NISIN
Relevant Data
Food Additives Approved in the United States
Food Additives Approved by European Union:
General Information
Evaluations
| Evaluation year: | 2013 |
| ADI: | 0–2 mg/kg bw |
| Specs Code: | R |
| Comments: | The Committee established an ADI for nisin of 0–2 mg/kg bw on the basis of a NOAEL of 224.7 mg of nisin per kilogram body weight per day from a 13-week study in rats and application of a safety factor of 100 to account for interspecies and intraspecies variability. The Committee did not consider it necessary to use an additional safety factor to account for the short duration of the study because no compound-related effects were observed at any dose in any of the toxicity studies, including the reproductive toxicity study, and because ingested nisin is degraded in the upper part of the intestinal tract, such that systemic exposure to nisin is not likely to occur. The highest estimated dietary exposure of 0.07 mg of nisin per kilogram body weight per day determined at the current meeting did not exceed the upper bound of the ADI. The Committee withdrew the previous ADI of 0–33 000 units of nisin per kilogram body weight established at the twelfth meeting. |
| Report: | TRS 983 JECFA 77 |
| Tox Monograph: | FAS 68 JECFA 77 |
| Specification: | Compendium of food additive specifications. FAO JECFA Monographs 14, 2013 |
From apps.who.int
GSFA Provisions for NISIN
| Number | Food Category | Max Level | Notes |
|---|---|---|---|
| 01.7 | Dairy-based desserts (e.g. pudding, fruit or flavoured yoghurt) |
12 mg/kg | Note 233,Note 362 |
| 08.4 | Edible casings (e.g. sausage casings) |
7 mg/kg | Note 233 |
| 07.2 | Fine bakery wares (sweet, salty, savoury) and mixes |
6 mg/kg | Note 233 |
| 01.1.4 | Flavoured fluid milk drinks |
12 mg/kg | Note 403,Note 233 |
| 08.3.2 | Heat-treated processed comminuted meat, poultry, and game products |
25 mg/kg | Note 377,Note 233 |
| 08.2.2 | Heat-treated processed meat, poultry, and game products in whole pieces or cuts |
25 mg/kg | Note XS96,Note 330,Note XS97,Note 233 |
| 01.6.1 | Unripened cheese |
12 mg/kg | Note 233 |
From www.fao.org
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 16219761 |
| IUPAC Name | |
| InChI | 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 |
| InChI Key | NVNLLIYOARQCIX-ILAIHEEGSA-N |
| Canonical SMILES | CCC(C)C1C(=O)NC(=C)C(=O)NC(C(=O)NC(CSCC(C(=O)N1)NC(=O)C(=CC)NC(=O)C(C(C)CC)N)C(=O)NC2C(SCC(NC(=O)CNC(=O)C3CCCN3C2=O)C(=O)NC(CCCCN)C(=O)NC4C(SCC(NC(=O)CNC(=O)C(NC(=O)C(NC(=O)C(NC(=O)CNC4=O)C)CC(C)C)CCSC)C(=O)NC(CC(=O)N)C(=O)NC(CCSC)C(=O)NC(CCCCN)C(=O)NC5C(SCC6C(=O)NC(C(=O)NC(CSC(C(C(=O)N6)NC(=O)C(NC5=O)C)C)C(=O)NC(CO)C(=O)NC(C(C)CC)C(=O)NC(CC7=CN=CN7)C(=O)NC(C(C)C)C(=O)NC(=C)C(=O)NC(CCCCN)C(=O)O)CC8=CN=CN8)C)C)C)CC(C)C |
| Molecular Formula | C143H230N42O37S7 |
| Wikipedia | nisin |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 3354.09 |
| Hydrogen Bond Donor Count | 41 |
| Hydrogen Bond Acceptor Count | 50 |
| Rotatable Bond Count | 67 |
| Complexity | 7840.0 |
| CACTVS Substructure Key Fingerprint | A A A D c f B / / g B w A A A A A A A A A A A A A A A A A W L F g A A A A A A A A A A A A A A B 4 A A A H g Q Q C A A A D S j l 1 g a v m B f J k g i o A T X 3 f A C A g C 2 x E r A B W Y G 4 c E i C e B 5 g 2 S G U Q A A O t g L w Q a G d S Q A O A A A A A A A A A A A A A A A A A A A A A A A A A A A A A A = = |
| Topological Polar Surface Area | 1390.0 |
| Monoisotopic Mass | 3351.545 |
| Exact Mass | 3352.549 |
| XLogP3 | None |
| XLogP3-AA | -6.1 |
| Compound Is Canonicalized | False |
| Formal Charge | 0 |
| Heavy Atom Count | 229 |
| Defined Atom Stereocenter Count | 31 |
| Undefined Atom Stereocenter Count | 4 |
| Defined Bond Stereocenter Count | 1 |
| Undefined Bond Stereocenter Count | 0 |
| Isotope Atom Count | 0 |
| Covalently-Bonded Unit Count | 1 |
From Pubchem
ADMET Predicted Profile --- Classification
| Model | Result | Probability |
|---|---|---|
| Absorption | ||
| Blood-Brain Barrier | BBB- | 0.9872 |
| Human Intestinal Absorption | HIA+ | 0.5744 |
| Caco-2 Permeability | Caco2- | 0.7487 |
| P-glycoprotein Substrate | Substrate | 0.9061 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.8055 |
| Non-inhibitor | 0.9690 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.9460 |
| Distribution | ||
| Subcellular localization | Lysosome | 0.4450 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.8077 |
| CYP450 2D6 Substrate | Non-substrate | 0.8144 |
| CYP450 3A4 Substrate | Substrate | 0.5519 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.7967 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.7933 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9025 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.7832 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.8900 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.9610 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9812 |
| Non-inhibitor | 0.6741 | |
| AMES Toxicity | Non AMES toxic | 0.6580 |
| Carcinogens | Non-carcinogens | 0.9101 |
| Fish Toxicity | High FHMT | 0.9951 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.9640 |
| Honey Bee Toxicity | Low HBT | 0.6417 |
| Biodegradation | Not ready biodegradable | 0.9512 |
| Acute Oral Toxicity | III | 0.5896 |
| Carcinogenicity (Three-class) | Non-required | 0.5414 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -2.9335 | LogS |
| Caco-2 Permeability | -0.1596 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 2.7494 | LD50, mol/kg |
| Fish Toxicity | 1.4535 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 0.4621 | pIGC50, ug/L |
From admetSAR
Taxonomic Classification
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organic acids and derivatives |
| Class | Carboxylic acids and derivatives |
| Subclass | Amino acids, peptides, and analogues |
| Intermediate Tree Nodes | Peptides |
| Direct Parent | Cyclic peptides |
| Alternative Parents |
|
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Cyclic alpha peptide - N-acyl-alpha amino acid or derivatives - N-acyl-alpha-amino acid - Macrolactam - Alpha-amino acid or derivatives - Medium-chain fatty acid - Imidazolyl carboxylic acid derivative - Amino fatty acid - Branched fatty acid - Hydroxy fatty acid - Heterocyclic fatty acid - Fatty acyl - Azole - Pyrrolidine - Tertiary carboxylic acid amide - Heteroaromatic compound - Cyclic carboximidic acid - Imidazole - Amino acid or derivatives - Carboxamide group - Amino acid - Lactam - Carboximidic acid - Carboximidic acid derivative - Azacycle - Carboxylic acid - Organoheterocyclic compound - Dialkylthioether - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Sulfenyl compound - Thioether - Monocarboxylic acid or derivatives - Polyol - Organopnictogen compound - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Carbonyl group - Alcohol - Primary amine - Primary aliphatic amine - Organic nitrogen compound - Primary alcohol - Amine - Organonitrogen compound - Organooxygen compound - Organosulfur compound - Aromatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as cyclic peptides. These are compounds containing a cyclic moiety bearing a peptide backbone. |
From ClassyFire