Record Information |
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Version |
1.0 |
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Update Date |
1/22/2018 12:54:54 PM |
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Metabolite ID | PAMDB110489 |
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Identification |
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Name: |
GDP-α-D-mannose |
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Description: | Conjugate base of GDP-α-D-mannose arising from deprotonation of both free OH groups of the diphosphate. |
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Structure |
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Synonyms: | -
guanosine pyrophosphate mannose
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guanosine diphosphomannose
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guanosine diphosphate mannose
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GDP-mannose
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Chemical Formula: |
C16H23N5O16P2
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Average Molecular Weight: |
603.33 |
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Monoisotopic Molecular
Weight: |
605.0771528021 |
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InChI Key: |
MVMSCBBUIHUTGJ-GDJBGNAASA-L |
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InChI: |
InChI=1S/C16H25N5O16P2/c17-16-19-12-6(13(28)20-16)18-3-21(12)14-10(26)8(24)5(34-14)2-33-38(29,30)37-39(31,32)36-15-11(27)9(25)7(23)4(1-22)35-15/h3-5,7-11,14-15,22-27H,1-2H2,(H,29,30)(H,31,32)(H3,17,19,20,28)/p-2/t4-,5-,7-,8-,9+,10-,11+,14-,15-/m1/s1 |
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CAS
number: |
3123-67-9 |
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IUPAC Name: | guanosine 5'-[3-(α-D-mannopyranosyl) diphosphate] |
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Traditional IUPAC Name: |
guanosine diphosphomannose |
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SMILES: | C(OP(=O)([O-])OP(=O)([O-])OC1(OC(C(O)C(O)C(O)1)CO))C2(C(O)C(O)C(O2)N4(C=NC3(C(=O)NC(N)=NC=34))) |
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Chemical Taxonomy |
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Taxonomy Description | This compound belongs to the class of chemical entities known as purine nucleotide sugars. These are purine nucleotides bound to a saccharide derivative through the terminal phosphate group. |
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Kingdom |
Chemical entities |
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Super Class | Organic compounds |
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Class |
Nucleosides, nucleotides, and analogues |
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Sub Class | Purine nucleotides |
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Direct Parent |
Purine nucleotide sugars |
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Alternative Parents |
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Substituents |
- Purine nucleotide sugar
- Purine ribonucleoside diphosphate
- Purine ribonucleoside monophosphate
- Pentose phosphate
- Pentose-5-phosphate
- Glycosyl compound
- N-glycosyl compound
- Monosaccharide phosphate
- Organic pyrophosphate
- Imidazopyrimidine
- Purine
- Hydroxypyrimidine
- Monoalkyl phosphate
- Monosaccharide
- N-substituted imidazole
- Organic phosphoric acid derivative
- Oxane
- Phosphoric acid ester
- Alkyl phosphate
- Pyrimidine
- Heteroaromatic compound
- Oxolane
- Imidazole
- Azole
- Secondary alcohol
- Oxacycle
- Organoheterocyclic compound
- Azacycle
- Polyol
- Organopnictogen compound
- Alcohol
- Organic oxide
- Hydrocarbon derivative
- Primary alcohol
- Organonitrogen compound
- Organooxygen compound
- Organic nitrogen compound
- Organic oxygen compound
- Aromatic heteropolycyclic compound
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Molecular Framework |
Aromatic heteropolycyclic compounds |
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External Descriptors |
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Physical Properties |
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State: |
Solid |
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Charge: | -2 |
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Melting point: |
Not Available |
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Experimental Properties: |
Property | Value | Reference |
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Melting Point | Not Available | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | Not Available | Not Available | LogP | Not Available | Not Available |
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Predicted Properties |
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Biological Properties |
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Cellular Locations: |
Not Available |
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Reactions: | |
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Pathways: |
- Fructose and Mannose Degradation pae00051
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Spectra |
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Spectra: |
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References |
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References: |
- Becker DJ, Lowe JB: Fucose: biosynthesis and biological function in mammals. Glycobiology. 2003 Jul;13(7):41R-53R. Epub 2003 Mar 19. [12651883 ]
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Synthesis Reference: |
Huang, Gang-Liang; Liu, Xiang; Zhang, Hou-Cheng; Wang, Peng-George. A facile two-step chemo-enzymatic synthesis of GDP-mannose. Letters in Organic Chemistry (2006), 3(9), 668-669. |
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Material Safety Data Sheet (MSDS) |
Not Available |
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Links |
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External Links: |
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