CHEBI:64256 - tunicamycin C1

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ChEBI Name tunicamycin C1
ChEBI ID CHEBI:64256
ChEBI ASCII Name tunicamycin C1
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C39H64N4O16
Net Charge 0
Average Mass 844.94270
Monoisotopic Mass 844.43173
InChI InChI=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
InChIKey ZOCXUHJGZXXIGQ-NPXWYGMKSA-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\CCCCCCCCCCC(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
Metabolite of Species Details
Streptomyces xinghaiensis (NCBI:txid1038928) of strain SCSIO S15077 See: PubMed
Streptomyces sp. DUT11 (NCBI:txid1914992) See: PubMed
Lolium rigidum (NCBI:txid89674) Isolated from Lolium rigidum infected with Corynebacterium rathayi. See: Book: Dictionary of Organic Compounds, John Buckingham, 1987, Part 1, Page 715
Roles Classification
Biological Role(s): 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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 tunicamycin (CHEBI:29699) has part tunicamycin C1 (CHEBI:64256)
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]-14-methylpentadec-2-enamide
(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
Synonyms Sources
corynetoxin U-16I ChemIDplus
tunicamycin B ChEBI
tunicamycin VII ChEBI
Manual Xrefs Databases
27471426 ChemSpider
CPD-19373 MetaCyc
View more database links
Registry Number Type Source
66081-36-5 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
29844049 PubMed citation Europe PMC
29973921 PubMed citation Europe PMC
30445836 PubMed citation Europe PMC
33636028 PubMed citation Europe PMC
7061468 PubMed citation Europe PMC
Last Modified
19 April 2022