Nisin

Relevant Data

Food Additives Approved in the United States

Nisin [show][hide]

Mainterm Nisin

CAS number 1414-45-5

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Food Additives Approved by WHO:

NISIN [show]

General Information

Chemical name	Nisin
E No.	E 234
INS.	234
CAS number	1414-45-5
Group	No

From webgate.ec.europa.eu

Authorisation of the use of this additive in Food Additives

The additive is authorised to be used in the following category(ies):

category(ies)	Individual restriction(s)/exception(s)	footnote
Other creams (1.6.3)(legislation:1129/2011, applicable as from 01/06/2013)	ML = 10 mg/kg , only clotted cream
Unripened cheese excluding products falling in category 16 (1.7.1)(legislation:1129/2011, applicable as from 01/06/2013)	ML = 10 mg/kg , only mascarpone
Ripened cheese (1.7.2)(legislation:1129/2011, applicable as from 01/06/2013) Processed cheese (1.7.5)(legislation:1129/2011, applicable as from 01/06/2013)	ML = 12.5 mg/kg	29 This substance may be present naturally in certain cheeses as a result of fermentation processes
Processed eggs and egg products (10.2)(legislation:1129/2011, applicable as from 01/06/2013)	ML = 6.25 mg/kg , only pasteurised liquid egg (white, yolk or whole egg)
Desserts excluding products covered in category 1, 3 and 4 (16)(legislation:1129/2011, applicable as from 01/06/2013)	ML = 3 mg/kg , only semolina and tapioca puddings and similar products
Cheese products (excluding products falling in category 16) (1.7.6)(legislation:1129/2011, applicable as from 01/06/2013)	ML = 12.5 mg/kg , only ripened and processed products	29 This substance may be present naturally in certain cheeses as a result of fermentation processes

From webgate.ec.europa.eu

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
P-glycoprotein Inhibitor	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
Human Ether-a-go-go-Related Gene Inhibition	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	Organopnictogen compounds Propargyl-type 1,3-dipolar organic compounds Amino acids Hydroxy fatty acids Amino fatty acids Heteroaromatic compounds Imidazolyl carboxylic acids and derivatives N-acyl-alpha amino acids Cyclic carboximidic acids Polyols Dialkylthioethers Heterocyclic fatty acids Carbonyl compounds Azacyclic compounds Pyrrolidines Monocarboxylic acids and derivatives Monoalkylamines Lactams Branched fatty acids Tertiary carboxylic acid amides Sulfenyl compounds Primary alcohols Hydrocarbon derivatives Organic oxides Macrolactams Medium-chain fatty acids Carboxylic acids
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

CAS number:	1414-45-5
INS:	234
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