mesoxalic acid
ketomalonic acid
 
Notes:
Occurs in Medicago sativa (alfalfa). Tentatively identified in rhizosphere of sterile white mustard plants (Sinapis alba)
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      Product(s):
      473-90-5 Ketomalonic acid
       
Synonyms   Articles   Notes   Search
CAS Number: 473-90-5Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg: 207-473-4
FDA UNII: 62R514HE48
Nikkaji Web: J5.957I
Beilstein Number: 1754123
XlogP3-AA: 0.70 (est)
Molecular Weight: 118.04494000
Formula: C3 H2 O5
NMR Predictor: Predict (works with chrome or firefox)
Category: natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
Google Books: Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents: Search
US Patents: Search
EU Patents: Search
Pubchem Patents: Search
PubMed: Search
NCBI: Search
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Soluble in:
 water, 1e+006 mg/L @ 25 °C (est)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
BOC Sciences
For experimental / research use only.
Ketomalonic acid
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Safety Information:
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
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.
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Safety References:
EPI System: View
Chemical Carcinogenesis Research Information System: Search
AIDS Citations: Search
Cancer Citations: Search
Toxicology Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 10132
National Institute of Allergy and Infectious Diseases: Data
 2-oxopropanedioic acid
Chemidplus: 0000473905
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References:
 2-oxopropanedioic acid
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 10132
Pubchem (cas): 473-90-5
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Other Information:
(IUPAC): Atomic Weights of the Elements 2011 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
CHEBI: View
KEGG (GenomeNet): C00830
HMDB (The Human Metabolome Database): HMDB31522
FooDB: FDB008123
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
Wikipedia: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 alfalfa
Search Trop  Picture
 pea sprout
Search Trop  Picture
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Synonyms:
2-oxomalonic acid
ketomalonic acid
oxopropane dioic acid
2-oxopropanedioic acid
oxopropanedioic acid
 propanedioic acid, oxo- (9CI)
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Articles:
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].
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