N-[2-(3,4-DIMETHOXYPHENYL)ETHYL]-3,4-DIMETHOXYCINNAMIC ACID AMIDE
Relevant Data
Food Additives Approved by WHO:
Flavouring Substances Approved by European Union:
General Information
| Mainterm | N-[2-(3,4-DIMETHOXYPHENYL)ETHYL]-3,4-DIMETHOXYCINNAMIC ACID AMIDE |
| Doc Type | EAF |
| CAS Reg.No.(or other ID) | 69444-90-2 |
| Regnum |
From www.fda.gov
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 1042025 |
| IUPAC Name | 3-(3,4-dimethoxyphenyl)-N-[2-(3,4-dimethoxyphenyl)ethyl]prop-2-enamide |
| InChI | InChI=1S/C21H25NO5/c1-24-17-8-5-15(13-19(17)26-3)7-10-21(23)22-12-11-16-6-9-18(25-2)20(14-16)27-4/h5-10,13-14H,11-12H2,1-4H3,(H,22,23) |
| InChI Key | OZNUPWACHHUIKC-UHFFFAOYSA-N |
| Canonical SMILES | COC1=C(C=C(C=C1)CCNC(=O)C=CC2=CC(=C(C=C2)OC)OC)OC |
| Molecular Formula | C21H25NO5 |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 371.433 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 9 |
| Complexity | 470.0 |
| CACTVS Substructure Key Fingerprint | A A A D c e B 6 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 Y A A A A A A A A A A B Q A A A H g A Q A A A A D A T B m A Y y B o L A B A C I A i F S E A C C C A A g I A A I i I A O i M g N J i K E s R u E M C I k 1 h G K q Y e Q 0 L I 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 | 66.0 |
| Monoisotopic Mass | 371.173 |
| Exact Mass | 371.173 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 27 |
| 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+ | 0.9163 |
| Human Intestinal Absorption | HIA+ | 0.9972 |
| Caco-2 Permeability | Caco2+ | 0.7275 |
| P-glycoprotein Substrate | Substrate | 0.5000 |
| P-glycoprotein Inhibitor | Inhibitor | 0.5198 |
| Inhibitor | 0.5216 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.7287 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.7874 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.7192 |
| CYP450 2D6 Substrate | Non-substrate | 0.5954 |
| CYP450 3A4 Substrate | Substrate | 0.7440 |
| CYP450 1A2 Inhibitor | Inhibitor | 0.5608 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.6292 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.8557 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.5709 |
| CYP450 3A4 Inhibitor | Inhibitor | 0.7996 |
| CYP Inhibitory Promiscuity | High CYP Inhibitory Promiscuity | 0.5578 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9610 |
| Inhibitor | 0.5262 | |
| AMES Toxicity | Non AMES toxic | 0.5360 |
| Carcinogens | Non-carcinogens | 0.8641 |
| Fish Toxicity | High FHMT | 0.6977 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.9798 |
| Honey Bee Toxicity | Low HBT | 0.5142 |
| Biodegradation | Not ready biodegradable | 0.8148 |
| Acute Oral Toxicity | III | 0.6198 |
| Carcinogenicity (Three-class) | Non-required | 0.6413 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -3.2990 | LogS |
| Caco-2 Permeability | 1.3635 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 2.2317 | LD50, mol/kg |
| Fish Toxicity | 1.0973 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 0.3109 | pIGC50, ug/L |
From admetSAR
Taxonomic Classification
| Kingdom | Organic compounds |
|---|---|
| Superclass | Phenylpropanoids and polyketides |
| Class | Cinnamic acids and derivatives |
| Subclass | Cinnamic acid amides |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Cinnamic acid amides |
| Alternative Parents | |
| Molecular Framework | Aromatic homomonocyclic compounds |
| Substituents | Cinnamic acid amide - O-dimethoxybenzene - Dimethoxybenzene - Phenoxy compound - Anisole - Methoxybenzene - Styrene - Phenol ether - Alkyl aryl ether - Monocyclic benzene moiety - Benzenoid - Carboxamide group - Secondary carboxylic acid amide - Carboxylic acid derivative - Ether - Organic oxygen compound - Hydrocarbon derivative - Organic nitrogen compound - Organic oxide - Carbonyl group - Organopnictogen compound - Organonitrogen compound - Organooxygen compound - Aromatic homomonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as cinnamic acid amides. These are amides of cinnamic acids. Cinnamic acid is an aromatic compound containing a benzene and a carboxylic acid group forming 3-phenylprop-2-enoic acid. |
From ClassyFire