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nisin
A type-A lantibiotic containing 34 amino acid residues (including lanthionine (Lan), methyllanthionine (MeLan), didehydroalanine (Dha) and didehydroaminobutyric acid (Dhb)) and five thioether bridges. It is obtained by fermentation of the bacterium Lactococcus lactis and shows particular activity against Clostridium botulinum. It is used in the production of various processed foods to suppress Gram-positive spoilage and pathogenic bacteria and so extend shelf life.

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03. Biological Effects of Specific Chemicals: antimicrobial agent [CHEBI:33281] > antimicrobial preservative [CHEBI:65256] > nisin [CHEBI:71629]
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03. Biological Effects of Specific Chemicals 
03. Biological Effects of Specific Chemicals
 biochemical uses [CHEBI:52206] (3306) 
 metabolite [CHEBI:25212] (2692) 
 secondary metabolite [CHEBI:26619] (2225) 
 nisin [CHEBI:71629] (1)
 antimicrobial agent [CHEBI:33281] (927) 
 antibacterial agent [CHEBI:33282] (317) 
 nisin [CHEBI:71629] (1)
 antimicrobial preservative [CHEBI:65256] (2) 
 nisin [CHEBI:71629] (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) 
 lantibiotic [CHEBI:71644] (3) 
 type A lantibiotic [CHEBI:71645] (2) 
 nisin [CHEBI:71629] (1)
 peptide antibiotic [CHEBI:25903] (29) 
 lantibiotic [CHEBI:71644] (3) 
 type A lantibiotic [CHEBI:71645] (2) 
 nisin [CHEBI:71629] (1)
 organonitrogen compound [CHEBI:35352] (6705) 
 carboxamide [CHEBI:37622] (1381) 
 peptide [CHEBI:16670] (730) 
 polypeptide [CHEBI:15841] (46) 
 lantibiotic [CHEBI:71644] (3) 
 type A lantibiotic [CHEBI:71645] (2) 
 nisin [CHEBI:71629] (1)
 peptide antibiotic [CHEBI:25903] (29) 
 lantibiotic [CHEBI:71644] (3) 
 type A lantibiotic [CHEBI:71645] (2) 
 nisin [CHEBI:71629] (1)
 organic amino compound [CHEBI:50047] (2472) 
 peptide [CHEBI:16670] (730) 
 polypeptide [CHEBI:15841] (46) 
 lantibiotic [CHEBI:71644] (3) 
 type A lantibiotic [CHEBI:71645] (2) 
 nisin [CHEBI:71629] (1)
 peptide antibiotic [CHEBI:25903] (29) 
 lantibiotic [CHEBI:71644] (3) 
 type A lantibiotic [CHEBI:71645] (2) 
 nisin [CHEBI:71629] (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) 
 lantibiotic [CHEBI:71644] (3) 
 type A lantibiotic [CHEBI:71645] (2) 
 nisin [CHEBI:71629] (1)
 peptide antibiotic [CHEBI:25903] (29) 
 lantibiotic [CHEBI:71644] (3) 
 type A lantibiotic [CHEBI:71645] (2) 
 nisin [CHEBI:71629] (1)
 organochalcogen compound [CHEBI:36962] (11874) 
 organooxygen compound [CHEBI:36963] (11352) 
 carboxamide [CHEBI:37622] (1381) 
 peptide [CHEBI:16670] (730) 
 polypeptide [CHEBI:15841] (46) 
 lantibiotic [CHEBI:71644] (3) 
 type A lantibiotic [CHEBI:71645] (2) 
 nisin [CHEBI:71629] (1)
 peptide antibiotic [CHEBI:25903] (29) 
 lantibiotic [CHEBI:71644] (3) 
 type A lantibiotic [CHEBI:71645] (2) 
 nisin [CHEBI:71629] (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) 
 lantibiotic [CHEBI:71644] (3) 
 type A lantibiotic [CHEBI:71645] (2) 
 nisin [CHEBI:71629] (1)
 peptide antibiotic [CHEBI:25903] (29) 
 lantibiotic [CHEBI:71644] (3) 
 type A lantibiotic [CHEBI:71645] (2) 
 nisin [CHEBI:71629] (1)
 organic amino compound [CHEBI:50047] (2472) 
 peptide [CHEBI:16670] (730) 
 polypeptide [CHEBI:15841] (46) 
 lantibiotic [CHEBI:71644] (3) 
 type A lantibiotic [CHEBI:71645] (2) 
 nisin [CHEBI:71629] (1)
 peptide antibiotic [CHEBI:25903] (29) 
 lantibiotic [CHEBI:71644] (3) 
 type A lantibiotic [CHEBI:71645] (2) 
 nisin [CHEBI:71629] (1)
 organochalcogen compound [CHEBI:36962] (11874) 
 organooxygen compound [CHEBI:36963] (11352) 
 carboxamide [CHEBI:37622] (1381) 
 peptide [CHEBI:16670] (730) 
 polypeptide [CHEBI:15841] (46) 
 lantibiotic [CHEBI:71644] (3) 
 type A lantibiotic [CHEBI:71645] (2) 
 nisin [CHEBI:71629] (1)
 peptide antibiotic [CHEBI:25903] (29) 
 lantibiotic [CHEBI:71644] (3) 
 type A lantibiotic [CHEBI:71645] (2) 
 nisin [CHEBI:71629] (1)
 organic amino compound [CHEBI:50047] (2472) 
 peptide [CHEBI:16670] (730) 
 polypeptide [CHEBI:15841] (46) 
 lantibiotic [CHEBI:71644] (3) 
 type A lantibiotic [CHEBI:71645] (2) 
 nisin [CHEBI:71629] (1)
 peptide antibiotic [CHEBI:25903] (29) 
 lantibiotic [CHEBI:71644] (3) 
 type A lantibiotic [CHEBI:71645] (2) 
 nisin [CHEBI:71629] (1)
 polyatomic entity [CHEBI:36357] (18777) 
 molecule [CHEBI:25367] (11520) 
 cyclic compound [CHEBI:33595] (7817) 
 macrocycle [CHEBI:51026] (234) 
 nisin [CHEBI:71629] (1)
 macromolecule [CHEBI:33839] (103) 
 polypeptide [CHEBI:15841] (46) 
 lantibiotic [CHEBI:71644] (3) 
 type A lantibiotic [CHEBI:71645] (2) 
 nisin [CHEBI:71629] (1)
ChEBI Compound Accession Identifier:   [CHEBI:71629]
ChEBI Compound Description:   A type-A lantibiotic containing 34 amino acid residues (including lanthionine (Lan), methyllanthionine (MeLan), didehydroalanine (Dha) and didehydroaminobutyric acid (Dhb)) and five thioether bridges. It is obtained by fermentation of the bacterium Lactococcus lactis and shows particular activity against Clostridium botulinum. It is used in the production of various processed foods to suppress Gram-positive spoilage and pathogenic bacteria and so extend shelf life.
ChEBI Compound Identification Number:   71629
ChEBI InChI Value:   InChI=1S/C143H230N42O37S7/c1-24-69(11)105(148)135(213)162-82(27-4)118(196)174-94-58-225-59-95(175-123(201)89(48-67(7)8)169-115(193)74(16)158-138(216)107(70(12)25-2)180-132(94)210)133(211)184-112-79(21)229-61-96(160-104(190)56-152-134(212)100-38-34-44-185(100)142(112)220)128(206)164-84(36-29-32-42-145)120(198)182-109-76(18)226-60-97(161-103(189)55-151-117(195)85(39-45-223-22)165-122(200)88(47-66(5)6)168-113(191)72(14)156-102(188)54-153-136(109)214)129(207)171-92(51-101(147)187)125(203)166-86(40-46-224-23)119(197)163-83(35-28-31-41-144)121(199)183-110-77(19)228-63-99-130(208)170-90(49-80-52-149-64-154-80)124(202)176-98(62-227-78(20)111(141(219)177-99)181-116(194)75(17)159-140(110)218)131(209)173-93(57-186)127(205)179-108(71(13)26-3)139(217)172-91(50-81-53-150-65-155-81)126(204)178-106(68(9)10)137(215)157-73(15)114(192)167-87(143(221)222)37-30-33-43-146/h27,52-53,64-72,75-79,83-100,105-112,186H,15-16,24-26,28-51,54-63,144-146,148H2,1-14,17-23H3,(H2,147,187)(H,149,154)(H,150,155)(H,151,195)(H,152,212)(H,153,214)(H,156,188)(H,157,215)(H,158,216)(H,159,218)(H,160,190)(H,161,189)(H,162,213)(H,163,197)(H,164,206)(H,165,200)(H,166,203)(H,167,192)(H,168,191)(H,169,193)(H,170,208)(H,171,207)(H,172,217)(H,173,209)(H,174,196)(H,175,201)(H,176,202)(H,177,219)(H,178,204)(H,179,205)(H,180,210)(H,181,194)(H,182,198)(H,183,199)(H,184,211)(H,221,222)/b82-27-/t69-,70-,71-,72-,75-,76-,77-,78-,79-,83-,84-,85-,86-,87-,88-,89-,90-,91-,92-,93-,94+,95-,96-,97-,98-,99?,100-,105-,106-,107-,108-,109+,110+,111+,112+/m0/s1
ChEBI InChIKey Value:   NVNLLIYOARQCIX-IPGQQNLLSA-N
ChEBI Compound Name:   nisin
ChEBI SMILES Value:   CC[C@H](C)[C@H](N)C(=O)N\C(=C/C)C(=O)N[C@@H]1CSC[C@H](NC(=O)[C@H](CC(C)C)NC(=O)C(=C)NC(=O)[C@@H](NC1=O)[C@@H](C)CC)C(=O)N[C@@H]1[C@H](C)SC[C@H](NC(=O)CNC(=O)[C@@H]2CCCN2C1=O)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H]1[C@H](C)SC[C@H](NC(=O)CNC(=O)[C@H](CCSC)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](C)NC(=O)CNC1=O)C(=O)N[C@@H](CC(N)=O)C(=O)N[C@@H](CCSC)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H]1[C@H](C)SCC2NC(=O)[C@H](NC(=O)[C@H](C)NC1=O)[C@H](C)SC[C@H](NC(=O)[C@H](Cc1cnc[nH]1)NC2=O)C(=O)N[C@@H](CO)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](Cc1cnc[nH]1)C(=O)N[C@@H](C(C)C)C(=O)NC(=C)C(=O)N[C@@H](CCCCN)C(O)=O
ChEBI Substance ID:   160962814
ChEBI URL:   ChEBI:71629
ChemSpider ID:   28533689
Ontomatica Chemical Accession Key (OnChAKey):   NVNLLIYOARQCIX_IPGQQNLLSA_N_000_000000
PubChem Compound ID:   70788963