2-ETHYL-4-HYDROXY-5-METHYL-3(2H)-FURANONE
Relevant Data
Food Additives Approved in the United States
Flavouring Substances Approved by European Union:
General Information
| Synonyms: | HOMOFURANEOL |
| Chemical Names: | 2-ETHYL-4-HYDROXY-5-METHYL-3(2H)-FURANONE |
| CAS number: | 27538-09-6 |
| JECFA number: | 1449 |
| FEMA number: | 3623 |
| Functional Class: |
Flavouring Agent FLAVOURING_AGENT |
From apps.who.int
Evaluations
| Evaluation year: | 2004 |
| ADI: | No safety concern at current levels of intake when used as a flavouring agent |
| Report: | TRS 928-JECFA 63/106 |
| Tox Monograph: | FAS 54-JECFA 63/487 |
| Specification: | COMPENDIUM ADDENDUM 12/FNP 52 Add. 12/92 |
From apps.who.int
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 93111 |
| IUPAC Name | 5-ethyl-4-hydroxy-2-methylfuran-3-one |
| InChI | InChI=1S/C7H10O3/c1-3-5-7(9)6(8)4(2)10-5/h4,9H,3H2,1-2H3 |
| InChI Key | QJYOEDXNPLUUAR-UHFFFAOYSA-N |
| Canonical SMILES | CCC1=C(C(=O)C(O1)C)O |
| Molecular Formula | C7H10O3 |
| Wikipedia | 5-ethyl-4-hydroxy-2-methyl-3(2H)-furanone |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 142.154 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 1 |
| Complexity | 193.0 |
| CACTVS Substructure Key Fingerprint | A A A D c c B g M 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 C A A A C B S g g A I C A A A A B g C I A I B Q A 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 Q 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 | 46.5 |
| Monoisotopic Mass | 142.063 |
| Exact Mass | 142.063 |
| XLogP3 | None |
| XLogP3-AA | 1.1 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 10 |
| 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+ | 0.9588 |
| Human Intestinal Absorption | HIA+ | 1.0000 |
| Caco-2 Permeability | Caco2+ | 0.5732 |
| P-glycoprotein Substrate | Non-substrate | 0.6581 |
| P-glycoprotein Inhibitor | Inhibitor | 0.5879 |
| Non-inhibitor | 0.8989 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.9062 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.7388 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.8478 |
| CYP450 2D6 Substrate | Non-substrate | 0.8857 |
| CYP450 3A4 Substrate | Non-substrate | 0.6075 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.7283 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.8897 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9512 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.7082 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.9351 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.6404 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9531 |
| Non-inhibitor | 0.9495 | |
| AMES Toxicity | AMES toxic | 0.6226 |
| Carcinogens | Non-carcinogens | 0.8428 |
| Fish Toxicity | Low FHMT | 0.6909 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.9924 |
| Honey Bee Toxicity | High HBT | 0.8234 |
| Biodegradation | Not ready biodegradable | 0.5121 |
| Acute Oral Toxicity | III | 0.6099 |
| Carcinogenicity (Three-class) | Non-required | 0.4646 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -1.2805 | LogS |
| Caco-2 Permeability | 1.0349 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 1.8939 | LD50, mol/kg |
| Fish Toxicity | 1.9239 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | -0.0884 | 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 - Cyclic ketone - Ketone - Oxacycle - 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