ETHYL 2,5-DIMETHYL-3-OXO-4(2H)-FURYL CARBONATE
Relevant Data
Food Additives Approved in the United States
General Information
| Chemical Names: | ETHYL 2,5-DIMETHYL-3-OXO-4(2H)-FURYL CARBONATE |
| CAS number: | 39156-54-2 |
| JECFA number: | 2233 |
| FEMA number: | 4546 |
| Functional Class: |
Flavouring Agent FLAVOURING_AGENT |
From apps.who.int
Evaluations
| Evaluation year: | 2016 |
| ADI: | No safety concern at current levels of intake when used as a flavouring agent |
| Meeting: | 82 |
| Specs Code: | N |
| Report: | TRS 1000-JECFA 82/119 |
| Specification: | FAO JECFA Monographs 19/136 |
From apps.who.int
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 12412763 |
| IUPAC Name | ethyl 2,5-dimethyl-4-oxofuran-3-carboxylate |
| InChI | InChI=1S/C9H12O4/c1-4-12-9(11)7-5(2)13-6(3)8(7)10/h6H,4H2,1-3H3 |
| InChI Key | OEGXYPQFCSFLCF-UHFFFAOYSA-N |
| Canonical SMILES | CCOC(=O)C1=C(OC(C1=O)C)C |
| Molecular Formula | C9H12O4 |
| Wikipedia | ethyl 4,5-dihydro-2,5-dimethyl-4-oxo-3-furancarboxylate |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 184.191 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 3 |
| Complexity | 277.0 |
| 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 Q 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 B S g g A I C C A A A B A C I A o D Q C A I A C A A g I A A A C A F A A E g A B B Y I I A Q C E A A E 4 A A I I Q L K 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 | 184.074 |
| Exact Mass | 184.074 |
| XLogP3 | None |
| XLogP3-AA | 1.3 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 13 |
| 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+ | 0.8939 |
| Human Intestinal Absorption | HIA+ | 0.9881 |
| Caco-2 Permeability | Caco2+ | 0.5453 |
| P-glycoprotein Substrate | Non-substrate | 0.6255 |
| P-glycoprotein Inhibitor | Inhibitor | 0.8268 |
| Non-inhibitor | 0.5391 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.8737 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.7494 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.8794 |
| CYP450 2D6 Substrate | Non-substrate | 0.8861 |
| CYP450 3A4 Substrate | Non-substrate | 0.5153 |
| CYP450 1A2 Inhibitor | Inhibitor | 0.6133 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.6674 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9347 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.5587 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.8787 |
| CYP Inhibitory Promiscuity | High CYP Inhibitory Promiscuity | 0.5630 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9561 |
| Non-inhibitor | 0.9510 | |
| AMES Toxicity | AMES toxic | 0.7398 |
| Carcinogens | Non-carcinogens | 0.8024 |
| Fish Toxicity | High FHMT | 0.7079 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.9599 |
| Honey Bee Toxicity | High HBT | 0.8823 |
| Biodegradation | Ready biodegradable | 0.8949 |
| Acute Oral Toxicity | III | 0.6838 |
| Carcinogenicity (Three-class) | Non-required | 0.5671 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -1.4739 | LogS |
| Caco-2 Permeability | 0.7728 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 1.8565 | LD50, mol/kg |
| Fish Toxicity | 0.1709 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | -0.1718 | pIGC50, ug/L |
From admetSAR
Taxonomic Classification
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organoheterocyclic compounds |
| Class | Dihydrofurans |
| Subclass | Furanones |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Furanones |
| Alternative Parents | |
| Molecular Framework | Aliphatic heteromonocyclic compounds |
| Substituents | 3-furanone - Enoate ester - Alpha,beta-unsaturated carboxylic ester - Vinylogous ester - Carboxylic acid ester - Ketone - Cyclic ketone - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Oxacycle - Carbonyl group - Organooxygen compound - Organic oxygen compound - Aldehyde - Organic oxide - Hydrocarbon derivative - Aliphatic heteromonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as furanones. These are compounds containing a furan ring bearing a ketone group. |
From ClassyFire