FARNESENE (alpha and beta)
Relevant Data
Food Additives Approved in the United States
Flavouring Substances Approved by European Union:
General Information
| Chemical Names: | 3,7,11-TRIMETHYLDODECA-1,3,6,10-TETRAENE AND 3-METHYLENE-7,11-DIMETHYLDODECA-1,6,10-TRIENE |
| CAS number: | 125037-13-0 |
| COE number: | 10998 |
| JECFA number: | 1343 |
| FEMA number: | 3839 |
| Functional Class: |
Flavouring Agent FLAVOURING_AGENT |
From apps.who.int
Evaluations
| Evaluation year: | 2008 |
| ADI: | No safety concern at current levels of intake when used as a flavouring agent |
| Meeting: | 69 |
| Specs Code: | S |
| Report: | RS 952-JECFA 69/150 |
| Tox Monograph: | FAS 60-JECFA 69/628 |
| Specification: | FAO JECFA Monographs 5/136 |
From apps.who.int
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 249817 |
| IUPAC Name | ethyl 2-benzylidene-3-oxobutanoate |
| InChI | InChI=1S/C13H14O3/c1-3-16-13(15)12(10(2)14)9-11-7-5-4-6-8-11/h4-9H,3H2,1-2H3 |
| InChI Key | AYZGINZXVVKWKV-UHFFFAOYSA-N |
| Canonical SMILES | CCOC(=O)C(=CC1=CC=CC=C1)C(=O)C |
| Molecular Formula | C13H14O3 |
| Wikipedia | (E)-ethyl α-acetylcinnamate |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 218.252 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 5 |
| Complexity | 286.0 |
| 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 C I A A B A C I A q D S C A A C A A A g A A A I i A E A A M g I J D a I M R C C M A A k o 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 | 43.4 |
| Monoisotopic Mass | 218.094 |
| Exact Mass | 218.094 |
| 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 | 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+ | 0.8886 |
| Human Intestinal Absorption | HIA+ | 1.0000 |
| Caco-2 Permeability | Caco2+ | 0.7554 |
| P-glycoprotein Substrate | Non-substrate | 0.6070 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.5771 |
| Non-inhibitor | 0.8629 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.8543 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.8977 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.8902 |
| CYP450 2D6 Substrate | Non-substrate | 0.9218 |
| CYP450 3A4 Substrate | Non-substrate | 0.6238 |
| CYP450 1A2 Inhibitor | Inhibitor | 0.6868 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.5108 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.8915 |
| CYP450 2C19 Inhibitor | Inhibitor | 0.5591 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.8455 |
| CYP Inhibitory Promiscuity | High CYP Inhibitory Promiscuity | 0.7611 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9324 |
| Non-inhibitor | 0.9603 | |
| AMES Toxicity | Non AMES toxic | 0.8327 |
| Carcinogens | Non-carcinogens | 0.5089 |
| Fish Toxicity | High FHMT | 0.8761 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.9983 |
| Honey Bee Toxicity | High HBT | 0.8463 |
| Biodegradation | Ready biodegradable | 0.9630 |
| Acute Oral Toxicity | III | 0.7006 |
| Carcinogenicity (Three-class) | Non-required | 0.6865 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -2.7003 | LogS |
| Caco-2 Permeability | 1.2218 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 1.8044 | LD50, mol/kg |
| Fish Toxicity | 0.3175 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 0.7901 | 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 - Beta-keto acid - Fatty acid ester - Monocyclic benzene moiety - Fatty acyl - Alpha-branched alpha,beta-unsaturated-ketone - Benzenoid - Keto acid - Acryloyl-group - Alpha,beta-unsaturated ketone - Alpha,beta-unsaturated carboxylic ester - Enoate ester - Enone - Carboxylic acid ester - Ketone - Carboxylic acid derivative - Monocarboxylic acid or derivatives - Organic oxygen compound - Carbonyl group - Hydrocarbon derivative - Organic oxide - Organooxygen compound - 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