LINALYL PHENYLACETATE
Relevant Data
Food Additives Approved in the United States
Flavouring Substances Approved by European Union:
General Information
| Synonyms: | 3,7-DIMETHYL-1,6-OCTADIEN-3-YL PHENYLACETATE, LINALYL alpha-TOLUATE |
| Chemical Names: | 1,5-DIMETHYL-1-VINYLHEX-4-ENYL PHENYLACETATE |
| CAS number: | 7143-69-3 |
| COE number: | 655 |
| JECFA number: | 1019 |
| FEMA number: | 3501 |
| Functional Class: |
Flavouring Agent FLAVOURING_AGENT |
From apps.who.int
Evaluations
| Evaluation year: | 2002 |
| ADI: | No safety concern at current levels of intake when used as a flavouring agent |
| Report: | TRS 913-JECFA 59/53 |
| Tox Monograph: | FAS 50-JECFA 59/215 |
| Specification: | COMPENDIUM ADDENDUM 10/FNP 52 Add.10/58 |
From apps.who.int
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 251529 |
| IUPAC Name | 3,7-dimethylocta-1,6-dien-3-yl 2-phenylacetate |
| InChI | InChI=1S/C18H24O2/c1-5-18(4,13-9-10-15(2)3)20-17(19)14-16-11-7-6-8-12-16/h5-8,10-12H,1,9,13-14H2,2-4H3 |
| InChI Key | RROUXOOIXJRTOM-UHFFFAOYSA-N |
| Canonical SMILES | CC(=CCCC(C)(C=C)OC(=O)CC1=CC=CC=C1)C |
| Molecular Formula | C18H24O2 |
| Wikipedia | linalyl phenylacetate |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 272.388 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 2 |
| Rotatable Bond Count | 8 |
| Complexity | 346.0 |
| 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 E A A I g I J D K A N R C C I A A k w A E I q A e I y K C 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 | 272.178 |
| Exact Mass | 272.178 |
| XLogP3 | None |
| XLogP3-AA | 4.9 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 20 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 1 |
| Defined Bond Stereocenter Count | 0 |
| 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+ | 0.9503 |
| Human Intestinal Absorption | HIA+ | 0.9909 |
| Caco-2 Permeability | Caco2+ | 0.7552 |
| P-glycoprotein Substrate | Non-substrate | 0.5078 |
| P-glycoprotein Inhibitor | Inhibitor | 0.5508 |
| Inhibitor | 0.5926 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.7913 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.5940 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.8716 |
| CYP450 2D6 Substrate | Non-substrate | 0.9023 |
| CYP450 3A4 Substrate | Substrate | 0.6510 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.6716 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.7650 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.8982 |
| CYP450 2C19 Inhibitor | Inhibitor | 0.5334 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.6532 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.6433 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.8864 |
| Non-inhibitor | 0.8858 | |
| AMES Toxicity | Non AMES toxic | 0.9296 |
| Carcinogens | Non-carcinogens | 0.6319 |
| Fish Toxicity | High FHMT | 0.9873 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.9996 |
| Honey Bee Toxicity | High HBT | 0.8511 |
| Biodegradation | Ready biodegradable | 0.6682 |
| Acute Oral Toxicity | III | 0.8994 |
| Carcinogenicity (Three-class) | Non-required | 0.5050 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -4.7247 | LogS |
| Caco-2 Permeability | 1.5117 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 1.7432 | LD50, mol/kg |
| Fish Toxicity | -0.0309 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 1.7183 | pIGC50, ug/L |
From admetSAR
Taxonomic Classification
| Kingdom | Organic compounds |
|---|---|
| Superclass | Lipids and lipid-like molecules |
| Class | Prenol lipids |
| Subclass | Monoterpenoids |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Aromatic monoterpenoids |
| Alternative Parents | |
| Molecular Framework | Aromatic homomonocyclic compounds |
| Substituents | Monocyclic monoterpenoid - Aromatic monoterpenoid - Benzenoid - Monocyclic benzene moiety - Carboxylic acid ester - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aromatic homomonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring. |
From ClassyFire