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Human Metabolome Database Version 3.5

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Showing metabocard for 2-Phospho-D-glyceric acid (HMDB03391)

Record Information
Version 3.5
Creation Date 2006-08-12 14:03:00 -0600
Update Date 2013-02-08 17:12:30 -0700
HMDB ID HMDB03391
Secondary Accession Numbers None
Metabolite Identification
Common Name 2-Phospho-D-glyceric acid
Description 2-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
Download: MOL | SDF | SMILES | InChI
Display: 2D Structure | 3D Structure
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 Formula C3H7O7P
Average Molecular Weight 186.0572
Monoisotopic Molecular Weight 185.99293909
IUPAC Name (2R)-3-hydroxy-2-(phosphonooxy)propanoic acid
Traditional IUPAC Name 2-phosphoglyceric acid
CAS Registry Number Not 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 Key GXIURPTVHJPJLF-UWTATZPHSA-N
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Carbohydrates and Carbohydrate Conjugates
Class Sugar Acids and Derivatives
Sub Class N/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 Parent Sugar Acids and Derivatives
Ontology
Status Expected and Not Quantified
Origin
  • Endogenous
Biofunction
  • Component of Phenylalanine, tyrosine and tryptophan biosynthesis
Application Not Available
Cellular locations
  • Cytoplasm (predicted from logP)
Physical Properties
State Solid
Experimental Properties
Property Value Reference
Melting Point Not Available Not Available
Boiling Point Not Available Not Available
Water Solubility Not Available Not Available
LogP Not Available Not Available
Predicted Properties
Property Value Source
Water Solubility 20.3 g/L ALOGPS
LogP -2.24 ALOGPS
LogP -1.6 ChemAxon
LogS -0.96 ALOGPS
pKa (strongest acidic) 0.81 ChemAxon
pKa (strongest basic) -3.1 ChemAxon
Hydrogen Acceptor Count 6 ChemAxon
Hydrogen Donor Count 4 ChemAxon
Polar Surface Area 124.29 A2 ChemAxon
Rotatable Bond Count 4 ChemAxon
Refractivity 31.26 ChemAxon
Polarizability 13.34 ChemAxon
Formal Charge 0 ChemAxon
Physiological Charge -3 ChemAxon
Spectra
MS/MS Spectrum GC-MS
Biological Properties
Cellular Locations
  • Cytoplasm (predicted from logP)
Biofluid Locations Not Available
Tissue Location Not Available
Pathways
Name SMPDB Link KEGG Link
Glycolysis SMP00040 map00010 Link_out
Gluconeogenesis SMP00128 map00010 Link_out
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease References None
Associated OMIM IDs None
DrugBank ID DB01709 Link_out
DrugBank Metabolite ID Not Available
Phenol Explorer Compound ID Not Available
Phenol Explorer Metabolite ID Not Available
FoodDB ID FDB001407
KNApSAcK ID C00000123 Link_out
Chemspider ID 388411 Link_out
KEGG Compound ID C00631 Link_out
BioCyc ID 2-PG Link_out
BiGG ID 35542 Link_out
Wikipedia Link Not Available
NuGOwiki Link HMDB03391 Link_out
Metagene Link HMDB03391 Link_out
METLIN ID 6915 Link_out
PubChem Compound 439278 Link_out
PDB ID 2PG Link_out
ChEBI ID 17835 Link_out
References
Synthesis Reference Not Available
Material Safety Data Sheet (MSDS) Not Available
General References Not Available
Enzymes
Name: Bisphosphoglycerate mutase
Reactions:
2-Phospho-D-glyceric acid unknown 3-Phosphoglyceric acid details
Gene Name: BPGM
Uniprot ID: P07738 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Phosphoglycerate mutase 2
Reactions:
2-Phospho-D-glyceric acid unknown 3-Phosphoglyceric acid details
Gene Name: PGAM2
Uniprot ID: P15259 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Probable phosphoglycerate mutase 4
Reactions:
2-Phospho-D-glyceric acid unknown 3-Phosphoglyceric acid details
Gene Name: PGAM4
Uniprot ID: Q8N0Y7 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Phosphoglycerate mutase 1
Reactions:
2-Phospho-D-glyceric acid unknown 3-Phosphoglyceric acid details
Gene Name: PGAM1
Uniprot ID: P18669 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Beta-enolase
Reactions:
2-Phospho-D-glyceric acid unknown Phosphoenolpyruvic acid + Water details
Gene Name: ENO3
Uniprot ID: P13929 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Gamma-enolase
Reactions:
2-Phospho-D-glyceric acid unknown Phosphoenolpyruvic acid + Water details
Gene Name: ENO2
Uniprot ID: P09104 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Alpha-enolase
Reactions:
2-Phospho-D-glyceric acid unknown Phosphoenolpyruvic acid + Water details
Gene Name: ENO1
Uniprot ID: P06733 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA
Name: Multiple inositol polyphosphate phosphatase 1
Reactions:
2,3-Diphosphoglyceric acid + Water unknown 2-Phospho-D-glyceric acid + Phosphoric acid details
Gene Name: MINPP1
Uniprot ID: Q9UNW1 Link_out
Protein Sequence: FASTA
Gene Sequence: FASTA