2(alpha-D-Mannosyl-6-phosphate)-D-glycerate (ECMDB21135) (M2MDB001544)

IdentificationTaxonomyPhysical PropertiesBiological PropertiesSpectraConcentrationsLinksReferencesEnzymes (4)Transporters (1)XML
Proteins (5)
Record Information
Version2.0
Creation Date2012-07-30 14:54:40 -0600
Update Date2015-06-03 17:20:42 -0600
Secondary Accession Numbers
  • ECMDB21135
Identification
Name:2(alpha-D-Mannosyl-6-phosphate)-D-glycerate
Description2(alpha-d-mannosyl-6-phosphate)-d-glycerate belongs to the class of Hexoses. These are monosaccharides in which the sugar unit is a hexose. (inferred from compound structure)
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms:
  • 2(α-D-mannosyl-6-phosphate)-D-glycerate
  • 2(α-D-mannosyl-6-phosphoric acid)-D-glyceric acid
  • 2(a-D-Mannosyl-6-phosphate)-D-glycerate
  • 2(a-D-Mannosyl-6-phosphoric acid)-D-glyceric acid
  • 2(alpha-D-Mannosyl-6-phosphate)-D-glycerate
  • 2(alpha-D-Mannosyl-6-phosphate)-D-glyceric acid
  • 2(alpha-D-Mannosyl-6-phosphoric acid)-D-glyceric acid
  • 2(α-D-Mannosyl-6-phosphate)-D-glycerate
  • 2(α-D-Mannosyl-6-phosphoric acid)-D-glyceric acid
Chemical Formula:C9H14O12P
Weight:Average: 345.174
Monoisotopic: 345.022287424
InChI Key:BOLXAGHGKNGVBE-UHFFFAOYSA-K
InChI:InChI=1S/C9H17O12P/c10-1-3(8(14)15)20-9-7(13)6(12)5(11)4(21-9)2-19-22(16,17)18/h3-7,9-13H,1-2H2,(H,14,15)(H2,16,17,18)/p-3
CAS number:Not Available
IUPAC Name:3-hydroxy-2-({3,4,5-trihydroxy-6-[(phosphonatooxy)methyl]oxan-2-yl}oxy)propanoate
Traditional IUPAC Name:3-hydroxy-2-({3,4,5-trihydroxy-6-[(phosphonatooxy)methyl]oxan-2-yl}oxy)propanoate
SMILES:OCC(OC1OC(COP([O-])([O-])=O)C(O)C(O)C1O)C([O-])=O
Chemical Taxonomy
Description belongs to the class of organic compounds known as hexose phosphates. These are carbohydrate derivatives containing a hexose substituted by one or more phosphate groups.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentHexose phosphates
Alternative Parents
Substituents
  • Hexose phosphate
  • Fatty acyl glycoside of mono- or disaccharide
  • Fatty acyl glycoside
  • O-glycosyl compound
  • Glycosyl compound
  • Monosaccharide phosphate
  • Sugar acid
  • Glyceric_acid
  • Beta-hydroxy acid
  • Fatty acyl
  • Alkyl phosphate
  • Phosphoric acid ester
  • Oxane
  • Organic phosphoric acid derivative
  • Hydroxy acid
  • Secondary alcohol
  • Oxacycle
  • Organoheterocyclic compound
  • Polyol
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Acetal
  • Organic oxide
  • Hydrocarbon derivative
  • Primary alcohol
  • Carbonyl group
  • Alcohol
  • Organic anion
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Physical Properties
State:Not Available
Charge:-3
Melting point:Not Available
Experimental Properties:
PropertyValueSource
Predicted Properties
PropertyValueSource
Water Solubility84.8 g/LALOGPS
logP-2.1ALOGPS
logP-3.4ChemAxon
logS-0.67ALOGPS
pKa (Strongest Acidic)1.22ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge-3ChemAxon
Hydrogen Acceptor Count11ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area211.93 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity72.26 m³·mol⁻¹ChemAxon
Polarizability27.8 ųChemAxon
Number of Rings1ChemAxon
Bioavailability0ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations:Cytoplasm
Reactions:
Phosphoenolpyruvic acid + 2(alpha-D-Mannosyl)-D-glycerate > 2(alpha-D-Mannosyl-6-phosphate)-D-glycerate + Pyruvic acid
Water + 2(alpha-D-Mannosyl-6-phosphate)-D-glycerate > Glyceric acid + Mannose 6-phosphate
Phosphoenolpyruvic acid + 2(alpha-D-Mannosyl)-D-glycerate > 2(alpha-D-Mannosyl-6-phosphate)-D-glycerate + Pyruvic acid
2(alpha-D-Mannosyl-6-phosphate)-D-glycerate + Water <> Mannose 6-phosphate + Glyceric acid
2(alpha-D-Mannosyl)-D-glycerate + HPr - phosphorylated > 2(alpha-D-Mannosyl-6-phosphate)-D-glycerate + HPr
SMPDB Pathways:
inner membrane transportPW000786 ThumbThumb?image type=greyscaleThumb?image type=simple
KEGG Pathways:Not Available
EcoCyc Pathways:
  • 2-O-α-mannosyl-D-glycerate degradation PWY0-1300
Concentrations
Not Available
Spectra
Spectra:
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-2219000000-37b0f1e4c7c55a6fc345View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-052r-9503000000-75ba96dc044035a01b88View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052r-9600000000-86e1db55f63879f465e6View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-2209000000-26d2bea59ac23966f96eView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4u-7903000000-cfb4e6d22e02a4143eecView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9200000000-273e01a5cf6ad8a79781View in MoNA
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
References
References:
  • Keseler, I. M., Collado-Vides, J., Santos-Zavaleta, A., Peralta-Gil, M., Gama-Castro, S., Muniz-Rascado, L., Bonavides-Martinez, C., Paley, S., Krummenacker, M., Altman, T., Kaipa, P., Spaulding, A., Pacheco, J., Latendresse, M., Fulcher, C., Sarker, M., Shearer, A. G., Mackie, A., Paulsen, I., Gunsalus, R. P., Karp, P. D. (2011). "EcoCyc: a comprehensive database of Escherichia coli biology." Nucleic Acids Res 39:D583-D590. Pubmed: 21097882
Synthesis Reference:Not Available
Material Safety Data Sheet (MSDS)Not Available
External Links:
ResourceLink
CHEBI ID60331
HMDB IDNot Available
Pubchem Compound ID46906104
Kegg IDC16699
ChemSpider IDNot Available
Wikipedia IDNot Available
BioCyc IDCPD0-1063
EcoCyc IDCPD0-1063

Enzymes

Protein Details
1. Phosphoenolpyruvate-protein phosphotransferase
General function:
Involved in transferase activity, transferring phosphorus-containing groups
Specific function:
General (non sugar-specific) component of the phosphoenolpyruvate-dependent sugar phosphotransferase system (sugar PTS). This major carbohydrate active-transport system catalyzes the phosphorylation of incoming sugar substrates concomitantly with their translocation across the cell membrane. Enzyme I transfers the phosphoryl group from phosphoenolpyruvate (PEP) to the phosphoryl carrier protein (HPr)
Gene Name:
ptsI
Uniprot ID:
P08839
Molecular weight:
63561
Reactions
Phosphoenolpyruvate + protein L-histidine = pyruvate + protein N(pi)-phospho-L-histidine.
Protein Details
2. Heat-responsive suppressor hrsA
General function:
Involved in transporter activity
Specific function:
The phosphoenolpyruvate-dependent sugar phosphotransferase system (sugar PTS), a major carbohydrate active -transport system, catalyzes the phosphorylation of incoming sugar substrates concomitantly with their translocation across the cell membrane
Gene Name:
hrsA
Uniprot ID:
P54745
Molecular weight:
69667
Reactions
Protein EIIA N(pi)-phospho-L-histidine + protein EIIB = protein EIIA + protein EIIB N(pi)-phospho-L-histidine/cysteine.
Protein EIIB N(pi)-phospho-L-histidine/cysteine + sugar = protein EIIB + sugar phosphate.
Protein Details
3. Alpha-mannosidase mngB
General function:
Involved in catalytic activity
Specific function:
May hydrolyze mannosyl-D-glycerate to mannose-6- phosphate and glycerate
Gene Name:
mngB
Uniprot ID:
P54746
Molecular weight:
100014
Reactions
2-O-(6-phospho-alpha-D-mannosyl)-D-glycerate + H(2)O = D-mannose 6-phosphate + D-glycerate.
Protein Details
4. Phosphocarrier protein HPr
General function:
Involved in sugar:hydrogen symporter activity
Specific function:
General (non sugar-specific) component of the phosphoenolpyruvate-dependent sugar phosphotransferase system (sugar PTS). This major carbohydrate active-transport system catalyzes the phosphorylation of incoming sugar substrates concomitantly with their translocation across the cell membrane. The phosphoryl group from phosphoenolpyruvate (PEP) is transferred to the phosphoryl carrier protein HPr by enzyme I. Phospho-HPr then transfers it to the permease (enzymes II/III)
Gene Name:
ptsH
Uniprot ID:
P0AA04
Molecular weight:
9119
Reactions
Protein HPr N(pi)-phospho-L-histidine + protein EIIA = protein HPr + protein EIIA N(tau)-phospho-L-histidine.

Transporters

Protein Details
1. Mannosyl-D-glycerate transport/metabolism system repressor MngR
General function:
transcription, DNA-templated
Specific function:
Represses mngA and mngB. Regulates its own expression.
Gene Name:
mngR
Uniprot ID:
P13669
Molecular weight:
28273