RefMet Compound Details

RefMet ID, RefMet name, exact mass and formula
RefMet ID	RM0134987
RefMet name	Oxaloacetic acid
Systematic name	2-oxo-butanedioic acid
Synonyms	PubChem Synonyms
Exact mass	132.005875 (neutral)	Calculate m/z: (Choose adduct) [M+H]+ [M+H-H2O]+ [M.]+ [M+2H]2+ [M+3H]3+ [M+4H]4+ [M+K]+ [M+2K]2+ [M+2K-H]+ [M+Na]+ [M+2Na]2+ [M+2Na-H]+ [M+Li]+ [M+2Li]2+ [M+NH4]+ [M.CH3]+ [M+Ag]+ [M+H+CH3OH]+ [M+H+CH3CN]+ [M+H+2CH3CN]+ [M+Na+CH3CN]+ [M.NaFormate+H]+ [M.NH4Formate+H]+ [M.TMSi]+ [M.tBuDMSi]+ [M+H-Hexose]+ [M+H-EtnP]+ [M+H-SerP]+ [M-H]- [M-H-H2O]- [M-CH3]- [M-2H]2- [M-3H]3- [M-4H]4- [M+Cl]- [M+OAc]- [M+Na-2H]- [M+K-2H]- [M.Formate]- [M.NaFormate-H]- [M.NH4Formate-H]- [M.F]- [M-H-Ser]- [M.HF2]- M(neutral)    View other RefMet entries with this exact (neutral) mass:   +/- 0.05 amu   +/- 0.1 amu   +/- 0.2 amu   +/- 0.5 amu
Formula	C4H4O5	View other entries in RefMet with this formula
Molecular descriptors
Molfile	2032 (Download molfile/View MW Metabolite Database details)
InChI	InChI=1S/C4H4O5/c5-2(4(8)9)1-3(6)7/h1H2,(H,6,7)(H,8,9)
InChIKey	KHPXUQMNIQBQEV-UHFFFAOYSA-N	View other enantiomers/diastereomers of this metabolite in RefMet
SMILES	C(C(=O)C(=O)O)C(=O)O Run Tanimoto similarity search (with similarity coefficient >=0.6)
Chemical/Biochemical Classification
Super Class	Organic acids
Main Class	TCA acids
Sub Class	TCA acids
Distribution of Oxaloacetic acid in NMDR studies
Species	Plot Species distribution
Sample source	Plot Sample source(tissue) distribution
Platform	Platform (MS/NMR) used for detection
Chromatography	Chromatography methods used for detection
Studies	NMDR Studies reporting Oxaloacetic acid
External Links
Pubchem CID	970
LIPID MAPS	LMFA01170120
ChEBI ID	30744
KEGG ID	C00036
HMDB ID	HMDB0000223
Chemspider ID	945
MetaCyc ID	OXALACETIC_ACID
Spectral data for Oxaloacetic acid standards
NP-MRD ID(NMR)	View NMR spectra
MassBank(EU)	View MS spectra
Structural annotation level
Annotation level	1   (1:Known structure; 2:Known regiochemistry; 3:Partial structure; 4:Sum-composition)

Table of KEGG reactions in human pathways involving Oxaloacetic acid

Rxn ID	KEGG Reaction	Enzyme
R00217	Oxaloacetate <=> Pyruvate + CO2	oxaloacetate carboxy-lyase (pyruvate-forming)
R00341	ATP + Oxaloacetate <=> ADP + Phosphoenolpyruvate + CO2	ATP:oxaloacetate carboxy-lyase (transphosphorylating
R00342	(S)-Malate + NAD+ <=> Oxaloacetate + NADH + H+	(S)-malate:NAD+ oxidoreductase
R00343	(S)-Malate + NADP+ <=> Oxaloacetate + NADPH + H+	(S)-malate:NADP+ oxidoreductase
R00344	ATP + Pyruvate + HCO3- <=> ADP + Orthophosphate + Oxaloacetate	Pyruvate:carbon-dioxide ligase (ADP-forming)
R00345	Orthophosphate + Oxaloacetate <=> H2O + Phosphoenolpyruvate + CO2	phosphate:oxaloacetate carboxy-lyase (adding phosphate
R00346	Diphosphate + Oxaloacetate <=> Orthophosphate + Phosphoenolpyruvate + CO2	diphosphate:oxaloacetate carboxy-lyase (transphosphorylating
R00348	2-Oxosuccinamate + H2O <=> Oxaloacetate + Ammonia	2-oxosuccinamate amidohydrolase
R00351	Citrate + CoA <=> Acetyl-CoA + H2O + Oxaloacetate	acetyl-CoA:oxaloacetate C-acetyltransferase (thioester-hydrolysing)
R00355	L-Aspartate + 2-Oxoglutarate <=> Oxaloacetate + L-Glutamate	L-Aspartate:2-oxoglutarate aminotransferase
R00357	L-Aspartate + H2O + Oxygen <=> Oxaloacetate + Ammonia + Hydrogen peroxide	L-Aspartic acid:oxygen oxidoreductase (deaminating)
R00359	D-Aspartate + H2O + Oxygen <=> Oxaloacetate + Ammonia + Hydrogen peroxide	D-Aspartate:oxygen oxidoreductase (deaminating)
R00361	(S)-Malate + Quinone <=> Oxaloacetate + Hydroquinone	(S)-malate:quinone oxidoreductase
R00431	GTP + Oxaloacetate <=> GDP + Phosphoenolpyruvate + CO2	GTP:oxaloacetate carboxy-lyase (adding GTP
R00726	ITP + Oxaloacetate <=> IDP + Phosphoenolpyruvate + CO2	ITP:oxaloacetate carboxy-lyase (adding ITP
R12212	Oxaloacetate + 2 Sodium cation <=> Pyruvate + CO2 + 2 Sodium cation	oxaloacetate carboxy-lyase (pyruvate-forming

Table of KEGG human pathways containing Oxaloacetic acid

Pathway ID	Human Pathway	# of reactions
hsa01100	Metabolic pathways	9
hsa00020	Citrate cycle (TCA cycle)	6
hsa00250	Alanine, aspartate and glutamate metabolism	4
hsa00620	Pyruvate metabolism	4
hsa01200	Carbon metabolism	3
hsa01230	Biosynthesis of amino acids	3
hsa00630	Glyoxylate and dicarboxylate metabolism	2
hsa00010	Glycolysis / Gluconeogenesis	2
hsa01210	2-Oxocarboxylic acid metabolism	2
hsa00220	Arginine biosynthesis	1