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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2017-03-23 05:46:04 UTC
Update Date2018-05-17 04:33:26 UTC
HMDB IDHMDB0062707
Secondary Accession Numbers
  • HMDB62707
Metabolite Identification
Common Name2-phosphonato-D-glycerate(3-)
Description2-Phosphoglyceric acid, also known as 2-p-D-glycerate or glycerate 2-phosphate, belongs to the class of organic compounds known as sugar acids and derivatives. Sugar acids and derivatives are compounds containing a saccharide unit which bears a carboxylic acid group. 2-Phosphoglyceric acid is soluble (in water) and an extremely strong acidic compound (based on its pKa). 2-Phosphoglyceric acid has been primarily detected in blood. 2-Phosphoglyceric acid can be biosynthesized from glyceric acid.
Structure
Thumb
Synonyms
ValueSource
3-Hydroxy-2-(phosphonooxy)propanoic acidChEBI
3-Hydroxy-2-(phosphonooxy)propanoateGenerator
2-PhosphoglycerateGenerator
2-(Dihydrogen phosphate)glycerateHMDB
2-(Dihydrogen phosphate)glyceric acidHMDB
2-P-D-GlycerateHMDB
2-P-D-Glyceric acidHMDB
2-P-GlycerateHMDB
2-P-Glyceric acidHMDB
2-phospho-D-GlycerateHMDB
2-phospho-DL-Glyceric acidHMDB
3-Hydroxy-2-phosphonooxypropanoateHMDB
3-Hydroxy-2-phosphonooxypropanoic acidHMDB
DL-2-PhosphoglycerateHMDB
Glycerate 2-phosphateHMDB
Glyceric acid 2-phosphateHMDB
PhosphoglycerateHMDB
2-Phosphoglycerate, (+-)-isomerMeSH
2-Phosphoglycerate, (R)-isomerMeSH
2-Phosphoglycerate, (S)-isomerMeSH
2-Phosphoglycerate, monosodium saltMeSH
Chemical FormulaC3H7O7P
Average Molecular Weight186.0572
Monoisotopic Molecular Weight185.99293909
IUPAC Name3-hydroxy-2-(phosphonooxy)propanoic acid
Traditional Name2-phosphoglyceric acid
CAS Registry NumberNot Available
SMILES
OCC(OP(O)(O)=O)C(O)=O
InChI Identifier
InChI=1S/C3H7O7P/c4-1-2(3(5)6)10-11(7,8)9/h2,4H,1H2,(H,5,6)(H2,7,8,9)
InChI KeyGXIURPTVHJPJLF-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as sugar acids and derivatives. These are compounds containing a saccharide unit which bears a carboxylic acid group.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentSugar acids and derivatives
Alternative Parents
Substituents
  • Beta-hydroxy acid
  • Glyceric_acid
  • Monoalkyl phosphate
  • Hydroxy acid
  • Monosaccharide
  • Organic phosphoric acid derivative
  • Phosphoric acid ester
  • Alkyl phosphate
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Alcohol
  • Organic oxide
  • Carbonyl group
  • Primary alcohol
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Not Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility70 g/lALOGPS
LogP-1.58ALOGPS
Predicted Properties
PropertyValueSource
logP-2.2ALOGPS
logP-1.6ChemAxon
logS-0.96ALOGPS
pKa (Strongest Acidic)0.81ChemAxon
pKa (Strongest Basic)-3.1ChemAxon
Physiological Charge-3ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area124.29 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity31.26 m³·mol⁻¹ChemAxon
Polarizability13.37 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0002-9200000000-e2ebcf4711b384e44178View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-00dl-9071000000-ee766df3166b5fd32cc6View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000j-9300000000-24ac9683b32428f58197View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-9600000000-b12281d6d89eef904e6bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0007-9000000000-a07c4a51c820b32ec8bdView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-4900000000-516a86a1a17689399892View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9500000000-b33f3e08e2e8b3d5aed5View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-07016cc3ecca7d5e323bView in MoNA
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB023161
KNApSAcK IDNot Available
Chemspider ID58
KEGG Compound IDNot Available
BioCyc ID2-PG
BiGG IDNot Available
Wikipedia Link2-Phosphoglyceric_acid
METLIN ID5351
PubChem Compound59
PDB ID1EQJ
ChEBI ID24344
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available