NEOTAME
Relevant Data
Food Additives Approved in the United States
Food Additives Approved by European Union:
General Information
| Synonyms: | N-[N-(3,3-DIMETHYLBUTYL)-L-alpha-ASPARTYL]-L-PHENYLALANINE 1-METHYL ESTER |
| Chemical Names: | N-[N-(3,3-DIMETHYLBUTYL)-L-alpha-ASPARTYL]-L-PHENYLALANINE 1-METHYL ESTER |
| CAS number: | 165450-17-9 |
| INS: | 961 |
| Functional Class: |
Food Additives FLAVOUR_ENHANCER SWEETENER |
From apps.who.int
Evaluations
| Evaluation year: | 2003 |
| ADI: | 0-2 mg/kg bw |
| Report: | TRS 922-JECFA 61/30 |
| Tox Monograph: | FAS 52-JECFA 61/85 |
| Specification: | COMPENDIUM ADDENDUM 11/FNP 52 Add.11/53. N; FAO JECFA Monographs 1 vol.2/433 |
From apps.who.int
GSFA Provisions for NEOTAME
| Number | Food Category | Max Level | Notes |
|---|---|---|---|
| 01.3.2 | Beverage whiteners |
65 mg/kg | Note 161 |
| 07.1 | Bread and ordinary bakery wares |
70 mg/kg | Note 161 |
| 06.3 | Breakfast cereals, including rolled oats |
160 mg/kg | Note 161 |
| 04.1.2.7 | Candied fruit |
65 mg/kg | Note 161 |
| 04.1.2.4 | Canned or bottled (pasteurized) fruit |
33 mg/kg | Note 161 |
| 04.2.2.4 | Canned or bottled (pasteurized) or retort pouch vegetables (including mushrooms and fungi, roots and tubers, pulses and legumes, and aloe vera), and seaweeds |
33 mg/kg | Note 161 |
| 06.5 | Cereal and starch based desserts (e.g. rice pudding, tapioca pudding) |
33 mg/kg | Note 161 |
| 01.6.5 | Cheese analogues |
33 mg/kg | Note 161 |
| 05.3 | Chewing gum |
1,000 mg/kg | Note 161 |
| 05.1.4 | Cocoa and chocolate products |
80 mg/kg | Note 161,Note XS87 |
| 05.1.2 | Cocoa mixes (syrups) |
33 mg/kg | Note 97,Note 161 |
| 05.1.3 | Cocoa-based spreads, including fillings |
100 mg/kg | Note XS86,Note 161 |
| 14.1.5 | Coffee, coffee substitutes, tea, herbal infusions, and other hot cereal and grain beverages, excluding cocoa |
50 mg/kg | Note 160 |
| 14.1.3.4 | Concentrates for vegetable nectar |
65 mg/kg | Note 127,Note 161 |
| 05.2 | Confectionery including hard and soft candy, nougats, etc. other than food categories 05.1, 05.3 and 05.4 |
330 mg/kg | Note 161,Note XS309R,Note 158 |
| 04.1.2.12 | Cooked fruit |
65 mg/kg | Note 161 |
| 04.2.2.8 | Cooked or fried vegetables (including mushrooms and fungi, roots and tubers, pulses and legumes, and aloe vera), and seaweeds |
33 mg/kg | Note 161 |
| 01.4.4 | Cream analogues |
33 mg/kg | Note 161 |
| 01.7 | Dairy-based desserts (e.g. pudding, fruit or flavoured yoghurt) |
100 mg/kg | Note 161 |
| 05.4 | Decorations (e.g. for fine bakery wares), toppings (non-fruit) and sweet sauces |
100 mg/kg | Note 161 |
| 04.1.2.2 | Dried fruit |
100 mg/kg | Note 161 |
| 04.2.2.2 | Dried vegetables (including mushrooms and fungi, roots and tubers, pulses and legumes, and aloe vera), seaweeds, and nuts and seeds |
33 mg/kg | Note 161 |
| 03.0 | Edible ices, including sherbet and sorbet |
100 mg/kg | Note 161 |
| 10.4 | Egg-based desserts (e.g. custard) |
100 mg/kg | Note 161 |
| 02.3 | Fat emulsions mainly of type oil-in-water, including mixed and/or flavoured products based on fat emulsions |
10 mg/kg | Note 161 |
| 02.4 | Fat-based desserts excluding dairy-based dessert products of food category 01.7 |
100 mg/kg | Note 161 |
| 04.1.2.10 | Fermented fruit products |
65 mg/kg | Note 161 |
| 04.2.2.7 | Fermented vegetable (including mushrooms and fungi, roots and tubers, pulses and legumes, and aloe vera) and seaweed products, excluding fermented soybean products of food categories 06.8.6, 06.8.7, 12.9.1, 12.9.2.1 and 12.9.2.3 |
33 mg/kg | Note 161 |
| 07.2 | Fine bakery wares (sweet, salty, savoury) and mixes |
80 mg/kg | Note 161,Note 165 |
| 01.1.4 | Flavoured fluid milk drinks |
20 mg/kg | Note 161 |
| 04.1.2.1 | Frozen fruit |
100 mg/kg | Note 161 |
| 04.2.2.1 | Frozen vegetables (including mushrooms and fungi, roots and tubers, pulses and legumes, and aloe vera), seaweeds, and nuts and seeds |
33 mg/kg | Note 161 |
| 04.1.2.11 | Fruit fillings for pastries |
100 mg/kg | Note 161 |
| 04.1.2.3 | Fruit in vinegar, oil, or brine |
100 mg/kg | Note 161 |
| 04.1.2.8 | Fruit preparations, including pulp, purees, fruit toppings and coconut milk |
100 mg/kg | Note 161 |
| 04.1.2.9 | Fruit-based desserts, including fruit-flavoured water-based desserts |
100 mg/kg | Note 161 |
| 04.1.2.6 | Fruit-based spreads (e.g. chutney) excluding products of food category 04.1.2.5 |
70 mg/kg | Note 161 |
| 09.4 | Fully preserved, including canned or fermented fish and fish products, including mollusks, crustaceans, and echinoderms |
10 mg/kg | Note 161 |
| 12.2 | Herbs, spices, seasonings and condiments (e.g. seasoning for instant noodles) |
32 mg/kg | Note 161 |
| 05.1.5 | Imitation chocolate, chocolate substitute products |
100 mg/kg | Note 161 |
| 04.1.2.5 | Jams, jellies, marmelades |
70 mg/kg | Note 161 |
| 01.5.2 | Milk and cream powder analogues |
65 mg/kg | Note 161 |
| 11.4 | Other sugars and syrups (e.g. xylose, maple syrup, sugar toppings) |
70 mg/kg | Note 159 |
| 12.7 | Salads (e.g. macaroni salad, potato salad) and sandwich spreads excluding cocoa- and nut-based spreads of food categories 04.2.2.5 and 05.1.3 |
33 mg/kg | Note 166,Note 161 |
| 09.3 | Semi-preserved fish and fish products, including mollusks, crustaceans, and echinoderms |
10 mg/kg | Note 161 |
| 12.5 | Soups and broths |
20 mg/kg | Note 161,Note XS117 |
| 04.2.2.6 | Vegetable (including mushrooms and fungi, roots and tubers, pulses and legumes, and aloe vera), seaweed, and nut and seed pulps and preparations (e.g. vegetable desserts and sauces, candied vegetables) other than food category 04.2.2.5 |
33 mg/kg | Note 161 |
| 04.2.2.5 | Vegetable (including mushrooms and fungi, roots and tubers, pulses and legumes, and aloe vera), seaweed, and nut and seed purees and spreads (e.g., peanut butter) |
33 mg/kg | Note 161 |
| 14.1.3.2 | Vegetable nectar |
65 mg/kg | Note 161 |
| 04.2.2.3 | Vegetables (including mushrooms and fungi, roots and tubers, pulses and legumes, and aloe vera), and seaweeds in vinegar, oil, brine, or soybean sauce |
10 mg/kg | Note 144 |
| 12.3 | Vinegars |
12 mg/kg | Note 161 |
| 14.1.4 | Water-based flavoured drinks, including "sport," "energy," or "electrolyte" drinks and particulated drinks |
33 mg/kg | Note 161 |
From www.fao.org
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 9810996 |
| IUPAC Name | (3S)-3-(3,3-dimethylbutylamino)-4-[[(2S)-1-methoxy-1-oxo-3-phenylpropan-2-yl]amino]-4-oxobutanoic acid |
| InChI | InChI=1S/C20H30N2O5/c1-20(2,3)10-11-21-15(13-17(23)24)18(25)22-16(19(26)27-4)12-14-8-6-5-7-9-14/h5-9,15-16,21H,10-13H2,1-4H3,(H,22,25)(H,23,24)/t15-,16-/m0/s1 |
| InChI Key | HLIAVLHNDJUHFG-HOTGVXAUSA-N |
| Canonical SMILES | CC(C)(C)CCNC(CC(=O)O)C(=O)NC(CC1=CC=CC=C1)C(=O)OC |
| Molecular Formula | C20H30N2O5 |
| Wikipedia | neotame |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 378.469 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 6 |
| Rotatable Bond Count | 12 |
| Complexity | 495.0 |
| CACTVS Substructure Key Fingerprint | A A A D c e B 7 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 w A A A A A A A A A A A B A A A A H g A Q C A A A D i j B m A Y y C I L A B g C I A i H S G A A C A A A g A A A I i I G I A I g K Y D q A k T G V Y A A m l g C Y i A e / y K C P 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 | 105.0 |
| Monoisotopic Mass | 378.215 |
| Exact Mass | 378.215 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 27 |
| Defined Atom Stereocenter Count | 2 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| 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- | 0.6760 |
| Human Intestinal Absorption | HIA- | 0.7828 |
| Caco-2 Permeability | Caco2- | 0.6895 |
| P-glycoprotein Substrate | Substrate | 0.8240 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.6088 |
| Non-inhibitor | 0.7472 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.9272 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.8096 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.7991 |
| CYP450 2D6 Substrate | Non-substrate | 0.8048 |
| CYP450 3A4 Substrate | Substrate | 0.5166 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.9312 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.7561 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.7886 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.7617 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.6952 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.9293 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9920 |
| Non-inhibitor | 0.8397 | |
| AMES Toxicity | Non AMES toxic | 0.8962 |
| Carcinogens | Non-carcinogens | 0.9317 |
| Fish Toxicity | High FHMT | 0.9388 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.9988 |
| Honey Bee Toxicity | Low HBT | 0.7490 |
| Biodegradation | Not ready biodegradable | 0.9622 |
| Acute Oral Toxicity | III | 0.5961 |
| Carcinogenicity (Three-class) | Non-required | 0.7051 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -3.5783 | LogS |
| Caco-2 Permeability | 0.3361 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 2.3005 | LD50, mol/kg |
| Fish Toxicity | 1.6349 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 0.6055 | 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 | Not available |
| Direct Parent | Peptides |
| Alternative Parents |
|
| Molecular Framework | Aromatic homomonocyclic compounds |
| Substituents | Alpha peptide - Phenylalanine or derivatives - Aspartic acid or derivatives - Alpha-amino acid ester - N-acyl-alpha amino acid or derivatives - Alpha-amino acid amide - N-substituted-alpha-amino acid - Alpha-amino acid or derivatives - Amphetamine or derivatives - Fatty acid ester - Monocyclic benzene moiety - Dicarboxylic acid or derivatives - Fatty amide - N-acyl-amine - Fatty acyl - Benzenoid - Methyl ester - Secondary carboxylic acid amide - Amino acid or derivatives - Amino acid - Carboxylic acid ester - Carboxamide group - Secondary amine - Secondary aliphatic amine - Carboxylic acid - Amine - Carbonyl group - Organic nitrogen compound - Organic oxygen compound - Organonitrogen compound - Organooxygen compound - Hydrocarbon derivative - Organopnictogen compound - Organic oxide - Aromatic homomonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as peptides. These are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another. |
From ClassyFire