tr-1-(2,6,6-Trimethyl-1-cyclohexen-1-yl)but-2-en-1-one
Relevant Data
Food Additives Approved in the United States:
General Information
| Chemical name | tr-1-(2,6,6-Trimethyl-1-cyclohexen-1-yl)but-2-en-1-one |
| CAS number | 23726-91-2 |
| Flavouring type | substances |
| FL No. | 07.224 |
| Mixture | No |
| Purity of the named substance at least 95% unless otherwise specified | At least 90%; secondary components 2-4% alpha-damascone and 2-4% delta-damascone |
| Reference body | EFSA |
From webgate.ec.europa.eu
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 5374527 |
| IUPAC Name | (E)-1-(2,6,6-trimethylcyclohexen-1-yl)but-2-en-1-one |
| InChI | InChI=1S/C13H20O/c1-5-7-11(14)12-10(2)8-6-9-13(12,3)4/h5,7H,6,8-9H2,1-4H3/b7-5+ |
| InChI Key | BGTBFNDXYDYBEY-FNORWQNLSA-N |
| Canonical SMILES | CC=CC(=O)C1=C(CCCC1(C)C)C |
| Molecular Formula | C13H20O |
| Wikipedia | (E)-β-damascone |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 192.302 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 1 |
| Rotatable Bond Count | 2 |
| Complexity | 292.0 |
| CACTVS Substructure Key Fingerprint | A A A D c e B w 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 g A A A A A A A A A A A A A A A A G g A A A A A A D g S A g A A C A A A A A A C I A q B S A A A A A A A g A A A I C A E A A E g A A B I A A Q A A A A A A g A A I A Y M I i M C P 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 | 17.1 |
| Monoisotopic Mass | 192.151 |
| Exact Mass | 192.151 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 14 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 1 |
| 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+ | 0.9667 |
| Human Intestinal Absorption | HIA+ | 1.0000 |
| Caco-2 Permeability | Caco2+ | 0.7833 |
| P-glycoprotein Substrate | Non-substrate | 0.5587 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.5853 |
| Non-inhibitor | 0.5401 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.7848 |
| Distribution | ||
| Subcellular localization | Lysosome | 0.4058 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.8506 |
| CYP450 2D6 Substrate | Non-substrate | 0.8609 |
| CYP450 3A4 Substrate | Substrate | 0.6196 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.7697 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.8616 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9513 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.8316 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.9491 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.6895 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.8862 |
| Non-inhibitor | 0.8869 | |
| AMES Toxicity | Non AMES toxic | 0.9132 |
| Carcinogens | Non-carcinogens | 0.6926 |
| Fish Toxicity | High FHMT | 0.8766 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.8403 |
| Honey Bee Toxicity | High HBT | 0.8298 |
| Biodegradation | Ready biodegradable | 0.6605 |
| Acute Oral Toxicity | III | 0.7883 |
| Carcinogenicity (Three-class) | Non-required | 0.5366 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -2.2407 | LogS |
| Caco-2 Permeability | 1.9848 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 1.6532 | LD50, mol/kg |
| Fish Toxicity | 0.5815 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 0.1648 | pIGC50, ug/L |
From admetSAR
Taxonomic Classification
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organic oxygen compounds |
| Class | Organooxygen compounds |
| Subclass | Carbonyl compounds |
| Intermediate Tree Nodes | Alpha,beta-unsaturated carbonyl compounds - Alpha,beta-unsaturated ketones |
| Direct Parent | Enones |
| Alternative Parents | |
| Molecular Framework | Aliphatic homomonocyclic compounds |
| Substituents | Enone - Acryloyl-group - Ketone - Organic oxide - Hydrocarbon derivative - Aliphatic homomonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as enones. These are compounds containing the enone functional group, with the structure RC(=O)CR'. |
From ClassyFire