CHEBI:16264 - UDP-N-acetyl-α-D-glucosamine

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name UDP-N-acetyl-α-D-glucosamine
ChEBI ID CHEBI:16264
ChEBI ASCII Name UDP-N-acetyl-alpha-D-glucosamine
Definition A UDP-amino sugar having N-acetyl-α-D-glucosamine as the amino sugar component.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:9823, CHEBI:22115, CHEBI:46243, CHEBI:46287, CHEBI:13473, CHEBI:13475, CHEBI:13476, CHEBI:13456
Supplier Information
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Formula C17H27N3O17P2
Net Charge 0
Average Mass 607.35370
Monoisotopic Mass 607.082
InChI InChI=1S/C17H27N3O17P2/c1-6(22)18-10-13(26)11(24)7(4-21)35-16(10)36-39(31,32)37-38(29,30)33-5-8-12(25)14(27)15(34-8)20-3-2-9(23)19-17(20)28/h2-3,7-8,10-16,21,24-27H,4-5H2,1H3,(H,18,22)(H,29,30)(H,31,32)(H,19,23,28)/t7-,8-,10-,11-,12-,13-,14-,15-,16-/m1/s1
InChIKey LFTYTUAZOPRMMI-CFRASDGPSA-N
SMILES CC(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1OP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n1ccc(=O)[nH]c1=O
Metabolite of Species Details
Mus musculus (NCBI:10090) Source: BioModels - MODEL1507180067 See: PubMed
Escherichia coli (NCBI:562) See: PubMed
Roles Classification
Biological Role(s): Escherichia coli metabolite
Any bacterial metabolite produced during a metabolic reaction in Escherichia coli.
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing UDP-N-acetyl-α-D-glucosamine (CHEBI:16264) has functional parent UDP-D-glucosamine (CHEBI:22102)
UDP-N-acetyl-α-D-glucosamine (CHEBI:16264) has role Escherichia coli metabolite (CHEBI:76971)
UDP-N-acetyl-α-D-glucosamine (CHEBI:16264) has role mouse metabolite (CHEBI:75771)
UDP-N-acetyl-α-D-glucosamine (CHEBI:16264) is a UDP-amino sugar (CHEBI:35262)
UDP-N-acetyl-α-D-glucosamine (CHEBI:16264) is conjugate acid of UDP-N-acetyl-α-D-glucosamine(2−) (CHEBI:57705)
Incoming UDP-N-acetyl-α-D-glucosamine(2−) (CHEBI:57705) is conjugate base of UDP-N-acetyl-α-D-glucosamine (CHEBI:16264)
IUPAC Name
uridine 5'-[3-(2-acetamido-2-deoxy-α-D-glucopyranosyl) dihydrogen diphosphate]
Synonyms Sources
(2R,3R,4R,5S,6R)-3-(acetylamino)-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl [(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl]methyl dihydrogen diphosphate (non-preferred name) PDBeChem
UDP-GlcNAc KEGG GLYCAN
UDP-N-acetyl-D-glucosamine KEGG COMPOUND
UDP-N-acetylglucosamine KEGG COMPOUND
URIDINE-DIPHOSPHATE-N-ACETYLGLUCOSAMINE PDBeChem
Database Links Databases
C00019358 KNApSAcK
C00043 KEGG COMPOUND
G10610 KEGG GLYCAN
HMDB00290 HMDB
UD1 PDBeChem
View more database links
Registry Numbers Types Sources
528-04-1 CAS Registry Number ChemIDplus
78982 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
21627825 PubMed citation Europe PMC
22825354 PubMed citation Europe PMC
22887999 PubMed citation Europe PMC
22901411 PubMed citation Europe PMC
Last Modified
27 January 2016