(E)-CITRONELLYL 2-METHYLBUT-2-ENOATE
Relevant Data
Food Additives Approved in the United States
Flavouring Substances Approved by European Union:
General Information
| Chemical Names: | (E)-CITRONELLYL 2-METHYLBUT-2-ENOATE |
| CAS number: | 24717-85-9 |
| JECFA number: | 1823 |
| FEMA number: | 4295 |
| 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: | N |
| Report: | RS 952-JECFA 69/77 |
| Tox Monograph: | FAS 60-JECFA 69/291 |
| Specification: | FAO JECFA Monographs 5/95 |
From apps.who.int
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 6386037 |
| IUPAC Name | 3,7-dimethyloct-6-enyl (E)-2-methylbut-2-enoate |
| InChI | InChI=1S/C15H26O2/c1-6-14(5)15(16)17-11-10-13(4)9-7-8-12(2)3/h6,8,13H,7,9-11H2,1-5H3/b14-6+ |
| InChI Key | UCFQYMKLDPWFHZ-MKMNVTDBSA-N |
| Canonical SMILES | CC=C(C)C(=O)OCCC(C)CCC=C(C)C |
| Molecular Formula | C15H26O2 |
| Wikipedia | (2E)-citronellyl 2-methylbut-2-enoate |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 238.371 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 2 |
| Rotatable Bond Count | 8 |
| Complexity | 283.0 |
| CACTVS Substructure Key Fingerprint | A A A D c e 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 A A A A A A A A A A A A A A A A A G g A A A A A A D Q C g g A I C C A A A B A C I A i D S C A A A A A A g A A A A C A E A A E g A B A I A I Q A C E A A E g A A I I Y O A Q 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 | 238.193 |
| Exact Mass | 238.193 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 17 |
| 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+ | 0.9453 |
| Human Intestinal Absorption | HIA+ | 0.9922 |
| Caco-2 Permeability | Caco2+ | 0.6858 |
| P-glycoprotein Substrate | Non-substrate | 0.6206 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.7619 |
| Non-inhibitor | 0.6583 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.8414 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.6356 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.8653 |
| CYP450 2D6 Substrate | Non-substrate | 0.8801 |
| CYP450 3A4 Substrate | Substrate | 0.5378 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.7506 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.9170 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9447 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.8966 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.9476 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.7726 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.8748 |
| Non-inhibitor | 0.8741 | |
| AMES Toxicity | Non AMES toxic | 0.9238 |
| Carcinogens | Carcinogens | 0.5194 |
| Fish Toxicity | High FHMT | 0.9495 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.9991 |
| Honey Bee Toxicity | High HBT | 0.8498 |
| Biodegradation | Ready biodegradable | 0.9531 |
| Acute Oral Toxicity | III | 0.5637 |
| Carcinogenicity (Three-class) | Non-required | 0.5357 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -3.9029 | LogS |
| Caco-2 Permeability | 1.2074 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 1.6174 | LD50, mol/kg |
| Fish Toxicity | 0.3182 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 1.1047 | pIGC50, ug/L |
From admetSAR
Taxonomic Classification
| Kingdom | Organic compounds |
|---|---|
| Superclass | Lipids and lipid-like molecules |
| Class | Fatty Acyls |
| Subclass | Fatty alcohol esters |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Fatty alcohol esters |
| Alternative Parents | |
| Molecular Framework | Aliphatic acyclic compounds |
| Substituents | Fatty alcohol ester - Monoterpenoid - Acyclic monoterpenoid - Fatty acid ester - Alpha,beta-unsaturated carboxylic ester - Enoate ester - Carboxylic acid ester - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic acyclic compound |
| Description | This compound belongs to the class of organic compounds known as fatty alcohol esters. These are ester derivatives of a fatty alcohol. |
From ClassyFire