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CHEBI:141991 - cinnamycin

ChEBI IDCHEBI:141991
ChEBI Namecinnamycin
Stars
DefinitionA type B lantibiotic consisting of a 19 amino acid tetracyclic polypeptide produced by Streptomyces cinnamoneus.
Last Modified30 August 2018
SubmitterAdnan
DownloadsMolfile
FormulaC89H125N25O25S3
Net Charge0
Average Mass2041.330
Monoisotopic Mass2039.84406
SMILES[H][C@@]12NC(=O)[C@H](CC(N)=O)NC(=O)CNC(=O)[C@H]([C@@H](O)C(=O)O)NC(=O)[C@@H]3CSC[C@@H](NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CCCNC(=N)N)NC(=O)[C@@H](N)CS[C@H]1C)C(=O)N[C@H]1CS[C@@H](C)[C@@H](NC(=O)[C@H](Cc4ccccc4)NC(=O)[C@@H]4CCCN4C(=O)CNC(=O)[C@H](Cc4ccccc4)NC(=O)[C@H](CNCCCC[C@@H](C(=O)O)NC2=O)NC1=O)C(=O)N[C@@H](Cc1ccccc1)C(=O)N[C@@H](C(C)C)C(=O)N3
InChIInChI=1S/C89H125N25O25S3/c1-43(2)66-84(133)109-59-41-140-40-58-79(128)108-60-42-142-45(4)68(86(135)105-55(75(124)110-66)34-48-22-12-7-13-23-48)111-76(125)54(33-47-20-10-6-11-21-47)104-82(131)61-26-17-31-114(61)65(118)38-98-72(121)53(32-46-18-8-5-9-19-46)103-78(127)57(106-80(60)129)36-95-29-15-14-24-52(87(136)137)102-85(134)67(112-77(126)56(35-63(92)116)99-64(117)37-97-83(132)69(113-81(59)130)70(119)88(138)139)44(3)141-39-49(90)71(120)100-50(25-16-30-96-89(93)94)73(122)101-51(74(123)107-58)27-28-62(91)115/h5-13,18-23,43-45,49-61,66-70,95,119H,14-17,24-42,90H2,1-4H3,(H2,91,115)(H2,92,116)(H,97,132)(H,98,121)(H,99,117)(H,100,120)(H,101,122)(H,102,134)(H,103,127)(H,104,131)(H,105,135)(H,106,129)(H,107,123)(H,108,128)(H,109,133)(H,110,124)(H,111,125)(H,112,126)(H,113,130)(H,136,137)(H,138,139)(H4,93,94,96)/t44-,45-,49-,50-,51-,52-,53-,54-,55-,56-,57-,58+,59-,60-,61-,66-,67+,68+,69-,70+/m0/s1
InChIKeyQJDWKBINWOWJNZ-OURZNGJWSA-N
Species of MetaboliteComponentSourceComments
Streptomyces cinnamoneus (ncbitaxon:53446) - PubMed (27858169) Strain: DSM 40646
Streptomyces griseoverticillatus (ncbitaxon:68215) - PubMed (3370206)
Roles Classification
Chemical Roles:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
ChEBI Ontology
Outgoing Relation(s)
cinnamycin (CHEBI:141991) is a L-cysteine thioether (CHEBI:27532)
cinnamycin (CHEBI:141991) is a heterodetic cyclic peptide (CHEBI:24533)
cinnamycin (CHEBI:141991) is a macrocycle (CHEBI:51026)
cinnamycin (CHEBI:141991) is a type B lantibiotic (CHEBI:71647)
Synonyms  Source
NSC-71936ChemIDplus
NSC 71936ChemIDplus
Ro 09-0198ChemIDplus
lanthiopeptinChemIDplus
Ro-09-0198ChemIDplus
L-cysteinyl-L-arginyl-L-glutaminyl-D-cysteinyl-L-cysteinyl-3-aminoalanyl-L-phenylalanylglycyl-L-prolyl-L-phenylalanyl-(2S,3S)-2-amino-3-mercaptobutanoyl-L-phenylalanyl-L-valyl-L-cysteinyl-(3R)-3-hydroxy-L-a-aspartylglycyl-L-asparaginyl-(2S,3S)-2-amino-3-mercaptobutanoyl-L-lysine,cyclic (1→18),(4→14),(5→11)-tris(thioether),cyclic (6→19)-imineChEBI
Manual XrefsDatabases
US2004101963Patent
Registry NumbersSources
Reaxys:18329075Reaxys
CAS:110655-58-8ChemIDplus
Citations