CYCLOPROPANECARBOXYLIC ACID (2-ISOPROPYL-5-METHYL-CYCLOHEXYL)-AMIDE
Relevant Data
Food Additives Approved in the United States
Flavouring Substances Approved by European Union:
General Information
| CAS number: | 958660-02-1; 958660-04-3 |
| JECFA number: | 2006 |
| FEMA number: | 4558 |
| Functional Class: |
Flavouring Agent FLAVOURING_AGENT |
From apps.who.int
Evaluations
| Evaluation year: | 2010 |
| ADI: | No safety concern at current levels of intake when used as a flavouring agent |
| Specs Code: | N |
| Report: | TRS 960-JECFA 73/49 |
| Tox Monograph: | FAS 64-JECFA 73/119 |
| Specification: | Compendium of FAO food additive specifications |
From apps.who.int
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 58004815 |
| IUPAC Name | N-[(1S,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl]cyclopropanecarboxamide |
| InChI | InChI=1S/C14H25NO/c1-9(2)12-7-4-10(3)8-13(12)15-14(16)11-5-6-11/h9-13H,4-8H2,1-3H3,(H,15,16)/t10-,12+,13+/m1/s1 |
| InChI Key | MQNYSPJVIUCDEG-WXHSDQCUSA-N |
| Canonical SMILES | CC1CCC(C(C1)NC(=O)C2CC2)C(C)C |
| Molecular Formula | C14H25NO |
| Wikipedia | (1S,2S,5R)-cyclopropanecarboxylic acid (2-isopropyl-5-methyl-cyclohexyl)-amide |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 223.36 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 1 |
| Rotatable Bond Count | 3 |
| Complexity | 258.0 |
| CACTVS Substructure Key Fingerprint | A A A D c e B y I 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 w A A A A A A A A A A A A A A A A H g A Q A A A A D S j B g A Q C A A L A A A A I A A E Q E A A A A A A A A A A A A I E I A A A A A B I A g A A E A A A A F g C A A A E Q g M A O g A A A A A A A A A C A A A C A A A Q A A A A A A A A A A A = = |
| Topological Polar Surface Area | 29.1 |
| Monoisotopic Mass | 223.194 |
| Exact Mass | 223.194 |
| XLogP3 | None |
| XLogP3-AA | 3.5 |
| 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
ADMET Predicted Profile --- Classification
| Model | Result | Probability |
|---|---|---|
| Absorption | ||
| Blood-Brain Barrier | BBB+ | 0.9814 |
| Human Intestinal Absorption | HIA+ | 0.9939 |
| Caco-2 Permeability | Caco2+ | 0.5817 |
| P-glycoprotein Substrate | Non-substrate | 0.6594 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.7900 |
| Non-inhibitor | 0.9048 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.8617 |
| Distribution | ||
| Subcellular localization | Lysosome | 0.5239 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.7517 |
| CYP450 2D6 Substrate | Non-substrate | 0.7469 |
| CYP450 3A4 Substrate | Substrate | 0.5938 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.9254 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.7101 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9401 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.5805 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.8909 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.6311 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9798 |
| Non-inhibitor | 0.8684 | |
| AMES Toxicity | Non AMES toxic | 0.8591 |
| Carcinogens | Non-carcinogens | 0.8463 |
| Fish Toxicity | High FHMT | 0.9081 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.9066 |
| Honey Bee Toxicity | Low HBT | 0.6882 |
| Biodegradation | Ready biodegradable | 0.5565 |
| Acute Oral Toxicity | III | 0.6288 |
| Carcinogenicity (Three-class) | Non-required | 0.6733 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -2.6897 | LogS |
| Caco-2 Permeability | 1.6871 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 1.9359 | LD50, mol/kg |
| Fish Toxicity | 1.1799 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 0.2918 | 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 | Menthane monoterpenoids |
| Alternative Parents | |
| Molecular Framework | Aliphatic homomonocyclic compounds |
| Substituents | P-menthane monoterpenoid - Monocyclic monoterpenoid - Cyclopropanecarboxylic acid or derivatives - Secondary carboxylic acid amide - Carboxamide group - Carboxylic acid derivative - Organic nitrogen compound - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Carbonyl group - Aliphatic homomonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. |
From ClassyFire