18619350
Acetoacetate and beta-hydroxybutyrate in combination with other metabolites release insulin from INS-1 cells and provide clues about pathways in insulin secretion.	2008-02	18160486
Ca2+, NAD(P)H and membrane potential changes in pancreatic beta-cells by methyl succinate: comparison with glucose.	2007-04-01	17181533
Methyl succinate antagonises biguanide-induced AMPK-activation and death of pancreatic beta-cells through restoration of mitochondrial electron transfer.	2007-04	17339833
Synergistic potent insulin release by combinations of weak secretagogues in pancreatic islets and INS-1 cells.	2007-03-02	17210580
Identification of monomenthyl succinate in natural mint extracts by LC-ESI-MS-MS and GC-MS.	2006-06-28	16787033
Fumarate reductase: structural and mechanistic insights from the catalytic reduction of 2-methylfumarate.	2006-03-06	16497301
Selective loss of glucose-induced amplification of insulin secretion in mouse pancreatic islets pretreated with sulfonylurea in the absence of fuels.	2005-12	16283243
P2Y purinergic potentiation of glucose-induced insulin secretion and pancreatic beta-cell metabolism.	2004-12	15561924
Liquid chromatographic determination of oxaliplatin in blood using post-column derivatization in a microwave field followed by photometric detection.	2003-10-05	14522033
Mitochondrial membrane potential regulates matrix configuration and cytochrome c release during apoptosis.	2003-06	12761579
Differences between mouse and rat pancreatic islets: succinate responsiveness, malic enzyme, and anaplerosis.	2002-08	12110535
Differential effects of hyperlipidemia on insulin secretion in islets of langerhans from hyperglycemic versus normoglycemic rats.	2002-03	11872664
A neuronal isoform of nitric oxide synthase expressed in pancreatic beta-cells controls insulin secretion.	2001-06	11375331
Defective stimulus-secretion coupling in islets of Psammomys obesus, an animal model for type 2 diabetes.	2001-02	11272141
Differential acute and long term actions of succinic acid monomethyl ester exposure on insulin-secreting BRIN-BD11 cells.	2001	12369722

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:51:15 GMT 2025` Edited by `admin` on `Mon Mar 31 19:51:15 GMT 2025`
Record UNII	YA2V724S0A
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NSC-511

Preferred Name

English

MONOMETHYL SUCCINATE

Systematic Name

English

SUCCINIC ACID, MONOMETHYL ESTER

Common Name

English

METHYL SUCCINATE

Systematic Name

English

Code System Code Type Description

PUBCHEM

77487