(1R,2S,5R)-N-(4-METHOXYPHENYL)-5-METHYL-2-(1-METHYLETHYL)CYCLOHEXANECARBOXAMIDE
Relevant Data
Food Additives Approved in the United States
Flavouring Substances Approved by European Union:
General Information
| CAS number: | 68489-09-8 |
| JECFA number: | 2079 |
| FEMA number: | 4681 |
| Functional Class: |
Flavouring Agent FLAVOURING_AGENT |
From apps.who.int
Evaluations
| Evaluation year: | 2012 |
| ADI: | No safety concern at current levels of intake when used as a flavouring agent |
| Specs Code: | N |
| Report: | TRS 974-JECFA 76 |
| Tox Monograph: | FAS 67 JECFA 76 |
| Specification: | Compendium of FAO food additive specifications |
From apps.who.int
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 11266244 |
| IUPAC Name | (1R,2S,5R)-N-(4-methoxyphenyl)-5-methyl-2-propan-2-ylcyclohexane-1-carboxamide |
| InChI | InChI=1S/C18H27NO2/c1-12(2)16-10-5-13(3)11-17(16)18(20)19-14-6-8-15(21-4)9-7-14/h6-9,12-13,16-17H,5,10-11H2,1-4H3,(H,19,20)/t13-,16+,17-/m1/s1 |
| InChI Key | HNSGVPAAXJJOPQ-XOKHGSTOSA-N |
| Canonical SMILES | CC1CCC(C(C1)C(=O)NC2=CC=C(C=C2)OC)C(C)C |
| Molecular Formula | C18H27NO2 |
| Wikipedia | WS-12 |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 289.419 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 2 |
| Rotatable Bond Count | 4 |
| Complexity | 334.0 |
| CACTVS Substructure Key Fingerprint | A A A D c e B 6 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 w Y A A A A A A A A A A B A A A A H g A Q A A A A D Q y B k A I y x o L A B A C I A C V S U A C C C A A h I g A I i A E G b I g M J j L E s Z u E M C h k 1 B H I 6 A e 4 y M C O g E A A A A A A A A C A g A Q A A C A A A A A A A A A A A A = = |
| Topological Polar Surface Area | 38.3 |
| Monoisotopic Mass | 289.204 |
| Exact Mass | 289.204 |
| XLogP3 | None |
| XLogP3-AA | 4.6 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 21 |
| 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
ADMET Predicted Profile --- Classification
| Model | Result | Probability |
|---|---|---|
| Absorption | ||
| Blood-Brain Barrier | BBB+ | 0.9786 |
| Human Intestinal Absorption | HIA+ | 0.9974 |
| Caco-2 Permeability | Caco2+ | 0.6627 |
| P-glycoprotein Substrate | Non-substrate | 0.6413 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.6098 |
| Inhibitor | 0.5746 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.7872 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.7921 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.7379 |
| CYP450 2D6 Substrate | Non-substrate | 0.5804 |
| CYP450 3A4 Substrate | Substrate | 0.7831 |
| CYP450 1A2 Inhibitor | Inhibitor | 0.5719 |
| CYP450 2C9 Inhibitor | Inhibitor | 0.7454 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.8543 |
| CYP450 2C19 Inhibitor | Inhibitor | 0.7782 |
| CYP450 3A4 Inhibitor | Inhibitor | 0.7118 |
| CYP Inhibitory Promiscuity | High CYP Inhibitory Promiscuity | 0.7478 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9396 |
| Non-inhibitor | 0.5589 | |
| AMES Toxicity | Non AMES toxic | 0.6820 |
| Carcinogens | Non-carcinogens | 0.8537 |
| Fish Toxicity | High FHMT | 0.9912 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.9010 |
| Honey Bee Toxicity | Low HBT | 0.5860 |
| Biodegradation | Not ready biodegradable | 0.8567 |
| Acute Oral Toxicity | III | 0.6179 |
| Carcinogenicity (Three-class) | Non-required | 0.5209 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -4.0879 | LogS |
| Caco-2 Permeability | 1.7695 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 2.0614 | LD50, mol/kg |
| Fish Toxicity | 0.3142 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 1.0748 | pIGC50, ug/L |
From admetSAR
Taxonomic Classification
| Kingdom | Organic compounds |
|---|---|
| Superclass | Lipids and lipid-like molecules |
| Class | Prenol lipids |
| Subclass | Monoterpenoids |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Aromatic monoterpenoids |
| Alternative Parents | |
| Molecular Framework | Aromatic homomonocyclic compounds |
| Substituents | Aromatic monoterpenoid - Monocyclic monoterpenoid - P-menthane monoterpenoid - Methoxyaniline - Anilide - Phenoxy compound - Anisole - Methoxybenzene - N-arylamide - Phenol ether - Alkyl aryl ether - Monocyclic benzene moiety - Benzenoid - Carboxamide group - Secondary carboxylic acid amide - Ether - Carboxylic acid derivative - Organonitrogen compound - Hydrocarbon derivative - Organic nitrogen compound - Carbonyl group - Organic oxide - Organopnictogen compound - Organooxygen compound - Organic oxygen compound - Aromatic homomonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring. |
From ClassyFire