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Details

Stereochemistry ACHIRAL
Molecular Formula C3H4O4
Molecular Weight 104.0615
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of Malonic Acid

SMILES

OC(=O)CC(O)=O

InChI

InChIKey=OFOBLEOULBTSOW-UHFFFAOYSA-N
InChI=1S/C3H4O4/c4-2(5)1-3(6)7/h1H2,(H,4,5)(H,6,7)

HIDE SMILES / InChI

Molecular Formula C3H4O4
Molecular Weight 104.0615
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Disruption of mitochondrial beta -oxidation of unsaturated fatty acids in the 3,2-trans-enoyl-CoA isomerase-deficient mouse.
2002-05-31
[Cd(II)(bpdc).H(2)O](n): a robust, thermally stable porous framework through a combination of a 2-D grid and a cadmium dicarboxylate cluster chain (H(2)bpdc = 2,2'-Bipyridyl-4,4'-dicarboxylic acid).
2002-05-06
Solvent-dependent dynamic kinetic asymmetric transformation/kinetic resolution in molybdenum-catalyzed asymmetric allylic alkylations.
2002-05-03
Neurodegeneration in methylmalonic aciduria involves inhibition of complex II and the tricarboxylic acid cycle, and synergistically acting excitotoxicity.
2002-04-26
Synthesis and selective tumor targeting properties of water soluble porphyrin-Pt(II) conjugates.
2002-04-10
New materials for ESR dosimetry.
2002-04
7-O-6'-O-malonylcachinesidic acid, a new macrocyclic iridoid ester of malonic acid from the Tunisian plant Ajuga pseudoiva.
2002-04
Miniaturized amperometric flow immunoassay system using a glass fiber membrane modified with anion.
2002-03-30
Identification of fonofos metabolites in Latuca sativa, Beta vulgaris, and Triticum aestivum by packed capillary flow fast atom bombardment tandem mass spectrometry.
2002-03-27
Nonactin biosynthesis: the initial committed step is the condensation of acetate (malonate) and succinate.
2002-03-27
Aluminum citrate uptake by immortalized brain endothelial cells: implications for its blood-brain barrier transport.
2002-03-15
Determinants of L-aspartate and IMP recognition in Escherichia coli adenylosuccinate synthetase.
2002-03-15
Preparation and photophysical studies of a fluorous phase-soluble fullerene derivative.
2002-03-06
Physicochemical aspects of lead bioaccumulation by Chlorella vulgaris.
2002-03-01
Barbiturase, a novel zinc-containing amidohydrolase involved in oxidative pyrimidine metabolism.
2002-03-01
Experimental study of the dimensionality of black-eye patterns.
2002-03
Characterization of major anthocyanins and the color of red-fleshed Budd Blood orange (Citrus sinensis).
2002-02-27
Controlling chemoselectivity in vinyl and allylic C-X bond activation with palladium catalysis: a pK(a)-based electronic switch.
2002-02-20
A coordination polymer of cobalt(II)-glutarate: two-dimensional interlocking structure by dicarboxylate ligands with two different conformations.
2002-02-11
Nonaqueous affinity capillary electrophoresis investigation of small molecule molecular recognition.
2002-02
Photo-induced cytotoxicity of malonic acid [C(60)]fullerene derivatives and its mechanism.
2002-02
Potassium channel openers protect cardiac mitochondria by attenuating oxidant stress at reoxygenation.
2002-02
Succinate dehydrogenase and fumarate reductase from Escherichia coli.
2002-01-17
C4-dicarboxylate carriers and sensors in bacteria.
2002-01-17
Malonate crown ethers as building blocks for novel D-pi-A chromophores.
2002-01-10
[Kinetic modeling of energy metabolism and generation of active forms of oxygen in hepatocyte mitochondria].
2002-01-05
Direct identification and susceptibility testing of enteric bacilli from positive blood cultures using VITEK (GNI+/GNS-GA).
2002-01
Alteration of the substrate specificity of a modular polyketide synthase acyltransferase domain through site-specific mutations.
2001-12-25
Differential cortico-motoneuron vulnerability after chronic mitochondrial inhibition in vitro and the role of glutamate receptors.
2001-12-20
A hydrogen-bonding receptor that binds cationic monosaccharides with high affinity in methanol.
2001-12-17
Fourier-transform infrared spectroscopic study of Ca2+-binding to osteocalcin.
2001-12
Photodegradation of hydroxychlorothalonil in aqueous solutions.
2001-12
Advanced solid-state NMR methods for the elucidation of structure and dynamics of molecular, macromolecular, and supramolecular systems.
2001-12
Aquabis(3,5-dimethyl-1H-pyrazole-kappaN2)(malonato-kappa2O,O')copper(II) dihydrate.
2001-12
Myocardial metabolism of exogenous FDP is consistent with transport by a dicarboxylate transporter.
2001-12
Construction of electrochemical flow immunoassay system using capillary columns and ferrocene conjugated immunoglobulin G for detection of human chorionic gonadotrophin.
2001-12
Very-long-chain fatty acid biosynthesis is inhibited by cafenstrole, N,N-diethyl-3-mesitylsulfonyl-1H-1,2,4-triazole-1-carboxamide and its analogs.
2001-11-29
Pattern formation in a tunable medium: the Belousov-Zhabotinsky reaction in an aerosol OT microemulsion.
2001-11-26
The hygroscopic properties of dicarboxylic and multifunctional acids: measurements and UNIFAC predictions.
2001-11-15
Identification of the gene and characterization of the activity of the trans-aconitate methyltransferase from Saccharomyces cerevisiae.
2001-11-13
Inhibition and regulation of rat liver L-threonine dehydrogenase by different fatty acids and their derivatives.
2001-11-07
Thermodynamic aspects of dicarboxylate recognition by simple artificial receptors.
2001-11-02
Assay of the concentration and 13C-isotopic enrichment of malonyl-coenzyme A by gas chromatography-mass spectrometry.
2001-11-01
Dopamine mediates striatal malonate toxicity via dopamine transporter-dependent generation of reactive oxygen species and D2 but not D1 receptor activation.
2001-10
The Pseudomonas aeruginosa acsA gene, encoding an acetyl-CoA synthetase, is essential for growth on ethanol.
2001-10
Cationic amino acids involved in dicarboxylate binding of the flounder renal organic anion transporter.
2001-10
Changes in apoplastic pH and membrane potential in leaves in relation to stomatal responses to CO2, malate, abscisic acid or interruption of water supply.
2001-08
Carbon isotope fractionation in the decarboxylation of phenylpropiolic acid in hydrogen donating media.
2001
Effects of non-ionic micelles on transient chaos in an unstirred Belousov-Zhabotinsky reaction.
2001
Long term adaptation of a microbial population to a permanent metabolic constraint: overcoming thymineless death by experimental evolution of Escherichia coli.
2001
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 20:50:17 GMT 2025
Edited
by admin
on Mon Mar 31 20:50:17 GMT 2025
Record UNII
9KX7ZMG0MK
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NSC-8124
Preferred Name English
Malonic Acid
INCI   MI  
INCI  
Official Name English
MALONIC ACID [MI]
Common Name English
CARBOXYACETIC ACID
Systematic Name English
METHANEDICARBOXYLIC ACID
Systematic Name English
DICARBOXYMETHANE
Systematic Name English
1,3-PROPANEDIOIC ACID
Systematic Name English
PROPANEDIOIC ACID
Systematic Name English
Code System Code Type Description
NSC
8124
Created by admin on Mon Mar 31 20:50:17 GMT 2025 , Edited by admin on Mon Mar 31 20:50:17 GMT 2025
PRIMARY
MERCK INDEX
m7044
Created by admin on Mon Mar 31 20:50:17 GMT 2025 , Edited by admin on Mon Mar 31 20:50:17 GMT 2025
PRIMARY Merck Index
PUBCHEM
867
Created by admin on Mon Mar 31 20:50:17 GMT 2025 , Edited by admin on Mon Mar 31 20:50:17 GMT 2025
PRIMARY
DAILYMED
9KX7ZMG0MK
Created by admin on Mon Mar 31 20:50:17 GMT 2025 , Edited by admin on Mon Mar 31 20:50:17 GMT 2025
PRIMARY
CHEBI
30794
Created by admin on Mon Mar 31 20:50:17 GMT 2025 , Edited by admin on Mon Mar 31 20:50:17 GMT 2025
PRIMARY
EVMPD
SUB45342
Created by admin on Mon Mar 31 20:50:17 GMT 2025 , Edited by admin on Mon Mar 31 20:50:17 GMT 2025
PRIMARY
CAS
141-82-2
Created by admin on Mon Mar 31 20:50:17 GMT 2025 , Edited by admin on Mon Mar 31 20:50:17 GMT 2025
PRIMARY
DRUG BANK
DB02175
Created by admin on Mon Mar 31 20:50:17 GMT 2025 , Edited by admin on Mon Mar 31 20:50:17 GMT 2025
PRIMARY
ECHA (EC/EINECS)
205-503-0
Created by admin on Mon Mar 31 20:50:17 GMT 2025 , Edited by admin on Mon Mar 31 20:50:17 GMT 2025
PRIMARY
SMS_ID
100000131415
Created by admin on Mon Mar 31 20:50:17 GMT 2025 , Edited by admin on Mon Mar 31 20:50:17 GMT 2025
PRIMARY
FDA UNII
9KX7ZMG0MK
Created by admin on Mon Mar 31 20:50:17 GMT 2025 , Edited by admin on Mon Mar 31 20:50:17 GMT 2025
PRIMARY
WIKIPEDIA
MALONIC ACID
Created by admin on Mon Mar 31 20:50:17 GMT 2025 , Edited by admin on Mon Mar 31 20:50:17 GMT 2025
PRIMARY
EPA CompTox
DTXSID7021659
Created by admin on Mon Mar 31 20:50:17 GMT 2025 , Edited by admin on Mon Mar 31 20:50:17 GMT 2025
PRIMARY
MESH
C030290
Created by admin on Mon Mar 31 20:50:17 GMT 2025 , Edited by admin on Mon Mar 31 20:50:17 GMT 2025
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT