indolmycin (CHEBI:79394)

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ChEBI Name	indolmycin

ChEBI ID	CHEBI:79394

Definition	A 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.

Stars	This entity has been manually annotated by the ChEBI Team.

Supplier Information

Download	Molfile XML SDF

Formula

C14H15N3O2

Net Charge

Average Mass

257.28780

Monoisotopic Mass

257.11643

InChI

InChI=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

InChIKey

GNTVWGDQPXCYBV-PELKAZGASA-N

SMILES

CNC1=NC(=O)[C@@H](O1)[C@H](C)c1c[nH]c2ccccc12

Metabolite of Species	Details
Streptomyces griseus (NCBI:txid1911)	See: PubMed

Roles Classification
Chemical Role(s):	Bronsted base A molecular entity capable of accepting a hydron from a donor (Bronsted acid). (via organic amino compound )

Biological Role(s):	antimicrobial agent A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. 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 tryptophantRNA ligase (EC 6.1.1.2). antibacterial agent A substance (or active part thereof) that kills or slows the growth of bacteria. bacterial metabolite Any prokaryotic metabolite produced during a metabolic reaction in bacteria.

ChEBI Ontology
Outgoing	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	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	Sources
(−)-indolmycin	ChEBI
(1R,5S)-(−)-5-(1-indol-3-ylethyl)-2-(methylamino)-2-oxazolin-4-one	ChemIDplus
(5S,6R)-(−)-indolmycin	ChEBI
indolemycin	ChemIDplus
PA 155 A	ChemIDplus
PA-155-A	ChemIDplus

Last Modified

11 April 2016