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Details

Stereochemistry ACHIRAL
Molecular Formula C6H8O5
Molecular Weight 160.1247
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 2-OXOADIPIC ACID

SMILES

OC(=O)CCCC(=O)C(O)=O

InChI

InChIKey=FGSBNBBHOZHUBO-UHFFFAOYSA-N
InChI=1S/C6H8O5/c7-4(6(10)11)2-1-3-5(8)9/h1-3H2,(H,8,9)(H,10,11)

HIDE SMILES / InChI

Molecular Formula C6H8O5
Molecular Weight 160.1247
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Analysis of the rice mitochondrial carrier family reveals anaerobic accumulation of a basic amino acid carrier involved in arginine metabolism during seed germination.
2010-10
Integration of metabolomics and transcriptomics data to aid biomarker discovery in type 2 diabetes.
2010-05
Involvement of an alternatively spliced mitochondrial oxodicarboxylate carrier in adipogenesis in 3T3-L1 cells.
2009-10-13
Site-directed mutagenesis as a probe of the acid-base catalytic mechanism of homoisocitrate dehydrogenase from Saccharomyces cerevisiae.
2009-08-04
Mechanism for multiple-substrates recognition of alpha-aminoadipate aminotransferase from Thermus thermophilus.
2009-05-01
Adenine nucleotide translocator transports haem precursors into mitochondria.
2008-08-27
Substrate specificity and structure of human aminoadipate aminotransferase/kynurenine aminotransferase II.
2008-08
Structure-function relationships in the 2-oxo acid dehydrogenase family: substrate-specific signatures and functional predictions for the 2-oxoglutarate dehydrogenase-like proteins.
2008-05-01
Chemical mechanism of homoisocitrate dehydrogenase from Saccharomyces cerevisiae.
2008-04-01
Thiahomoisocitrate: a highly potent inhibitor of homoisocitrate dehydrogenase involved in the alpha-aminoadipate pathway.
2008-03-15
Reconstruction and flux analysis of coupling between metabolic pathways of astrocytes and neurons: application to cerebral hypoxia.
2007-12-10
Determinants of substrate specificity for saccharopine dehydrogenase from Saccharomyces cerevisiae.
2007-06-26
Purification and characterization of the FeII- and alpha-ketoglutarate-dependent xanthine hydroxylase from Aspergillus nidulans.
2007-05-08
Substrate specificity analysis and inhibitor design of homoisocitrate dehydrogenase.
2007-02-01
Excess dietary lysine increases growth of chicks fed niacin-deficient diets, but dietary quinolinic acid has no niacin-sparing activity.
2007-02
Complete kinetic mechanism of homoisocitrate dehydrogenase from Saccharomyces cerevisiae.
2007-01-23
Growth control of the eukaryote cell: a systems biology study in yeast.
2007
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.
2005-11
Lysine is catabolized to 2-aminoadipic acid in Penicillium chrysogenum by an omega-aminotransferase and to saccharopine by a lysine 2-ketoglutarate reductase. Characterization of the omega-aminotransferase.
2005-10
Increasing mitochondrial substrate-level phosphorylation can rescue respiratory growth of an ATP synthase-deficient yeast.
2005-09-02
Thiamine-responsive congenital lactic acidosis: clinical and biochemical studies.
2005-08
alpha-Aminoadipate aminotransferase from an extremely thermophilic bacterium, Thermus thermophilus.
2004-07
Different elongation pathways in the biosynthesis of acyl groups of trichome exudate sugar esters from various solanaceous plants.
2003-04
Characterization of homoisocitrate dehydrogenase involved in lysine biosynthesis of an extremely thermophilic bacterium, Thermus thermophilus HB27, and evolutionary implication of beta-decarboxylating dehydrogenase.
2003-01-17
Isolation and biochemical characterization of hypophosphite/2-oxoglutarate dioxygenase. A novel phosphorus-oxidizing enzyme from Psuedomonas stutzeri WM88.
2002-10-11
Characterization of the human gene encoding alpha-aminoadipate aminotransferase (AADAT).
2002-07
Ammonia assimilation in Klebsiella pneumoniae F-5-2 that can utilize ammonium and nitrate ions simultaneously: purification and characterization of glutamate dehydrogenase and glutamine synthetase.
2002
A Korean girl with alpha-aminoadipic and alpha-ketoadipic aciduria accompanied with elevation of 2-hydroxyglutarate and glutarate.
2001-08
Gas chromatographic-mass spectrometric screening for organic acidemias using dried urine filter paper: determination of alpha-ketoacids.
2001-07-05
Alteration of the co-substrate selectivity of deacetoxycephalosporin C synthase. The role of arginine 258.
2001-05-25
Identification of the human mitochondrial oxodicarboxylate carrier. Bacterial expression, reconstitution, functional characterization, tissue distribution, and chromosomal location.
2001-03-16
Identification in Saccharomyces cerevisiae of two isoforms of a novel mitochondrial transporter for 2-oxoadipate and 2-oxoglutarate.
2001-01-19
Gas chromatographic-mass spectrometric determination of urinary oxoacids using O-(2,3,4,5,6-pentafluorobenzyl)oxime-trimethylsilyl ester derivatization and cation-exchange chromatography.
1998-11-20
Age-related reference values for urinary organic acids in a healthy Turkish pediatric population.
1994-06
Enzymatic formation of alpha-ketoadipic acid from homoisocitric acid.
1965-11
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 20:48:21 GMT 2025
Edited
by admin
on Mon Mar 31 20:48:21 GMT 2025
Record UNII
BB72FKL1M2
Record Status Validated (UNII)
Record Version
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Name Type Language
.ALPHA.-KETOADIPIC ACID
Preferred Name English
2-OXOADIPIC ACID
Systematic Name English
.ALPHA.-OXOADIPIC ACID
Common Name English
2-KETOADIPIC ACID
Systematic Name English
HEXANEDIOIC ACID, 2-OXO-
Common Name English
2-OXOHEXANEDIOIC ACID
Systematic Name English
Code System Code Type Description
FDA UNII
BB72FKL1M2
Created by admin on Mon Mar 31 20:48:21 GMT 2025 , Edited by admin on Mon Mar 31 20:48:21 GMT 2025
PRIMARY
CHEBI
15753
Created by admin on Mon Mar 31 20:48:21 GMT 2025 , Edited by admin on Mon Mar 31 20:48:21 GMT 2025
PRIMARY
MESH
C001918
Created by admin on Mon Mar 31 20:48:21 GMT 2025 , Edited by admin on Mon Mar 31 20:48:21 GMT 2025
PRIMARY
EPA CompTox
DTXSID20185702
Created by admin on Mon Mar 31 20:48:21 GMT 2025 , Edited by admin on Mon Mar 31 20:48:21 GMT 2025
PRIMARY
CAS
3184-35-8
Created by admin on Mon Mar 31 20:48:21 GMT 2025 , Edited by admin on Mon Mar 31 20:48:21 GMT 2025
PRIMARY
PUBCHEM
71
Created by admin on Mon Mar 31 20:48:21 GMT 2025 , Edited by admin on Mon Mar 31 20:48:21 GMT 2025
PRIMARY
WIKIPEDIA
alpha-Ketoadipic acid
Created by admin on Mon Mar 31 20:48:21 GMT 2025 , Edited by admin on Mon Mar 31 20:48:21 GMT 2025
PRIMARY