Showing metabocard for Fucose 1-phosphate (BMDB0001265)

IdentificationTaxonomyPhysical propertiesPathwaysSpectraConcentrationsLinksReferencesenzymes (2) Show 2 proteinsXML
Record Information
Version1.0
Creation Date2016-09-30 22:43:18 UTC
Update Date2020-05-21 16:28:33 UTC
BMDB IDBMDB0001265
Secondary Accession Numbers
  • BMDB01265
Metabolite Identification
Common NameFucose 1-phosphate
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.
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 Weight244.1364
Monoisotopic Molecular Weight244.034803904
IUPAC Name{[(3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}phosphonic acid
Traditional Namefuculose 1-phosphate
CAS Registry Number16562-58-6
SMILES
C[C@@H]1OC(OP(O)(O)=O)[C@@H](O)[C@H](O)[C@@H]1O
InChI Identifier
InChI=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
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cytoplasm
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
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
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
Biospecimen LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
HMDB IDHMDB0001265
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022520
KNApSAcK IDNot Available
Chemspider ID388911
KEGG Compound IDC02985
BioCyc IDNot Available
BiGG ID40955
Wikipedia LinkNot Available
METLIN ID6120
PubChem Compound439871
PDB IDNot Available
ChEBI ID28319
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

Enzyme Details
1. Fucose-1-phosphate guanylyltransferase
General function:
Not Available
Specific function:
Not Available
Gene Name:
FPGT
Uniprot ID:
E1B9U5
Molecular weight:
67389.0
Reactions
Fucose 1-phosphate + Guanosine triphosphate → GDP-L-fucose + Pyrophosphatedetails
Enzyme Details
2. FUK protein
General function:
Not Available
Specific function:
Not Available
Gene Name:
FCSK
Uniprot ID:
A6QP44
Molecular weight:
116951.0
Reactions
L-Fucose + Adenosine triphosphate → Fucose 1-phosphate + ADPdetails