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CHEBI:29699 - tunicamycin

ChEBI IDCHEBI:29699
ChEBI Nametunicamycin
Stars
DefinitionA mixture of antiviral nucleoside antibiotics produced by Streptomyces lysosuperificus. It contains at least 10 homologues comprising uracil, N-acetylglucosamine, an 11-carbon aminodialdose called tunicamine, and a fatty acid linked to the amino group of the tunicamine. The homologues vary in the composition of the fatty acid moiety.
Last Modified19 April 2022
DownloadsMolfile
FormulaC25H38N4O16
Net Charge0
Average Mass (excl. R groups)650.587
Monoisotopic Mass (excl. R groups)650.22828
SMILES*C(=O)N[C@H]1[C@H](OC2O[C@H](*O)[C@@H](O)[C@H](O)[C@H]2NC(C)=O)O[C@H](C[C@@]([H])(O)[C@@]2([H])O[C@@H](n3ccc(=O)nc3=O)[C@H](O)[C@@H]2O)[C@H](O)[C@@H]1O
Wikipedia
Roles Classification
Biological Roles:
EC 2.7.8.15 (UDP-N-acetylglucosamine--dolichyl-phosphate N-acetylglucosaminephosphotransferase) inhibitor  An EC 2.7.8.* (transferases for other substituted phosphate groups) inhibitor that interferes with the action of any UDP-N-acetylglucosamine—dolichyl-phosphate N-acetylglucosaminephosphotransferase (EC 2.7.8.15), preventing formation of N-acetylglucosamine lipid intermediates and glycosylation of newly synthesised glycoproteins.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
ChEBI Ontology
Outgoing Relation(s)
tunicamycin (CHEBI:29699) has part tunicamycin A0 (CHEBI:64228)
tunicamycin (CHEBI:29699) has part tunicamycin A1 (CHEBI:64245)
tunicamycin (CHEBI:29699) has part tunicamycin A2 (CHEBI:64246)
tunicamycin (CHEBI:29699) has part tunicamycin B1 (CHEBI:64248)
tunicamycin (CHEBI:29699) has part tunicamycin B2 (CHEBI:64250)
tunicamycin (CHEBI:29699) has part tunicamycin B3 (CHEBI:64255)
tunicamycin (CHEBI:29699) has part tunicamycin C1 (CHEBI:64256)
tunicamycin (CHEBI:29699) has part tunicamycin C2 (CHEBI:64257)
tunicamycin (CHEBI:29699) has part tunicamycin D1 (CHEBI:64271)
tunicamycin (CHEBI:29699) has part tunicamycin D2 (CHEBI:64272)
tunicamycin (CHEBI:29699) has role antimicrobial agent (CHEBI:33281)
tunicamycin (CHEBI:29699) has role EC 2.7.8.15 (UDP-N-acetylglucosamine—dolichyl-phosphate N-acetylglucosaminephosphotransferase) inhibitor (CHEBI:64237)
tunicamycin (CHEBI:29699) is a mixture (CHEBI:60004)
Synonym  Source
TunicamycinKEGG COMPOUND
Manual XrefsDatabases
C12063KEGG COMPOUND
TunicamycinWikipedia
Registry NumbersSources
CAS:11089-65-9KEGG COMPOUND
CAS:11089-65-9ChemIDplus
Citations