ISOPHORONE
Relevant Data
Food Additives Approved in the United States
Flavouring Substances Approved by European Union:
General Information
| Synonyms: | ISOACETOPHORON, 1,3,3-TRIMETHYLCYLOHEXEN-5-ONE, 1,5,5-TRIMETHYL-3-OXOCYCLOHEXENE |
| Chemical Names: | 3,5,5-TRIMETHYLCYCLOHEX-2-EN-1-ONE |
| CAS number: | 78-59-1 |
| COE number: | 11918 |
| JECFA number: | 1112 |
| FEMA number: | 3553 |
| 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 |
| Report: | TRS 913-JECFA 59/95 |
| Tox Monograph: | FAS 50-JECFA 59/331 |
| Specification: | COMPENDIUM ADDENDUM 10/FNP 52 Add.10/72 |
From apps.who.int
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 6544 |
| IUPAC Name | 3,5,5-trimethylcyclohex-2-en-1-one |
| InChI | InChI=1S/C9H14O/c1-7-4-8(10)6-9(2,3)5-7/h4H,5-6H2,1-3H3 |
| InChI Key | HJOVHMDZYOCNQW-UHFFFAOYSA-N |
| Canonical SMILES | CC1=CC(=O)CC(C1)(C)C |
| Molecular Formula | C9H14O |
| Wikipedia | isophorone |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 138.21 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 1 |
| Rotatable Bond Count | 0 |
| Complexity | 187.0 |
| CACTVS Substructure Key Fingerprint | A A A D c c 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 A 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 Q M I i A 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 | 138.104 |
| Exact Mass | 138.104 |
| XLogP3 | None |
| XLogP3-AA | 1.6 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 10 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| 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+ | 0.9293 |
| Human Intestinal Absorption | HIA+ | 1.0000 |
| Caco-2 Permeability | Caco2+ | 0.7666 |
| P-glycoprotein Substrate | Non-substrate | 0.6167 |
| P-glycoprotein Inhibitor | Inhibitor | 0.5157 |
| Non-inhibitor | 0.9153 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.8555 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.5982 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.8566 |
| CYP450 2D6 Substrate | Non-substrate | 0.8631 |
| CYP450 3A4 Substrate | Substrate | 0.6048 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.8760 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.8195 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9439 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.7521 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.8979 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.8593 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9302 |
| Non-inhibitor | 0.9122 | |
| AMES Toxicity | Non AMES toxic | 0.9445 |
| Carcinogens | Non-carcinogens | 0.7048 |
| Fish Toxicity | High FHMT | 0.5492 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.7597 |
| Honey Bee Toxicity | High HBT | 0.8766 |
| Biodegradation | Not ready biodegradable | 0.6839 |
| Acute Oral Toxicity | III | 0.8109 |
| Carcinogenicity (Three-class) | Warning | 0.5339 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -1.5146 | LogS |
| Caco-2 Permeability | 1.8400 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 1.8376 | LD50, mol/kg |
| Fish Toxicity | 1.8358 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | -0.1107 | pIGC50, ug/L |
From admetSAR
Taxonomic Classification
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organic oxygen compounds |
| Class | Organooxygen compounds |
| Subclass | Carbonyl compounds |
| Intermediate Tree Nodes | Ketones - Cyclic ketones |
| Direct Parent | Cyclohexenones |
| Alternative Parents | |
| Molecular Framework | Aliphatic homomonocyclic compounds |
| Substituents | Cyclohexenone - Organic oxide - Hydrocarbon derivative - Aliphatic homomonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as cyclohexenones. These are compounds containing a cylohexenone moiety, which is a six-membered aliphatic ring that carries a ketone and has one endocyclic double bond. |
From ClassyFire