ETHYL FUMARATE
Relevant Data
Flavouring Substances Approved by European Union:
General Information
| Mainterm | ETHYL FUMARATE |
| CAS Reg.No.(or other ID) | 623-91-6 |
| Regnum |
175.105 175.300 176.170 |
From www.fda.gov
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 638144 |
| IUPAC Name | diethyl (E)-but-2-enedioate |
| InChI | InChI=1S/C8H12O4/c1-3-11-7(9)5-6-8(10)12-4-2/h5-6H,3-4H2,1-2H3/b6-5+ |
| InChI Key | IEPRKVQEAMIZSS-AATRIKPKSA-N |
| Canonical SMILES | CCOC(=O)C=CC(=O)OCC |
| Molecular Formula | C8H12O4 |
| Wikipedia | diethyl fumarate |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 172.18 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 6 |
| Complexity | 164.0 |
| CACTVS Substructure Key Fingerprint | A A A D c c B w 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 A A A A A A A A A A A A A G g A A A A A A C A C g g A I C C A A A B A C I A C D S C A A A A A A A A A A I C A A A A E A A B A A A I A A C E A A A A A A A I Y 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 = = |
| Topological Polar Surface Area | 52.6 |
| Monoisotopic Mass | 172.074 |
| Exact Mass | 172.074 |
| XLogP3 | None |
| XLogP3-AA | 0.9 |
| 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+ | 0.9264 |
| Human Intestinal Absorption | HIA+ | 0.9770 |
| Caco-2 Permeability | Caco2+ | 0.5896 |
| P-glycoprotein Substrate | Non-substrate | 0.7099 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.8779 |
| Non-inhibitor | 0.9031 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.9282 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.7920 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.8551 |
| CYP450 2D6 Substrate | Non-substrate | 0.9225 |
| CYP450 3A4 Substrate | Non-substrate | 0.7022 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.8765 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.8862 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9432 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.8922 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.9360 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.8116 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9701 |
| Non-inhibitor | 0.9800 | |
| AMES Toxicity | Non AMES toxic | 0.7857 |
| Carcinogens | Carcinogens | 0.6793 |
| Fish Toxicity | High FHMT | 0.9009 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.7332 |
| Honey Bee Toxicity | High HBT | 0.8142 |
| Biodegradation | Ready biodegradable | 0.7959 |
| Acute Oral Toxicity | III | 0.8515 |
| Carcinogenicity (Three-class) | Non-required | 0.6938 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -0.5787 | LogS |
| Caco-2 Permeability | 0.7073 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 1.8305 | LD50, mol/kg |
| Fish Toxicity | 0.5625 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | -0.1306 | pIGC50, ug/L |
From admetSAR
Taxonomic Classification
| Kingdom | Organic compounds |
|---|---|
| Superclass | Lipids and lipid-like molecules |
| Class | Fatty Acyls |
| Subclass | Fatty acid esters |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Fatty acid esters |
| Alternative Parents | |
| Molecular Framework | Aliphatic acyclic compounds |
| Substituents | Fatty acid ester - Dicarboxylic acid or derivatives - Alpha,beta-unsaturated carboxylic ester - Enoate ester - Carboxylic acid ester - 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 acid esters. These are carboxylic ester derivatives of a fatty acid. |
From ClassyFire