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CHEBI:79394 - indolmycin

ChEBI IDCHEBI:79394
ChEBI Nameindolmycin
Stars
DefinitionA member of the class of 1,3-oxazoles that is 1,3-oxazol-4(5H)-one which is substituted at the 2 and 5-pro-S positions by methylamino and [(1R)-1-(1H-indol-3-yl)ethyl] groups, respectively.
Last Modified11 April 2016
SubmitterGareth Owen
DownloadsMolfile
FormulaC14H15N3O2
Net Charge0
Average Mass257.293
Monoisotopic Mass257.11643
SMILES[H][C@@]1([C@H](C)c2cnc3ccccc23)OC(NC)=NC1=O
InChIInChI=1S/C14H15N3O2/c1-8(12-13(18)17-14(15-2)19-12)10-7-16-11-6-4-3-5-9(10)11/h3-8,12,16H,1-2H3,(H,15,17,18)/t8-,12+/m1/s1
InChIKeyGNTVWGDQPXCYBV-PELKAZGASA-N
Species of MetaboliteComponentSourceComments
Streptomyces griseus (ncbitaxon:1911) - PubMed (809439)
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
EC 6.1.1.2 (tryptophan--tRNA ligase) inhibitor  An EC 6.1.1.* (ligases forming aminoacyl tRNA and related compounds) inhibitor that interferes with the action of any tryptophan—tRNA ligase (EC 6.1.1.2).
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
ChEBI Ontology
Outgoing Relation(s)
indolmycin (CHEBI:79394) has role antibacterial agent (CHEBI:33282)
indolmycin (CHEBI:79394) has role antimicrobial agent (CHEBI:33281)
indolmycin (CHEBI:79394) has role bacterial metabolite (CHEBI:76969)
indolmycin (CHEBI:79394) has role EC 6.1.1.2 (tryptophan—tRNA ligase) inhibitor (CHEBI:79392)
indolmycin (CHEBI:79394) is a 1,3-oxazoles (CHEBI:46812)
indolmycin (CHEBI:79394) is a indoles (CHEBI:24828)
indolmycin (CHEBI:79394) is a secondary amino compound (CHEBI:50995)
indolmycin (CHEBI:79394) is conjugate base of indolmycin(1+) (CHEBI:91179)
Incoming Relation(s)
indolmycin(1+) (CHEBI:91179) is conjugate acid of indolmycin (CHEBI:79394)
IUPAC Name 
(5S)-5-[(1R)-1-(1H-indol-3-yl)ethyl]-2-(methylamino)-1,3-oxazol-4(5H)-one
Synonyms  Source
(1R,5S)-(−)-5-(1-indol-3-ylethyl)-2-(methylamino)-2-oxazolin-4-oneChemIDplus
indolemycinChemIDplus
PA 155 AChemIDplus
PA-155-AChemIDplus
(−)-indolmycinChEBI
(5S,6R)-(−)-indolmycinChEBI
Manual XrefsDatabases
GB862685Patent
CPD0-920MetaCyc
C00026624KNApSAcK
Registry NumbersSources
Reaxys:620840Reaxys
CAS:21200-24-8ChemIDplus
Citations