CHEBI:64255 - tunicamycin B3

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name tunicamycin B3
ChEBI ID CHEBI:64255
ChEBI ASCII Name tunicamycin B3
Definition A nucleoside that is one of the homologues in the mixture that is tunicamycin, characterised by an 13-methyltetradecanoyl fatty acyl substituent on the amino group of the tunicamine moiety.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C38H64N4O16
Net Charge 0
Average Mass 832.93200
Monoisotopic Mass 832.43173
InChI InChI=1S/C38H64N4O16/c1-19(2)13-11-9-7-5-4-6-8-10-12-14-24(46)40-27-31(51)28(48)22(55-37(27)58-36-26(39-20(3)44)30(50)29(49)23(18-43)56-36)17-21(45)34-32(52)33(53)35(57-34)42-16-15-25(47)41-38(42)54/h15-16,19,21-23,26-37,43,45,48-53H,4-14,17-18H2,1-3H3,(H,39,44)(H,40,46)(H,41,47,54)/t21-,22-,23-,26-,27-,28+,29-,30-,31-,32+,33-,34-,35-,36-,37+/m1/s1
InChIKey XAFNQFHOQPRGAK-KTVOANSYSA-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)CCCCCCCCCCCC(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 B3 (CHEBI:64255) has role antimicrobial agent (CHEBI:33281)
tunicamycin B3 (CHEBI:64255) is a nucleoside (CHEBI:33838)
Incoming tunicamycin (CHEBI:29699) has part tunicamycin B3 (CHEBI:64255)
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]-13-methyltetradecanamide
(5'R)-5'-[2-acetamido-2-deoxy-α-D-glucopyranosyl-(1↔1)-2,6-dideoxy-2-(13-methyltetradecanamido)-β-D-galactopyranos-6-yl]uridine
Synonym Source
tunicamycin VI ChEBI
Citation Waiting for Citations Type Source
7061468 PubMed citation Europe PMC
Last Modified
20 March 2012