4-(2,2,6-Trimethyl-1-cyclohexenyl)but-3-en-2-ol
Relevant Data
Food Additives Approved in the United States:
Food Additives Approved by WHO:
General Information
| Chemical name | 4-(2,2,6-Trimethyl-1-cyclohexenyl)but-3-en-2-ol |
| CAS number | 22029-76-1 |
| JECFA number | 392 |
| Flavouring type | substances |
| FL No. | 02.106 |
| Mixture | No |
| Purity of the named substance at least 95% unless otherwise specified | At least 92%; secondary components 3-8% ionol and ionone |
From webgate.ec.europa.eu
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 5373729 |
| IUPAC Name | (E)-4-(2,6,6-trimethylcyclohexen-1-yl)but-3-en-2-ol |
| InChI | InChI=1S/C13H22O/c1-10-6-5-9-13(3,4)12(10)8-7-11(2)14/h7-8,11,14H,5-6,9H2,1-4H3/b8-7+ |
| InChI Key | CNOPDZWOYFOHGN-BQYQJAHWSA-N |
| Canonical SMILES | CC1=C(C(CCC1)(C)C)C=CC(C)O |
| Molecular Formula | C13H22O |
| Wikipedia | (E)-β-ionol |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 194.318 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 1 |
| Rotatable Bond Count | 2 |
| Complexity | 258.0 |
| 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 C A A A D h S g g A I C A A A A A g C A A i B C A A A A A A A g A A A I C A A A A A g I F A I A A Q A A E A A A g A A I k A M A g M A 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 | 20.2 |
| Monoisotopic Mass | 194.167 |
| Exact Mass | 194.167 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 14 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 1 |
| 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+ | 0.9491 |
| Human Intestinal Absorption | HIA+ | 0.9953 |
| Caco-2 Permeability | Caco2+ | 0.7808 |
| P-glycoprotein Substrate | Non-substrate | 0.5801 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.7713 |
| Non-inhibitor | 0.7275 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.8187 |
| Distribution | ||
| Subcellular localization | Lysosome | 0.5485 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.8316 |
| CYP450 2D6 Substrate | Non-substrate | 0.8520 |
| CYP450 3A4 Substrate | Substrate | 0.6108 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.8633 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.8564 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9426 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.8514 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.8991 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.7331 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.8650 |
| Non-inhibitor | 0.8952 | |
| AMES Toxicity | Non AMES toxic | 0.7796 |
| Carcinogens | Non-carcinogens | 0.6840 |
| Fish Toxicity | High FHMT | 0.8303 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.6225 |
| Honey Bee Toxicity | High HBT | 0.8462 |
| Biodegradation | Ready biodegradable | 0.5294 |
| Acute Oral Toxicity | III | 0.8128 |
| Carcinogenicity (Three-class) | Non-required | 0.6324 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -2.4734 | LogS |
| Caco-2 Permeability | 1.7923 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 1.7621 | LD50, mol/kg |
| Fish Toxicity | 0.6276 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 0.3213 | pIGC50, ug/L |
From admetSAR
Taxonomic Classification
| Kingdom | Organic compounds |
|---|---|
| Superclass | Lipids and lipid-like molecules |
| Class | Prenol lipids |
| Subclass | Sesquiterpenoids |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Sesquiterpenoids |
| Alternative Parents | |
| Molecular Framework | Aliphatic homomonocyclic compounds |
| Substituents | Cyclofarsesane sesquiterpenoid - Megastigmane sesquiterpenoid - Sesquiterpenoid - Ionone derivative - Secondary alcohol - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - Alcohol - Aliphatic homomonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. |
From ClassyFire