3-[3-(2-ISOPROPYL-5-METHYLCYCLOHEXYL)-UREIDO]-BUTYRIC ACID ETHYL ESTER
General Information
| Synonyms: | 3-[3-(2-Isopropyl-5-methyl-cyclohexyl)ureido-butyric acid ethyl ester |
| Chemical Names: | Ethyl 3-(3-(2-isopropyl-5-methylcyclohexyl)ureido)butanoate |
| CAS number: | 1160112-20-8 |
| JECFA number: | 2203 |
| FEMA number: | 4766 |
| Functional Class: |
Flavouring Agent FLAVOURING_AGENT |
From apps.who.int
Evaluations
| Evaluation year: | 2014 |
| ADI: | No safety concern at current levels of intake when used as a flavouring agent |
| Meeting: | 79 |
| Specs Code: | N |
| Report: | TRS 990-JECFA 79/72 |
| Specification: | FAO JECFA Monographs 16/71 |
From apps.who.int
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 16734862 |
| IUPAC Name | 2-methyl-3-(5-methyl-2-propan-2-ylcyclohexyl)oxypropane-1,2-diol |
| InChI | InChI=1S/C14H28O3/c1-10(2)12-6-5-11(3)7-13(12)17-9-14(4,16)8-15/h10-13,15-16H,5-9H2,1-4H3 |
| InChI Key | XCNCWOPROFTLGU-UHFFFAOYSA-N |
| Canonical SMILES | CC1CCC(C(C1)OCC(C)(CO)O)C(C)C |
| Molecular Formula | C14H28O3 |
| Wikipedia | 3-(L-menthoxy)-2-methylpropane-1,2-diol |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 244.375 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 5 |
| Complexity | 230.0 |
| 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 w 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 V S g g A I C A A A A B 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 B E A I A A A A C Q A A F A A A D A A G A w P A O g A A A A A A A A A C A A A I A A B A A A A A A A A A A A A = = |
| Topological Polar Surface Area | 49.7 |
| Monoisotopic Mass | 244.204 |
| Exact Mass | 244.204 |
| XLogP3 | None |
| XLogP3-AA | 2.4 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 17 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 4 |
| 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+ | 0.6442 |
| Human Intestinal Absorption | HIA+ | 0.9798 |
| Caco-2 Permeability | Caco2+ | 0.5158 |
| P-glycoprotein Substrate | Substrate | 0.6957 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.5896 |
| Non-inhibitor | 0.6135 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.8587 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.8415 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.8773 |
| CYP450 2D6 Substrate | Non-substrate | 0.7408 |
| CYP450 3A4 Substrate | Non-substrate | 0.5000 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.8216 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.8553 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9519 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.8911 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.8698 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.9850 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9488 |
| Non-inhibitor | 0.6578 | |
| AMES Toxicity | Non AMES toxic | 0.6710 |
| Carcinogens | Non-carcinogens | 0.8378 |
| Fish Toxicity | High FHMT | 0.8198 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.9894 |
| Honey Bee Toxicity | High HBT | 0.7359 |
| Biodegradation | Not ready biodegradable | 0.9686 |
| Acute Oral Toxicity | III | 0.6943 |
| Carcinogenicity (Three-class) | Non-required | 0.6408 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -2.6509 | LogS |
| Caco-2 Permeability | 0.7626 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 1.8975 | LD50, mol/kg |
| Fish Toxicity | 2.4631 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 0.8905 | 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 - Glycerolipid - Tertiary alcohol - 1,2-diol - Ether - Dialkyl ether - Organic oxygen compound - Hydrocarbon derivative - Primary alcohol - Organooxygen compound - Alcohol - 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