2-(2-HYDROXY-4-METHYL-3-CYCLOHEXENYL)PROPIONIC ACID GAMMA-LACTONE
Relevant Data
Food Additives Approved by WHO:
Flavouring Substances Approved by European Union:
General Information
| Mainterm | 2-(2-HYDROXY-4-METHYL-3-CYCLOHEXENYL)PROPIONIC ACID GAMMA-LACTONE |
| Doc Type | EAF |
| CAS Reg.No.(or other ID) | 57743-63-2 |
| Regnum |
From www.fda.gov
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 6427076 |
| IUPAC Name | 3,6-dimethyl-3a,4,5,7a-tetrahydro-3H-1-benzofuran-2-one |
| InChI | InChI=1S/C10H14O2/c1-6-3-4-8-7(2)10(11)12-9(8)5-6/h5,7-9H,3-4H2,1-2H3 |
| InChI Key | NQWBFQXRASPNLB-UHFFFAOYSA-N |
| Canonical SMILES | CC1C2CCC(=CC2OC1=O)C |
| Molecular Formula | C10H14O2 |
| Wikipedia | Wine lactone |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 166.22 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 2 |
| Rotatable Bond Count | 0 |
| Complexity | 242.0 |
| 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 g A A A A A A A A A E A A A A A A G g A A A A A A D R S g g A I C C A A A B A C I A i D S C A A A A A A g A A A A C A E A A A g A B B I A I Q A C E A A E g A A I I A O K y G C O g 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 | 26.3 |
| Monoisotopic Mass | 166.099 |
| Exact Mass | 166.099 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 12 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 3 |
| 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+ | 0.9279 |
| Human Intestinal Absorption | HIA+ | 1.0000 |
| Caco-2 Permeability | Caco2+ | 0.7647 |
| P-glycoprotein Substrate | Non-substrate | 0.6052 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.5482 |
| Non-inhibitor | 0.7118 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.7912 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.3951 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.8136 |
| CYP450 2D6 Substrate | Non-substrate | 0.8616 |
| CYP450 3A4 Substrate | Substrate | 0.5697 |
| CYP450 1A2 Inhibitor | Inhibitor | 0.8331 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.9634 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9122 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.7654 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.8249 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.6580 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.8169 |
| Non-inhibitor | 0.9235 | |
| AMES Toxicity | Non AMES toxic | 0.9030 |
| Carcinogens | Non-carcinogens | 0.9457 |
| Fish Toxicity | High FHMT | 0.8349 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.5098 |
| Honey Bee Toxicity | High HBT | 0.8810 |
| Biodegradation | Ready biodegradable | 0.7708 |
| Acute Oral Toxicity | III | 0.5858 |
| Carcinogenicity (Three-class) | Non-required | 0.4823 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -1.9528 | LogS |
| Caco-2 Permeability | 1.6841 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 1.7597 | LD50, mol/kg |
| Fish Toxicity | 0.6045 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | -0.3869 | 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 | Aliphatic heteropolycyclic compounds |
| Substituents | Benzofuran - Gamma butyrolactone - Tetrahydrofuran - Lactone - Carboxylic acid ester - Oxacycle - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic 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