(+/-)-(2,6,6,-TRIMETHYL-2-HYDROXYCYCLOHEXYLIDENE)ACETIC ACID gamma-LACTONE
Relevant Data
Food Additives Approved in the United States
Flavouring Substances Approved by European Union:
General Information
| Synonyms: | DIHYDROACTINIDIOLIDE, 5,6,7,7a-TETRAHYDRO-4,4,7a-TRIMETHYL-2(4H)BENZOFURANONE |
| Chemical Names: | 5,6,7,7a-TETRAHYDRO-4,4,7a-TRIMETHYL-2(4H)BENZOFURANONE |
| CAS number: | 15356-74-8 |
| COE number: | 10931 |
| JECFA number: | 1164 |
| FEMA number: | 4020 |
| Functional Class: |
Flavouring Agent FLAVOURING_AGENT |
From apps.who.int
Evaluations
| Evaluation year: | 2008 |
| ADI: | No safety concern at current levels of intake shen used as a flavouring agent |
| 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 | 27209 |
| IUPAC Name | 4,4,7a-trimethyl-6,7-dihydro-5H-1-benzofuran-2-one |
| InChI | InChI=1S/C11H16O2/c1-10(2)5-4-6-11(3)8(10)7-9(12)13-11/h7H,4-6H2,1-3H3 |
| InChI Key | IMKHDCBNRDRUEB-UHFFFAOYSA-N |
| Canonical SMILES | CC1(CCCC2(C1=CC(=O)O2)C)C |
| Molecular Formula | C11H16O2 |
| Wikipedia | dihydroactinidiolide |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 180.247 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 2 |
| Rotatable Bond Count | 0 |
| Complexity | 289.0 |
| CACTVS Substructure Key Fingerprint | A A A D c e B w 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 w 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 k S A g A A 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 A A A E g A B A I A I A A C E A A E g A A I I Q O A w F A P A A A A A A A A A A A A A A Y A A A A A A A A A A A A A A A = = |
| Topological Polar Surface Area | 26.3 |
| Monoisotopic Mass | 180.115 |
| Exact Mass | 180.115 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 13 |
| 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+ | 0.9545 |
| Human Intestinal Absorption | HIA+ | 1.0000 |
| Caco-2 Permeability | Caco2+ | 0.6787 |
| P-glycoprotein Substrate | Non-substrate | 0.5361 |
| P-glycoprotein Inhibitor | Inhibitor | 0.5333 |
| Inhibitor | 0.5000 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.7852 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.5252 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.8401 |
| CYP450 2D6 Substrate | Non-substrate | 0.8749 |
| CYP450 3A4 Substrate | Substrate | 0.7075 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.5638 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.9008 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9217 |
| CYP450 2C19 Inhibitor | Inhibitor | 0.5211 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.8660 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.8735 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9069 |
| Non-inhibitor | 0.9307 | |
| AMES Toxicity | Non AMES toxic | 0.9295 |
| Carcinogens | Non-carcinogens | 0.9183 |
| Fish Toxicity | High FHMT | 0.9053 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.9429 |
| Honey Bee Toxicity | High HBT | 0.8990 |
| Biodegradation | Not ready biodegradable | 0.5975 |
| Acute Oral Toxicity | III | 0.7828 |
| Carcinogenicity (Three-class) | Non-required | 0.4996 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -2.9996 | LogS |
| Caco-2 Permeability | 1.5094 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 1.9778 | LD50, mol/kg |
| Fish Toxicity | 0.6729 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 0.3634 | 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 - 2-furanone - Dihydrofuran - Alpha,beta-unsaturated carboxylic ester - Enoate ester - Carboxylic acid ester - Lactone - Carboxylic acid derivative - Oxacycle - Monocarboxylic acid or derivatives - Hydrocarbon derivative - Carbonyl group - Organic oxygen compound - Organooxygen compound - Organic oxide - 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