CHEBI:64228 - tunicamycin A0

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ChEBI Name tunicamycin A0
ChEBI ID CHEBI:64228
ChEBI ASCII Name tunicamycin A0
Definition A nucleoside that is one of the homologues in the mixture that is tunicamycin, characterised by an 11-methyldodec-2-enoyl fatty acyl substituent on the amino group of the tunicamine moiety.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C36H58N4O16
Net Charge 0
Average Mass 802.86290
Monoisotopic Mass 802.38478
InChI InChI=1S/C36H58N4O16/c1-17(2)11-9-7-5-4-6-8-10-12-22(44)38-25-29(49)26(46)20(53-35(25)56-34-24(37-18(3)42)28(48)27(47)21(16-41)54-34)15-19(43)32-30(50)31(51)33(55-32)40-14-13-23(45)39-36(40)52/h10,12-14,17,19-21,24-35,41,43,46-51H,4-9,11,15-16H2,1-3H3,(H,37,42)(H,38,44)(H,39,45,52)/b12-10+/t19-,20-,21-,24-,25-,26+,27-,28-,29-,30+,31-,32-,33-,34-,35+/m1/s1
InChIKey FIIRBPHYBLFBSD-MZPZZZQLSA-N
SMILES [H][C@@](O)(C[C@H]1O[C@@H](O[C@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2NC(C)=O)[C@H](NC(=O)\C=C\CCCCCCCC(C)C)[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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing tunicamycin A0 (CHEBI:64228) has role antimicrobial agent (CHEBI:33281)
tunicamycin A0 (CHEBI:64228) is a nucleoside (CHEBI:33838)
Incoming tunicamycin (CHEBI:29699) has part tunicamycin A0 (CHEBI:64228)
IUPAC Names
(2E)-N-[(2S,3R,4R,5R,6R)-2-{[(2R,3R,4R,5S,6R)-3-acetamido-4,5-dihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy}-6-{(2R)-2-[(2R,3S,4R,5R)-5-(2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl]-2-hydroxyethyl}-4,5-dihydroxytetrahydro-2H-pyran-3-yl]-11-methyldodec-2-enamide
(5'R)-5'-[2-acetamido-2-deoxy-α-D-glucopyranosyl-(1↔1)-2,6-dideoxy-2-(11-methyldodec-2-enamido)-β-D-galactopyranos-6-yl]uridine
Synonym Source
tunicamycin I ChEBI
Citation Waiting for Citations Type Source
7061468 PubMed citation Europe PMC
Last Modified
20 March 2012