Showing Metabocard for alpha-D-mannose 1-phosphate (BASm0003436)
| Common Name | Alpha-d-mannose 1-phosphate | ||||||||
|---|---|---|---|---|---|---|---|---|---|
| Description | D-Mannose 1-phosphate (CAS: 27251-84-9) is a normal metabolite intermediate in fructose and mannose metabolism. It is a substrate of phosphomannomutase 1 (PMM, EC 5.4.2.8), an enzyme necessary for the synthesis of GDP-mannose (a substrate for dolichol-linked oligosaccharide synthesis). PMM converts mannose 6-phosphate into mannose-1-phosphate. A deficiency of phosphomannomutase in carbohydrate-deficient glycoprotein syndrome (CDGS) type I is associated with a decreased synthesis of mannose 1-phosphate. CDGS is a group of autosomal recessively transmitted disorders in which abnormally glycosylated proteins are formed (PMID: 9451026 , 8549746 , 12729595 ). | ||||||||
| Structure | |||||||||
| Molecular Formula | C6H13O9P | ||||||||
| Average Mass | 260.13580 | ||||||||
| Monoisotopic Mass | 260.02972 | ||||||||
| IUPAC Name | {[(3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phosphonic acid | ||||||||
| Traditional Name | [(3s,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphosphonic acid | ||||||||
| CAS Registry Number | 15978-07-01 | ||||||||
| SMILES | O=P([O-])([O-])O[C@H]1O[C@H](CO)[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 Key | HXXFSFRBOHSIMQ-RWOPYEJCSA-N | ||||||||
| CHEBI ID | CHEBI:58409 | ||||||||
| HMDB ID | HMDB0006330 | ||||||||
| Pathways |
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| State | Solid | ||||||||
| Water Solubility | 3.23e+01 g/l | ||||||||
| logP | -2.00 | ||||||||
| logS | -0.91 | ||||||||
| pKa (Strongest Acidic) | 1.16 | ||||||||
| pKa (Strongest Basic) | -2.98 | ||||||||
| Hydrogen Acceptor Count | 8 | ||||||||
| Hydrogen Donor Count | 6 | ||||||||
| Polar Surface Area | 156.91 Ų | ||||||||
| Rotatable Bond Count | 3 | ||||||||
| Physiological Charge | -2 | ||||||||
| Formal Charge | 0 | ||||||||
| Refractivity | 46.80 m³·mol⁻¹ | ||||||||
| Polarizability | 20.73 |