2-(4-METHYL-2-HYDROXYPHENYL)PROPIONIC ACID gamma-LACTONE
Relevant Data
Food Additives Approved in the United States
Flavouring Substances Approved by European Union:
General Information
| Synonyms: | DIMETHYL-3,6-BENZO-2(3H)-FURANONE, FURAMINTON |
| Chemical Names: | 2-(4-METHYL-2-HYDROXYPHENYL)PROPIONIC ACID gamma-LACTONE |
| CAS number: | 65817-24-5 |
| JECFA number: | 1167 |
| FEMA number: | 3863 |
| Functional Class: |
Flavouring Agent FLAVOURING_AGENT |
From apps.who.int
Evaluations
| Evaluation year: | 2008 |
| ADI: | No safety concern at current levels of intake when used as a flavouring agent |
| Meeting: | 69 |
| Specs Code: | S |
| Report: | RS 952-JECFA 69/148 |
| Tox Monograph: | FAS 60-JECFA 69/627 |
| Specification: | FAO JECFA Monographs 5/135 |
From apps.who.int
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 9793908 |
| IUPAC Name | 3,6-dimethyl-3H-1-benzofuran-2-one |
| InChI | InChI=1S/C10H10O2/c1-6-3-4-8-7(2)10(11)12-9(8)5-6/h3-5,7H,1-2H3 |
| InChI Key | JSJKAEKKWQOCEZ-UHFFFAOYSA-N |
| Canonical SMILES | CC1C2=C(C=C(C=C2)C)OC1=O |
| Molecular Formula | C10H10O2 |
| Wikipedia | 3,6-dimethyl-2(3H)-benzofuranone |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 162.188 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 2 |
| Rotatable Bond Count | 0 |
| Complexity | 200.0 |
| CACTVS Substructure Key Fingerprint | A A A D c c B w M A A A A A A A A A A A A A A A A A A A A S A A A A A w A A A A A A A A A E g B A A A A G g A A A A A A D Q S A m A A y D o A A B A C I A i D S C A A C C A A g I A A I i A E G C I g M J j K E N R q C O i C k w B E I q A e K y P C O w A A B A A A I A A C A A A I A A B A A A A A A A A A A A A = = |
| Topological Polar Surface Area | 26.3 |
| Monoisotopic Mass | 162.068 |
| Exact Mass | 162.068 |
| XLogP3 | None |
| XLogP3-AA | 2.3 |
| 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+ | 0.9718 |
| Human Intestinal Absorption | HIA+ | 1.0000 |
| Caco-2 Permeability | Caco2+ | 0.8283 |
| P-glycoprotein Substrate | Non-substrate | 0.7256 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.8819 |
| Non-inhibitor | 0.9495 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.8849 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.6441 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.7598 |
| CYP450 2D6 Substrate | Non-substrate | 0.8346 |
| CYP450 3A4 Substrate | Non-substrate | 0.6256 |
| CYP450 1A2 Inhibitor | Inhibitor | 0.9268 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.7627 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9655 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.6621 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.9209 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.6261 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9086 |
| Non-inhibitor | 0.9557 | |
| AMES Toxicity | Non AMES toxic | 0.5563 |
| Carcinogens | Non-carcinogens | 0.9157 |
| Fish Toxicity | High FHMT | 0.9131 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.8685 |
| Honey Bee Toxicity | High HBT | 0.8474 |
| Biodegradation | Ready biodegradable | 0.6990 |
| Acute Oral Toxicity | III | 0.7181 |
| Carcinogenicity (Three-class) | Non-required | 0.4849 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -2.0375 | LogS |
| Caco-2 Permeability | 1.6706 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 1.8022 | LD50, mol/kg |
| Fish Toxicity | 0.3510 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | -0.1263 | pIGC50, ug/L |
From admetSAR
Taxonomic Classification
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organoheterocyclic compounds |
| Class | Benzofurans |
| Subclass | Not available |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Benzofurans |
| Alternative Parents | |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Coumaran - Benzofuran - Benzenoid - Lactone - Carboxylic acid ester - Oxacycle - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aromatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as benzofurans. These are organic compounds containing a benzene ring fused to a furan. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom. |
From ClassyFire