4-ACETOXY-2,5-DIMETHYL-3(2H)-FURANONE
Relevant Data
Food Additives Approved by WHO:
Flavouring Substances Approved by European Union:
General Information
| Mainterm | 4-ACETOXY-2,5-DIMETHYL-3(2H)-FURANONE |
| Doc Type | EAF |
| CAS Reg.No.(or other ID) | 4166-20-5 |
| Regnum |
From www.fda.gov
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 61334 |
| IUPAC Name | (2,5-dimethyl-4-oxofuran-3-yl) acetate |
| InChI | InChI=1S/C8H10O4/c1-4-7(10)8(5(2)11-4)12-6(3)9/h4H,1-3H3 |
| InChI Key | VPKIUOQJQJVLRW-UHFFFAOYSA-N |
| Canonical SMILES | CC1C(=O)C(=C(O1)C)OC(=O)C |
| Molecular Formula | C8H10O4 |
| Wikipedia | 4-acetoxy-2,5-dimethyl-3(2H)-furanone |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 170.164 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 2 |
| Complexity | 264.0 |
| 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 C B S g g A I C C A A A B A C I A I D Q C A I A C A A g I A A A C A F A A E g A A A A A A A Q C A A A F w A A I A Q I 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 | 170.058 |
| Exact Mass | 170.058 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 12 |
| 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+ | 0.9625 |
| Human Intestinal Absorption | HIA+ | 0.9802 |
| Caco-2 Permeability | Caco2+ | 0.5073 |
| P-glycoprotein Substrate | Non-substrate | 0.7117 |
| P-glycoprotein Inhibitor | Inhibitor | 0.7733 |
| Non-inhibitor | 0.6339 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.9112 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.7066 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.8333 |
| CYP450 2D6 Substrate | Non-substrate | 0.8927 |
| CYP450 3A4 Substrate | Non-substrate | 0.5888 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.6207 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.9689 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9605 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.7570 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.9212 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.6698 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9644 |
| Non-inhibitor | 0.9742 | |
| AMES Toxicity | Non AMES toxic | 0.5807 |
| Carcinogens | Non-carcinogens | 0.8264 |
| Fish Toxicity | High FHMT | 0.8121 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.9113 |
| Honey Bee Toxicity | High HBT | 0.8815 |
| Biodegradation | Ready biodegradable | 0.6569 |
| Acute Oral Toxicity | IV | 0.5865 |
| Carcinogenicity (Three-class) | Non-required | 0.4356 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -1.5012 | LogS |
| Caco-2 Permeability | 0.7253 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 1.7556 | LD50, mol/kg |
| Fish Toxicity | 0.4279 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | -0.1730 | 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 - Vinylogous ester - Enol ester - Cyclic ketone - Ketone - Carboxylic acid ester - Oxacycle - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - 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