Record Information
Version1.0
Creation Date2016-09-30 23:21:34 UTC
Update Date2020-05-19 22:01:06 UTC
BMDB IDBMDB0006330
Secondary Accession Numbers
  • BMDB06330
Metabolite Identification
Common NameD-Mannose 1-phosphate
DescriptionD-D-d-mannose 1-phosphate, also known as d-mannose 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. D-D-d-mannose 1-phosphate is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). D-D-d-mannose 1-phosphate exists in all living species, ranging from bacteria to humans. D-D-d-mannose 1-phosphate participates in a number of enzymatic reactions, within cattle. In particular, D-D-d-mannose 1-phosphate can be converted into mannose 6-phosphate through its interaction with the enzyme phosphomannomutase 1. In addition, D-D-d-mannose 1-phosphate can be converted into guanosine diphosphate mannose through its interaction with the enzyme d-mannose 1-phosphatehosphate guanyltransferase beta. In cattle, D-d-mannose 1-phosphate is involved in the metabolic pathway called the fructose and mannose degradation pathway.
Structure
Thumb
Synonyms
ValueSource
1-O-Phosphono-alpha-D-mannopyranoseChEBI
alpha-D-Mannose 1-phosphateKegg
1-O-Phosphono-a-D-mannopyranoseGenerator
1-O-Phosphono-α-D-mannopyranoseGenerator
a-D-Mannose 1-phosphateGenerator
a-D-Mannose 1-phosphoric acidGenerator
alpha-D-Mannose 1-phosphoric acidGenerator
Α-D-mannose 1-phosphateGenerator
Α-D-mannose 1-phosphoric acidGenerator
D-Mannose 1-phosphoric acidGenerator
Mannose phosphateHMDB
Mannosyl phosphateHMDB
alpha-D-Mannopyranosyl phosphateHMDB
Α-D-mannopyranosyl phosphateHMDB
D-Mannose 1-phosphateHMDB
Chemical FormulaC6H13O9P
Average Molecular Weight260.1358
Monoisotopic Molecular Weight260.029718526
IUPAC Name{[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phosphonic acid
Traditional Nameα-D-mannose 1-phosphate
CAS Registry Number27251-84-9
SMILES
OC[C@H]1O[C@H](OP(O)(O)=O)[C@@H](O)[C@@H](O)[C@@H]1O
InChI Identifier
InChI=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
InChI KeyHXXFSFRBOHSIMQ-RWOPYEJCSA-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
  • 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
Ontology
StatusExpected but not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locations
  • Cytoplasm
  • Mitochondria
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-2ALOGPS
logP-3.1ChemAxon
logS-0.91ALOGPS
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
Polarizability20.79 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
  • Mitochondria
Biospecimen Locations
  • Placenta
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
PlacentaExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
details
Abnormal Concentrations
Not Available
HMDB IDHMDB0006330
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB031268
KNApSAcK IDC00007389
Chemspider ID388412
KEGG Compound IDC00636
BioCyc IDMANNOSE-1P
BiGG IDNot Available
Wikipedia LinkMannose_1-phosphate
METLIN IDNot Available
PubChem Compound439279
PDB IDNot Available
ChEBI ID18205
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

General function:
Cell wall/membrane/envelope biogenesis
Specific function:
Catalyzes the formation of GDP-mannose, an essential precursor of glycan moieties of glycoproteins and glycolipids.
Gene Name:
GMPPB
Uniprot ID:
Q2YDJ9
Molecular weight:
39837.0
Reactions
Guanosine triphosphate + D-Mannose 1-phosphate → Guanosine diphosphate mannose + Pyrophosphatedetails
General function:
Involved in phosphomannomutase activity
Specific function:
Involved in the synthesis of the GDP-mannose and dolichol-phosphate-mannose required for a number of critical mannosyl transfer reactions.
Gene Name:
PMM2
Uniprot ID:
Q3SZJ9
Molecular weight:
27997.0
Reactions
D-Mannose 1-phosphate → Mannose 6-phosphatedetails