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CHEBI:156426 - curacomycin

ChEBI IDCHEBI:156426
ChEBI Namecuracomycin
Stars
DefinitionA homodetic cyclic peptide found in several Streptomyces species, consisting of 3-hydroxyasparagine, L-ornithine, L-isoleucine, D-leucine, D-valine and 5-chloro-L-tryptophan joined in sequence in a cyclic arrangement by peptide linkages. It exhibits antibacterial properties.
Last Modified17 May 2021
SubmitterMartin Larralde
DownloadsMolfile
FormulaC37H56ClN9O8
Net Charge0
Average Mass790.363
Monoisotopic Mass789.39404
SMILESCC[C@H](C)[C@@H]1NC(=O)[C@@H](CC(C)C)NC(=O)[C@@H](C(C)C)NC(=O)[C@H](Cc2cnc3ccc(Cl)cc23)NC(=O)C(C(O)C(N)=O)NC(=O)[C@H](CCCN)NC1=O
InChIInChI=1S/C37H56ClN9O8/c1-7-19(6)28-36(54)42-24(9-8-12-39)32(50)47-29(30(48)31(40)49)37(55)44-26(14-20-16-41-23-11-10-21(38)15-22(20)23)34(52)45-27(18(4)5)35(53)43-25(13-17(2)3)33(51)46-28/h10-11,15-19,24-30,41,48H,7-9,12-14,39H2,1-6H3,(H2,40,49)(H,42,54)(H,43,53)(H,44,55)(H,45,52)(H,46,51)(H,47,50)/t19-,24-,25+,26-,27+,28-,29?,30?/m0/s1
InChIKeyCUXAULQHGRSWLF-IKVCUCANSA-N
Species of MetaboliteComponentSourceComments
Streptomyces noursei (ncbitaxon:1971) - DOI (10.1002/ajoc.201700433) Strain: NBRC 15452
Streptomyces curacoi (ncbitaxon:146536) - DOI (10.1002/ajoc.201700433) Strain: NBRC 12761
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
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 Relation(s)
curacomycin (CHEBI:156426) has role antibacterial agent (CHEBI:33282)
curacomycin (CHEBI:156426) has role bacterial metabolite (CHEBI:76969)
curacomycin (CHEBI:156426) is a chloroindole (CHEBI:52508)
curacomycin (CHEBI:156426) is a homodetic cyclic peptide (CHEBI:24613)
IUPAC Name 
cyclo(3-hydroxyasparaginyl-5-chloro-L-tryptophyl-D-valyl-D-leucyl-L-isoleucyl-L-ornithyl)
Citations