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CHEBI:44897 - phosphoenolpyruvic acid

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ChEBI Name phosphoenolpyruvic acid
ChEBI ID CHEBI:44897
ChEBI ASCII Name phosphoenolpyruvic acid
Definition A monocarboxylic acid that is acrylic acid substituted by a phosphonooxy group at position 2. It is a metabolic intermediate in pathways like glycolysis and gluconeogenesis.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:44894, CHEBI:26055
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Formula C3H5O6P
Net Charge 0
Average Mass 168.04196
Monoisotopic Mass 167.982
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
SMILES OC(=O)C(=C)OP(O)(O)=O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): fundamental metabolite
Any metabolite produced by all living cells.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing phosphoenolpyruvic acid (CHEBI:44897) has functional parent acrylic acid (CHEBI:18308)
phosphoenolpyruvic acid (CHEBI:44897) has role fundamental metabolite (CHEBI:78675)
phosphoenolpyruvic acid (CHEBI:44897) is a carboxyalkyl phosphate (CHEBI:36952)
phosphoenolpyruvic acid (CHEBI:44897) is a monocarboxylic acid (CHEBI:25384)
phosphoenolpyruvic acid (CHEBI:44897) is conjugate acid of phosphoenolpyruvate (CHEBI:18021)
phosphoenolpyruvic acid (CHEBI:44897) is conjugate acid of phosphonatoenolpyruvate (CHEBI:58702)
Incoming phosphoenolpyruvate (CHEBI:18021) is conjugate base of phosphoenolpyruvic acid (CHEBI:44897)
phosphonatoenolpyruvate (CHEBI:58702) is conjugate base of phosphoenolpyruvic acid (CHEBI:44897)
IUPAC Name
2-(phosphonooxy)prop-2-enoic acid
Synonyms Sources
2-(phosphonooxy)-2-propenoic acid ChemIDplus
2-PHOSPHOENOLPYRUVIC ACID PDBeChem
PEP KEGG COMPOUND
PHOSPHOENOLPYRUVATE PDBeChem
Phosphoenolpyruvic acid KEGG COMPOUND
Database Links Databases
C00000798 KNApSAcK
C00074 KEGG COMPOUND
DB01819 DrugBank
HMDB00263 HMDB
PEP PDBeChem
Phosphoenolpyruvic_acid Wikipedia
View more database links
Registry Numbers Types Sources
138-08-9 CAS Registry Number ChemIDplus
1775389 Reaxys Registry Number Reaxys
Last Modified
23 October 2015