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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (5) Show 5 proteins XML

Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2020-11-09 23:12:54 UTC

HMDB ID

HMDB0000225

Secondary Accession Numbers

HMDB00225

Metabolite Identification

Common Name

Oxoadipic acid

Description

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 ). Oxoadipic acid is found to be associated with alpha-aminoadipic aciduria, which is an inborn error of metabolism.

Structure

MOL SDF 3D SDF PDB 3D PDB SMILES InChI

COMPND    https://cactus.nci.nih.gov/chemical/structure/OC(=O)CCCC(=O)C(O)=O/file?forma... 
AUTHOR    GENERATED BY OPEN BABEL 3.1.0
HETATM    1  O   UNL     1       4.481  -0.649   0.000  1.00  0.00           O  
HETATM    2  C   UNL     1       3.299  -0.013   0.000  1.00  0.00           C  
HETATM    3  O   UNL     1       3.262   1.194   0.000  1.00  0.00           O  
HETATM    4  C   UNL     1       2.017  -0.805   0.000  1.00  0.00           C  
HETATM    5  C   UNL     1       0.824   0.153   0.000  1.00  0.00           C  
HETATM    6  C   UNL     1      -0.477  -0.651   0.000  1.00  0.00           C  
HETATM    7  C   UNL     1      -1.651   0.294   0.000  1.00  0.00           C  
HETATM    8  O   UNL     1      -1.466   1.487   0.000  1.00  0.00           O  
HETATM    9  C   UNL     1      -3.041  -0.245   0.000  1.00  0.00           C  
HETATM   10  O   UNL     1      -4.090   0.599   0.000  1.00  0.00           O  
HETATM   11  O   UNL     1      -3.227  -1.443   0.000  1.00  0.00           O  
HETATM   12  H   UNL     1       5.276  -0.099   0.000  1.00  0.00           H  
HETATM   13  H   UNL     1       1.978  -1.434  -0.890  1.00  0.00           H  
HETATM   14  H   UNL     1       1.978  -1.434   0.890  1.00  0.00           H  
HETATM   15  H   UNL     1       0.863   0.782   0.890  1.00  0.00           H  
HETATM   16  H   UNL     1       0.863   0.782  -0.890  1.00  0.00           H  
HETATM   17  H   UNL     1      -0.516  -1.279  -0.890  1.00  0.00           H  
HETATM   18  H   UNL     1      -0.516  -1.279   0.890  1.00  0.00           H  
HETATM   19  H   UNL     1      -4.972   0.203   0.000  1.00  0.00           H  
CONECT    1    2   12                                                 
CONECT    2    1    3    3    4                                       
CONECT    3    2    2                                                 
CONECT    4    2    5   13   14                                       
CONECT    5    4    6   15   16                                       
CONECT    6    5    7   17   18                                       
CONECT    7    6    8    8    9                                       
CONECT    8    7    7                                                 
CONECT    9    7   10   11   11                                       
CONECT   10    9   19                                                 
CONECT   11    9    9                                                 
CONECT   12    1                                                      
CONECT   13    4                                                      
CONECT   14    4                                                      
CONECT   15    5                                                      
CONECT   16    5                                                      
CONECT   17    6                                                      
CONECT   18    6                                                      
CONECT   19   10                                                      
MASTER        0    0    0    0    0    0    0    0   19    0   19    0
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-Oxoadipate	ChEBI
2-Oxoadipic acid	Kegg
Oxoadipate	Generator
2-Keto-adipate	HMDB
2-Ketoadipate	HMDB
2-Ketoadipic acid	HMDB
2-oxo-Hexanedioate	HMDB
2-oxo-Hexanedioic acid	HMDB
2-Oxohexanedioate	HMDB
2-Oxohexanedioic acid	HMDB
2-Oxohexanedionic acid	HMDB
a-Ketoadipate	HMDB
a-Ketoadipic acid	HMDB
a-Oxoadipate	HMDB
a-Oxoadipic acid	HMDB
alpha-Ketoadipate	HMDB
alpha-Ketoadipic acid	HMDB
alpha-Oxoadipate	HMDB
alpha-Oxoadipic acid	HMDB
α-Ketoadipic acid	HMDB
α-Oxoadipic acid	HMDB

Chemical Formula

C₆H₈O₅

Average Molecular Weight

160.1247

Monoisotopic Molecular Weight

160.037173366

IUPAC Name

2-oxohexanedioic acid

Traditional Name

oxoadipate

CAS Registry Number

3184-35-8

SMILES

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

InChI Identifier

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

InChI Key

FGSBNBBHOZHUBO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as medium-chain keto acids and derivatives. These are keto acids with a 6 to 12 carbon atoms long side chain.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Keto acids and derivatives

Sub Class

Medium-chain keto acids and derivatives

Direct Parent

Medium-chain keto acids and derivatives

Alternative Parents

Substituents

Medium-chain keto acid
Dicarboxylic acid or derivatives
Alpha-keto acid
Alpha-hydroxy ketone
Ketone
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

oxo dicarboxylic acid (CHEBI:15753 )
Dicarboxylic acids (LMFA01170121 )

Ontology

Physiological effect

Health effect:

Health condition:

Aciduria

Metabolism and nutrition disorders:

2-ketoadipic acidemia

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Plant:

Fabaceae

Biological location:

Biofluid and excreta:

Subcellular:

Process

Naturally occurring process:

Biological process:

Biochemical pathway:

Role

Indirect biological role:

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	127 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	23.4 g/L	ALOGPS
logP	-0.37	ALOGPS
logP	0.34	ChemAxon
logS	-0.83	ALOGPS
pKa (Strongest Acidic)	2.84	ChemAxon
pKa (Strongest Basic)	-9.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	91.67 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	33.48 m³·mol⁻¹	ChemAxon
Polarizability	14.16 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Spectral Properties

Collision Cross Sections

Name	Adduct	Type	Data Source	Value	Reference
AllCCS	[M-H]-	Experimental	Not Available	127.0	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000012
DarkChem	[M+H]+	Predicted	Not Available	137.052	31661259
DarkChem	[M-H]-	Predicted	Not Available	129.763	31661259
AllCCS	[M+H]+	Predicted	Not Available	135.35	32859911
AllCCS	[M-H]-	Predicted	Not Available	130.376	32859911

Retention Indices

Underivatized

Not Available

Derivatized

Derivative	Value	Reference
Oxoadipic acid,1TMS,#1	1524.7357	https://arxiv.org/abs/1905.12712
Oxoadipic acid,1TMS,#2	1505.0894	https://arxiv.org/abs/1905.12712
Oxoadipic acid,1TMS,#3	1638.842	https://arxiv.org/abs/1905.12712
Oxoadipic acid,2TMS,#1	1633.225	https://arxiv.org/abs/1905.12712
Oxoadipic acid,2TMS,#2	1706.9653	https://arxiv.org/abs/1905.12712
Oxoadipic acid,2TMS,#3	1667.5631	https://arxiv.org/abs/1905.12712
Oxoadipic acid,1TBDMS,#1	1791.435	https://arxiv.org/abs/1905.12712
Oxoadipic acid,1TBDMS,#2	1781.1261	https://arxiv.org/abs/1905.12712
Oxoadipic acid,1TBDMS,#3	1881.1427	https://arxiv.org/abs/1905.12712
Oxoadipic acid,2TBDMS,#1	2081.3381	https://arxiv.org/abs/1905.12712
Oxoadipic acid,2TBDMS,#2	2163.1362	https://arxiv.org/abs/1905.12712
Oxoadipic acid,2TBDMS,#3	2132.0527	https://arxiv.org/abs/1905.12712

Spectra

GC-MS

Spectrum Type	Description	Splash Key	Deposition Date	View
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-002b-3910000000-66f39a8b247786a425e6	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-002k-3910000000-977efef811bb47535b80	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0udr-6900000000-0eb27647b831277a2aef	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0udr-6900000000-46cd4d782e3d19030993	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-002b-3910000000-66f39a8b247786a425e6	2018-05-18	View Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-002k-3910000000-977efef811bb47535b80	2018-05-18	View Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0udr-6900000000-0eb27647b831277a2aef	2018-05-18	View Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0udr-6900000000-46cd4d782e3d19030993	2018-05-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-00r6-9300000000-b3f156c173adabf3f1bb	2016-09-22	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive	splash10-0079-9830000000-a3b1d5e6d378582a6fc2	2017-10-06	View Spectrum

LC-MS/MS

Spectrum Type	Description	Splash Key	Deposition Date	View
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-0a4i-0900000000-aef94cc19e461712a097	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-0bt9-9500000000-9326906313591bb9da1c	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-0a4i-9000000000-05db676896bb1e350497	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-0a4l-9000000000-1e566f572b14692461f2	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-0006-9000000000-527da1c1c271db4d8db4	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - , negative	splash10-0a4i-9600000000-38ade0e080ecb7a89588	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-9000000000-ea231700b469554fcdb4	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-9300000000-d69c9552085fc7db91fc	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Negative	splash10-052f-9000000000-fa207039b6913600e1b4	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-dc580b3d8a9e58ea79c6	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-9200000000-f25470d83f4df952958e	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-9000000000-c524dfcde428d896e041	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-3e6aec4efdb02abcf887	2021-09-20	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-2900000000-757eb57780db9df4f78d	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-016v-9700000000-675e5732632f0a0cabe1	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-1da8154067fdb9a27459	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-1900000000-0e26a52af95eb287809d	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-066v-7900000000-d898e0593464c13b3f89	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-052g-9100000000-34782bad1c8755ac897d	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014v-9800000000-1b44ce4709a42734f384	2021-09-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00kf-9000000000-e16740a0d326b489193c	2021-09-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-99207abec9ffe380ff34	2021-09-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0295-5900000000-d4320b8980ff5d5a03d3	2021-09-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00kb-9100000000-27e2c4cbbb4945978dc1	2021-09-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-bc42e02ad867f6ce85a4	2021-09-08	View Spectrum

NMR

Spectrum Type	Description	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)	2012-12-04	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, DMSO-d6, experimental)	2014-09-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 22.53 MHz, DMSO-d6, experimental)	2014-09-23	View Spectrum
2D NMR	[¹H, ¹³C] NMR Spectrum (2D, 500 MHz, H₂O, predicted)	2012-12-05	View Spectrum

Biological Properties

Cellular Locations

Mitochondria

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Name	SMPDB/Pathwhiz	KEGG
Lysine Degradation
Glutaric Aciduria Type I		Not Available
Saccharopinuria/Hyperlysinemia II		Not Available
Hyperlysinemia I, Familial		Not Available
Hyperlysinemia II or Saccharopinuria		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Urine	Detected and Quantified	1.2 umol/mmol creatinine	Children (1-13 years old)	Both	Normal	8087979	details
Urine	Detected and Quantified	0.17 (0.02-0.57) umol/mmol creatinine	Adult (>18 years old)	Male	Normal	9869358	details
Urine	Detected and Quantified	0.21 (0.04-0.81) umol/mmol creatinine	Adult (>18 years old)	Female	Normal	9869358	details
Urine	Detected and Quantified	1.3 (1.0-1.5) umol/mmol creatinine	Children (1-13 years old)	Both	Normal	8087979	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected and Quantified	520-970 umol/mmol creatinine	Children (1-13 years old)	Female	2-Aminoadipic aciduria	23141293	details
Urine	Detected and Quantified	62 umol/mmol creatinine	Adolescent (13-18 years old)	Male	alpha-Ketoadipic Aciduria	6774165	details
Urine	Detected and Quantified	20-120 umol/mmol creatinine	Children (1-13 years old)	Not Specified	alpha-Aminoadipic aciduria	6796766	details
Urine	Detected and Quantified	456 umol/mmol creatinine	Infant (0-1 year old)	Not Specified	alpha-ketoadipic aciduria	10503694	details
Urine	Detected and Quantified	135 umol/mmol creatinine	Newborn (0-30 days old)	Not Specified	alpha-ketoadipic aciduria	10503694	details

Associated Disorders and Diseases

Disease References

2-Ketoadipic acidemia
Chalmers RA, Lawson AM, Watts RW, Tavill AS, Kamerling JP, Hey E, Ogilvie D: D-2-hydroxyglutaric aciduria: case report and biochemical studies. J Inherit Metab Dis. 1980;3(1):11-5. [PubMed:6774165 ] Peng H, Shinka T, Inoue Y, Mitsubuchi H, Ishimatsu J, Yoshino M, Kuhara T: Asymptomatic alpha-ketoadipic aciduria detected during a pilot study of neonatal urine screening. Acta Paediatr. 1999 Aug;88(8):911-4. [PubMed:10503694 ] G.Frauendienst-Egger, Friedrich K. Trefz (2017). MetaGene: Metabolic & Genetic Information Center (MIC: http://www.metagene.de). METAGENE consortium.
Alpha-aminoadipic aciduria
Gray RG, O'Neill EM, Pollitt RJ: Alpha-aminoadipic aciduria: chemical and enzymatic studies. J Inherit Metab Dis. 1980;2(4):89-92. [PubMed:6796766 ]
2-Aminoadipic aciduria
Danhauser K, Sauer SW, Haack TB, Wieland T, Staufner C, Graf E, Zschocke J, Strom TM, Traub T, Okun JG, Meitinger T, Hoffmann GF, Prokisch H, Kolker S: DHTKD1 mutations cause 2-aminoadipic and 2-oxoadipic aciduria. Am J Hum Genet. 2012 Dec 7;91(6):1082-7. doi: 10.1016/j.ajhg.2012.10.006. Epub 2012 Nov 8. [PubMed:23141293 ]

Associated OMIM IDs

245130 (2-Ketoadipic acidemia)
204750 (2-Aminoadipic aciduria)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB003362

KNApSAcK ID

C00000770

Chemspider ID

KEGG Compound ID

C00322

BioCyc ID

2K-ADIPATE

BiGG ID

1485244

Wikipedia Link

Not Available

METLIN ID

5234

PubChem Compound

PDB ID

Not Available

ChEBI ID

15753

Food Biomarker Ontology

Not Available

VMH ID

2OXOADP

MarkerDB ID

MDB00000107

References

Synthesis Reference

Nelson, Randall B.; Gribble, Gordon W. Preparation of a-ketoadipic acid. Organic Preparations and Procedures International (1973), 5(2), 55-8.

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Guneral F, Bachmann C: Age-related reference values for urinary organic acids in a healthy Turkish pediatric population. Clin Chem. 1994 Jun;40(6):862-6. [PubMed:8087979 ]
Lee SH, Kim SO, Chung BC: Gas chromatographic-mass spectrometric determination of urinary oxoacids using O-(2,3,4,5,6-pentafluorobenzyl)oxime-trimethylsilyl ester derivatization and cation-exchange chromatography. J Chromatogr B Biomed Sci Appl. 1998 Nov 20;719(1-2):1-7. [PubMed:9869358 ]
Barshop BA, Nyhan WL, Naviaux RK, McGowan KA, Friedlander M, Haas RH: Kearns-Sayre syndrome presenting as 2-oxoadipic aciduria. Mol Genet Metab. 2000 Jan;69(1):64-8. [PubMed:10655159 ]
Schulze-Bergkamen A, Okun JG, Spiekerkotter U, Lindner M, Haas D, Kohlmuller D, Mayatepek E, Schulze-Bergkamen H, Greenberg CR, Zschocke J, Hoffmann GF, Kolker S: 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. Pediatr Res. 2005 Nov;58(5):873-80. Epub 2005 Sep 23. [PubMed:16183823 ]
Fiermonte G, Dolce V, Palmieri L, Ventura M, Runswick MJ, Palmieri F, Walker JE: Identification of the human mitochondrial oxodicarboxylate carrier. Bacterial expression, reconstitution, functional characterization, tissue distribution, and chromosomal location. J Biol Chem. 2001 Mar 16;276(11):8225-30. Epub 2000 Nov 16. [PubMed:11083877 ]

Enzymes

Enzyme Details

1. Dihydrolipoyl dehydrogenase, mitochondrial

General function:: Involved in oxidoreductase activity
Specific function:: Lipoamide dehydrogenase is a component of the glycine cleavage system as well as of the alpha-ketoacid dehydrogenase complexes. Involved in the hyperactivation of spermatazoa during capacitation and in the spermatazoal acrosome reaction.
Gene Name:: DLD
Uniprot ID:: P09622
Molecular weight:: 54176.91

Enzyme Details

2. Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial

General function:: Involved in transferase activity, transferring nitrogenous groups
Specific function:: Transaminase with broad substrate specificity. Has transaminase activity towards aminoadipate, kynurenine, methionine and glutamate. Shows activity also towards tryptophan, aspartate and hydroxykynurenine. Accepts a variety of oxo-acids as amino-group acceptors, with a preference for 2-oxoglutarate, 2-oxocaproic acid, phenylpyruvate and alpha-oxo-gamma-methiol butyric acid. Can also use glyoxylate as amino-group acceptor (in vitro).
Gene Name:: AADAT
Uniprot ID:: Q8N5Z0
Molecular weight:: 47351.17

Reactions

Aminoadipic acid + Oxoglutaric acid → Oxoadipic acid + L-Glutamic acid	details

Enzyme Details

3. 2-oxoglutarate dehydrogenase, mitochondrial

General function:: Involved in oxoglutarate dehydrogenase (succinyl-transferring) activity
Specific function:: The 2-oxoglutarate dehydrogenase complex catalyzes the overall conversion of 2-oxoglutarate to succinyl-CoA and CO(2). It contains multiple copies of three enzymatic components: 2-oxoglutarate dehydrogenase (E1), dihydrolipoamide succinyltransferase (E2) and lipoamide dehydrogenase (E3).
Gene Name:: OGDH
Uniprot ID:: Q02218
Molecular weight:: 48179.59

Reactions

Oxoadipic acid + Coenzyme A + NAD → Glutaryl-CoA + Carbon dioxide + NADH + Hydrogen Ion	details
Oxoadipic acid + Enzyme N6-(lipoyl)lysine → [Dihydrolipoyllysine-residue succinyltransferase] S-glutaryldihydrolipoyllysine + Carbon dioxide	details

Enzyme Details

4. Aminoadipate aminotransferase, isoform CRA_b

General function:: Transcription
Specific function:: Not Available
Gene Name:: AADAT
Uniprot ID:: Q4W5N8
Molecular weight:: 47351.2

Enzyme Details

5. 2-oxoglutarate dehydrogenase-like, mitochondrial

General function:: Involved in oxoglutarate dehydrogenase (succinyl-transferring) activity
Specific function:: Not Available
Gene Name:: OGDHL
Uniprot ID:: Q9ULD0
Molecular weight:: Not Available

Reactions

Oxoadipic acid + Coenzyme A + NAD → Glutaryl-CoA + Carbon dioxide + NADH + Hydrogen Ion	details
Oxoadipic acid + Enzyme N6-(lipoyl)lysine → [Dihydrolipoyllysine-residue succinyltransferase] S-glutaryldihydrolipoyllysine + Carbon dioxide	details

Showing metabocard for Oxoadipic acid (HMDB0000225)

MOL for HMDB0000225 (Oxoadipic acid)

3D MOL for HMDB0000225 (Oxoadipic acid)

3D SDF for HMDB0000225 (Oxoadipic acid)

3D-SDF for HMDB0000225 (Oxoadipic acid)

PDB for HMDB0000225 (Oxoadipic acid)

3D PDB for HMDB0000225 (Oxoadipic acid)

SMILES for HMDB0000225 (Oxoadipic acid)

INCHI for HMDB0000225 (Oxoadipic acid)

Structure for HMDB0000225 (Oxoadipic acid)

3D Structure for HMDB0000225 (Oxoadipic acid)

Collision Cross Sections

Retention Indices

Underivatized

Derivatized

GC-MS

LC-MS/MS

NMR

Enzymes

Reactions

Reactions

Reactions