RefMet Compound Details

RefMet ID, RefMet name, exact mass and formula
RefMet ID	RM0060576
RefMet name	Phosphoenolpyruvic acid
Systematic name	2-(phosphonooxy)prop-2-enoic acid
Synonyms	PubChem Synonyms
Exact mass	167.982378 (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	C3H5O6P	View other entries in RefMet with this formula
Molecular descriptors
Molfile	37169 (Download molfile/View MW Metabolite Database details)
InChI	InChI=1S/C3H5O6P/c1-2(3(4)5)9-10(6,7)8/h1H2,(H,4,5)(H2,6,7,8)
InChIKey	DTBNBXWJWCWCIK-UHFFFAOYSA-N	View other enantiomers/diastereomers of this metabolite in RefMet
SMILES	C=C(C(=O)O)OP(=O)(O)O Run Tanimoto similarity search (with similarity coefficient >=0.6)
Chemical/Biochemical Classification
Super Class	Organic acids
Main Class	Short-chain acids
Sub Class	Short-chain acids
Distribution of Phosphoenolpyruvic 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 Phosphoenolpyruvic acid
External Links
Pubchem CID	1005
ChEBI ID	44897
KEGG ID	C00074
HMDB ID	HMDB0000263
Chemspider ID	980
MetaCyc ID	PHOSPHO-ENOL-PYRUVATE
Spectral data for Phosphoenolpyruvic acid standards
BMRB ID(NMR)	View NMR spectra
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 Phosphoenolpyruvic acid

Rxn ID	KEGG Reaction	Enzyme
R00199	ATP + Pyruvate + H2O <=> AMP + Phosphoenolpyruvate + Orthophosphate	ATP:pyruvate,water phosphotransferase
R00200	ATP + Pyruvate <=> ADP + Phosphoenolpyruvate	ATP:pyruvate 2-O-phosphotransferase
R00206	ATP + Pyruvate + Orthophosphate <=> AMP + Phosphoenolpyruvate + Diphosphate	ATP:pyruvate,phosphate phosphotransferase
R00341	ATP + Oxaloacetate <=> ADP + Phosphoenolpyruvate + CO2	ATP:oxaloacetate carboxy-lyase (transphosphorylating
R00345	Orthophosphate + Oxaloacetate <=> H2O + Phosphoenolpyruvate + CO2	phosphate:oxaloacetate carboxy-lyase (adding phosphate
R00346	Diphosphate + Oxaloacetate <=> Orthophosphate + Phosphoenolpyruvate + CO2	diphosphate:oxaloacetate carboxy-lyase (transphosphorylating
R00431	GTP + Oxaloacetate <=> GDP + Phosphoenolpyruvate + CO2	GTP:oxaloacetate carboxy-lyase (adding GTP
R00658	2-Phospho-D-glycerate <=> Phosphoenolpyruvate + H2O	2-phospho-D-glycerate hydro-lyase (phosphoenolpyruvate-forming)
R00726	ITP + Oxaloacetate <=> IDP + Phosphoenolpyruvate + CO2	ITP:oxaloacetate carboxy-lyase (adding ITP
R02320	Nucleoside triphosphate + Pyruvate <=> NDP + Phosphoenolpyruvate	NTP:pyruvate O2-phosphotransferase

Table of KEGG human pathways containing Phosphoenolpyruvic acid

Pathway ID	Human Pathway	# of reactions
hsa01100	Metabolic pathways	8
hsa00010	Glycolysis / Gluconeogenesis	4
hsa00620	Pyruvate metabolism	3
hsa00020	Citrate cycle (TCA cycle)	2
hsa01200	Carbon metabolism	2
hsa01230	Biosynthesis of amino acids	2
hsa00230	Purine metabolism	1