CHEBI:27951 - (R)-3-hydroxy-2-oxo-4-phosphonooxybutanoic acid

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name (R)-3-hydroxy-2-oxo-4-phosphonooxybutanoic acid
ChEBI ID CHEBI:27951
ChEBI ASCII Name (R)-3-hydroxy-2-oxo-4-phosphonooxybutanoic acid
Definition A 2-oxo monocarboxylic acid that is 2-oxobutanoic acid which is substituted by a phosphonooxy group at position 4 and a hydroxy group at the 3-pro-R position.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:19731, CHEBI:1240
Supplier Information
Download Molfile XML SDF
Formula C4H7O8P
Net Charge 0
Average Mass 214.06734
Monoisotopic Mass 213.98785
InChI InChI=1S/C4H7O8P/c5-2(3(6)4(7)8)1-12-13(9,10)11/h2,5H,1H2,(H,7,8)(H2,9,10,11)/t2-/m1/s1
InChIKey MZJFVXDTNBHTKZ-UWTATZPHSA-N
SMILES O[C@H](COP(O)(O)=O)C(=O)C(O)=O
Metabolite of Species Details
Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed
Escherichia coli (NCBI:txid562) See: PubMed
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): Escherichia coli metabolite
Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (R)-3-hydroxy-2-oxo-4-phosphonooxybutanoic acid (CHEBI:27951) has functional parent butyric acid (CHEBI:30772)
(R)-3-hydroxy-2-oxo-4-phosphonooxybutanoic acid (CHEBI:27951) has role Escherichia coli metabolite (CHEBI:76971)
(R)-3-hydroxy-2-oxo-4-phosphonooxybutanoic acid (CHEBI:27951) has role mouse metabolite (CHEBI:75771)
(R)-3-hydroxy-2-oxo-4-phosphonooxybutanoic acid (CHEBI:27951) is a 2-oxo monocarboxylic acid (CHEBI:35910)
(R)-3-hydroxy-2-oxo-4-phosphonooxybutanoic acid (CHEBI:27951) is a 3-hydroxy monocarboxylic acid (CHEBI:35969)
(R)-3-hydroxy-2-oxo-4-phosphonooxybutanoic acid (CHEBI:27951) is a carboxyalkyl phosphate (CHEBI:36952)
(R)-3-hydroxy-2-oxo-4-phosphonooxybutanoic acid (CHEBI:27951) is a hydroxyalkyl phosphate (CHEBI:36949)
(R)-3-hydroxy-2-oxo-4-phosphonooxybutanoic acid (CHEBI:27951) is a oxoalkyl phosphate (CHEBI:36948)
(R)-3-hydroxy-2-oxo-4-phosphonooxybutanoic acid (CHEBI:27951) is a secondary α-hydroxy ketone (CHEBI:2468)
(R)-3-hydroxy-2-oxo-4-phosphonooxybutanoic acid (CHEBI:27951) is conjugate acid of (R)-3-hydroxy-2-oxo-4-(phosphonatoooxy)butanoate (CHEBI:58538)
Incoming (R)-3-hydroxy-2-oxo-4-(phosphonatoooxy)butanoate (CHEBI:58538) is conjugate base of (R)-3-hydroxy-2-oxo-4-phosphonooxybutanoic acid (CHEBI:27951)
IUPAC Name
(3R)-3-hydroxy-2-oxo-4-(phosphonooxy)butanoic acid
Synonyms Sources
(3R)-3-Hydroxy-2-oxo-4-phosphonooxybutanoate KEGG COMPOUND
2-Oxo-3-hydroxy-4-phosphobutanoate KEGG COMPOUND
alpha-Keto-3-hydroxy-4-phosphobutyrate KEGG COMPOUND
Manual Xref Database
C06054 KEGG COMPOUND
View more database links
Last Modified
06 February 2018