NOOTKATONE
Relevant Data
Food Additives Approved by WHO:
Flavouring Substances Approved by European Union:
General Information
| Mainterm | NOOTKATONE |
| Doc Type | ASP |
| CAS Reg.No.(or other ID) | 4674-50-4 |
| Regnum |
172.515 |
From www.fda.gov
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 1268142 |
| IUPAC Name | (4R,4aS,6R)-4,4a-dimethyl-6-prop-1-en-2-yl-3,4,5,6,7,8-hexahydronaphthalen-2-one |
| InChI | InChI=1S/C15H22O/c1-10(2)12-5-6-13-8-14(16)7-11(3)15(13,4)9-12/h8,11-12H,1,5-7,9H2,2-4H3/t11-,12-,15+/m1/s1 |
| InChI Key | WTOYNNBCKUYIKC-JMSVASOKSA-N |
| Canonical SMILES | CC1CC(=O)C=C2C1(CC(CC2)C(=C)C)C |
| Molecular Formula | C15H22O |
| Wikipedia | (+)-nootkatone |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 218.34 |
| Hydrogen Bond Donor Count | 0 |
| Hydrogen Bond Acceptor Count | 1 |
| Rotatable Bond Count | 1 |
| Complexity | 364.0 |
| 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 w Q A A A A A A A A A C A A A A A G g A A A A A A D w 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 M C P g A A A A A A A A A A A A A Q A A A A A A A A A A A A A A A = = |
| Topological Polar Surface Area | 17.1 |
| Monoisotopic Mass | 218.167 |
| Exact Mass | 218.167 |
| XLogP3 | None |
| XLogP3-AA | 3.9 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 16 |
| Defined Atom Stereocenter Count | 3 |
| 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
Food Additives Biosynthesis/Degradation
ADMET Predicted Profile --- Classification
| Model | Result | Probability |
|---|---|---|
| Absorption | ||
| Blood-Brain Barrier | BBB+ | 0.9729 |
| Human Intestinal Absorption | HIA+ | 1.0000 |
| Caco-2 Permeability | Caco2+ | 0.8241 |
| P-glycoprotein Substrate | Substrate | 0.6099 |
| P-glycoprotein Inhibitor | Inhibitor | 0.8228 |
| Inhibitor | 0.5313 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.6770 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.4737 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.8584 |
| CYP450 2D6 Substrate | Non-substrate | 0.8460 |
| CYP450 3A4 Substrate | Substrate | 0.7278 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.7782 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.8379 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9508 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.6023 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.7789 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.8417 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.7353 |
| Non-inhibitor | 0.7458 | |
| AMES Toxicity | Non AMES toxic | 0.9438 |
| Carcinogens | Non-carcinogens | 0.8946 |
| Fish Toxicity | High FHMT | 0.9930 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.8506 |
| Honey Bee Toxicity | High HBT | 0.8529 |
| Biodegradation | Not ready biodegradable | 0.9805 |
| Acute Oral Toxicity | III | 0.8367 |
| Carcinogenicity (Three-class) | Non-required | 0.4722 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -4.0106 | LogS |
| Caco-2 Permeability | 1.9692 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 1.8830 | LD50, mol/kg |
| Fish Toxicity | -0.0638 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 0.9280 | 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 | Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids |
| Alternative Parents | |
| Molecular Framework | Aliphatic homopolycyclic compounds |
| Substituents | Eremophilane sesquiterpenoid - Cyclohexenone - Cyclic ketone - Ketone - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic homopolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids. These are sesquiterpenoids with a structure based either on the eremophilane skeleton, its 8,9-seco derivative, or the furoeremophilane skeleton. Eremophilanes have been shown to be derived from eudesmanes by migration of the methyl group at C-10 to C-5. |
From ClassyFire