Record Information
Version3.6
Creation Date2006-08-12 20:03:00 UTC
Update Date2013-02-09 00:12:30 UTC
HMDB IDHMDB03391
Secondary Accession NumbersNone
Metabolite Identification
Common Name2-Phospho-D-glyceric acid
Description2-Phospho-D-glycerate or 2PG is an intermediate in gluconeogenesis. It is a glyceric acid which serves as the substrate in the ninth step of glycolysis. 2PG is converted by enolase into phosphoenolpyruvate (PEP), the penultimate step in the conversion of glucose to pyruvate. More specifically, 2PG can be generated from Glycerate-3-phosphate via phosphoglycerate mutase or from phosphoenolpyrvate via alpha enolase.
Structure
Thumb
Synonyms
  1. (2R)-3-hydroxy-2-(phosphonooxy)propanoate
  2. (2R)-3-hydroxy-2-(phosphonooxy)propanoic acid
  3. 2-Phospho-D-glycerate
  4. 2-Phospho-D-glyceric acid
  5. 3-D-Hydroxy-2-phosphonooxy-propanoate
  6. 3-D-Hydroxy-2-phosphonooxy-propanoic acid
  7. D-Glycerate 2-phosphate
Chemical FormulaC3H7O7P
Average Molecular Weight186.0572
Monoisotopic Molecular Weight185.99293909
IUPAC Name(2R)-3-hydroxy-2-(phosphonooxy)propanoic acid
Traditional IUPAC Name2-phosphoglyceric acid
CAS Registry NumberNot Available
SMILES
OC[C@@H](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)/t2-/m1/s1
InChI KeyGXIURPTVHJPJLF-UWTATZPHSA-N
Chemical Taxonomy
KingdomOrganic Compounds
Super ClassCarbohydrates and Carbohydrate Conjugates
ClassSugar Acids and Derivatives
Sub ClassN/A
Other Descriptors
  • 2-phosphoglyceric acid(ChEBI)
  • Aliphatic Acyclic Compounds
  • Beta Hydroxy Acids and Derivatives
Substituents
  • Carboxylic Acid
  • Organic Hypophosphite
  • Organic Phosphite
  • Phosphoric Acid Ester
  • Primary Alcohol
Direct ParentSugar Acids and Derivatives
Ontology
StatusExpected and Not Quantified
Origin
  • Endogenous
Biofunction
  • Component of Phenylalanine, tyrosine and tryptophan biosynthesis
ApplicationNot Available
Cellular locations
  • Cytoplasm (predicted from logP)
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
water solubility20.3 g/LALOGPS
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 area124.29ChemAxon
rotatable bond count4ChemAxon
refractivity31.26ChemAxon
polarizability13.34ChemAxon
Spectra
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm (predicted from logP)
Biofluid LocationsNot Available
Tissue LocationNot Available
Pathways
NameSMPDB LinkKEGG Link
GluconeogenesisSMP00128map00010
GlycolysisSMP00040map00010
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB01709
DrugBank Metabolite IDNot Available
Phenol Explorer Compound IDNot Available
Phenol Explorer Metabolite IDNot Available
FoodDB IDFDB001407
KNApSAcK IDC00000123
Chemspider ID388411
KEGG Compound IDC00631
BioCyc ID2-PG
BiGG ID35542
Wikipedia LinkNot Available
NuGOwiki LinkHMDB03391
Metagene LinkHMDB03391
METLIN ID6915
PubChem Compound439278
PDB ID2PG
ChEBI ID17835
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

Gene Name:
BPGM
Uniprot ID:
P07738
Reactions
2-Phospho-D-glyceric acid unknown 3-Phosphoglyceric aciddetails
Gene Name:
PGAM2
Uniprot ID:
P15259
Reactions
2-Phospho-D-glyceric acid unknown 3-Phosphoglyceric aciddetails
Gene Name:
PGAM4
Uniprot ID:
Q8N0Y7
Reactions
2-Phospho-D-glyceric acid unknown 3-Phosphoglyceric aciddetails
Gene Name:
PGAM1
Uniprot ID:
P18669
Reactions
2-Phospho-D-glyceric acid unknown 3-Phosphoglyceric aciddetails
Gene Name:
ENO3
Uniprot ID:
P13929
Reactions
2-Phospho-D-glyceric acid unknown Phosphoenolpyruvic acid + Waterdetails
Gene Name:
ENO2
Uniprot ID:
P09104
Reactions
2-Phospho-D-glyceric acid unknown Phosphoenolpyruvic acid + Waterdetails
Gene Name:
ENO1
Uniprot ID:
P06733
Reactions
2-Phospho-D-glyceric acid unknown Phosphoenolpyruvic acid + Waterdetails
Gene Name:
MINPP1
Uniprot ID:
Q9UNW1
Reactions
2,3-Diphosphoglyceric acid + Water unknown 2-Phospho-D-glyceric acid + Phosphoric aciddetails