3-PHENYLPROPYL CINNAMATE
Relevant Data
Food Additives Approved by WHO:
Flavouring Substances Approved by European Union:
General Information
| Mainterm | 3-PHENYLPROPYL CINNAMATE |
| Doc Type | ASP |
| CAS Reg.No.(or other ID) | 122-68-9 |
| Regnum |
172.515 |
From www.fda.gov
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 61051 |
| IUPAC Name | 3-phenylpropyl 3-phenylprop-2-enoate |
| InChI | InChI=1S/C18H18O2/c19-18(14-13-17-10-5-2-6-11-17)20-15-7-12-16-8-3-1-4-9-16/h1-6,8-11,13-14H,7,12,15H2 |
| InChI Key | LYRAHIUDQRJGGZ-UHFFFAOYSA-N |
| Canonical SMILES | C1=CC=C(C=C1)CCCOC(=O)C=CC2=CC=CC=C2 |
| Molecular Formula | C18H18O2 |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 266.34 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 2 |
| Rotatable Bond Count | 7 |
| Complexity | 297.0 |
| CACTVS Substructure Key Fingerprint | A A A D c e B 4 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 Y A A A A A A A A A A B Q A A A G g A A A A A A D A C g m A I w 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 e A w K 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 | 266.131 |
| Exact Mass | 266.131 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 20 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 1 |
| Isotope Atom Count | 0 |
| Covalently-Bonded Unit Count | 1 |
From Pubchem
ADMET Predicted Profile --- Classification
| Model | Result | Probability |
|---|---|---|
| Absorption | ||
| Blood-Brain Barrier | BBB+ | 0.9829 |
| Human Intestinal Absorption | HIA+ | 0.9945 |
| Caco-2 Permeability | Caco2+ | 0.8359 |
| P-glycoprotein Substrate | Non-substrate | 0.7602 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.7807 |
| Non-inhibitor | 0.8217 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.6989 |
| Distribution | ||
| Subcellular localization | Plasma membrane | 0.5519 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.7850 |
| CYP450 2D6 Substrate | Non-substrate | 0.9204 |
| CYP450 3A4 Substrate | Non-substrate | 0.6796 |
| CYP450 1A2 Inhibitor | Inhibitor | 0.8525 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.6772 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9126 |
| CYP450 2C19 Inhibitor | Inhibitor | 0.6705 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.9247 |
| CYP Inhibitory Promiscuity | High CYP Inhibitory Promiscuity | 0.7378 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.8758 |
| Non-inhibitor | 0.9250 | |
| AMES Toxicity | Non AMES toxic | 0.7890 |
| Carcinogens | Non-carcinogens | 0.7377 |
| Fish Toxicity | High FHMT | 0.9289 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.9999 |
| Honey Bee Toxicity | High HBT | 0.7426 |
| Biodegradation | Ready biodegradable | 0.6995 |
| Acute Oral Toxicity | III | 0.8629 |
| Carcinogenicity (Three-class) | Non-required | 0.5981 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -3.7242 | LogS |
| Caco-2 Permeability | 1.7519 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 1.6950 | LD50, mol/kg |
| Fish Toxicity | -0.3471 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 1.9259 | 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