U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry RACEMIC
Molecular Formula C5H8O4
Molecular Weight 132.1146
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of METHYLSUCCINIC ACID

SMILES

CC(CC(O)=O)C(O)=O

InChI

InChIKey=WXUAQHNMJWJLTG-UHFFFAOYSA-N
InChI=1S/C5H8O4/c1-3(5(8)9)2-4(6)7/h3H,2H2,1H3,(H,6,7)(H,8,9)

HIDE SMILES / InChI

Molecular Formula C5H8O4
Molecular Weight 132.1146
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Approval Year

PubMed

PubMed

TitleDatePubMed
Age-related reference values for urinary organic acids in a healthy Turkish pediatric population.
1994 Jun
Clinical and biochemical characterization of short-chain acyl-coenzyme A dehydrogenase deficiency.
1995 Jun
Antimalarial halorosellinic acid from the marine fungus Halorosellinia oceanica.
2001 Aug 6
A constitutive nitric oxide synthase modulates insulin secretion in the INS-1 cell line.
2001 Oct 25
Microsphaerones A and B, two novel gamma-pyrone derivatives from the sponge-derived fungus Microsphaeropsis sp.
2002 May
Ethylmalonic encephalopathy: further clinical and neuroradiological characterization.
2002 Oct
Organic anion transporter 3 (Slc22a8) is a dicarboxylate exchanger indirectly coupled to the Na+ gradient.
2003 Apr
Phase changes during hygroscopic cycles of mixed organic/inorganic model systems of tropospheric aerosols.
2006 Feb 9
Fumarate reductase: structural and mechanistic insights from the catalytic reduction of 2-methylfumarate.
2006 Mar 6
Stereocomplementary bioreduction of alpha,beta-unsaturated dicarboxylic acids and dimethyl esters using enoate reductases: enzyme- and substrate-based stereocontrol.
2007 Dec 20
Identification of transport pathways for citric acid cycle intermediates in the human colon carcinoma cell line, Caco-2.
2008 Apr
Anaerobic metabolic models for phosphorus- and glycogen-accumulating organisms with mixed acetic and propionic acids as carbon sources.
2008 Aug
Fluorescence determination of N-acetylaspartic acid in the rat cerebrum homogenate using high-performance liquid chromatography with pre-column fluorescence derivatization.
2008 Jan
Metabolic modelling of polyhydroxyalkanoate copolymers production by mixed microbial cultures.
2008 Jul 8
Methane as fuel for anaerobic microorganisms.
2008 Mar
Absolute configuration of ceriporic acids, the iron redox-silencing metabolites produced by a selective lignin-degrading fungus, Ceriporiopsis subvermispora.
2009 Jun
Albumin uptake in OK cells exposed to rotenone: a model for studying the effects of mitochondrial dysfunction on endocytosis in the proximal tubule?
2010
Risk factors of ocular involvement in children with mitochondrial respiratory chain complex defect.
2010 Dec
Mechanism of neurodegeneration of neurons with mitochondrial DNA mutations.
2010 Mar
Genome sequence of the deltaproteobacterial strain NaphS2 and analysis of differential gene expression during anaerobic growth on naphthalene.
2010 Nov 19
Streamlined pentafluorophenylpropyl column liquid chromatography-tandem quadrupole mass spectrometry and global (13)C-labeled internal standards improve performance for quantitative metabolomics in bacteria.
2010 Nov 19
A systems biology approach uncovers cellular strategies used by Methylobacterium extorquens AM1 during the switch from multi- to single-carbon growth.
2010 Nov 24
Substance Class Chemical
Created
by admin
on Sat Dec 16 11:24:24 GMT 2023
Edited
by admin
on Sat Dec 16 11:24:24 GMT 2023
Record UNII
H1547KG7UZ
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
METHYLSUCCINIC ACID
Systematic Name English
BUTANEDIOIC ACID, METHYL-, (±)-
Common Name English
BUTANEDIOIC ACID, 2-METHYL-
Systematic Name English
METHYLBUTANEDIOIC ACID
Systematic Name English
NSC-5276
Code English
PYROTARTARIC ACID
Systematic Name English
DL-METHYLBUTANEDIOIC ACID
Common Name English
J6.105K
Code English
R,S-2-METHYLBUTANEDIOIC ACID
Common Name English
(±)-2-METHYLSUCCINIC ACID
Systematic Name English
SUCCINIC ACID, METHYL-
Common Name English
2-METHYLBUTANE-1,4-DIOIC ACID
Systematic Name English
DL-.ALPHA.-METHYLSUCCINIC ACID
Common Name English
2-METHYLSUCCINIC ACID
Systematic Name English
2-METHYLBUTANEDIOIC ACID
Systematic Name English
DL-METHYLSUCCINIC ACID
Common Name English
BUTANEDIOIC ACID, METHYL-
Common Name English
(±)-METHYLSUCCINIC ACID
Systematic Name English
(±)-.ALPHA.-METHYLSUCCINIC ACID
Common Name English
1,2-PROPANEDICARBOXYLIC ACID
Systematic Name English
Code System Code Type Description
PUBCHEM
10349
Created by admin on Sat Dec 16 11:24:24 GMT 2023 , Edited by admin on Sat Dec 16 11:24:24 GMT 2023
PRIMARY
ECHA (EC/EINECS)
207-857-1
Created by admin on Sat Dec 16 11:24:24 GMT 2023 , Edited by admin on Sat Dec 16 11:24:24 GMT 2023
PRIMARY
WIKIPEDIA
2-Methylsuccinic acid
Created by admin on Sat Dec 16 11:24:24 GMT 2023 , Edited by admin on Sat Dec 16 11:24:24 GMT 2023
PRIMARY
CHEBI
89843
Created by admin on Sat Dec 16 11:24:24 GMT 2023 , Edited by admin on Sat Dec 16 11:24:24 GMT 2023
PRIMARY
EPA CompTox
DTXSID9025663
Created by admin on Sat Dec 16 11:24:24 GMT 2023 , Edited by admin on Sat Dec 16 11:24:24 GMT 2023
PRIMARY
CAS
498-21-5
Created by admin on Sat Dec 16 11:24:24 GMT 2023 , Edited by admin on Sat Dec 16 11:24:24 GMT 2023
PRIMARY
FDA UNII
H1547KG7UZ
Created by admin on Sat Dec 16 11:24:24 GMT 2023 , Edited by admin on Sat Dec 16 11:24:24 GMT 2023
PRIMARY
NSC
5276
Created by admin on Sat Dec 16 11:24:24 GMT 2023 , Edited by admin on Sat Dec 16 11:24:24 GMT 2023
PRIMARY