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 ZINC000008551100
Download Molfile XML SDF
Formula C17H27N3O17P2
Net Charge 0
Average Mass 607.35370
Monoisotopic Mass 607.08157
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:txid10090) Source: BioModels - MODEL1507180067 See: PubMed
Escherichia coli (NCBI:txid562) 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
Manual Xrefs Databases
C00019358 KNApSAcK
C00043 KEGG COMPOUND
G10610 KEGG GLYCAN
HMDB0000290 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
Last Modified
27 January 2016