Fucose 1-phosphate (CHEM035143)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-26 05:31:28 UTC
Update Date2016-11-09 01:21:15 UTC
Accession NumberCHEM035143
Identification
Common NameFucose 1-phosphate
ClassSmall Molecule
DescriptionFucose 1-phosphate belongs to the class of organic compounds known as monosaccharide phosphates. These are monosaccharides comprising a phosphated group linked to the carbohydrate unit. Fucose 1-phosphate is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Fucose 1-phosphate participates in a number of enzymatic reactions, within cattle. In particular, Fucose 1-phosphate can be converted into GDP-L-fucose; which is catalyzed by the enzyme fucose-1-phosphate guanylyltransferase. In addition, Fucose 1-phosphate can be biosynthesized from L-fucose through its interaction with the enzyme L-fucose kinase. In cattle, fucose 1-phosphate is involved in the metabolic pathway called the fructose and mannose degradation pathway.
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
6-Deoxy-1-O-phosphono-L-galactopyranoseChEBI
6-Deoxy-L-galactose 1-phosphateChEBI
L-Fucose 1-phosphateChEBI
6-Deoxy-L-galactose 1-phosphoric acidGenerator
L-Fucose 1-phosphoric acidGenerator
Fucose 1-phosphoric acidGenerator
(3,4,5-Trihydroxy-6-methyl-tetrahydropyran-2-yl)oxyphosphonateHMDB
(3,4,5-Trihydroxy-6-methyl-tetrahydropyran-2-yl)oxyphosphonic acidHMDB
6-Deoxy-L-galactopyranose 1-(dihydrogen phosphate)HMDB
Fuculose 1-phosphateHMDB
L-Fucose-1PHMDB
Chemical FormulaC6H13O8P
Average Molecular Mass244.136 g/mol
Monoisotopic Mass244.035 g/mol
CAS Registry Number16562-58-6
IUPAC Name{[(3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}phosphonic acid
Traditional Namefuculose 1-phosphate
SMILESC[C@@H]1OC(OP(O)(O)=O)[C@@H](O)[C@H](O)[C@@H]1O
InChI IdentifierInChI=1S/C6H13O8P/c1-2-3(7)4(8)5(9)6(13-2)14-15(10,11)12/h2-9H,1H3,(H2,10,11,12)/t2-,3+,4+,5-,6?/m0/s1
InChI KeyPTVXQARCLQPGIR-DHVFOXMCSA-N
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
  • Alkyl phosphate
  • Phosphoric acid ester
  • Oxane
  • Organic phosphoric acid derivative
  • Secondary alcohol
  • Oxacycle
  • Organoheterocyclic compound
  • Polyol
  • Organic oxide
  • Hydrocarbon derivative
  • Alcohol
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility34.2 g/LALOGPS
logP-1.5ALOGPS
logP-2ChemAxon
logS-0.85ALOGPS
pKa (Strongest Acidic)1.16ChemAxon
pKa (Strongest Basic)-3.6ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area136.68 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity45.25 m³·mol⁻¹ChemAxon
Polarizability19.71 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0002-9110000000-ddcbb7b398a7bdc11a22Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positivesplash10-006t-9621400000-f218061590245b6bce26Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-9130000000-7b4a4232dd7a0bd8dbacSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-9230000000-2ee74b8ac83ba7b48ef3Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0002-9000000000-3bc59b08305310a3654fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-002g-9170000000-875253e07281671ff694Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9000000000-a8e79a6083cde3a1b0d1Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-ef5dc3379a78dd68ac33Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0001265
FooDB IDFDB022520
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG ID40955
BioCyc IDNot Available
METLIN ID6120
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID388911
ChEBI ID28319
PubChem Compound ID439871
Kegg Compound IDC02985
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. Quirk S, Seley KL: Identification of catalytic amino acids in the human GTP fucose pyrophosphorylase active site. Biochemistry. 2005 Oct 4;44(39):13172-8.
2. Niittymaki J, Mattila P, Roos C, Huopaniemi L, Sjoblom S, Renkonen R: Cloning and expression of murine enzymes involved in the salvage pathway of GDP-L-fucose. Eur J Biochem. 2004 Jan;271(1):78-86.