CHEBI:13332 - GDP-β-L-fucose

ChEBI IDCHEBI:13332
ChEBI NameGDP-β-L-fucose
Stars
ASCII NameGDP-beta-L-fucose
DefinitionA GDP-L-fucose in which the anomeric oxygen is on the same side of the fucose ring as the methyl substituent.
Last Modified8 June 2021
DownloadsMolfile
FormulaC16H25N5O15P2
Net Charge0
Average Mass589.344
Monoisotopic Mass589.08224
SMILESC[C@@H]1O[C@H](OP(=O)(O)OP(=O)(O)OC[C@H]2O[C@@H](n3cnc4c(=O)nc(N)nc43)[C@H](O)[C@@H]2O)[C@@H](O)[C@H](O)[C@@H]1O
InChIInChI=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
InChIKeyLQEBEXMHBLQMDB-JGQUBWHWSA-N
Species of MetaboliteComponentSourceComments
Arabidopsis thaliana (ncbitaxon:3702) - DOI (10.1104/pp.103.022368)
Mus musculus (ncbitaxon:10090) - PubMed (19425150) Source: BioModels - MODEL1507180067
Roles Classification
Biological Roles:
mouse metabolite  Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
ChEBI Ontology
Outgoing Relation(s)
GDP-β-L-fucose (CHEBI:13332) has role mouse metabolite (CHEBI:75771)
GDP-β-L-fucose (CHEBI:13332) has role plant metabolite (CHEBI:76924)
GDP-β-L-fucose (CHEBI:13332) is a GDP-L-fucose (CHEBI:17009)
GDP-β-L-fucose (CHEBI:13332) is conjugate acid of GDP-β-L-fucose(2−) (CHEBI:57273)
Incoming Relation(s)
GDP-β-L-fucose(2−) (CHEBI:57273) is conjugate base of GDP-β-L-fucose (CHEBI:13332)
IUPAC Name 
guanosine 5'-[3-(6-deoxy-β-L-galactopyranosyl) dihydrogen diphosphate]
Synonym  Source
GDP-beta-L-fucoseKEGG COMPOUND
Manual XrefsDatabases
C00325KEGG COMPOUND
GFBPDBeChem
Registry NumbersSources
Reaxys:75468Reaxys
CAS:15839-70-0ChemIDplus
Citations