Glycerol 2-phosphate (PAMDB001630)

IdentificationTaxonomyPhysical PropertiesBiological PropertiesSpectraConcentrationsLinksReferencesEnzymes Transporters
Proteins (3280)
Record Information
Version 1.0
Update Date 1/22/2018 11:54:54 AM
Metabolite IDPAMDB001630
Identification
Name: Glycerol 2-phosphate
Description:Glycerol-2-phosphate is a component of glycerolipid metabolism. It is formed in minor quanitites, as the alpha glycerophosphorate is preferentially formed in this manner. Also used as a biological buffer (Sigma-Aldrich).
Structure
Thumb
🔍MOLSDFPDBSMILESInChIView Structure
Synonyms:
  • β-glycerol-phosphate
  • β-glycerol-phosphoric acid
  • 1,2,3-Propanetriol, 2-(dihydrogen phosphate)
  • 1,2,3-Propanetriol, 2-(dihydrogen phosphoric acid)
  • 1,3-Hydroxy-2-propyl dihydrogen phosphate
  • 1,3-Hydroxy-2-propyl dihydrogen phosphoric acid
  • 2-Glycerophosphate
  • 2-Glycerophosphoric acid
  • 2-HYDROXY-1-(HYDROXYMETHYL)ETHYL DIHYDROGEN PHOSPHATE
  • 2-HYDROXY-1-(hydroxymethyl)ethyl dihydrogen phosphoric acid
  • B-Glycerol-phosphate
  • b-Glycerol-phosphoric acid
  • b-Glycerophosphate
  • b-Glycerophosphorate
  • b-Glycerophosphoric acid
  • Beta-Glycerol-phosphate
  • beta-Glycerol-phosphoric acid
  • beta-Glycerophosphate
  • Beta-Glycerophosphorate
  • Beta-Glycerophosphoric acid
  • Glycerol 2-(dihydrogen phosphate)
  • Glycerol 2-(dihydrogen phosphoric acid)
  • Glycerol 2-phosphate
  • Glycerol 2-phosphoric acid
  • Glycerol-2-phosphate
  • Glycerol-2-phosphoric acid
  • β-Glycerol-phosphate
  • β-Glycerol-phosphoric acid
  • β-Glycerophosphate
  • β-Glycerophosphorate
  • β-Glycerophosphoric acid
Chemical Formula: C3H9O6P
Average Molecular Weight: 172.0737
Monoisotopic Molecular Weight: 172.013674532
InChI Key: DHCLVCXQIBBOPH-UHFFFAOYSA-N
InChI:InChI=1S/C3H9O6P/c4-1-3(2-5)9-10(6,7)8/h3-5H,1-2H2,(H2,6,7,8)
CAS number: 17181-54-3
IUPAC Name:[(1,3-dihydroxypropan-2-yl)oxy]phosphonic acid
Traditional IUPAC Name: β-glycerophosphorate
SMILES:OCC(CO)OP(O)(O)=O
Chemical Taxonomy
Taxonomy DescriptionThis compound belongs to the class of organic compounds known as glycerophosphates. These are compounds containing a glycerol linked to a phosphate group.
Kingdom Organic compounds
Super ClassLipids and lipid-like molecules
Class Glycerophospholipids
Sub ClassGlycerophosphates
Direct Parent Glycerophosphates
Alternative Parents
Substituents
  • Sn-glycerol-2-phosphate
  • Monoalkyl phosphate
  • Alkyl phosphate
  • Phosphoric acid ester
  • Organic phosphoric acid derivative
  • Organic phosphate
  • Hydrocarbon derivative
  • Primary alcohol
  • Organooxygen compound
  • Alcohol
  • Aliphatic acyclic compound
Molecular Framework Aliphatic acyclic compounds
External Descriptors
Physical Properties
State: Solid
Charge:-2
Melting point: Not Available
Experimental Properties:
PropertyValueSource
Predicted Properties
PropertyValueSource
Water Solubility30.7 mg/mLALOGPS
logP-1.8ALOGPS
logP-2ChemAxon
logS-0.75ALOGPS
pKa (Strongest Acidic)1.13ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area107.22 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity31.39 m3·mol-1ChemAxon
Polarizability13.29 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations: Cytoplasm
Reactions:
Adenosine triphosphate + Water + Glycerol 2-phosphate > ADP + Glycerol 2-phosphate + Hydrogen ion + Phosphate
Adenosine triphosphate + Water + Glycerol 2-phosphate > ADP + Glycerol 2-phosphate + Hydrogen ion + Phosphate
Glycerol 2-phosphate + Water > Glycerol + Phosphate
-->
Pathways: Not Available
Spectra
Spectra:
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - GC-MS (4 TMS)splash10-0gvp-1792000000-c48ad0477aac597f9e48View in MoNA
GC-MSGC-MS Spectrum - GC-MSNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00ba-9100000000-767830ab29256b7438a7View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-9300000000-ea2a52269bc5d4ed4c52View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9000000000-6692d72b52d1a7b9adeeView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-5900000000-6fc5f19f68de2c6954f8View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9300000000-ff45373c539658924e8cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-3c7e37432300e646a900View in MoNA
References
References:
  • Chamberlin BA, Sweeley CC: Metabolic profiles of urinary organic acids recovered from absorbent filter paper. Clin Chem. 1987 Apr;33(4):572-6. Pubmed: 3829393
  • van der Werf, M. J., Overkamp, K. M., Muilwijk, B., Coulier, L., Hankemeier, T. (2007). "Microbial metabolomics: toward a platform with full metabolome coverage." Anal Biochem 370:17-25. Pubmed: 17765195
Synthesis Reference: Not Available
Material Safety Data Sheet (MSDS) Not Available
External Links:
ResourceLink
CHEBI ID17270
HMDB IDHMDB02520
Pubchem Compound ID2526
Kegg IDC02979
ChemSpider ID2431
Wikipedia IDNot Available
BioCyc IDCPD-536
EcoCyc IDCPD-536
Ligand ExpoG2H

Enzymes

Protein Details
• Inositol-1-monophosphatase
General function:
Involved in phosphatidylinositol phosphorylation
Specific function:
Myo-inositol phosphate + H(2)O = myo-inositol + phosphate
Gene Name:
suhB
Locus Tag:
PA3818
Molecular weight:
29.5 kDa
Reactions
Myo-inositol phosphate + H(2)O = myo-inositol + phosphate.
Protein Details
• Class B acid phosphatase
General function:
Involved in acid phosphatase activity
Specific function:
Dephosphorylates several organic phosphomonoesters and catalyzes the transfer of low-energy phosphate groups from phosphomonoesters to hydroxyl groups of various organic compounds. Preferentially acts on aryl phosphoesters. Might function as a broad-spectrum dephosphorylating enzyme able to scavenge both 3'- and 5'-nucleotides and also additional organic phosphomonoesters
Gene Name:
aphA
Locus Tag:
PA1409
Molecular weight:
38 kDa
Reactions
A phosphate monoester + H(2)O = an alcohol + phosphate.
Protein Details
• sn-glycerol-3-phosphate import ATP-binding protein UgpC
General function:
Involved in nucleotide binding
Specific function:
Part of the ABC transporter complex UgpABCE involved in sn-glycerol-3-phosphate import. Responsible for energy coupling to the transport system (Probable). Can also transport glycerophosphoryl diesters
Gene Name:
ugpC
Locus Tag:
PA3187
Molecular weight:
42.2 kDa
Reactions
ATP + H(2)O + glycerol-3-phosphate(Out) = ADP + phosphate + glycerol-3-phosphate(In).

Transporters

Protein Details
• sn-glycerol-3-phosphate import ATP-binding protein UgpC
General function:
Involved in nucleotide binding
Specific function:
Part of the ABC transporter complex UgpABCE involved in sn-glycerol-3-phosphate import. Responsible for energy coupling to the transport system (Probable). Can also transport glycerophosphoryl diesters
Gene Name:
ugpC
Locus Tag:
PA3187
Molecular weight:
42.2 kDa
Reactions
ATP + H(2)O + glycerol-3-phosphate(Out) = ADP + phosphate + glycerol-3-phosphate(In).