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CHEBI:64256 - tunicamycin C1

ChEBI IDCHEBI:64256
ChEBI Nametunicamycin C1
Stars
ASCII Nametunicamycin C1
DefinitionA nucleoside that is one of the homologues in the mixture that is tunicamycin, characterised by a 14-methylpentadec-2-enoyl fatty acyl substituent on the amino group of the tunicamine moiety.
Last Modified19 April 2022
SubmitterMarcus Ennis
DownloadsMolfile
FormulaC39H64N4O16
Net Charge0
Average Mass844.953
Monoisotopic Mass844.43173
SMILES[H][C@]1([C@]([H])(O)C[C@H]2O[C@@H](O[C@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3NC(C)=O)[C@H](NC(=O)/C=C/CCCCCCCCCCC(C)C)[C@@H](O)[C@H]2O)O[C@@H](n2ccc(=O)nc2=O)[C@H](O)[C@@H]1O
InChIInChI=1S/C39H64N4O16/c1-20(2)14-12-10-8-6-4-5-7-9-11-13-15-25(47)41-28-32(52)29(49)23(56-38(28)59-37-27(40-21(3)45)31(51)30(50)24(19-44)57-37)18-22(46)35-33(53)34(54)36(58-35)43-17-16-26(48)42-39(43)55/h13,15-17,20,22-24,27-38,44,46,49-54H,4-12,14,18-19H2,1-3H3,(H,40,45)(H,41,47)(H,42,48,55)/b15-13+/t22-,23-,24-,27-,28-,29+,30-,31-,32-,33+,34-,35-,36-,37-,38+/m1/s1
InChIKeyZOCXUHJGZXXIGQ-NPXWYGMKSA-N
Species of MetaboliteComponentSourceComments
Streptomyces xinghaiensis (ncbitaxon:1038928) - PubMed (30445836) Strain: SCSIO S15077
Streptomyces sp. DUT11 (ncbitaxon:1914992) - PubMed (29973921)
Lolium rigidum (ncbitaxon:89674) - Article (Book: Dictionary of Organic Compounds, John Buckingham, 1987, Part 1, Page 715) Isolated from Lolium rigidum infected with Corynebacterium rathayi.
Roles Classification
Biological Roles:
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
marine metabolite  Any metabolite produced during a metabolic reaction in marine macro- and microorganisms.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
ChEBI Ontology
Outgoing Relation(s)
tunicamycin C1 (CHEBI:64256) has role antimicrobial agent (CHEBI:33281)
tunicamycin C1 (CHEBI:64256) has role bacterial metabolite (CHEBI:76969)
tunicamycin C1 (CHEBI:64256) has role marine metabolite (CHEBI:76507)
tunicamycin C1 (CHEBI:64256) is a nucleoside (CHEBI:33838)
Incoming Relation(s)
tunicamycin (CHEBI:29699) has part tunicamycin C1 (CHEBI:64256)
IUPAC Names 
(5'R)-5'-[2-acetamido-2-deoxy-α-D-glucopyranosyl-(1↔1)-2,6-dideoxy-2-(14-methylpentadec-2-enamido)-β-D-galactopyranos-6-yl]uridine
(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]-14-methylpentadec-2-enamide
Synonyms  Source
tunicamycin VIIChEBI
tunicamycin BChEBI
corynetoxin U-16IChemIDplus
Manual XrefsDatabases
27471426ChemSpider
CPD-19373MetaCyc
Registry NumbersSources
CAS:66081-36-5ChemIDplus
Citations