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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2023-02-21 17:14:47 UTC

HMDB ID

HMDB0000398

Secondary Accession Numbers

HMDB00398

Metabolite Identification

Common Name

3-Oxoadipic acid

Description

3-Oxoadipic acid, also known as 3-keto-adipate or b-oxoadipate, 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. 3-Oxoadipic acid exists in all living organisms, ranging from bacteria to humans. 3-Oxoadipic acid has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make 3-oxoadipic acid a potential biomarker for the consumption of these foods. 3-Oxoadipic acid is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a significant number of articles have been published on 3-Oxoadipic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-Keto-adipate	ChEBI
beta-Ketoadipic acid	ChEBI
beta-Oxoadipic acid	ChEBI
3-Keto-adipic acid	Generator
b-Ketoadipate	Generator
b-Ketoadipic acid	Generator
beta-Ketoadipate	Generator
Β-ketoadipate	Generator
Β-ketoadipic acid	Generator
b-Oxoadipate	Generator
b-Oxoadipic acid	Generator
beta-Oxoadipate	Generator
Β-oxoadipate	Generator
Β-oxoadipic acid	Generator
3-Oxoadipate	Generator
3-Ketoadipic	HMDB
3-Oxoadipic acid, disodium salt	HMDB
3-Ketoadipate	HMDB
3-Ketoadipic acid	HMDB
3-Oxohexanedioate	HMDB
3-Oxohexanedioic acid	HMDB
3-oxo-Adipate	HMDB
3-Oxoadipic acid	KEGG

Chemical Formula

C₆H₈O₅

Average Molecular Weight

160.1247

Monoisotopic Molecular Weight

160.037173366

IUPAC Name

3-oxohexanedioic acid

Traditional Name

3-oxoadipic acid

CAS Registry Number

689-31-6

SMILES

OC(=O)CCC(=O)CC(O)=O

InChI Identifier

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

InChI Key

RTGHRDFWYQHVFW-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
Gamma-keto acid
Beta-keto acid
1,3-dicarbonyl compound
Dicarboxylic acid or derivatives
Beta-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:37440 )
Dicarboxylic acids (LMFA01170096 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Cytoplasm (HMDB: HMDB0000398)

Source

Endogenous

Endogenous (HMDB: HMDB0000398)

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	124 - 126 °C	Not Available
Boiling Point	412.25 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	1000000 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	-0.688 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	37.1 g/L	ALOGPS
logP	-0.64	ALOGPS
logP	-0.18	ChemAxon
logS	-0.64	ALOGPS
pKa (Strongest Acidic)	3.47	ChemAxon
pKa (Strongest Basic)	-7.5	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	33.43 m³·mol⁻¹	ChemAxon
Polarizability	13.91 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 Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	136.935	31661259
DarkChem	[M-H]-	131.447	31661259
AllCCS	[M+H]+	135.248	32859911
AllCCS	[M-H]-	130.577	32859911
DeepCCS	[M+H]+	129.323	30932474
DeepCCS	[M-H]-	125.494	30932474
DeepCCS	[M-2H]-	162.622	30932474
DeepCCS	[M+Na]+	137.996	30932474
AllCCS	[M+H]+	135.2	32859911
AllCCS	[M+H-H2O]+	131.3	32859911
AllCCS	[M+NH4]+	138.9	32859911
AllCCS	[M+Na]+	140.0	32859911
AllCCS	[M-H]-	130.6	32859911
AllCCS	[M+Na-2H]-	132.3	32859911
AllCCS	[M+HCOO]-	134.3	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	2.46 minutes	32390414
Predicted by Siyang on May 30, 2022	9.0774 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	4.38 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	190.6 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	915.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	296.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	70.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	175.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	63.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	245.9 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	277.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	294.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	593.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	125.9 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	794.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	199.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	197.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	705.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	255.5 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	421.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-Oxoadipic acid	OC(=O)CCC(=O)CC(O)=O	2533.9	Standard polar	33892256
3-Oxoadipic acid	OC(=O)CCC(=O)CC(O)=O	1175.7	Standard non polar	33892256
3-Oxoadipic acid	OC(=O)CCC(=O)CC(O)=O	1504.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-Oxoadipic acid,1TMS,isomer #1	C[Si](C)(C)OC(=O)CCC(=O)CC(=O)O	1480.9	Semi standard non polar	33892256
3-Oxoadipic acid,1TMS,isomer #2	C[Si](C)(C)OC(=O)CC(=O)CCC(=O)O	1464.4	Semi standard non polar	33892256
3-Oxoadipic acid,1TMS,isomer #3	C[Si](C)(C)OC(=CC(=O)O)CCC(=O)O	1678.7	Semi standard non polar	33892256
3-Oxoadipic acid,1TMS,isomer #4	C[Si](C)(C)OC(=CCC(=O)O)CC(=O)O	1565.0	Semi standard non polar	33892256
3-Oxoadipic acid,2TMS,isomer #1	C[Si](C)(C)OC(=O)CCC(=O)CC(=O)O[Si](C)(C)C	1600.3	Semi standard non polar	33892256
3-Oxoadipic acid,2TMS,isomer #2	C[Si](C)(C)OC(=O)CCC(=CC(=O)O)O[Si](C)(C)C	1704.6	Semi standard non polar	33892256
3-Oxoadipic acid,2TMS,isomer #3	C[Si](C)(C)OC(=O)CC=C(CC(=O)O)O[Si](C)(C)C	1643.4	Semi standard non polar	33892256
3-Oxoadipic acid,2TMS,isomer #4	C[Si](C)(C)OC(=O)CC(=CCC(=O)O)O[Si](C)(C)C	1635.8	Semi standard non polar	33892256
3-Oxoadipic acid,2TMS,isomer #5	C[Si](C)(C)OC(=O)C=C(CCC(=O)O)O[Si](C)(C)C	1697.1	Semi standard non polar	33892256
3-Oxoadipic acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)C=C(CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	1712.9	Semi standard non polar	33892256
3-Oxoadipic acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)C=C(CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	1704.5	Standard non polar	33892256
3-Oxoadipic acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)C=C(CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	1742.4	Standard polar	33892256
3-Oxoadipic acid,3TMS,isomer #2	C[Si](C)(C)OC(=O)CC=C(CC(=O)O[Si](C)(C)C)O[Si](C)(C)C	1689.1	Semi standard non polar	33892256
3-Oxoadipic acid,3TMS,isomer #2	C[Si](C)(C)OC(=O)CC=C(CC(=O)O[Si](C)(C)C)O[Si](C)(C)C	1692.1	Standard non polar	33892256
3-Oxoadipic acid,3TMS,isomer #2	C[Si](C)(C)OC(=O)CC=C(CC(=O)O[Si](C)(C)C)O[Si](C)(C)C	1748.7	Standard polar	33892256
3-Oxoadipic acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCC(=O)CC(=O)O	1753.7	Semi standard non polar	33892256
3-Oxoadipic acid,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CC(=O)CCC(=O)O	1737.0	Semi standard non polar	33892256
3-Oxoadipic acid,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=CC(=O)O)CCC(=O)O	1911.0	Semi standard non polar	33892256
3-Oxoadipic acid,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=CCC(=O)O)CC(=O)O	1833.3	Semi standard non polar	33892256
3-Oxoadipic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCC(=O)CC(=O)O[Si](C)(C)C(C)(C)C	2044.3	Semi standard non polar	33892256
3-Oxoadipic acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CCC(=CC(=O)O)O[Si](C)(C)C(C)(C)C	2188.0	Semi standard non polar	33892256
3-Oxoadipic acid,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CC=C(CC(=O)O)O[Si](C)(C)C(C)(C)C	2108.8	Semi standard non polar	33892256
3-Oxoadipic acid,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)CC(=CCC(=O)O)O[Si](C)(C)C(C)(C)C	2093.9	Semi standard non polar	33892256
3-Oxoadipic acid,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)C=C(CCC(=O)O)O[Si](C)(C)C(C)(C)C	2125.4	Semi standard non polar	33892256
3-Oxoadipic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C=C(CCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2339.5	Semi standard non polar	33892256
3-Oxoadipic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C=C(CCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2294.2	Standard non polar	33892256
3-Oxoadipic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C=C(CCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2164.7	Standard polar	33892256
3-Oxoadipic acid,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CC=C(CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2336.9	Semi standard non polar	33892256
3-Oxoadipic acid,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CC=C(CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2298.6	Standard non polar	33892256
3-Oxoadipic acid,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CC=C(CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2159.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - 3-Oxoadipic acid GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (2 TMS; 1 MEOX)	splash10-00fr-9300000000-72c6f8e091fde59fcc6d	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 3-Oxoadipic acid GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (2 TMS; 1 MEOX)	splash10-00di-9300000000-e16f3c7e8cbd3eecdd53	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 3-Oxoadipic acid GC-EI-TOF (Non-derivatized)	splash10-00fr-9300000000-72c6f8e091fde59fcc6d	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 3-Oxoadipic acid GC-EI-TOF (Non-derivatized)	splash10-00di-9300000000-e16f3c7e8cbd3eecdd53	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Oxoadipic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-9200000000-edd79fa9b71a6b08c581	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Oxoadipic acid GC-MS (2 TMS) - 70eV, Positive	splash10-0079-9260000000-e0e8f0b98c96b6e1fdd4	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Oxoadipic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Oxoadipic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Oxoadipic acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Oxoadipic acid GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Oxoadipic acid GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Oxoadipic acid GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Oxoadipic acid GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Oxoadipic acid GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Oxoadipic acid GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Oxoadipic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Oxoadipic acid GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Oxoadipic acid GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Oxoadipic acid GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Oxoadipic acid GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Oxoadipic acid GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Oxoadipic acid GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Oxoadipic acid GC-MS (TBDMS_2_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Oxoadipic acid GC-MS (TBDMS_2_5) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Oxoadipic acid Quattro_QQQ 10V, Positive-QTOF (Annotated)	splash10-03di-0900000000-96c5f05fc6b878ab1851	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Oxoadipic acid Quattro_QQQ 25V, Positive-QTOF (Annotated)	splash10-03di-0900000000-d66b7b214be6f5603f36	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 3-Oxoadipic acid Quattro_QQQ 40V, Positive-QTOF (Annotated)	splash10-03di-0900000000-90f1b6b3fb1700353565	2012-07-24	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Oxoadipic acid 10V, Positive-QTOF	splash10-0006-1900000000-bc4f5be039aaafe91dd2	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Oxoadipic acid 20V, Positive-QTOF	splash10-00ke-9800000000-8e8faa9566cb5d032186	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Oxoadipic acid 40V, Positive-QTOF	splash10-0aov-9000000000-a3065ccf178062c46321	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Oxoadipic acid 10V, Negative-QTOF	splash10-0aou-1900000000-fbef6dc5f8198d5bd637	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Oxoadipic acid 20V, Negative-QTOF	splash10-066s-9800000000-4882dffcd1d4aaccb3bd	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Oxoadipic acid 40V, Negative-QTOF	splash10-05mn-9100000000-7fb63533f517e56117f8	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Oxoadipic acid 10V, Negative-QTOF	splash10-0002-9400000000-832431535450c51b5611	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Oxoadipic acid 20V, Negative-QTOF	splash10-0abd-9000000000-28ff6e481b250f18da42	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Oxoadipic acid 40V, Negative-QTOF	splash10-0596-9000000000-c496220ba1ebcf4b58f4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Oxoadipic acid 10V, Positive-QTOF	splash10-014j-9700000000-e64da48f7f48f62cd995	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Oxoadipic acid 20V, Positive-QTOF	splash10-066v-9000000000-f4dc222564aa0e774538	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Oxoadipic acid 40V, Positive-QTOF	splash10-0006-9000000000-b5f275a9c00725d5475f	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Experimental 1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, experimental)	2021-10-10	Wishart Lab	View Spectrum
Experimental 2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	2012-12-05	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm (predicted from logP)

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022015

KNApSAcK ID

Not Available

Chemspider ID

KEGG Compound ID

C00846

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

5387

PubChem Compound

PDB ID

Not Available

ChEBI ID

37440

Food Biomarker Ontology

Not Available

VMH ID

3OXOADP

MarkerDB ID

Not Available

Good Scents ID

rw1192791

References

Synthesis Reference

Darrah, Josephine A.; Cain, Ronald B. Convenient biological method for preparing beta-ketoadipic acid. Laboratory Practice (1967), 16(8), 989-90.

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Svendsen JS, Sydnes LK, Whist JE: Identification of 3-oxodicarboxylic acids in human urine. J Chromatogr. 1988 Nov 18;432:13-9. [PubMed:3220884 ]

Showing metabocard for 3-Oxoadipic acid (HMDB0000398)

MOL for HMDB0000398 (3-Oxoadipic acid)

3D MOL for HMDB0000398 (3-Oxoadipic acid)

3D SDF for HMDB0000398 (3-Oxoadipic acid)

3D-SDF for HMDB0000398 (3-Oxoadipic acid)

PDB for HMDB0000398 (3-Oxoadipic acid)

3D PDB for HMDB0000398 (3-Oxoadipic acid)

SMILES for HMDB0000398 (3-Oxoadipic acid)

INCHI for HMDB0000398 (3-Oxoadipic acid)

Structure for HMDB0000398 (3-Oxoadipic acid)

3D Structure for HMDB0000398 (3-Oxoadipic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra