CHEBI:66360 - vinylamycin

ChEBI IDCHEBI:66360
ChEBI Namevinylamycin
Stars
DefinitionA 15-membered cyclodepsipeptide isolated from Streptomyces sp.M1982-63F1. It exhibits moderate activity against Gram-positive bacteria.
Last Modified12 October 2012
DownloadsMolfile
FormulaC26H43N3O6
Net Charge0
Average Mass493.645
Monoisotopic Mass493.31519
SMILESC=C1/C=C/C(=O)N[C@@H](C)C(=O)N[C@H](C(C)C)C(=O)OC(C(C)CCCCCC)C(CCO)C(=O)N1
InChIInChI=1S/C26H43N3O6/c1-7-8-9-10-11-17(4)23-20(14-15-30)25(33)27-18(5)12-13-21(31)28-19(6)24(32)29-22(16(2)3)26(34)35-23/h12-13,16-17,19-20,22-23,30H,5,7-11,14-15H2,1-4,6H3,(H,27,33)(H,28,31)(H,29,32)/b13-12+/t17?,19-,20?,22+,23?/m0/s1
InChIKeyONGSLGFACDWAIV-OIXFFAKGSA-N
Species of MetaboliteComponentSourceComments
Streptomyces sp. (ncbitaxon:1931) - PubMed (10604756) Strain: MI982-63F1
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
vinylamycin (CHEBI:66360) has role antibacterial agent (CHEBI:33282)
vinylamycin (CHEBI:66360) has role antimicrobial agent (CHEBI:33281)
vinylamycin (CHEBI:66360) has role metabolite (CHEBI:25212)
vinylamycin (CHEBI:66360) is a cyclodepsipeptide (CHEBI:35213)
vinylamycin (CHEBI:66360) is a macrocycle (CHEBI:51026)
vinylamycin (CHEBI:66360) is a primary alcohol (CHEBI:15734)
IUPAC Name 
(3R,6S,9E)-14-(2-hydroxyethyl)-3-isopropyl-6-methyl-11-methylene-15-(octan-2-yl)-1-oxa-4,7,12-triazacyclopentadec-9-ene-2,5,8,13-tetrone
Citations