CHEBI:68507 - UDP-N-acetyl-3-O-(1-carboxyvinyl)-α-D-glucosamine

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name UDP-N-acetyl-3-O-(1-carboxyvinyl)-α-D-glucosamine
ChEBI ID CHEBI:68507
ChEBI ASCII Name UDP-N-acetyl-3-O-(1-carboxyvinyl)-alpha-D-glucosamine
Definition A UDP-N-acetyl-3-O-(1-carboxyvinyl)-D-glucosamine in which the anomeric centre of the glucosamine fragment has α-configuration.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C20H29N3O19P2
Net Charge 0
Average Mass 677.40050
Monoisotopic Mass 677.087
InChI InChI=1S/C20H29N3O19P2/c1-7(18(30)31)38-16-12(21-8(2)25)19(40-9(5-24)14(16)28)41-44(35,36)42-43(33,34)37-6-10-13(27)15(29)17(39-10)23-4-3-11(26)22-20(23)32/h3-4,9-10,12-17,19,24,27-29H,1,5-6H2,2H3,(H,21,25)(H,30,31)(H,33,34)(H,35,36)(H,22,26,32)/t9-,10-,12-,13-,14-,15-,16-,17-,19-/m1/s1
InChIKey BEGZZYPUNCJHKP-DBYWSUQTSA-N
SMILES CC(=O)N[C@H]1[C@H](O[C@H](CO)[C@@H](O)[C@@H]1OC(=C)C(O)=O)OP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n1ccc(=O)[nH]c1=O
ChEBI Ontology
Outgoing UDP-N-acetyl-3-O-(1-carboxyvinyl)-α-D-glucosamine (CHEBI:68507) is a UDP-N-acetyl-3-O-(1-carboxyvinyl)-D-glucosamine (CHEBI:16435)
UDP-N-acetyl-3-O-(1-carboxyvinyl)-α-D-glucosamine (CHEBI:68507) is conjugate acid of UDP-N-acetyl-3-O-(1-carboxylatovinyl)-α-D-glucosamine(3−) (CHEBI:68483)
Incoming UDP-N-acetyl-3-O-(1-carboxylatovinyl)-α-D-glucosamine(3−) (CHEBI:68483) is conjugate base of UDP-N-acetyl-3-O-(1-carboxyvinyl)-α-D-glucosamine (CHEBI:68507)
IUPAC Name
uridine 5'-{3-[2-acetamido-3-O-(1-carboxyethenyl)-2-deoxy-α-D-glucopyranosyl] dihydrogen diphosphate}
Synonyms Sources
Enolpyruvyl-UDP-N-acetylglucosamine ChemIDplus
EP-UDPGlCNAC ChemIDplus
UDP-GlcNAc-pyruvate enol ether MetaCyc
UDP-N-acetyl-3-(1-carboxyvinyl)-D-glucosamine KEGG COMPOUND
UDP-N-acetyl-3-O-(1-carboxyvinyl)-D-glucosamine KEGG COMPOUND
UDP-N-acetylenolpyruvylglucosamine ChemIDplus
UDP-N-acetylglucosamine enolpyruvate KEGG COMPOUND
UDP-N-acetylglucosamine-3-O-pyruvate ether KEGG COMPOUND
UDP-N-acetylglucosamine-3-O-pyruvateether KEGG COMPOUND
UDP-N-acetylglucosamine-enolpyruvate ChemIDplus
UdPGNAC-enolpyruvate ChemIDplus
UNAGEP ChemIDplus
Uridine diphospho-N-acetylglucosamine enolpyruvate ChemIDplus
Manual Xrefs Databases
C00019554 KNApSAcK
C04631 KEGG COMPOUND
EPU PDBeChem
UDP-ACETYL-CARBOXYVINYL-GLUCOSAMINE MetaCyc
View more database links
Registry Numbers Types Sources
70222-94-5 CAS Registry Number ChemIDplus
77170 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11284731 PubMed citation Europe PMC
22290954 PubMed citation Europe PMC
6222035 PubMed citation Europe PMC
7920261 PubMed citation Europe PMC
8448160 PubMed citation Europe PMC
9150408 PubMed citation Europe PMC
Last Modified
28 July 2014