ADVANTAME
Relevant Data
Food Additives Approved by WHO:
General Information
| Mainterm | ADVANTAME |
| Doc Type | EAF |
| CAS Reg.No.(or other ID) | 714229-20-6 |
| Regnum |
From www.fda.gov
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 56843846 |
| IUPAC Name | (3S)-3-[3-(3-hydroxy-4-methoxyphenyl)propylamino]-4-[[(2S)-1-methoxy-1-oxo-3-phenylpropan-2-yl]amino]-4-oxobutanoic acid;hydrate |
| InChI | InChI=1S/C24H30N2O7.H2O/c1-32-21-11-10-17(14-20(21)27)9-6-12-25-18(15-22(28)29)23(30)26-19(24(31)33-2)13-16-7-4-3-5-8-16;/h3-5,7-8,10-11,14,18-19,25,27H,6,9,12-13,15H2,1-2H3,(H,26,30)(H,28,29);1H2/t18-,19-;/m0./s1 |
| InChI Key | NQQIEOGMDRFTDZ-HLRBRJAUSA-N |
| Canonical SMILES | COC1=C(C=C(C=C1)CCCNC(CC(=O)O)C(=O)NC(CC2=CC=CC=C2)C(=O)OC)O.O |
| Molecular Formula | C24H32N2O8 |
| Wikipedia | advantame |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 476.526 |
| Hydrogen Bond Donor Count | 5 |
| Hydrogen Bond Acceptor Count | 9 |
| Rotatable Bond Count | 14 |
| Complexity | 624.0 |
| CACTVS Substructure Key Fingerprint | A A A D c f B 7 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 w Y A A A A A A A A A A B Q A A A H g A Q C A A A D C z B m A Y y D o L A B g C I A i H S G A A C C A A g I A A I i I G O i I g P Z j q G s T u V c C M m 1 h G b u A e / y L C O I A A B A A A A Q A B A A A I A A A C A A A A A A A A A A A = = |
| Topological Polar Surface Area | 135.0 |
| Monoisotopic Mass | 476.216 |
| Exact Mass | 476.216 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 34 |
| 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 | 2 |
From Pubchem
ADMET Predicted Profile --- Classification
| Model | Result | Probability |
|---|---|---|
| Absorption | ||
| Blood-Brain Barrier | BBB- | 0.9701 |
| Human Intestinal Absorption | HIA- | 0.8292 |
| Caco-2 Permeability | Caco2- | 0.7341 |
| P-glycoprotein Substrate | Substrate | 0.7860 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.7382 |
| Inhibitor | 0.5740 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.8776 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.8396 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.7715 |
| CYP450 2D6 Substrate | Non-substrate | 0.7875 |
| CYP450 3A4 Substrate | Substrate | 0.6186 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.8668 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.8019 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.8405 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.8203 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.8270 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.8666 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9664 |
| Inhibitor | 0.6996 | |
| AMES Toxicity | Non AMES toxic | 0.8503 |
| Carcinogens | Non-carcinogens | 0.9488 |
| Fish Toxicity | High FHMT | 0.8801 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.9963 |
| Honey Bee Toxicity | Low HBT | 0.7899 |
| Biodegradation | Not ready biodegradable | 0.9286 |
| Acute Oral Toxicity | III | 0.7447 |
| Carcinogenicity (Three-class) | Non-required | 0.7421 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -3.4472 | LogS |
| Caco-2 Permeability | -0.0692 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 2.5097 | LD50, mol/kg |
| Fish Toxicity | 1.4456 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 0.3963 | 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 - Amphetamine or derivatives - Methoxyphenol - N-substituted-alpha-amino acid - Alpha-amino acid or derivatives - Phenylpropylamine - Anisole - Phenoxy compound - Methoxybenzene - Phenol ether - Alkyl aryl ether - 1-hydroxy-4-unsubstituted benzenoid - Fatty acid ester - 1-hydroxy-2-unsubstituted benzenoid - Aralkylamine - Phenol - Fatty acyl - N-acyl-amine - Fatty amide - Monocyclic benzene moiety - Dicarboxylic acid or derivatives - Benzenoid - Methyl ester - Amino acid or derivatives - Amino acid - Carboxamide group - Carboxylic acid ester - Secondary carboxylic acid amide - Ether - Secondary aliphatic amine - Carboxylic acid - Secondary amine - Organic nitrogen compound - Carbonyl group - Organonitrogen compound - Amine - Organooxygen compound - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - 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