GDP-fucose   Click here for help

GtoPdb Ligand ID: 4578

Synonyms: GDP-L-fucose | guanosine diphosphate fucose
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 18
Hydrogen bond donors 9
Rotatable bonds 8
Topological polar surface area 331.11
Molecular weight 589.08
XLogP -3.45
No. Lipinski's rules broken 2
SMILES / InChI / InChIKey
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Canonical SMILES OC1C(COP(=O)(OP(=O)(OC2OC(C)C(C(C2O)O)O)O)O)OC(C1O)n1cnc2c1[nH]c(N)nc2=O
Isomeric SMILES O[C@@H]1[C@@H](COP(=O)(OP(=O)(OC2O[C@@H](C)[C@H]([C@H]([C@@H]2O)O)O)O)O)O[C@H]([C@@H]1O)n1cnc2c1[nH]c(N)nc2=O
InChI InChI=1S/C16H25N5O15P2/c1-4-7(22)9(24)11(26)15(33-4)35-38(30,31)36-37(28,29)32-2-5-8(23)10(25)14(34-5)21-3-18-6-12(21)19-16(17)20-13(6)27/h3-5,7-11,14-15,22-26H,2H2,1H3,(H,28,29)(H,30,31)(H3,17,19,20,27)/t4-,5+,7+,8+,9+,10+,11-,14+,15?/m0/s1
InChI Key LQEBEXMHBLQMDB-QIXZNPMTSA-N
Classification Click here for help
Compound class Metabolite or derivative
IUPAC Name Click here for help
[(2R,3S,4R,5R)-5-(2-amino-6-oxo-3H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl [hydroxy-[(3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyphosphoryl] hydrogen phosphate
Synonyms Click here for help
GDP-L-fucose | guanosine diphosphate fucose
Database Links Click here for help
CAS Registry No. 15839-70-0 (source: Scifinder)
ChEBI CHEBI:17009
GtoPdb PubChem SID 178101299
PubChem CID 439211
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