CHEBI:29699 - tunicamycin

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ChEBI Name tunicamycin
ChEBI ID CHEBI:29699
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C25H38N4O16
Net Charge 0
Average Mass (excl. R groups) 650.587
Monoisotopic Mass (excl. R groups) 650.22828
SMILES [H][C@@](O)(C[C@H]1O[C@@H](OC2O[C@H]([*]O)[C@@H](O)[C@H](O)[C@H]2NC(C)=O)[C@H](NC([*])=O)[C@@H](O)[C@H]1O)[C@@]1([H])O[C@H]([C@H](O)[C@@H]1O)n1ccc(=O)[nH]c1=O
Roles Classification
Biological Role(s): antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
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-acetylglucosaminedolichyl-phosphate N-acetylglucosaminephosphotransferase (EC 2.7.8.15), preventing formation of N-acetylglucosamine lipid intermediates and glycosylation of newly synthesised glycoproteins.
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ChEBI Ontology
Outgoing 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
Tunicamycin KEGG COMPOUND
Manual Xrefs Databases
C12063 KEGG COMPOUND
Tunicamycin Wikipedia
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Registry Number Type Source
11089-65-9 CAS Registry Number ChemIDplus
Citations
Last Modified
19 April 2022