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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (2) Show 2 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2006-05-22 14:17:35 UTC

Update Date

2023-02-21 17:16:07 UTC

HMDB ID

HMDB0002070

Secondary Accession Numbers

HMDB0001479
HMDB01479
HMDB02070

Metabolite Identification

Common Name

4-Hydroxy-2-oxoglutaric acid

Description

4-Hydroxy-2-oxoglutaric acid, also known as 2-keto-4-hydroxyglutarate, belongs to the class of organic compounds known as gamma-keto acids and derivatives. These are organic compounds containing an aldehyde substituted with a keto group on the C4 carbon atom. 4-Hydroxy-2-oxoglutaric acid exists in all living species, ranging from bacteria to plants to humans. In humans, 4-hydroxy-2-oxoglutaric acid is involved in the metabolic disorder called hyperornithinemia with gyrate atrophy (hoga). 4-Hydroxy-2-oxoglutaric 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 4-hydroxy-2-oxoglutaric acid a potential biomarker for the consumption of these foods. 4-Hydroxy-2-oxoglutaric 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 very few articles have been published on 4-Hydroxy-2-oxoglutaric acid.

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
4-Hydroxy-2-oxoglutarate	Generator
2-Keto-4-hydroxyglutarate	MeSH
2-Keto-4-hydroxyglutarate, (+-)-isomer	MeSH
(+/-)-2-hydroxy-4-oxopentanedioate	HMDB
(+/-)-2-hydroxy-4-oxopentanedioic acid	HMDB
2-Hydroxy-4-oxopentanedioate	HMDB
2-Hydroxy-4-oxopentanedioic acid	HMDB
2-oxo-4-Hydroxyglutarate	HMDB
4-Hydroxy-2-ketoglutarate	HMDB
D-4-Hydroxy-2-ketoglutarate	HMDB

Chemical Formula

C₅H₆O₆

Average Molecular Weight

162.0975

Monoisotopic Molecular Weight

162.016437924

IUPAC Name

2-hydroxy-4-oxopentanedioic acid

Traditional Name

4-hydroxy-2-oxoglutaric acid

CAS Registry Number

1187-99-1

SMILES

OC(CC(=O)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C5H6O6/c6-2(4(8)9)1-3(7)5(10)11/h2,6H,1H2,(H,8,9)(H,10,11)

InChI Key

WXSKVKPSMAHCSG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as gamma-keto acids and derivatives. These are organic compounds containing an aldehyde substituted with a keto group on the C4 carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Keto acids and derivatives

Sub Class

Gamma-keto acids and derivatives

Direct Parent

Gamma-keto acids and derivatives

Alternative Parents

Substituents

Gamma-keto acid
Short-chain keto acid
Alpha-hydroxy acid
Alpha-keto acid
Beta-hydroxy ketone
Dicarboxylic acid or derivatives
Hydroxy acid
Alpha-hydroxy ketone
Secondary alcohol
Ketone
Carboxylic acid
Carboxylic acid derivative
Organooxygen compound
Carbonyl group
Hydrocarbon derivative
Alcohol
Organic oxide
Organic oxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

oxo dicarboxylic acid (CHEBI:30923 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Organelle

Mitochondrion (HMDB: HMDB0002070)

Source

Endogenous

Endogenous (HMDB: HMDB0002070)

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

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Arginine and Proline Metabolism (PathBank: SMP0012004)
Arginine and Proline Metabolism (HMDB: HMDB0002070)

Disease pathway

Arginine: Glycine Amidinotransferase Deficiency (AGAT Deficiency) (PathBank: SMP0120454)
Creatine Deficiency, Guanidinoacetate Methyltransferase Deficiency (PathBank: SMP0120569)
Hyperprolinemia Type I (PathBank: SMP0120719)
Hyperornithinemia with Gyrate Atrophy (HOGA) (PathBank: SMP0120789)
Hyperprolinemia Type II (PathBank: SMP0120501)
Prolinemia Type II (PathBank: SMP0120539)
Prolidase Deficiency (PD) (PathBank: SMP0120541)
L-Arginine:Glycine Amidinotransferase Deficiency (PathBank: SMP0120572)
Hyperornithinemia-Hyperammonemia-Homocitrullinuria [HHH-syndrome] (PathBank: SMP0120790)
Ornithine Aminotransferase Deficiency (OAT Deficiency) (PathBank: SMP0120538)
Guanidinoacetate Methyltransferase Deficiency (GAMT Deficiency) (PathBank: SMP0120710)
Hyperornithinemia-Hyperammonemia-Homocitrullinuria [HHH-syndrome] (PathBank: SMP0000506)

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	69.8 g/L	ALOGPS
logP	-1.1	ALOGPS
logP	-0.82	ChemAxon
logS	-0.37	ALOGPS
pKa (Strongest Acidic)	2.45	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	111.9 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	30.22 m³·mol⁻¹	ChemAxon
Polarizability	12.76 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]+	135.949	31661259
DarkChem	[M-H]-	130.669	31661259
DeepCCS	[M+H]+	126.018	30932474
DeepCCS	[M-H]-	122.169	30932474
DeepCCS	[M-2H]-	159.706	30932474
DeepCCS	[M+Na]+	135.073	30932474
AllCCS	[M+H]+	136.0	32859911
AllCCS	[M+H-H2O]+	132.0	32859911
AllCCS	[M+NH4]+	139.6	32859911
AllCCS	[M+Na]+	140.7	32859911
AllCCS	[M-H]-	126.6	32859911
AllCCS	[M+Na-2H]-	128.3	32859911
AllCCS	[M+HCOO]-	130.3	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.	1.78 minutes	32390414
Predicted by Siyang on May 30, 2022	9.8878 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	6.11 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	246.6 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	788.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	352.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	51.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	207.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	76.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	267.9 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	272.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	611.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	623.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	67.2 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	870.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	219.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	253.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	754.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	297.7 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	438.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4-Hydroxy-2-oxoglutaric acid	OC(CC(=O)C(O)=O)C(O)=O	2357.1	Standard polar	33892256
4-Hydroxy-2-oxoglutaric acid	OC(CC(=O)C(O)=O)C(O)=O	1311.3	Standard non polar	33892256
4-Hydroxy-2-oxoglutaric acid	OC(CC(=O)C(O)=O)C(O)=O	1462.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4-Hydroxy-2-oxoglutaric acid,1TMS,isomer #1	C[Si](C)(C)OC(CC(=O)C(=O)O)C(=O)O	1504.7	Semi standard non polar	33892256
4-Hydroxy-2-oxoglutaric acid,1TMS,isomer #2	C[Si](C)(C)OC(=O)C(=O)CC(O)C(=O)O	1479.1	Semi standard non polar	33892256
4-Hydroxy-2-oxoglutaric acid,1TMS,isomer #3	C[Si](C)(C)OC(=O)C(O)CC(=O)C(=O)O	1523.1	Semi standard non polar	33892256
4-Hydroxy-2-oxoglutaric acid,1TMS,isomer #4	C[Si](C)(C)OC(=CC(O)C(=O)O)C(=O)O	1600.9	Semi standard non polar	33892256
4-Hydroxy-2-oxoglutaric acid,2TMS,isomer #1	C[Si](C)(C)OC(=O)C(=O)CC(O[Si](C)(C)C)C(=O)O	1591.7	Semi standard non polar	33892256
4-Hydroxy-2-oxoglutaric acid,2TMS,isomer #2	C[Si](C)(C)OC(=O)C(CC(=O)C(=O)O)O[Si](C)(C)C	1608.0	Semi standard non polar	33892256
4-Hydroxy-2-oxoglutaric acid,2TMS,isomer #3	C[Si](C)(C)OC(=CC(O[Si](C)(C)C)C(=O)O)C(=O)O	1700.3	Semi standard non polar	33892256
4-Hydroxy-2-oxoglutaric acid,2TMS,isomer #4	C[Si](C)(C)OC(=O)C(=O)CC(O)C(=O)O[Si](C)(C)C	1591.5	Semi standard non polar	33892256
4-Hydroxy-2-oxoglutaric acid,2TMS,isomer #5	C[Si](C)(C)OC(=O)C(=CC(O)C(=O)O)O[Si](C)(C)C	1627.1	Semi standard non polar	33892256
4-Hydroxy-2-oxoglutaric acid,2TMS,isomer #6	C[Si](C)(C)OC(=O)C(O)C=C(O[Si](C)(C)C)C(=O)O	1674.1	Semi standard non polar	33892256
4-Hydroxy-2-oxoglutaric acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)C(=O)CC(O[Si](C)(C)C)C(=O)O[Si](C)(C)C	1693.9	Semi standard non polar	33892256
4-Hydroxy-2-oxoglutaric acid,3TMS,isomer #2	C[Si](C)(C)OC(=O)C(=CC(O[Si](C)(C)C)C(=O)O)O[Si](C)(C)C	1717.4	Semi standard non polar	33892256
4-Hydroxy-2-oxoglutaric acid,3TMS,isomer #3	C[Si](C)(C)OC(=O)C(C=C(O[Si](C)(C)C)C(=O)O)O[Si](C)(C)C	1775.2	Semi standard non polar	33892256
4-Hydroxy-2-oxoglutaric acid,3TMS,isomer #4	C[Si](C)(C)OC(=O)C(=CC(O)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	1667.7	Semi standard non polar	33892256
4-Hydroxy-2-oxoglutaric acid,4TMS,isomer #1	C[Si](C)(C)OC(=O)C(=CC(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	1756.9	Semi standard non polar	33892256
4-Hydroxy-2-oxoglutaric acid,4TMS,isomer #1	C[Si](C)(C)OC(=O)C(=CC(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	1714.2	Standard non polar	33892256
4-Hydroxy-2-oxoglutaric acid,4TMS,isomer #1	C[Si](C)(C)OC(=O)C(=CC(O[Si](C)(C)C)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	1694.8	Standard polar	33892256
4-Hydroxy-2-oxoglutaric acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(CC(=O)C(=O)O)C(=O)O	1769.6	Semi standard non polar	33892256
4-Hydroxy-2-oxoglutaric acid,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(=O)CC(O)C(=O)O	1744.8	Semi standard non polar	33892256
4-Hydroxy-2-oxoglutaric acid,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C(O)CC(=O)C(=O)O	1809.3	Semi standard non polar	33892256
4-Hydroxy-2-oxoglutaric acid,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=CC(O)C(=O)O)C(=O)O	1854.1	Semi standard non polar	33892256
4-Hydroxy-2-oxoglutaric acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(=O)CC(O[Si](C)(C)C(C)(C)C)C(=O)O	2058.9	Semi standard non polar	33892256
4-Hydroxy-2-oxoglutaric acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(CC(=O)C(=O)O)O[Si](C)(C)C(C)(C)C	2079.1	Semi standard non polar	33892256
4-Hydroxy-2-oxoglutaric acid,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=CC(O[Si](C)(C)C(C)(C)C)C(=O)O)C(=O)O	2171.6	Semi standard non polar	33892256
4-Hydroxy-2-oxoglutaric acid,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)C(=O)CC(O)C(=O)O[Si](C)(C)C(C)(C)C	2061.6	Semi standard non polar	33892256
4-Hydroxy-2-oxoglutaric acid,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)C(=CC(O)C(=O)O)O[Si](C)(C)C(C)(C)C	2108.1	Semi standard non polar	33892256
4-Hydroxy-2-oxoglutaric acid,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC(=O)C(O)C=C(O[Si](C)(C)C(C)(C)C)C(=O)O	2143.7	Semi standard non polar	33892256
4-Hydroxy-2-oxoglutaric acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(=O)CC(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2325.1	Semi standard non polar	33892256
4-Hydroxy-2-oxoglutaric acid,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(=CC(O[Si](C)(C)C(C)(C)C)C(=O)O)O[Si](C)(C)C(C)(C)C	2369.4	Semi standard non polar	33892256
4-Hydroxy-2-oxoglutaric acid,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C(C=C(O[Si](C)(C)C(C)(C)C)C(=O)O)O[Si](C)(C)C(C)(C)C	2428.9	Semi standard non polar	33892256
4-Hydroxy-2-oxoglutaric acid,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)C(=CC(O)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2329.6	Semi standard non polar	33892256
4-Hydroxy-2-oxoglutaric acid,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(=CC(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2560.5	Semi standard non polar	33892256
4-Hydroxy-2-oxoglutaric acid,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(=CC(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2414.8	Standard non polar	33892256
4-Hydroxy-2-oxoglutaric acid,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(=CC(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2235.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxy-2-oxoglutaric acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-006x-9100000000-86646efd7b91f9c2b26e	2016-09-22	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxy-2-oxoglutaric acid GC-MS (3 TMS) - 70eV, Positive	splash10-03ki-5194000000-f0675d41da8301324b83	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxy-2-oxoglutaric acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxy-2-oxoglutaric acid 10V, Positive-QTOF	splash10-01ot-2900000000-fd2a634c0c83321df9f8	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxy-2-oxoglutaric acid 20V, Positive-QTOF	splash10-002b-6900000000-13f2fbc268a7b1bfe885	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxy-2-oxoglutaric acid 40V, Positive-QTOF	splash10-05i4-9100000000-ca03fcf215517c709245	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxy-2-oxoglutaric acid 10V, Negative-QTOF	splash10-03di-2900000000-7b0bd810c920b58daa79	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxy-2-oxoglutaric acid 20V, Negative-QTOF	splash10-00xs-9600000000-6734be382dda3c66592a	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxy-2-oxoglutaric acid 40V, Negative-QTOF	splash10-00dm-9000000000-ff1b08ca89e9629f0912	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxy-2-oxoglutaric acid 10V, Positive-QTOF	splash10-00kb-6900000000-661f455fd4b6e8da0c82	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxy-2-oxoglutaric acid 20V, Positive-QTOF	splash10-00dm-9100000000-b9bce861b26dd8001332	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxy-2-oxoglutaric acid 40V, Positive-QTOF	splash10-0006-9000000000-a0587223ecf12202531f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxy-2-oxoglutaric acid 10V, Negative-QTOF	splash10-014j-5900000000-30fe0301167b3cea2c0b	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxy-2-oxoglutaric acid 20V, Negative-QTOF	splash10-006t-9000000000-5bbf6f8b15e9a3af889b	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxy-2-oxoglutaric acid 40V, Negative-QTOF	splash10-0006-9000000000-e7768f77ba36e7e3743b	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	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

Mitochondria

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Arginine and proline metabolism	Not Available
Prolidase Deficiency (PD)		Not Available
Arginine: Glycine Amidinotransferase Deficiency (AGAT Deficiency)		Not Available
Hyperprolinemia Type II		Not Available
Hyperprolinemia Type I		Not Available

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

FDB022830

KNApSAcK ID

Not Available

Chemspider ID

579

KEGG Compound ID

C01127

BioCyc ID

Not Available

BiGG ID

36868

Wikipedia Link

Not Available

METLIN ID

6471

PubChem Compound

599

PDB ID

Not Available

ChEBI ID

30923

Food Biomarker Ontology

Not Available

VMH ID

4H2OGLT

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Enzymes

Enzyme Details

1. Aspartate aminotransferase, cytoplasmic

General function:: Involved in transferase activity, transferring nitrogenous groups
Specific function:: Plays a key role in amino acid metabolism (By similarity).
Gene Name:: GOT1
Uniprot ID:: P17174
Molecular weight:: 46247.14

Enzyme Details

2. Probable 4-hydroxy-2-oxoglutarate aldolase, mitochondrial

General function:: Not Available
Specific function:: Catalyzes the final step in the metabolic pathway of hydroxyproline (Probable).
Gene Name:: HOGA1
Uniprot ID:: Q86XE5
Molecular weight:: 17953.475

Reactions

4-Hydroxy-2-oxoglutaric acid → Pyruvic acid + Glyoxylic acid	details

Showing metabocard for 4-Hydroxy-2-oxoglutaric acid (HMDB0002070)

MOL for HMDB0002070 (4-Hydroxy-2-oxoglutaric acid)

3D MOL for HMDB0002070 (4-Hydroxy-2-oxoglutaric acid)

3D SDF for HMDB0002070 (4-Hydroxy-2-oxoglutaric acid)

3D-SDF for HMDB0002070 (4-Hydroxy-2-oxoglutaric acid)

PDB for HMDB0002070 (4-Hydroxy-2-oxoglutaric acid)

3D PDB for HMDB0002070 (4-Hydroxy-2-oxoglutaric acid)

SMILES for HMDB0002070 (4-Hydroxy-2-oxoglutaric acid)

INCHI for HMDB0002070 (4-Hydroxy-2-oxoglutaric acid)

Structure for HMDB0002070 (4-Hydroxy-2-oxoglutaric acid)

3D Structure for HMDB0002070 (4-Hydroxy-2-oxoglutaric 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

Enzymes

Reactions