2-deoxy-D-glucose 6-phosphate (YMDB00840)

Identification
YMDB IDYMDB00840
Name2-deoxy-D-glucose 6-phosphate
SpeciesSaccharomyces cerevisiae
StrainBaker's yeast
Description2-deoxy-D-glucose 6-phosphate belongs to the class of organic compounds known as monoalkyl phosphates. These are organic compounds containing a phosphate group that is linked to exactly one alkyl chain. 2-deoxy-D-glucose 6-phosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). 2-deoxy-D-glucose 6-phosphate may be a unique S. cerevisiae (yeast) metabolite.
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
  • 2-Deoxy-D-glucose 6-phosphate
  • 2-Deoxyglucose 6-phosphate
  • 2-Deoxyglucose 6-phosphoric acid
  • 2-Deoxy-D-glucose 6-phosphoric acid
CAS numberNot Available
WeightAverage: 244.1364
Monoisotopic: 244.034803904
InChI KeyMBPFNOMGYSRGQZ-PBXRRBTRSA-N
InChIInChI=1S/C6H13O8P/c7-2-1-4(8)6(10)5(9)3-14-15(11,12)13/h2,4-6,8-10H,1,3H2,(H2,11,12,13)/t4-,5-,6+/m1/s1
IUPAC Name{[(2R,3S,4R)-2,3,4-trihydroxy-6-oxohexyl]oxy}phosphonic acid
Traditional IUPAC Name2-deoxy-D-glucose 6-phosphate
Chemical FormulaC6H13O8P
SMILES[H]C([H])(C=O)[C@@]([H])(O)[C@]([H])(O)[C@]([H])(O)COP(O)(O)=O
Chemical Taxonomy
Description belongs to the class of organic compounds known as monoalkyl phosphates. These are organic compounds containing a phosphate group that is linked to exactly one alkyl chain.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassOrganic phosphoric acids and derivatives
Sub ClassPhosphate esters
Direct ParentMonoalkyl phosphates
Alternative Parents
Substituents
  • Monoalkyl phosphate
  • Beta-hydroxy aldehyde
  • Alpha-hydrogen aldehyde
  • Secondary alcohol
  • Polyol
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aldehyde
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
StateNot Available
Charge0
Melting pointNot Available
Experimental Properties
PropertyValueReference
Water SolubilityNot AvailablePhysProp
LogPNot AvailablePhysProp
Predicted Properties
PropertyValueSource
Water Solubility22.5 g/LALOGPS
logP-1.4ALOGPS
logP-3ChemAxon
logS-1ALOGPS
pKa (Strongest Acidic)1.49ChemAxon
pKa (Strongest Basic)-3.3ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area144.52 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity46.88 m³·mol⁻¹ChemAxon
Polarizability20.09 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
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-006t-8920000000-fdbfcba06fa5224858ecJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-002b-2590000000-86fd4aca5447a974f53cJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0005-9510000000-9a30d5f2afadb55dd3deJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-00dm-9200000000-c07711c42645bd3c7661JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0ufu-7940000000-3d0c6eb3743f5e255410JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9100000000-fda3f26a1c6088f720d9JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-6d1280e23187f39dcadaJSpectraViewer
References
References:
  • UniProt Consortium (2011). "Ongoing and future developments at the Universal Protein Resource." Nucleic Acids Res 39:D214-D219.21051339
  • 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 ID16043
HMDB IDNot Available
Pubchem Compound ID440992
Kegg IDC06369
ChemSpider IDNot Available
FOODB IDNot Available
Wikipedia IDNot Available
BioCyc IDNot Available

Enzymes

Protein Details
1. 2-deoxyglucose-6-phosphate phosphatase 1
General function:
Involved in catalytic activity
Specific function:
Active on 2-DOG-6P, also very active on fructose-1P
Gene Name:
DOG1
Uniprot ID:
P38774
Molecular weight:
27099.59961
Reactions
2-deoxy-D-glucose 6-phosphate + H(2)O → 2-deoxy-D-glucose + phosphate.
Protein Details
2. 2-deoxyglucose-6-phosphate phosphatase 2
General function:
Involved in catalytic activity
Specific function:
Active on 2-DOG-6P, not very active on fructose-1p
Gene Name:
DOG2
Uniprot ID:
P38773
Molecular weight:
27164.80078
Reactions
2-deoxy-D-glucose 6-phosphate + H(2)O → 2-deoxy-D-glucose + phosphate.