ISOAMYL CINNAMATE
Relevant Data
Food Additives Approved in the United States
Flavouring Substances Approved by European Union:
General Information
| Synonyms: | ISOAMYL beta-PHENYLACRYLATE, ISOPENTYL CINNAMATE |
| Chemical Names: | ISOPENTYL CINNAMATE |
| CAS number: | 7779-65-9 |
| COE number: | 335 |
| JECFA number: | 665 |
| FEMA number: | 2063 |
| Functional Class: |
Flavouring Agent FLAVOURING_AGENT |
From apps.who.int
Evaluations
| Evaluation year: | 2000 |
| ADI: | No safety concern at current levels of intake when used as a flavouring agent |
| Report: | TRS 901-JECFA 55/22 |
| Tox Monograph: | FAS 46-JECFA 55/79 |
| Specification: | COMPENDIUM ADDENDUM 8/FNP 52 Add.8/164 |
From apps.who.int
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 5273467 |
| IUPAC Name | 3-methylbutyl (E)-3-phenylprop-2-enoate |
| InChI | InChI=1S/C14H18O2/c1-12(2)10-11-16-14(15)9-8-13-6-4-3-5-7-13/h3-9,12H,10-11H2,1-2H3/b9-8+ |
| InChI Key | JFHCDEYLWGVZMX-CMDGGOBGSA-N |
| Canonical SMILES | CC(C)CCOC(=O)C=CC1=CC=CC=C1 |
| Molecular Formula | C14H18O2 |
| Wikipedia | isoamyl cinnamate |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 218.296 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 2 |
| Rotatable Bond Count | 6 |
| Complexity | 225.0 |
| CACTVS Substructure Key Fingerprint | A A A D c e B w M 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 G g A A A A A A D Q C g m A I y C I A A B A C I A i D S C A A C A A A g A A A I i A A A A M g I J C K A M R C C M A A k g A A I q Y c A g A 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 | 26.3 |
| Monoisotopic Mass | 218.131 |
| Exact Mass | 218.131 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 16 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| 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+ | 0.9821 |
| Human Intestinal Absorption | HIA+ | 1.0000 |
| Caco-2 Permeability | Caco2+ | 0.8515 |
| P-glycoprotein Substrate | Non-substrate | 0.6396 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.9080 |
| Non-inhibitor | 0.9437 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.8033 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.5881 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.7875 |
| CYP450 2D6 Substrate | Non-substrate | 0.8688 |
| CYP450 3A4 Substrate | Non-substrate | 0.5583 |
| CYP450 1A2 Inhibitor | Inhibitor | 0.6351 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.9198 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9245 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.7832 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.9453 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.7629 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9382 |
| Non-inhibitor | 0.9562 | |
| AMES Toxicity | Non AMES toxic | 0.9132 |
| Carcinogens | Non-carcinogens | 0.6750 |
| Fish Toxicity | High FHMT | 0.9778 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.9999 |
| Honey Bee Toxicity | High HBT | 0.7540 |
| Biodegradation | Ready biodegradable | 0.8322 |
| Acute Oral Toxicity | III | 0.7916 |
| Carcinogenicity (Three-class) | Non-required | 0.5918 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -4.0511 | LogS |
| Caco-2 Permeability | 1.8478 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 1.6087 | LD50, mol/kg |
| Fish Toxicity | -0.1780 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 1.6428 | pIGC50, ug/L |
From admetSAR
Taxonomic Classification
| Kingdom | Organic compounds |
|---|---|
| Superclass | Phenylpropanoids and polyketides |
| Class | Cinnamic acids and derivatives |
| Subclass | Cinnamic acid esters |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Cinnamic acid esters |
| Alternative Parents | |
| Molecular Framework | Aromatic homomonocyclic compounds |
| Substituents | Cinnamic acid ester - Styrene - Fatty acid ester - Monocyclic benzene moiety - Benzenoid - Fatty acyl - Enoate ester - Alpha,beta-unsaturated carboxylic ester - Carboxylic acid ester - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Hydrocarbon derivative - Organic oxide - Organooxygen compound - Organic oxygen compound - Carbonyl group - Aromatic homomonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as cinnamic acid esters. These are compound containing an ester derivative of cinnamic acid. |
From ClassyFire