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2-oxoadipic acid
2-oxohexanedionic acid

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CAS Number: 3184-35-8Picture of molecule3D/inchi
Nikkaji Web:J39.063A
XlogP3-AA:-0.50 (est)
Molecular Weight:160.12576000
Formula:C6 H8 O5
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:information only not used for fragrances or flavors
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
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Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Boiling Point: 364.30 °C. @ 760.00 mm Hg (est)
Flash Point: 371.00 °F. TCC ( 188.30 °C. ) (est)
logP (o/w): -1.220 (est)
Soluble in:
 water, 1e+006 mg/L @ 25 °C (est)
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
Cosmetic Information:
None found
BOC Sciences
For experimental / research use only.
2-Oxoadipic acid
Sigma-Aldrich: Sigma
For experimental / research use only.
2-oxoAdipic Acid ≥95.0% (HPLC)
Safety Information:
Preferred SDS: View
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
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
Safety in Use Information:
information only not used for fragrances or flavors
Recommendation for 2-oxoadipic acid usage levels up to:
 not for fragrance use.
Recommendation for 2-oxoadipic acid flavor usage levels up to:
 not for flavor use.
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :71
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:1
2-oxohexanedioic acid
 2-oxohexanedioic acid
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):71
Pubchem (sid):135167132
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
KEGG (GenomeNet):C00322
HMDB (The Human Metabolome Database):HMDB00225
YMDB (Yeast Metabolome Database):YMDB00142
Export Tariff Code:2918.30.5000
Potential Blenders and core components note
None Found
Potential Uses:
None Found
Occurrence (nature, food, other):note
 not found in nature
2-ketoadipic acid
a-ketoadipic acid
a-oxoadipic acid
alpha-ketoadipic acid
 adipic acid, 2-oxo-
2-oxo-hexane dioic acid
2-oxohexanedioic acid
2-oxo-hexanedioic acid
 hexanedioic acid, 2-oxo-
 hexanedioic acid, 2-oxo- (7CI,8CI,9CI)
2-oxohexanedionic acid


PubMed:High-performance liquid chromatographic method for profiling 2-oxo acids in urine and its application in evaluating vitamin status in rats.
PubMed:Production of superoxide/hydrogen peroxide by the mitochondrial 2-oxoadipate dehydrogenase complex.
PubMed:Genetic basis of alpha-aminoadipic and alpha-ketoadipic aciduria.
PubMed:Structure and function of a decarboxylating Agrobacterium tumefaciens keto-deoxy-d-galactarate dehydratase.
PubMed:Time-dependent effects of L-tryptophan administration on urinary excretion of L-tryptophan metabolites.
PubMed:Pantothenic acid deficiency may increase the urinary excretion of 2-oxo acids and nicotinamide catabolites in rats.
PubMed:A dual conformation of the post-decarboxylation intermediate is associated with distinct enzyme states in mycobacterial KGD (α-ketoglutarate decarboxylase).
PubMed:Fate of dietary tryptophan in young Japanese women.
PubMed:DHTKD1 mutations cause 2-aminoadipic and 2-oxoadipic aciduria.
PubMed:Homoisocitrate dehydrogenase from Candida albicans: properties, inhibition, and targeting by an antifungal pro-drug.
PubMed:Enzyme redesign guided by cancer-derived IDH1 mutations.
PubMed:Toward biotechnological production of adipic acid and precursors from biorenewables.
PubMed:A network perspective on metabolic inconsistency.
PubMed:Biomarkers in the early period of acute myocardial infarction in rat serum and protective effects of Shexiang Baoxin Pill using a metabolomic method.
PubMed:Substrate specificity of 2-hydroxyglutaryl-CoA dehydratase from Clostridium symbiosum: toward a bio-based production of adipic acid.
PubMed:Fluorometric determination of 2-oxoadipic acid, a common metabolite of tryptophan and lysine, by high-performance liquid chromatography with pre-chemical derivatization.
PubMed:Unravelling the gallic acid degradation pathway in bacteria: the gal cluster from Pseudomonas putida.
PubMed:Excess dietary lysine increases growth of chicks fed niacin-deficient diets, but dietary quinolinic acid has no niacin-sparing activity.
PubMed:Quantitative acylcarnitine profiling in peripheral blood mononuclear cells using in vitro loading with palmitic and 2-oxoadipic acids: biochemical confirmation of fatty acid oxidation and organic acid disorders.
PubMed:A Korean girl with alpha-aminoadipic and alpha-ketoadipic aciduria accompanied with elevation of 2-hydroxyglutarate and glutarate.
PubMed:Gas chromatographic-mass spectrometric screening for organic acidemias using dried urine filter paper: determination of alpha-ketoacids.
PubMed:Identification of the human mitochondrial oxodicarboxylate carrier. Bacterial expression, reconstitution, functional characterization, tissue distribution, and chromosomal location.
PubMed:Identification in Saccharomyces cerevisiae of two isoforms of a novel mitochondrial transporter for 2-oxoadipate and 2-oxoglutarate.
PubMed:Kearns-Sayre syndrome presenting as 2-oxoadipic aciduria.
PubMed:Normal kynurenine metabolism in 2-oxoadipic aciduria.
PubMed:Aspartate kinase-independent lysine synthesis in an extremely thermophilic bacterium, Thermus thermophilus: lysine is synthesized via alpha-aminoadipic acid not via diaminopimelic acid.
PubMed:Alpha-keto acid chain elongation reactions involved in the biosynthesis of coenzyme B (7-mercaptoheptanoyl threonine phosphate) in methanogenic Archaea.
PubMed:Identification of strictly conserved histidine and arginine residues as part of the active site in Petunia hybrida flavanone 3beta-hydroxylase.
PubMed:Abnormal alpha-aminoadipic acid excretion in a newborn with a defect in platelet aggregation and antenatal cerebral haemorrhage.
PubMed:Determination of glutamine and alpha-ketoglutarate concentration and specific activity in plasma using high-performance liquid chromatography.
PubMed:Inactivation of alpha-ketoglutarate dehydrogenase during oxidative decarboxylation of alpha-ketoadipic acid.
PubMed:Alpha-keto acids are novel siderophores in the genera Proteus, Providencia, and Morganella and are produced by amino acid deaminases.
PubMed:Identification of N-acetyl-alpha-aminoadipic acid in the urine of a patient with alpha-aminoadipic and alpha-ketoadipic aciduria.
PubMed:A fatal case of 2-keto-, 2-hydroxy- and 2-aminoadipic aciduria: relation of organic aciduria to phenotype?
PubMed:The sub-cellular localisation and regulatory properties of pyruvate carboxylase from Rhizopus arrhizus.
PubMed:alpha-Aminoadipic and alpha-ketoadipic aciduria: detection of a new case by a screening program using two-dimensional thin layer chromatography of amino acids.
PubMed:Capillary gas chromatographic/mass spectrometric analysis of abnormal metabolites in hypoglycin-treated rat urine.
PubMed:A patient with alpha-ketoadipic and alpha-aminoadipic aciduria.
PubMed:Tryptophan and lysine metabolism in alpha-aminoadipic aciduria.
PubMed:Biochemical and clinical studies of a new case of alpha-aminoadipic aciduria.
PubMed:Metabolism of alpha-aminoadipic and alpha-ketoadipic acids: studies using rat and beef liver, and human leukocytes.
PubMed:Alpha-ketoadipic aciduria: a description of a new metabolic error in lysine-tryptophan degradation.
PubMed:Alpha-ketoadipic aciduria, a new inborn error of lysine metabolism; biochemical studies.
PubMed:Enzymatic formation of alpha-ketoadipic acid from homoisocitric acid.
PubMed:Enzymatic conversion of homoisocitric acid into alpha-ketoadipic acid.
PubMed:Biosynthesis of Lysine from alpha-Ketoadipic Acid and alpha-Aminoadipic Acid in Yeast.
Present in pea seedlings 2-Oxoadipic acid is produced from lysine in the cytosol of cells via the saccharopine and the pipecolic acid pathways. Catabolites of hydroxylysine and tryptophan enter these pathways as 2-aminoadipic- -semialdehyde and 2-oxoadipate, respectively. In the matrix of mitochondria, 2-oxoadipate is decarboxylated to glutaryl-CoA by the 2-oxoadipate dehydrogenase complex and then converted to acetyl-CoA.; 2-Oxoadipic aciduria is an in-born error of metabolism of lysine, tryptophan, and hydroxylysine, in which abnormal quantities of 2-aminoadipic acid are found in body fluids along with 2-oxoadipic acid. Patients with ; 2-Oxoadipic acidemias are mentally retarded with hypotonia or seizures. 2-Oxoadipic Aciduria can occur in patients with Kearns-Sayre Syndrome, a progressive disorder with onset prior to 20 years of age in which multiple organ systems are affected, including progressive external ophthalmoplegia, retinopathy, and the age of onset, and these are associated classically with abnormalities in cardiac conduction, cerebellar signs, and elevated cerebrospinal fluid protein. (PMID: 10655159, 16183823, 11083877)
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