2-Hydroxy-3,5,5-trimethylcyclohex-2-en-1-one
Relevant Data
Food Additives Approved in the United States:
Food Additives Approved by WHO:
General Information
| Chemical name | 2-Hydroxy-3,5,5-trimethylcyclohex-2-en-1-one |
| CAS number | 4883-60-7 |
| COE number | 11198 |
| JECFA number | 426 |
| Flavouring type | substances |
| FL No. | 07.120 |
| Mixture | No |
| Purity of the named substance at least 95% unless otherwise specified | |
| Reference body | JECFA |
From webgate.ec.europa.eu
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 551084 |
| IUPAC Name | 2-hydroxy-3,5,5-trimethylcyclohex-2-en-1-one |
| InChI | InChI=1S/C9H14O2/c1-6-4-9(2,3)5-7(10)8(6)11/h11H,4-5H2,1-3H3 |
| InChI Key | DWGZTTFGUFHAJX-UHFFFAOYSA-N |
| Canonical SMILES | CC1=C(C(=O)CC(C1)(C)C)O |
| Molecular Formula | C9H14O2 |
| Wikipedia | 2-hydroxy-3,5,5-trimethyl-2-cyclohexenone |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 154.209 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 2 |
| Rotatable Bond Count | 0 |
| Complexity | 224.0 |
| CACTVS Substructure Key Fingerprint | A A A D c c B w M 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 g S A g A A C A A A A A g C I A o B Q A A I A A A A g I A A A C A F A A E g A A B I A A A A A Q A A E g A A I A Q O I y C 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 | 37.3 |
| Monoisotopic Mass | 154.099 |
| Exact Mass | 154.099 |
| XLogP3 | None |
| XLogP3-AA | 1.5 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 11 |
| 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+ | 0.8377 |
| Human Intestinal Absorption | HIA+ | 1.0000 |
| Caco-2 Permeability | Caco2+ | 0.7651 |
| P-glycoprotein Substrate | Non-substrate | 0.6163 |
| P-glycoprotein Inhibitor | Inhibitor | 0.6421 |
| Non-inhibitor | 0.8760 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.8912 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.8174 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.8627 |
| CYP450 2D6 Substrate | Non-substrate | 0.8525 |
| CYP450 3A4 Substrate | Substrate | 0.6474 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.9045 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.8950 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9382 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.8504 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.8618 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.9017 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9736 |
| Non-inhibitor | 0.9235 | |
| AMES Toxicity | Non AMES toxic | 0.7473 |
| Carcinogens | Non-carcinogens | 0.7995 |
| Fish Toxicity | High FHMT | 0.6029 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.9259 |
| Honey Bee Toxicity | High HBT | 0.8593 |
| Biodegradation | Not ready biodegradable | 0.6724 |
| Acute Oral Toxicity | III | 0.8076 |
| Carcinogenicity (Three-class) | Non-required | 0.5228 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -2.0722 | LogS |
| Caco-2 Permeability | 1.8098 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 1.9768 | LD50, mol/kg |
| Fish Toxicity | 1.9429 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 0.4596 | 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 - Enol - 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