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Details

Stereochemistry ACHIRAL
Molecular Formula C6H10O4
Molecular Weight 146.1412
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DIMETHYL SUCCINATE

SMILES

COC(=O)CCC(=O)OC

InChI

InChIKey=MUXOBHXGJLMRAB-UHFFFAOYSA-N
InChI=1S/C6H10O4/c1-9-5(7)3-4-6(8)10-2/h3-4H2,1-2H3

HIDE SMILES / InChI
Dimethyl succinate is the inactive analog of dimethyl fumarate. Dimethyl succinate has a pleasant, ethereal, winey odor and a fruity, winey, and burning flavor. It is used in foods as a flavoring ingredient. Dimethyl succinate was found at increased concentrations in the culture medium of the lung cancer cell line A549 and in the urine of mice implanted with A549 cells. Dimethyl succinate could be used to prolong the insulinotropic action of GLP-1 in the treatment of type-2 diabetes and it may represent a novel therapeutic approach in endotoxemia and multiple-organ failure.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: Nasal mucosal carboxylesterase (Rat)
Conditions
PubMed

PubMed

TitleDatePubMed
Chemical synthesis of fully biomass-based poly(butylene succinate) from inedible-biomass-based furfural and evaluation of its biomass carbon ratio.
2010-10-11
Glucose sensing in the pancreatic beta cell: a computational systems analysis.
2010-05-24
Mechanism of neurodegeneration of neurons with mitochondrial DNA mutations.
2010-03
Complete genome sequence of Gordonia bronchialis type strain (3410).
2010-01-28
Solvation of dimethyl succinate in a sodium hydroxide aqueous solution. A computational study.
2009-05-07
PINK1-associated Parkinson's disease is caused by neuronal vulnerability to calcium-induced cell death.
2009-03-13
Influence of Honey on the Suppression of Human Low Density Lipoprotein (LDL) Peroxidation (In vitro).
2009-03
Impaired anaplerosis and insulin secretion in insulinoma cells caused by small interfering RNA-mediated suppression of pyruvate carboxylase.
2008-10-17
Metabolomic and mass isotopomer analysis of liver gluconeogenesis and citric acid cycle. I. Interrelation between gluconeogenesis and cataplerosis; formation of methoxamates from aminooxyacetate and ketoacids.
2008-08-08
Mechanisms underlying the loss of mitochondrial membrane potential in glutamate excitotoxicity.
2007-12-20
Hypoxia stabilizes type 2 deiodinase activity in rat astrocytes.
2007-10
Ca2+, NAD(P)H and membrane potential changes in pancreatic beta-cells by methyl succinate: comparison with glucose.
2007-04-01
Methyl succinate antagonises biguanide-induced AMPK-activation and death of pancreatic beta-cells through restoration of mitochondrial electron transfer.
2007-04
Synthesis of 1,4-diphenylbutadiene derivatives: novel inducer of tissue-type plasminogen activator (t-PA) in cultured bovine endothelial cells.
2006-12
A Kir6.2 mutation causing neonatal diabetes impairs electrical activity and insulin secretion from INS-1 beta-cells.
2006-11
Process model and economic analysis of itaconic acid production from dimethyl succinate and formaldehyde.
2006-01
Bench-to-bedside review: potential strategies to protect or reverse mitochondrial dysfunction in sepsis-induced organ failure.
2006
The role of an astrocytic NADPH oxidase in the neurotoxicity of amyloid beta peptides.
2005-12-29
Degradation of malathion, in aqueous extracts of asparagus (Asparagus officinalis).
2004-09-22
Similar effects of succinic acid dimethyl ester and glucose on islet calcium oscillations and insulin release.
2004-03-01
Synthesis and characterization of poly(butylene succinate-co-butylene malate): a new biodegradable copolyester bearing hydroxyl pendant groups.
2003-03-11
(E)-2-(2-adamantylidene)-3-(1-ferrocenylethylidene)succinic anhydride.
2003-02
Differences between mouse and rat pancreatic islets: succinate responsiveness, malic enzyme, and anaplerosis.
2002-08
Resistance of succinic acid dimethyl ester insulinotropic action to exendin (9-39) amide.
2002-01
Synergistic insulinotropic effects of succinic acid dimethyl ester and exendin-4 in anaesthetized rats.
2001-09
Isolation of high-malate-producing sake yeasts from low-maltose-assimilating mutants.
2001
Patents

Sample Use Guides

Rat: 5.0 uM/g body weight
Route of Administration: Intraperitoneal
alpha- and beta-D-glucose pentaacetate (1.7 mM each) augmented, to almost the same extent, insulin release caused by succinic acid dimethyl ester (10.0 mM) in rat pancreatic islets. The release of insulin provoked by succinic acid dimethyl ester was inhibited, however, by alpha-D-galactose pentaacetate, whilst being unaffected by beta-D-galactose pentaacetate (each also 1.7 mM).
Name Type Language
DIMETHYL SUCCINATE
FCC   FHFI   HSDB   INCI  
INCI  
Official Name English
SUCCINIC ACID DIMETHYL ESTER
MI  
Preferred Name English
DIMETHYL BUTANEDIOATE
Systematic Name English
BUTANEDIOIC ACID, DIMETHYL ESTER
Common Name English
SUCCINIC ACID, DIMETHYL ESTER
Common Name English
DIMETHYL SUCCINATE [FHFI]
Common Name English
BUTANEDIOIC ACID, 1,4-DIMETHYL ESTER
Common Name English
FEMA NO. 2396
Code English
SUCCINIC ACID DIMETHYL ESTER [MI]
Common Name English
NSC-52209
Code English
DIMETHYL SUCCINATE [FCC]
Common Name English
DIMETHYL SUCCINATE [HSDB]
Common Name English
Classification Tree Code System Code
Food Contact Sustance Notif, (FCN No.) FCN NO. 625
Created by admin on Mon Mar 31 18:45:27 GMT 2025 , Edited by admin on Mon Mar 31 18:45:27 GMT 2025
Food Contact Sustance Notif, (FCN No.) FCN NO. 670
Created by admin on Mon Mar 31 18:45:27 GMT 2025 , Edited by admin on Mon Mar 31 18:45:27 GMT 2025
Food Contact Sustance Notif, (FCN No.) FCN NO. 691
Created by admin on Mon Mar 31 18:45:27 GMT 2025 , Edited by admin on Mon Mar 31 18:45:27 GMT 2025
JECFA EVALUATION DIMETHYL SUCCINATE
Created by admin on Mon Mar 31 18:45:27 GMT 2025 , Edited by admin on Mon Mar 31 18:45:27 GMT 2025
CFR 21 CFR 172.515
Created by admin on Mon Mar 31 18:45:27 GMT 2025 , Edited by admin on Mon Mar 31 18:45:27 GMT 2025
Code System Code Type Description
HSDB
5370
Created by admin on Mon Mar 31 18:45:27 GMT 2025 , Edited by admin on Mon Mar 31 18:45:27 GMT 2025
PRIMARY
DAILYMED
914I2127JR
Created by admin on Mon Mar 31 18:45:27 GMT 2025 , Edited by admin on Mon Mar 31 18:45:27 GMT 2025
PRIMARY
FDA UNII
914I2127JR
Created by admin on Mon Mar 31 18:45:27 GMT 2025 , Edited by admin on Mon Mar 31 18:45:27 GMT 2025
PRIMARY
NSC
52209
Created by admin on Mon Mar 31 18:45:27 GMT 2025 , Edited by admin on Mon Mar 31 18:45:27 GMT 2025
PRIMARY
EPA CompTox
DTXSID5025152
Created by admin on Mon Mar 31 18:45:27 GMT 2025 , Edited by admin on Mon Mar 31 18:45:27 GMT 2025
PRIMARY
MESH
C056451
Created by admin on Mon Mar 31 18:45:27 GMT 2025 , Edited by admin on Mon Mar 31 18:45:27 GMT 2025
PRIMARY
EVMPD
SUB69286
Created by admin on Mon Mar 31 18:45:27 GMT 2025 , Edited by admin on Mon Mar 31 18:45:27 GMT 2025
PRIMARY
JECFA MONOGRAPH
1114
Created by admin on Mon Mar 31 18:45:27 GMT 2025 , Edited by admin on Mon Mar 31 18:45:27 GMT 2025
PRIMARY
ECHA (EC/EINECS)
203-419-9
Created by admin on Mon Mar 31 18:45:27 GMT 2025 , Edited by admin on Mon Mar 31 18:45:27 GMT 2025
PRIMARY
MERCK INDEX
m10269
Created by admin on Mon Mar 31 18:45:27 GMT 2025 , Edited by admin on Mon Mar 31 18:45:27 GMT 2025
PRIMARY Merck Index
CAS
106-65-0
Created by admin on Mon Mar 31 18:45:27 GMT 2025 , Edited by admin on Mon Mar 31 18:45:27 GMT 2025
PRIMARY
SMS_ID
100000135052
Created by admin on Mon Mar 31 18:45:27 GMT 2025 , Edited by admin on Mon Mar 31 18:45:27 GMT 2025
PRIMARY
RXCUI
2393581
Created by admin on Mon Mar 31 18:45:27 GMT 2025 , Edited by admin on Mon Mar 31 18:45:27 GMT 2025
PRIMARY
PUBCHEM
7820
Created by admin on Mon Mar 31 18:45:27 GMT 2025 , Edited by admin on Mon Mar 31 18:45:27 GMT 2025
PRIMARY