METHYL-beta-IONONE
Relevant Data
Food Additives Approved in the United States
Flavouring Substances Approved by European Union:
General Information
| Synonyms: | beta-CETONE, beta-CYCLOCITRYLIDENE BUTANONE, beta-n-METHYLIONONE |
| Chemical Names: | 5-(2,6,6-TRIMETHYL-1-CYCLOHEXEN-1-YL)-4-PENTEN-3-ONE |
| CAS number: | 127-43-5 |
| COE number: | 144 |
| JECFA number: | 399 |
| FEMA number: | 2712 |
| Functional Class: |
Flavouring Agent FLAVOURING_AGENT |
From apps.who.int
Evaluations
| Evaluation year: | 2002 |
| ADI: | No safety concern at current levels of intake when used as a flavouring agent |
| Comments: | Secondary components do not raise a safety concern |
| Report: | TRS 913-JECFA 59/111 |
| Tox Monograph: | FAS 42-JECFA 51/335 (1998) |
| Specification: | COMPENDIUM ADDENDUM 12/FNP 52 Add. 12/70 (2004) |
From apps.who.int
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 5375218 |
| IUPAC Name | (E)-1-(2,6,6-trimethylcyclohexen-1-yl)pent-1-en-3-one |
| InChI | InChI=1S/C14H22O/c1-5-12(15)8-9-13-11(2)7-6-10-14(13,3)4/h8-9H,5-7,10H2,1-4H3/b9-8+ |
| InChI Key | LMWNGLDCJDIIBR-CMDGGOBGSA-N |
| Canonical SMILES | CCC(=O)C=CC1=C(CCCC1(C)C)C |
| Molecular Formula | C14H22O |
| Wikipedia | β-methyl ionone |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 206.329 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 1 |
| Rotatable Bond Count | 3 |
| Complexity | 305.0 |
| 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 I A A I A A A A A A A A A g A A I g Y 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 | 17.1 |
| Monoisotopic Mass | 206.167 |
| Exact Mass | 206.167 |
| XLogP3 | None |
| XLogP3-AA | 3.4 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 15 |
| 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+ | 0.9724 |
| Human Intestinal Absorption | HIA+ | 1.0000 |
| Caco-2 Permeability | Caco2+ | 0.7822 |
| P-glycoprotein Substrate | Non-substrate | 0.5111 |
| P-glycoprotein Inhibitor | Inhibitor | 0.5099 |
| Non-inhibitor | 0.5166 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.8129 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.4387 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.8707 |
| CYP450 2D6 Substrate | Non-substrate | 0.8629 |
| CYP450 3A4 Substrate | Substrate | 0.6257 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.6488 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.8753 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9337 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.8691 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.8792 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.5212 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.8241 |
| Non-inhibitor | 0.8499 | |
| AMES Toxicity | Non AMES toxic | 0.9164 |
| Carcinogens | Non-carcinogens | 0.6352 |
| Fish Toxicity | High FHMT | 0.8711 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.9985 |
| Honey Bee Toxicity | High HBT | 0.8286 |
| Biodegradation | Ready biodegradable | 0.5713 |
| Acute Oral Toxicity | III | 0.7240 |
| Carcinogenicity (Three-class) | Non-required | 0.5411 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -2.7117 | LogS |
| Caco-2 Permeability | 1.7985 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 1.7965 | LD50, mol/kg |
| Fish Toxicity | 0.5273 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 0.7701 | 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 - Alpha,beta-unsaturated ketone - Enone - Acryloyl-group - Ketone - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - 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