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Substance Name: Nisin
RN: 1414-45-5
UNII: EN8XKG133D
InChIKey: NVNLLIYOARQCIX-GSJOZIGCSA-N

Note

  • A 34-amino acid polypeptide antibiotic produced by Streptococcus lactis. It has been used as a food preservative in canned fruits and vegetables, and cheese.

Molecular Formula

  • C143-H230-N42-O37-S7

Molecular Weight

  • 3354.11
 

Classification Codes

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Drug / Therapeutic Agent
  • Food Additives
  • Food Preservatives
  • Natural Product
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Names and Synonyms

Name of Substance

  • Nisin

MeSH Heading

  • Nisin

Synonyms

  • EINECS 215-807-5
  • Microgard MG 300
  • Nisaplin
  • Nisin
  • Nisin A
  • Nisitrol
  • Novasin
  • NSC 112903
  • NSC-112903
  • UNII-EN8XKG133D

Systematic Name

  • Nisin

Superlist Name

  • Nisin

Registry Numbers

CAS Registry Number

  • 1414-45-5

FDA UNII

  • EN8XKG133D

Other Registry Numbers

  • 1404-10-0
  • 34766-03-5
  • 52624-51-8

System Generated Number

  • 0001414455

Structure Descriptors

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-

InChIKey

NVNLLIYOARQCIX-GSJOZIGCSA-N

Smiles

N12[C@@H](CCC2)C(NCC(N[C@@H](CS[C@@H]([C@@H](C1=O)NC([C@@H]1NC([C@@H](NC(C(NC(=O)[C@@H](NC([C@@H](CSC1)NC(\C(NC([C@@H]([C@@H](CC)C)N)=O)=C\C)=O)=O)[C@@H](CC)C)=C)=O)CC(C)C)=O)=O)C)C(N[C@@H](C(N[C@@H]1[C@@H](SC[C@@H](C(N[C@@H](C(N[C@@H](C(N[C@@H](C(N[C@@H]2[C@@H](SC[C@@H]3C(N[C@@H](Cc4cnc[nH]4)C(N[C@@H](C(N[C@@H](C(N[C@@H](C(N[C@@H](Cc4cnc[nH]4)C(N[C@@H](C(NC(C(N[C@@H](CCCCN)C(O)=O)=O)=C)=O)C(C)C)=O)=O)[C@@H](CC)C)=O)CO)=O)CS[C@@H]([C@@H](NC([C@@H](NC2=O)C)=O)C(N3)=O)C)=O)=O)C)=O)CCCCN)=O)CCSC)=O)CC(N)=O)=O)NC(CNC([C@@H](NC([C@@H](NC([C@@H](NC(CNC1=O)=O)C)=O)CC(C)C)=O)CCSC)=O)=O)C)=O)CCCCN)=O)=O)=O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 100mg/kg (100mg/kg)   "CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980Vol. 4(2), Pg. 228, 1980.
rabbit LDLo parenteral 2250ug/kg (2.25mg/kg) BRAIN AND COVERINGS: CHANGES IN CEREBRAL SPINAL FLUID

BEHAVIORAL: IRRITABILITY

BRAIN AND COVERINGS: MENINGEAL CHANGES
British Journal of Pharmacology and Chemotherapy. Vol. 7, Pg. 438, 1952.