2-Methoxycinnamaldehyde
Relevant Data
Food Additives Approved in the United States:
Food Additives Approved by WHO:
General Information
| Chemical name | 2-Methoxycinnamaldehyde |
| CAS number | 1504-74-1 |
| COE number | 571 |
| JECFA number | 688 |
| Flavouring type | substances |
| FL No. | 05.048 |
| Mixture | No |
| Purity of the named substance at least 95% unless otherwise specified | At least 94 %; secondary component 3% o-methoxycinnamic acid |
| Reference body | EFSA |
From webgate.ec.europa.eu
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 641298 |
| IUPAC Name | (E)-3-(2-methoxyphenyl)prop-2-enal |
| InChI | InChI=1S/C10H10O2/c1-12-10-7-3-2-5-9(10)6-4-8-11/h2-8H,1H3/b6-4+ |
| InChI Key | KKVZAVRSVHUSPL-GQCTYLIASA-N |
| Canonical SMILES | COC1=CC=CC=C1C=CC=O |
| Molecular Formula | C10H10O2 |
| Wikipedia | (E)-O-methoxycinnamaldehyde |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 162.188 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 2 |
| Rotatable Bond Count | 3 |
| Complexity | 163.0 |
| 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 A S g m A I y B o A A B A C I A i h S g A A C C A A g I A A I i A A G C M g M J i K E M R q A M C A k w B E I q Y e A w C A O A A A A A A A I A A A A A A A A A B A A A A A A A A A A A A = = |
| Topological Polar Surface Area | 26.3 |
| Monoisotopic Mass | 162.068 |
| Exact Mass | 162.068 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 12 |
| 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+ | 0.9289 |
| Human Intestinal Absorption | HIA+ | 1.0000 |
| Caco-2 Permeability | Caco2+ | 0.9288 |
| P-glycoprotein Substrate | Non-substrate | 0.7034 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.7802 |
| Non-inhibitor | 0.9219 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.8445 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.8858 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.7362 |
| CYP450 2D6 Substrate | Non-substrate | 0.7949 |
| CYP450 3A4 Substrate | Non-substrate | 0.6108 |
| CYP450 1A2 Inhibitor | Inhibitor | 0.8572 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.8403 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9569 |
| CYP450 2C19 Inhibitor | Inhibitor | 0.6641 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.9092 |
| CYP Inhibitory Promiscuity | High CYP Inhibitory Promiscuity | 0.5693 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.8541 |
| Non-inhibitor | 0.9592 | |
| AMES Toxicity | Non AMES toxic | 0.7616 |
| Carcinogens | Non-carcinogens | 0.8498 |
| Fish Toxicity | High FHMT | 0.9132 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.9906 |
| Honey Bee Toxicity | High HBT | 0.8526 |
| Biodegradation | Ready biodegradable | 0.7842 |
| Acute Oral Toxicity | III | 0.8804 |
| Carcinogenicity (Three-class) | Non-required | 0.5004 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -2.1258 | LogS |
| Caco-2 Permeability | 1.8678 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 1.5423 | LD50, mol/kg |
| Fish Toxicity | 0.7791 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 0.8389 | pIGC50, ug/L |
From admetSAR
Taxonomic Classification
| Kingdom | Organic compounds |
|---|---|
| Superclass | Phenylpropanoids and polyketides |
| Class | Cinnamaldehydes |
| Subclass | Not available |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Cinnamaldehydes |
| Alternative Parents | |
| Molecular Framework | Aromatic homomonocyclic compounds |
| Substituents | Cinnamaldehyde - Phenoxy compound - Anisole - Methoxybenzene - Styrene - Phenol ether - Alkyl aryl ether - Benzenoid - Monocyclic benzene moiety - Alpha,beta-unsaturated aldehyde - Enal - Ether - Carbonyl group - Organooxygen compound - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Aldehyde - Aromatic homomonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as cinnamaldehydes. These are organic aromatic compounds containing a cinnamlaldehyde moiety, consisting of a benzene and an aldehyde group to form 3-phenylprop-2-enal. |
From ClassyFire