ISOPROPYL CINNAMATE
Relevant Data
Food Additives Approved in the United States
Flavouring Substances Approved by European Union:
General Information
| Synonyms: | 1-METHYLETHYL 3-PHENYLPROPENOATE |
| Chemical Names: | ISOPROPYL CINNAMATE |
| CAS number: | 7780-06-5 |
| COE number: | 325 |
| JECFA number: | 661 |
| FEMA number: | 2939 |
| 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.8/162 |
From apps.who.int
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 5273464 |
| IUPAC Name | propan-2-yl (E)-3-phenylprop-2-enoate |
| InChI | InChI=1S/C12H14O2/c1-10(2)14-12(13)9-8-11-6-4-3-5-7-11/h3-10H,1-2H3/b9-8+ |
| InChI Key | RGACABDFLVLVCT-CMDGGOBGSA-N |
| Canonical SMILES | CC(C)OC(=O)C=CC1=CC=CC=C1 |
| Molecular Formula | C12H14O2 |
| Wikipedia | isopropyl cinnamate |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 190.242 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 2 |
| Rotatable Bond Count | 4 |
| Complexity | 200.0 |
| CACTVS Substructure Key Fingerprint | A A A D c c 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 B S 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 g 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 | 190.099 |
| Exact Mass | 190.099 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 14 |
| 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+ | 0.9697 |
| Human Intestinal Absorption | HIA+ | 1.0000 |
| Caco-2 Permeability | Caco2+ | 0.8708 |
| P-glycoprotein Substrate | Non-substrate | 0.7356 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.8472 |
| Non-inhibitor | 0.9351 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.8936 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.7336 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.8017 |
| CYP450 2D6 Substrate | Non-substrate | 0.9358 |
| CYP450 3A4 Substrate | Non-substrate | 0.6356 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.5961 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.8256 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9579 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.8496 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.9597 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.6595 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9637 |
| Non-inhibitor | 0.9678 | |
| AMES Toxicity | Non AMES toxic | 0.9376 |
| Carcinogens | Carcinogens | 0.5000 |
| Fish Toxicity | High FHMT | 0.9386 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.9596 |
| Honey Bee Toxicity | High HBT | 0.8593 |
| Biodegradation | Ready biodegradable | 0.7810 |
| Acute Oral Toxicity | III | 0.9193 |
| Carcinogenicity (Three-class) | Non-required | 0.6756 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -3.5068 | LogS |
| Caco-2 Permeability | 1.7210 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 1.5490 | LD50, mol/kg |
| Fish Toxicity | 1.1127 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 0.5497 | 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