mesoxalic acid
ketomalonic acid
Identification
| Name | mesoxalic acid |
| IUPAC | 2-oxopropanedioic acid |
| CAS Number | 473-90-5 |
| EINECS | 207-473-4 |
| FDA UNII | 62R514HE48 |
| Molecular Formula | C3 H2 O5 |
| Molecular Weight | 118.04494000 |
| Nikkaji Number | J5.957I |
| Beilstein | 1754123 |
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 Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | natural substances and extractives |
| Recommendation for mesoxalic acid usage levels up to | not for fragrance use. |
| Recommendation for mesoxalic acid flavor usage levels up to | not for flavor use. |
BOC Sciences
Best of Chemicals Supplier
Quality supplier of research chemicals and biochemicals including inhibitors, building blocks, GMP Products, impurities and metabolites, APIs for Veterinary, Natural Compounds, ADCs, Stem Cell Molecul...
Potential Uses
Natural Occurrence
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].