mesoxalic acid

ketomalonic acid

CAS: 473-90-5 C3 H2 O5 MW: 118.04494000

Identification

Namemesoxalic acid
IUPAC2-oxopropanedioic acid
CAS Number473-90-5
EINECS207-473-4
FDA UNII62R514HE48
Molecular FormulaC3 H2 O5
Molecular Weight118.04494000
Nikkaji NumberJ5.957I
Beilstein1754123

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Soluble in water, 1e+006 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorynatural substances and extractives
Recommendation for mesoxalic acid usage levels up tonot for fragrance use.
Recommendation for mesoxalic acid flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

alfalfa pea sprout

Synonyms

2-oxo malonic acid keto malonic acid oxo propane dioic acid 2-oxo propanedioic acid oxo propanedioic acid propanedioic acid, oxo- (9CI) PubMed: Aerosol Fragmentation Driven by Coupling of Acid-Base and Free-Radical Chemistry in the Heterogeneous Oxidation of Aqueous Citric Acid by OH Radicals. PubMed: Effect of the apical ligand on the geometry and magnetic properties of copper(ii)/mesoxalate trinuclear units. PubMed: Jones oxidation of glycerol catalysed by small gold clusters. PubMed: Proton conduction and long-range ferrimagnetic ordering in two isostructural Copper(II) mesoxalate metal-organic frameworks. PubMed: Derivatives of mesoxalic acid block translocation of HIV-1 reverse transcriptase. PubMed: Rapid assembly of complex cyclopentanes employing chiral, α,β-unsaturated acylammonium intermediates. PubMed: Molecular recognition of ketomalonates by asymmetric aldol reaction of aldehydes with secondary-amine organocatalysts. PubMed: [Cu3(Hmesox)3]3-: a precursor for the rational design of chiral molecule-based magnets (H4mesox = 2-dihydroxymalonic acid). PubMed: Magnetic ordering in two molecule-based (10,3)-a nets prepared from a copper(II) trinuclear secondary building unit. PubMed: Reactions of iodomalonic acid, diiodomalonic acid, and other organics in the Briggs-Rauscher oscillating system. PubMed: Phragmites australis root secreted phytotoxin undergoes photo-degradation to execute severe phytotoxicity. PubMed: Oxidation of glycerol by 2,2,6,6-tetramethylpiperidine-N-oxyl (TEMPO) in the presence of laccase. PubMed: Kinetics and mechanism of degradation of p-chloronitrobenzene in water by ozonation. PubMed: On the basics of carbohydrate-metal chemistry: complexes of palladium(II) with hydroxyaldehyde and -ketone hydrates. PubMed: Uncatalyzed reactions in the classical Belousov-Zhabotinsky system. 2. The malonic acid-bromate reaction in acidic media. PubMed: Reaction of serine-glyoxylate aminotransferase with the alternative substrate ketomalonate indicates rate-limiting protonation of a quinonoid intermediate. PubMed: Amination and [2,3]-sigmatropic rearrangement of propargylic sulfides using a ketomalonate-derived oxaziridine: synthesis of N-allenylsulfenimides. PubMed: Efficient amination of sulfides with a ketomalonate-derived oxaziridine: application to [2,3]-sigmatropic rearrangements of allylic sulfimides. PubMed: Inhibition of HIV-1 reverse transcriptase-catalyzed DNA strand transfer reactions by 4-chlorophenylhydrazone of mesoxalic acid. PubMed: Structure of a closed form of human malic enzyme and implications for catalytic mechanism. PubMed: Inhibitors of DNA strand transfer reactions catalyzed by HIV-1 reverse transcriptase. PubMed: Structural basis of substrate specificity in malate dehydrogenases: crystal structure of a ternary complex of porcine cytoplasmic malate dehydrogenase, alpha-ketomalonate and tetrahydoNAD. PubMed: Inhibition of pigeon breast muscle alpha-ketoglutarate dehydrogenase by structural analogs of alpha-ketoglutarate. PubMed: Reactivity at the substrate activation site of yeast pyruvate decarboxylase: inhibition by distortion of domain interactions. PubMed: Kinetic formulations for the reduction of ketomalonate by lactate dehydrogenase. PubMed: [Antilithogenic action of dehydroxymaleic, ketomalonic (mesoxalic) and tartronic acids in relation to experimental lithiasis in rats]. PubMed: Mutagenicity of products formed by ozonation of naphthoresorcinol in aqueous solutions. PubMed: Regulation of palmitoylcarnitine oxidation in isolated rat liver mitochondria. Role of the redox state of NAD(H). PubMed: [Newer antimycotics VI. 2-nitroaryl-hydrazones of nitromethanal (author's transl)]. PubMed: [Newer antimycotics. IV. Aryl-hydrazones of mesoxalic-acid-seminitril-hydrazid (author's transl)]. PubMed: [Newer antimycotics. II. Arylhydrazones of derivatives of mesoxalic acid (author's transl)]. PubMed: Identification of a reagent addition product in the silylation of mesoxalic acid. PubMed: Antidiabetically active radical in the chemical structure of mesoxalic acid. PubMed: [On the mechanisms of decarboxylation of mesoxalic acid by sulfhydryl compounds]. PubMed: [Experimental conditions for the decarboxylation of mesoxalic acid by muscle (preliminary results obtained in teleosts)]. PubMed: Tartaric acid metabolism of Neurospora crassa. PubMed: Enzymatic formation of aminomalonic acid from ketomalonic acid. PubMed: [A particular form of biological decarboxylation; properties and nature of the decarboxylation catalyst of mesoxalic acid].