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Identification
YMDB IDYMDB00004
NameGalactose 1-phosphate
SpeciesSaccharomyces cerevisiae
StrainBaker's yeast
DescriptionGalactose 1-phosphate, also known as alpha-D-gal-1-p or α-D-gal-1-p, belongs to the class of organic compounds known as monosaccharide phosphates. These are monosaccharides comprising a phosphated group linked to the carbohydrate unit. Galactose 1-phosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). Galactose 1-phosphate exists in all living species, ranging from bacteria to humans.
Structure
Thumb
Synonyms
  • 1-(dihydrogen phosphate) Galactitol
  • 1-O-phosphono-a-D-Galactopyranose
  • 1-O-phosphono-alpha-D-Galactopyranose
  • 1-O-phosphono-α-D-galactopyranose
  • 1-phosphate a-D-Galactopyranose
  • a-D-1-(dihydrogen phosphate) Galactopyranose
  • a-D-Gal-1-P
  • a-D-Galactopyranose 1-phosphate
  • a-D-Galactopyranose 1-phosphoric acid
  • a-D-Galactopyranose, 1-(dihydrogen phosphate)
  • a-D-Galactopyranose, 1-(dihydrogen phosphoric acid)
  • a-D-Galactopyranosyl phosphate
  • a-D-Galactopyranosyl phosphoric acid
  • a-D-Galactose 1-phosphate
  • a-D-Galactosyl phosphate
  • a-D-Galactosyl phosphoric acid
  • alpha-D-1-(dihydrogen phosphate) Galactopyranose
  • alpha-D-Gal-1-P
  • alpha-D-Galactopyranose 1-phosphate
  • alpha-D-Galactopyranose 1-phosphoric acid
  • alpha-D-Galactopyranose, 1-(dihydrogen phosphate)
  • alpha-D-Galactopyranose, 1-(dihydrogen phosphoric acid)
  • alpha-D-Galactopyranosyl phosphate
  • alpha-D-Galactopyranosyl phosphoric acid
  • alpha-D-Galactose 1-phosphate
  • alpha-D-Galactosyl phosphate
  • alpha-D-Galactosyl phosphoric acid
  • D-Galactose 1-phosphate
  • Galactopyranose 1-phosphate
  • Galactose 1-phosphate
  • Galactose 1-phosphic acid
  • Galactose 1-phosphoric acid
  • Galactose-1-phosphate
  • Galactose-1-phosphate, (beta-D-gal)-isomer
  • Galactose-1-phosphate, (beta-L-gal)-isomer
  • Galactose-1-phosphate, 14C-labeled
  • Galactose-1-phosphate, disilver (+1) salt, (D-gal)-isomer
  • Galactose-1-phosphate, sodium salt
  • Galactose-1-phosphoric acid
  • α-D-gal-1-P
  • α-D-galactopyranose 1-phosphate
  • α-D-galactopyranose 1-phosphoric acid
  • α-D-galactopyranose, 1-(dihydrogen phosphate)
  • α-D-galactopyranose, 1-(dihydrogen phosphoric acid)
  • α-D-galactopyranosyl phosphate
  • α-D-galactopyranosyl phosphoric acid
  • α-D-galactosyl phosphate
  • α-D-galactosyl phosphoric acid
  • a-D-Galactose-1-phosphate
  • a-D-Galactose-1-phosphoric acid
  • alpha-D-Galactose-1-phosphoric acid
  • Α-D-galactose-1-phosphate
  • Α-D-galactose-1-phosphoric acid
  • D-Galactopyranose 1-phosphate
  • D-Galactopyranose 1-phosphoric acid
  • D-Galactose 1-phosphoric acid
CAS number2255-14-3
WeightAverage: 260.1358
Monoisotopic: 260.029718526
InChI KeyHXXFSFRBOHSIMQ-FPRJBGLDSA-N
InChIInChI=1S/C6H13O9P/c7-1-2-3(8)4(9)5(10)6(14-2)15-16(11,12)13/h2-10H,1H2,(H2,11,12,13)/t2-,3+,4+,5-,6-/m1/s1
IUPAC Name{[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phosphonic acid
Traditional IUPAC Namegalactose 1 phosphate
Chemical FormulaC6H13O9P
SMILES[H]OC([H])([H])[C@@]1([H])O[C@]([H])(OP(=O)(O[H])O[H])[C@]([H])(O[H])[C@@]([H])(O[H])[C@@]1([H])O[H]
Chemical Taxonomy
Description belongs to the class of organic compounds known as monosaccharide phosphates. These are monosaccharides comprising a phosphated group linked to the carbohydrate unit.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentMonosaccharide phosphates
Alternative Parents
Substituents
  • Hexose monosaccharide
  • Monosaccharide phosphate
  • Monoalkyl phosphate
  • Organic phosphoric acid derivative
  • Oxane
  • Alkyl phosphate
  • Phosphoric acid ester
  • Secondary alcohol
  • Oxacycle
  • Organoheterocyclic compound
  • Polyol
  • Alcohol
  • Hydrocarbon derivative
  • Primary alcohol
  • Organic oxide
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Physical Properties
StateSolid
Charge0
Melting pointNot Available
Experimental Properties
PropertyValueReference
Water SolubilityNot AvailablePhysProp
LogPNot AvailablePhysProp
Predicted Properties
PropertyValueSource
logP-3.1ChemAxon
pKa (Strongest Acidic)1.16ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area156.91 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity46.8 m³·mol⁻¹ChemAxon
Polarizability20.62 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations
  • cytoplasm
Organoleptic PropertiesNot Available
SMPDB Pathways
Amino sugar and nucleotide sugar metabolismPW002413 ThumbThumb?image type=greyscaleThumb?image type=simple
Leloir PathwayPW002397 ThumbThumb?image type=greyscaleThumb?image type=simple
KEGG Pathways
Amino sugar and nucleotide sugar metabolismec00520 Map00520
Galactose metabolismec00052 Map00052
SMPDB Reactions
Adenosine triphosphate + D-GalactoseADP + hydron + Galactose 1-phosphate
Galactose 1-phosphate + Uridine diphosphate glucoseGlucose 1-phosphate + UDP-D-galactose
UDP-D-galactose + Glucose 1-phosphateUridine diphosphate glucose + Galactose 1-phosphate
KEGG Reactions
Adenosine triphosphate + D-GalactoseGalactose 1-phosphate + hydron + ADP
Uridine triphosphate + Galactose 1-phosphate + hydronPyrophosphate + UDP-D-galactose
Galactose 1-phosphate + Uridine diphosphate glucoseUDP-D-galactose + Glucose 1-phosphate
Concentrations
Intracellular ConcentrationsNot Available
Extracellular ConcentrationsNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0002-9110000000-ee60e23a7f8053dae6d3JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (4 TMS) - 70eV, Positivesplash10-0fsi-5901370000-80b5e0114d382bd45e3fJSpectraViewer
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-004i-9030000000-7fff706c8ccfa4e8ee82JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-004i-9030000000-7ea4c16f3c1f90045b95JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - , negativesplash10-0002-9000000000-d23bc07bd7bdf7ddce46JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-9240000000-4057005941a73b47e92bJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-9240000000-2b520b8d7520453613e5JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0002-9100000000-adafd3ed58bf5371e4a1JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a6s-9480000000-6d21f499da6e13bbe38dJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9110000000-68aeffe1ebca2d4d4362JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-dfc211275bafe42581aeJSpectraViewer
1D NMR1H NMR SpectrumNot AvailableJSpectraViewer
1D NMR13C NMR SpectrumNot AvailableJSpectraViewer
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
  • Herrgard, M. J., Swainston, N., Dobson, P., Dunn, W. B., Arga, K. Y., Arvas, M., Bluthgen, N., Borger, S., Costenoble, R., Heinemann, M., Hucka, M., Le Novere, N., Li, P., Liebermeister, W., Mo, M. L., Oliveira, A. P., Petranovic, D., Pettifer, S., Simeonidis, E., Smallbone, K., Spasic, I., Weichart, D., Brent, R., Broomhead, D. S., Westerhoff, H. V., Kirdar, B., Penttila, M., Klipp, E., Palsson, B. O., Sauer, U., Oliver, S. G., Mendes, P., Nielsen, J., Kell, D. B. (2008). "A consensus yeast metabolic network reconstruction obtained from a community approach to systems biology." Nat Biotechnol 26:1155-1160.18846089
  • DOUGLAS, H. C., HAWTHORNE, D. C. (1964). "ENZYMATIC EXPRESSION AND GENETIC LINKAGE OF GENES CONTROLLING GALACTOSE UTILIZATION IN SACCHAROMYCES." Genetics 49:837-844.14158615
Synthesis Reference:Chen Jie; Yager Claire; Reynolds Robert; Palmieri Michael; Segal Stanton Erythrocyte galactose 1-phosphate quantified by isotope-dilution gas chromatography-mass spectrometry. Clinical chemistry (2002), 48(4), 604-12.
External Links:
ResourceLink
CHEBI ID17973
HMDB IDHMDB00645
Pubchem Compound ID439995
Kegg IDC00446
ChemSpider ID24604707
FOODB IDFDB031262
WikipediaGalactose_1-phosphate
BioCyc IDGALACTOSE-1P

Enzymes

General function:
Involved in galactokinase activity
Specific function:
ATP + D-galactose = ADP + alpha-D-galactose 1- phosphate
Gene Name:
GAL1
Uniprot ID:
P04385
Molecular weight:
57943.80078
Reactions
ATP + D-galactose → ADP + alpha-D-galactose 1-phosphate.
General function:
Involved in UDP-glucose:hexose-1-phosphate uridylyltransferase activity
Specific function:
UDP-glucose + alpha-D-galactose 1-phosphate = alpha-D-glucose 1-phosphate + UDP-galactose
Gene Name:
GAL7
Uniprot ID:
P08431
Molecular weight:
42384.69922
Reactions
UDP-glucose + alpha-D-galactose 1-phosphate → alpha-D-glucose 1-phosphate + UDP-galactose.