4-HYDROXY-4-(3-HYDROXY-1-BUTENYL)-3,5,5-TRIMETHYL-2-CYCLOHEXEN-1-ONE
Relevant Data
Food Additives Approved by WHO:
General Information
| Mainterm | 4-HYDROXY-4-(3-HYDROXY-1-BUTENYL)-3,5,5-TRIMETHYL-2-CYCLOHEXEN-1-ONE |
| FEMA Number | 4661 |
| CAS Reg.No.(or other ID) | 24427-77-8 |
| Regnum |
From www.fda.gov
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 440244 |
| IUPAC Name | 4-hydroxy-4-(3-hydroxybut-1-enyl)-3,5,5-trimethylcyclohex-2-en-1-one |
| InChI | InChI=1S/C13H20O3/c1-9-7-11(15)8-12(3,4)13(9,16)6-5-10(2)14/h5-7,10,14,16H,8H2,1-4H3 |
| InChI Key | KPQMCAKZRXOZLB-UHFFFAOYSA-N |
| Canonical SMILES | CC1=CC(=O)CC(C1(C=CC(C)O)O)(C)C |
| Molecular Formula | C13H20O3 |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 224.3 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 2 |
| Complexity | 352.0 |
| CACTVS Substructure Key Fingerprint | A A A D c e 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 l S g g A I C A A A A A g 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 F B I A A Q A A U A A E g A A I E Q O K i A A P g 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 | 57.5 |
| Monoisotopic Mass | 224.141 |
| Exact Mass | 224.141 |
| XLogP3 | None |
| XLogP3-AA | 0.5 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 16 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 2 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 1 |
| Isotope Atom Count | 0 |
| Covalently-Bonded Unit Count | 1 |
From Pubchem
ADMET Predicted Profile --- Classification
| Model | Result | Probability |
|---|---|---|
| Absorption | ||
| Blood-Brain Barrier | BBB+ | 0.5351 |
| Human Intestinal Absorption | HIA+ | 1.0000 |
| Caco-2 Permeability | Caco2+ | 0.7751 |
| P-glycoprotein Substrate | Substrate | 0.5061 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.6157 |
| Non-inhibitor | 0.9503 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.9135 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.8521 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.8599 |
| CYP450 2D6 Substrate | Non-substrate | 0.8775 |
| CYP450 3A4 Substrate | Substrate | 0.6255 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.9041 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.8182 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9394 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.8477 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.7800 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.8070 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9789 |
| Non-inhibitor | 0.9372 | |
| AMES Toxicity | Non AMES toxic | 0.7924 |
| Carcinogens | Non-carcinogens | 0.7982 |
| Fish Toxicity | Low FHMT | 0.5743 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.6867 |
| Honey Bee Toxicity | High HBT | 0.8545 |
| Biodegradation | Not ready biodegradable | 0.8160 |
| Acute Oral Toxicity | III | 0.7480 |
| Carcinogenicity (Three-class) | Non-required | 0.4825 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -1.8834 | LogS |
| Caco-2 Permeability | 1.6487 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 2.3406 | LD50, mol/kg |
| Fish Toxicity | 2.0368 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 0.0806 | 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 | Sesquiterpenoid - Cyclofarsesane sesquiterpenoid - Megastigmane sesquiterpenoid - Ionone derivative - Cyclohexenone - Tertiary alcohol - Ketone - Secondary alcohol - Cyclic ketone - Alcohol - Hydrocarbon derivative - Organic oxide - Organooxygen compound - Organic oxygen 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