Linalyl cinnamate
Relevant Data
Food Additives Approved in the United States:
Food Additives Approved by WHO:
General Information
| Chemical name | Linalyl cinnamate |
| CAS number | 78-37-5 |
| COE number | 329 |
| JECFA number | 668 |
| Flavouring type | substances |
| FL No. | 09.736 |
| Mixture | No |
| Purity of the named substance at least 95% unless otherwise specified | |
| Reference body | EFSA |
From webgate.ec.europa.eu
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 5355858 |
| IUPAC Name | 3,7-dimethylocta-1,6-dien-3-yl (E)-3-phenylprop-2-enoate |
| InChI | InChI=1S/C19H24O2/c1-5-19(4,15-9-10-16(2)3)21-18(20)14-13-17-11-7-6-8-12-17/h5-8,10-14H,1,9,15H2,2-4H3/b14-13+ |
| InChI Key | DPFUEXLIKDHJNB-BUHFOSPRSA-N |
| Canonical SMILES | CC(=CCCC(C)(C=C)OC(=O)C=CC1=CC=CC=C1)C |
| Molecular Formula | C19H24O2 |
| Wikipedia | linalyl cinnamate |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 284.399 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 2 |
| Rotatable Bond Count | 8 |
| Complexity | 396.0 |
| 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 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 E S A m A A 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 k 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 | 284.178 |
| Exact Mass | 284.178 |
| XLogP3 | None |
| XLogP3-AA | 5.4 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 21 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 1 |
| 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+ | 0.9567 |
| Human Intestinal Absorption | HIA+ | 0.9893 |
| Caco-2 Permeability | Caco2+ | 0.7620 |
| P-glycoprotein Substrate | Substrate | 0.5137 |
| P-glycoprotein Inhibitor | Inhibitor | 0.5626 |
| Non-inhibitor | 0.6258 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.8133 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.6076 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.8613 |
| CYP450 2D6 Substrate | Non-substrate | 0.9020 |
| CYP450 3A4 Substrate | Substrate | 0.6585 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.6367 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.7842 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.8753 |
| CYP450 2C19 Inhibitor | Inhibitor | 0.5193 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.5858 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.5764 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9204 |
| Non-inhibitor | 0.8927 | |
| AMES Toxicity | Non AMES toxic | 0.9446 |
| Carcinogens | Non-carcinogens | 0.6138 |
| Fish Toxicity | High FHMT | 0.9660 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.9985 |
| Honey Bee Toxicity | High HBT | 0.8515 |
| Biodegradation | Ready biodegradable | 0.6986 |
| Acute Oral Toxicity | III | 0.7814 |
| Carcinogenicity (Three-class) | Warning | 0.4816 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -4.2123 | LogS |
| Caco-2 Permeability | 1.6155 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 1.6765 | LD50, mol/kg |
| Fish Toxicity | 0.3558 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 1.3636 | 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 - Aromatic monoterpenoid - Monocyclic monoterpenoid - Monoterpenoid - Styrene - Fatty acid ester - Monocyclic benzene moiety - Fatty acyl - Benzenoid - Alpha,beta-unsaturated carboxylic ester - Enoate ester - Carboxylic acid ester - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Hydrocarbon derivative - Carbonyl group - Organic oxide - Organic oxygen compound - 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