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Identification
YMDB IDYMDB00994
Nameglycerol 2-phosphate
SpeciesSaccharomyces cerevisiae
StrainBaker's yeast
DescriptionBeta-Glycerophosphoric acid, also known as beta-glycerophosphate, belongs to the class of organic compounds known as glycerophosphates. Glycerophosphates are compounds containing a glycerol linked to a phosphate group. Beta-Glycerophosphoric acid is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Thumb
Synonyms
  • 1,2,3-Propanetriol, 2-(dihydrogen phosphate)
  • 1,3-Hydroxy-2-propyl dihydrogen phosphate
  • 2-HYDROXY-1-(HYDROXYMETHYL)ETHYL DIHYDROGEN PHOSPHATE
  • 819-83-0 (di-hydrochloride salt)
  • beta-Glycerophosphorate
  • beta-Glycerophosphoric acid
  • Glycerol 2-phosphate
  • Glycerol-2-phosphate
  • Glycerol-2-phosphic acid
  • 2-Glycerophosphate
  • beta-Glycerophosphate
  • 1,2,3-Propanetriol, 2-(dihydrogen phosphoric acid)
  • 1,3-Hydroxy-2-propyl dihydrogen phosphoric acid
  • 2-Glycerophosphoric acid
  • 2-HYDROXY-1-(hydroxymethyl)ethyl dihydrogen phosphoric acid
  • b-Glycerophosphate
  • b-Glycerophosphoric acid
  • Β-glycerophosphate
  • Β-glycerophosphoric acid
  • beta-Glycerol phosphate
  • beta-Glycerophosphoric acid, calcium salt
  • beta-Glycerophosphoric acid, disodium salt
  • beta-Glycerophosphoric acid, sodium salt
  • beta-Glycerophosphoric acid, calcium salt (1:1)
  • beta-Glycerophosphoric acid, iron salt
  • beta-Glycerophosphoric acid, iron(3+) salt(3:2)
  • Glycerol 2-phosphoric acid
  • BGA
  • Dihydrogen beta-glycerophosphate
  • Dihydrogen β-glycerophosphate
  • beta-Glyceryl phosphate
  • β-Glyceryl phosphate
CAS number17181-54-3
WeightAverage: 172.0737
Monoisotopic: 172.013674532
InChI KeyDHCLVCXQIBBOPH-UHFFFAOYSA-N
InChIInChI=1S/C3H9O6P/c4-1-3(2-5)9-10(6,7)8/h3-5H,1-2H2,(H2,6,7,8)
IUPAC Name[(1,3-dihydroxypropan-2-yl)oxy]phosphonic acid
Traditional IUPAC Nameβ-glycerophosphorate
Chemical FormulaC3H9O6P
SMILESOCC(CO)OP(O)(O)=O
Chemical Taxonomy
Description belongs to the class of organic compounds known as glycerophosphates. Glycerophosphates are compounds containing a glycerol linked to a phosphate group.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassGlycerophospholipids
Sub ClassGlycerophosphates
Direct ParentGlycerophosphates
Alternative Parents
Substituents
  • Sn-glycerol-2-phosphate
  • Monoalkyl phosphate
  • Alkyl phosphate
  • Phosphoric acid ester
  • Organic phosphoric acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Primary alcohol
  • Organooxygen compound
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
StateSolid
Charge0
Melting pointNot Available
Experimental Properties
PropertyValueReference
Water SolubilityNot AvailablePhysProp
LogPNot AvailablePhysProp
Predicted Properties
PropertyValueSource
Water Solubility30.7 g/LALOGPS
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 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity31.39 m³·mol⁻¹ChemAxon
Polarizability13.29 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular LocationsNot Available
Organoleptic PropertiesNot Available
SMPDB PathwaysNot Available
KEGG PathwaysNot Available
SMPDB ReactionsNot Available
KEGG ReactionsNot Available
Concentrations
Intracellular ConcentrationsNot Available
Extracellular ConcentrationsNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - GC-MS (4 TMS)splash10-0gvp-1792000000-c48ad0477aac597f9e48JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-0gwe-0981000000-ffc7c737ad151bab34f4JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-0gvp-1792000000-c48ad0477aac597f9e48JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-0gvn-0971000000-02ef7a6a93f26d18e2e9JSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0002-9100000000-f3b980cd6beaf038fb5cJSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-0gi0-5930000000-043db2c19de48a1a22adJSpectraViewer
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-004i-9200000000-494acb690fc0f406808aJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00ba-9100000000-767830ab29256b7438a7JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-9300000000-ea2a52269bc5d4ed4c52JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9000000000-6692d72b52d1a7b9adeeJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-5900000000-6fc5f19f68de2c6954f8JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9300000000-ff45373c539658924e8cJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-3c7e37432300e646a900JSpectraViewer
References
References:
  • Scheer, M., Grote, A., Chang, A., Schomburg, I., Munaretto, C., Rother, M., Sohngen, C., Stelzer, M., Thiele, J., Schomburg, D. (2011). "BRENDA, the enzyme information system in 2011." Nucleic Acids Res 39:D670-D676.21062828
Synthesis Reference:Not Available
External Links:
ResourceLink
CHEBI ID17270
HMDB IDHMDB02520
Pubchem Compound ID2526
Kegg IDC02979
ChemSpider ID2431
FOODB IDFDB023021
Wikipedia IDGlycerol_2-phosphate
BioCyc IDCPD-536

Enzymes

General function:
Involved in catalytic activity
Specific function:
Bifunctional enzyme that catalyzes the enolization of 2,3-diketo-5-methylthiopentyl-1-phosphate (DK-MTP-1-P) into the intermediate 2-hydroxy-3-keto-5-methylthiopentenyl-1-phosphate (HK-MTPenyl-1-P), which is then dephosphorylated to form the acireductone 1,2-dihydroxy-3-keto-5-methylthiopentene (DHK-MTPene)
Gene Name:
UTR4
Uniprot ID:
P32626
Molecular weight:
25187.19922
Reactions
5-(methylthio)-2,3-dioxopentyl phosphate + H(2)O → 1,2-dihydroxy-5-(methylthio)pent-1-en-3-one + phosphate.
2-Phosphoglycolate + H2O → glycolate + phosphate
General function:
Involved in catalytic activity
Specific function:
Not Available
Gene Name:
Not Available
Uniprot ID:
Q12486
Molecular weight:
24839.80078
Reactions
2-Phosphoglycolate + H2O → glycolate + phosphate
General function:
Involved in catalytic activity
Specific function:
Not Available
Gene Name:
Not Available
Uniprot ID:
Q04223
Molecular weight:
35278.10156
Reactions
2-Phosphoglycolate + H2O → glycolate + phosphate