GFB

GUANOSINE-5'-DIPHOSPHATE-BETA-L-FUCOPYRANOSE

Created:	2011-08-17
Last modified:	2014-09-05

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9 entries where GFB is found as a standalone ligand

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Chemical Details
Formal Charge	0
Atom Count	63
Chiral Atom Count	9
Bond Count	66
Aromatic Bond Count	5

2D diagram of GFB

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Chemical Component Summary
Name	GUANOSINE-5'-DIPHOSPHATE-BETA-L-FUCOPYRANOSE
Systematic Name (OpenEye OEToolkits)	[[(2R,3S,4R,5R)-5-(2-azanyl-6-oxidanylidene-1H-purin-9-yl)-3,4-bis(oxidanyl)oxolan-2-yl]methoxy-oxidanyl-phosphoryl] [(2R,3S,4R,5S,6S)-6-methyl-3,4,5-tris(oxidanyl)oxan-2-yl] hydrogen phosphate
Formula	C₁₆ H₂₅ N₅ O₁₅ P₂
Molecular Weight	589.342
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	12.01	O=C4NC(=Nc1c4ncn1C2OC(C(O)C2O)COP(=O)(OP(=O)(OC3OC(C(O)C(O)C3O)C)O)O)N
SMILES	CACTVS	3.385	C[CH]1O[CH](O[P](O)(=O)O[P](O)(=O)OC[CH]2O[CH]([CH](O)[CH]2O)n3cnc4C(=O)NC(=Nc34)N)[CH](O)[CH](O)[CH]1O
SMILES	OpenEye OEToolkits	1.9.2	CC1C(C(C(C(O1)OP(=O)(O)OP(=O)(O)OCC2C(C(C(O2)n3cnc4c3N=C(NC4=O)N)O)O)O)O)O
Canonical SMILES	CACTVS	3.385	C[C@@H]1O[C@H](O[P](O)(=O)O[P](O)(=O)OC[C@H]2O[C@H]([C@H](O)[C@@H]2O)n3cnc4C(=O)NC(=Nc34)N)[C@@H](O)[C@H](O)[C@@H]1O
Canonical SMILES	OpenEye OEToolkits	1.9.2	C[C@H]1[C@H]([C@H]([C@@H]([C@H](O1)OP(=O)(O)OP(=O)(O)OC[C@@H]2[C@H]([C@H]([C@@H](O2)n3cnc4c3N=C(NC4=O)N)O)O)O)O)O
InChI	InChI	1.03	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
InChIKey	InChI	1.03	LQEBEXMHBLQMDB-JGQUBWHWSA-N

Drug Info: DrugBank

DrugBank ID	DB18689
Name	GDP-L-fucose
Groups	investigational
Synonyms	Guanosine pyrophosphate, l-fucosyl ester Guanosine 5'-(trihydrogen pyrophosphate), mono(6-deoxy-l-galactopyranosyl) ester GDP-L-fucose Gdp-.beta.-l-fucose Guanosine 5'-pyrophosphate, .beta.-l-fucopyranosyl ester Gdp-fucose Guanosine 5'-diphospho-.beta.-l-fucose
CAS number	15839-70-0

Related Resource References

Resource Name	Reference
PubChem	10918995, 135398655
ChEMBL	CHEMBL1229250
ChEBI	CHEBI:13332

RCSB PDB Core Operations are funded by the U.S. National Science Foundation (DBI-2321666), the US Department of Energy (DE-SC0019749), and the National Cancer Institute, National Institute of Allergy and Infectious Diseases, and National Institute of General Medical Sciences of the National Institutes of Health under grant R01GM157729.