Metabolomics Structure Database

MDLMOL SDF CSV TSV

MW REGNO:	37598
Common Name:	GDP-L-fucose
Systematic Name:	{[(2R,3S,4R,5R)-5-(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}({[hydroxy({[(3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy})phosphoryl]oxy})phosphinic acid
RefMet Name:	GDP-L-fucose
Synonyms:	[PubChem Synonyms]
Exact Mass:	589.0822 (neutral)    Calculate m/z: (Choose adduct) [M+H]+ [M+H-H2O]+ [M.]+ [M+2H]2+ [M+3H]3+ [M+4H]4+ [M+K]+ [M+2K]2+ [M-H+2K]+ [M+Na]+ [M+2Na]2+ [M-H+2Na]+ [M+Li]+ [M+2Li]2+ [M+NH4]+ [M-H]- [M-2H]2- [M-3H]3- [M-4H]4- [M+Cl]- [M+OAc]- [M+HCOO]- M(neutral)
Formula:	C16H25N5O15P2
InChIKey:	LQEBEXMHBLQMDB-QIXZNPMTSA-N
ClassyFire superclass:	Nucleosides, nucleotides, and analogues [C0000289]
ClassyFire class:	Purine nucleotides [C0001506]
ClassyFire subclass:	Purine nucleotide sugars [C0001293]
ClassyFire direct parent:	Purine nucleotide sugars [C0001293]
SMILES:	C[C@H]1[C@H]([C@H]([C@@H](C(O1)OP(=O)(O)OP(=O)(O)OC[C@@H]1[C@H]([C@H]([C@H](n2cnc3c2nc(N)[nH]c3=O)O1)O)O)O)O)O
Studies:	Available studies (via RefMet name)

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All Database Links Calculated Properties Human Pathways

External database links:

PubChem CID:	135412609
CHEBI ID:	17009
HMDB ID:	HMDB0001095
KEGG ID:	C00325
Chemspider ID:	388350
METLIN ID:	6001
Plant Metabolite Hub(Pmhub):	MS000010036

Calculated physicochemical properties (?):

Heavy Atoms:	38
Rings:	4
Aromatic Rings:	2
Rotatable Bonds:	8
van der Waals Molecular volume:	430.07 Å3 molecule-1
Toplogical Polar Sufrace Area:	315.63 Å2 molecule-1
Hydrogen Bond Donors:	9
Hydrogen Bond Acceptors:	18
logP:	0.06
Molar Refractivity:	122.96
Fraction sp3 Carbons:	0.69
sp3 Carbons:	11

Human Pathway links:

HMDB and KEGG pathways containing this metabolite

REACTOME pathways containing this metabolite

References

LIPID MAPS classification: "Update of the LIPID MAPS comprehensive classification system for lipids", Fahy E, Subramaniam S, Murphy RC, Nishijima M, Raetz CR, Shimizu T, Spener F, van Meer G, Wakelam MJ, and Dennis EA, J. Lipid Res. (2009) 50: S9-S14. DOI: 10.1194/jlr.R800095-JLR200
ClassyFire classification: "ClassyFire: automated chemical classification with a comprehensive, computable taxonomy", Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS, J. Cheminformatics (2016) 8:61. DOI: 10.1186/s13321-016-0174-y