4,5-DIMETHYL-3-HYDROXY-2,5-DIHYDROFURAN-2-ONE
Relevant Data
Food Additives Approved in the United States
Flavouring Substances Approved by European Union:
General Information
| Chemical Names: | 2-HYDROXY-3-METHYL-2-PENTEN-4-OLIDE; 3-HYDROXY-4,5-DIMETHYL-2(5H)-FURANONE |
| CAS number: | 28664-35-9 |
| COE number: | 11834 |
| JECFA number: | 243 |
| FEMA number: | 3634 |
| Functional Class: |
Flavouring Agent FLAVOURING_AGENT |
From apps.who.int
Evaluations
| Evaluation year: | 1997 |
| ADI: | No safety concern at current levels of intake when used as a flavouring agent |
| Meeting: | 49 |
| Specs Code: | NR |
| Report: | TRS 884-JECFA 49/42 |
| Tox Monograph: | FAS 40-JECFA 49/231 |
| Specification: | COMPENDIUM ADDENDUM 8/FNP 52 Add.8/138 (2000) |
From apps.who.int
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 62835 |
| IUPAC Name | 4-hydroxy-2,3-dimethyl-2H-furan-5-one |
| InChI | InChI=1S/C6H8O3/c1-3-4(2)9-6(8)5(3)7/h4,7H,1-2H3 |
| InChI Key | UNYNVICDCJHOPO-UHFFFAOYSA-N |
| Canonical SMILES | CC1C(=C(C(=O)O1)O)C |
| Molecular Formula | C6H8O3 |
| Wikipedia | 4,5-dimethyl-3-hydroxy-2,5-dihydro-2-furanone |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 128.127 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 0 |
| Complexity | 181.0 |
| 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 D B S g g A I C C A A A B g C I A g D Q C A I A A A A g I A A A C A B A A E g B B A A A I A A C E A A A A A A L I 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 | 128.047 |
| Exact Mass | 128.047 |
| XLogP3 | None |
| XLogP3-AA | 0.4 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 9 |
| 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+ | 0.8867 |
| Human Intestinal Absorption | HIA+ | 0.9929 |
| Caco-2 Permeability | Caco2+ | 0.5760 |
| P-glycoprotein Substrate | Non-substrate | 0.7000 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.6299 |
| Non-inhibitor | 0.9579 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.8947 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.7333 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.8264 |
| CYP450 2D6 Substrate | Non-substrate | 0.9011 |
| CYP450 3A4 Substrate | Non-substrate | 0.6375 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.7684 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.9610 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9608 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.8668 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.9531 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.7512 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9715 |
| Non-inhibitor | 0.9752 | |
| AMES Toxicity | Non AMES toxic | 0.7647 |
| Carcinogens | Non-carcinogens | 0.8558 |
| Fish Toxicity | Low FHMT | 0.5759 |
| Tetrahymena Pyriformis Toxicity | Low TPT | 0.5749 |
| Honey Bee Toxicity | High HBT | 0.8612 |
| Biodegradation | Ready biodegradable | 0.7158 |
| Acute Oral Toxicity | III | 0.5129 |
| Carcinogenicity (Three-class) | Non-required | 0.4049 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -1.0781 | LogS |
| Caco-2 Permeability | 1.0780 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 1.6821 | LD50, mol/kg |
| Fish Toxicity | 1.2888 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | -0.7708 | pIGC50, ug/L |
From admetSAR
Taxonomic Classification
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organoheterocyclic compounds |
| Class | Dihydrofurans |
| Subclass | Furanones |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Butenolides |
| Alternative Parents | |
| Molecular Framework | Aliphatic heteromonocyclic compounds |
| Substituents | 2-furanone - Alpha,beta-unsaturated carboxylic ester - Enoate ester - Lactone - Carboxylic acid ester - Oxacycle - Monocarboxylic acid or derivatives - Enol - 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 butenolides. These are dihydrofurans with a carbonyl group at the C2 carbon atom. |
From ClassyFire