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
Supplier Information ChemicalBook:CB6134417, eMolecules:532057, eMolecules:28206777, ZINC000000025672
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Thymidine (symbol dT or dThd), also known as deoxythymidine, deoxyribosylthymine, or thymine deoxyriboside, is a pyrimidine deoxynucleoside. Deoxythymidine is the DNA nucleoside T, which pairs with deoxyadenosine (A) in double-stranded DNA. In cell biology it is used to synchronize the cells in G1/early S phase. The prefix deoxy- is often left out since there are no precursors of thymine nucleotides involved in RNA synthesis. Before the boom in thymidine use caused by the need for thymidine in the production of the antiretroviral drug azidothymidine (AZT), much of the world's thymidine production came from herring sperm. Thymidine occurs almost exclusively in DNA but it also occurs in the T-loop of tRNA.
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Formula C3H5O6P
Net Charge 0
Average Mass 168.04196
Monoisotopic Mass 167.98237
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.
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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
Manual Xrefs Databases
C00000798 KNApSAcK
C00074 KEGG COMPOUND
DB01819 DrugBank
HMDB0000263 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
18 April 2024