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bacitracin A
A homodetic cyclic peptide consisting of (4R)-2-[(1S,2S)-1-amino-2-methylbutyl]-4,5-dihydro-1,3-thiazole-4-carboxylic acid attached head-to-tail to L-leucyl,D-glutamyl, L-lysyl, D-ornityl, L-isoleucyl, D-phenylalanyl, L-histidyl. D-aspartyl and L-asparaginyl residues coupled in sequence and cyclised by condensation of the side-chain amino group of the L-lysyl residue with the C-terminal carboxylic acid group. It is the major component of bacitracin.


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03. Biological Effects of Specific Chemicals 
03. Biological Effects of Specific Chemicals
 antimicrobial agent [CHEBI:33281] (927) 
 antibiotic [CHEBI:22582] (193) 
 bacitracin A [CHEBI:35862] (1)
 antibacterial agent [CHEBI:33282] (317) 
 bacitracin A [CHEBI:35862] (1)
08. Chemical Category 
08. Chemical Category
 main group molecular entity [CHEBI:33579] (25650) 
 p-block molecular entity [CHEBI:33675] (25343) 
 pnictogen molecular entity [CHEBI:33302] (10027) 
 nitrogen molecular entity [CHEBI:51143] (7930) 
 amide [CHEBI:32988] (1863) 
 primary amide [CHEBI:33256] (1586) 
 carboxamide [CHEBI:37622] (1381) 
 peptide [CHEBI:16670] (730) 
 polypeptide [CHEBI:15841] (46) 
 bacitracin A [CHEBI:35862] (1)
 cyclic peptide [CHEBI:23449] (75) 
 homodetic cyclic peptide [CHEBI:24613] (46) 
 bacitracin A [CHEBI:35862] (1)
 organonitrogen compound [CHEBI:35352] (6705) 
 carboxamide [CHEBI:37622] (1381) 
 peptide [CHEBI:16670] (730) 
 polypeptide [CHEBI:15841] (46) 
 bacitracin A [CHEBI:35862] (1)
 cyclic peptide [CHEBI:23449] (75) 
 homodetic cyclic peptide [CHEBI:24613] (46) 
 bacitracin A [CHEBI:35862] (1)
 organic amino compound [CHEBI:50047] (2472) 
 peptide [CHEBI:16670] (730) 
 polypeptide [CHEBI:15841] (46) 
 bacitracin A [CHEBI:35862] (1)
 cyclic peptide [CHEBI:23449] (75) 
 homodetic cyclic peptide [CHEBI:24613] (46) 
 bacitracin A [CHEBI:35862] (1)
 chalcogen molecular entity [CHEBI:33304] (15225) 
 oxygen molecular entity [CHEBI:25806] (14414) 
 organooxygen compound [CHEBI:36963] (11352) 
 carboxamide [CHEBI:37622] (1381) 
 peptide [CHEBI:16670] (730) 
 polypeptide [CHEBI:15841] (46) 
 bacitracin A [CHEBI:35862] (1)
 cyclic peptide [CHEBI:23449] (75) 
 homodetic cyclic peptide [CHEBI:24613] (46) 
 bacitracin A [CHEBI:35862] (1)
 organochalcogen compound [CHEBI:36962] (11874) 
 organooxygen compound [CHEBI:36963] (11352) 
 carboxamide [CHEBI:37622] (1381) 
 peptide [CHEBI:16670] (730) 
 polypeptide [CHEBI:15841] (46) 
 bacitracin A [CHEBI:35862] (1)
 cyclic peptide [CHEBI:23449] (75) 
 homodetic cyclic peptide [CHEBI:24613] (46) 
 bacitracin A [CHEBI:35862] (1)
 carbon group molecular entity [CHEBI:33582] (23847) 
 organic molecular entity [CHEBI:50860] (23769) 
 heteroorganic entity [CHEBI:33285] (15197) 
 organonitrogen compound [CHEBI:35352] (6705) 
 carboxamide [CHEBI:37622] (1381) 
 peptide [CHEBI:16670] (730) 
 polypeptide [CHEBI:15841] (46) 
 bacitracin A [CHEBI:35862] (1)
 cyclic peptide [CHEBI:23449] (75) 
 homodetic cyclic peptide [CHEBI:24613] (46) 
 bacitracin A [CHEBI:35862] (1)
 organic amino compound [CHEBI:50047] (2472) 
 peptide [CHEBI:16670] (730) 
 polypeptide [CHEBI:15841] (46) 
 bacitracin A [CHEBI:35862] (1)
 cyclic peptide [CHEBI:23449] (75) 
 homodetic cyclic peptide [CHEBI:24613] (46) 
 bacitracin A [CHEBI:35862] (1)
 organochalcogen compound [CHEBI:36962] (11874) 
 organooxygen compound [CHEBI:36963] (11352) 
 carboxamide [CHEBI:37622] (1381) 
 peptide [CHEBI:16670] (730) 
 polypeptide [CHEBI:15841] (46) 
 bacitracin A [CHEBI:35862] (1)
 cyclic peptide [CHEBI:23449] (75) 
 homodetic cyclic peptide [CHEBI:24613] (46) 
 bacitracin A [CHEBI:35862] (1)
 organic amino compound [CHEBI:50047] (2472) 
 peptide [CHEBI:16670] (730) 
 polypeptide [CHEBI:15841] (46) 
 bacitracin A [CHEBI:35862] (1)
 cyclic peptide [CHEBI:23449] (75) 
 homodetic cyclic peptide [CHEBI:24613] (46) 
 bacitracin A [CHEBI:35862] (1)
 polyatomic entity [CHEBI:36357] (18777) 
 macromolecule [CHEBI:33839] (103) 
 polypeptide [CHEBI:15841] (46) 
 bacitracin A [CHEBI:35862] (1)
ChEBI Compound Accession Identifier  [CHEBI:35862]
ChEBI Compound Description  A homodetic cyclic peptide consisting of (4R)-2-[(1S,2S)-1-amino-2-methylbutyl]-4,5-dihydro-1,3-thiazole-4-carboxylic acid attached head-to-tail to L-leucyl,D-glutamyl, L-lysyl, D-ornityl, L-isoleucyl, D-phenylalanyl, L-histidyl. D-aspartyl and L-asparaginyl residues coupled in sequence and cyclised by condensation of the side-chain amino group of the L-lysyl residue with the C-terminal carboxylic acid group. It is the major component of bacitracin.
ChEBI Compound Identification Number  35862
ChEBI InChI Value  InChI=1S/C66H103N17O16S/c1-9-35(6)52(69)66-81-48(32-100-66)63(97)76-43(26-34(4)5)59(93)74-42(22-23-50(85)86)58(92)83-53(36(7)10-2)64(98)75-40-20-15-16-25-71-55(89)46(29-49(68)84)78-62(96)47(30-51(87)88)79-61(95)45(28-39-31-70-33-72-39)77-60(94)44(27-38-18-13-12-14-19-38)80-65(99)54(37(8)11-3)82-57(91)41(21-17-24-67)73-56(40)90/h12-14,18-19,31,33-37,40-48,52-54H,9-11,15-17,20-30,32,67,69H2,1-8H3,(H2,68,84)(H,70,72)(H,71,89)(H,73,90)(H,74,93)(H,75,98)(H,76,97)(H,77,94)(H,78,96)(H,79,95)(H,80,99)(H,82,91)(H,83,92)(H,85,86)(H,87,88)/t35-,36-,37-,40-,41+,42+,43-,44+,45-,46-,47+,48-,52-,53-,54-/m0/s1
ChEBI InChIKey Value  CLKOFPXJLQSYAH-ABRJDSQDSA-N
ChEBI Compound Name  bacitracin A
ChEBI SMILES Value  CC[C@H](C)[C@H](N)C1=N[C@@H](CS1)C(=O)N[C@@H](CC(C)C)C(=O)N[C@H](CCC(O)=O)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@H]1CCCCNC(=O)[C@H](CC(N)=O)NC(=O)[C@@H](CC(O)=O)NC(=O)[C@H](Cc2c[nH]cn2)NC(=O)[C@@H](Cc2ccccc2)NC(=O)[C@@H](NC(=O)[C@@H](CCCN)NC1=O)[C@@H](C)CC
ChEBI Substance ID  14718337
ChEBI URL  ChEBI:35862
ChemSpider ID  388635
Ontomatica Chemical Accession Key (OnChAKey)  CLKOFPXJLQSYAH_ABRJDSQDSA_N_000_000000
PubChem Compound ID  439542