MENTHYL PYRROLIDONECARBOXYLATE
General Information
| Mainterm | MENTHYL PYRROLIDONECARBOXYLATE |
| Doc Type | EAF |
| CAS Reg.No.(or other ID) | 52528-10-6 |
| Regnum |
From www.fda.gov
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 14504096 |
| IUPAC Name | [(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl] 5-oxopyrrolidine-2-carboxylate |
| InChI | InChI=1S/C15H25NO3/c1-9(2)11-5-4-10(3)8-13(11)19-15(18)12-6-7-14(17)16-12/h9-13H,4-8H2,1-3H3,(H,16,17)/t10-,11+,12?,13-/m1/s1 |
| InChI Key | SLHPMAOXNSLXEH-ZGVCCVRISA-N |
| Canonical SMILES | CC1CCC(C(C1)OC(=O)C2CCC(=O)N2)C(C)C |
| Molecular Formula | C15H25NO3 |
| Wikipedia | menthyl DL-pyrrolidonecarboxylate |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 267.369 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 4 |
| Complexity | 353.0 |
| CACTVS Substructure Key Fingerprint | A A A D c e B y M 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 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 T z h g A Y C C A L A B A A I A A G Q G A A A A A A A A A A A A I G I A A A C A B I A g C A H A A A E F g C Q A A G c 1 / 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 | 55.4 |
| Monoisotopic Mass | 267.183 |
| Exact Mass | 267.183 |
| XLogP3 | None |
| XLogP3-AA | 3.0 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 19 |
| Defined Atom Stereocenter Count | 3 |
| Undefined Atom Stereocenter Count | 1 |
| 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+ | 0.8448 |
| Human Intestinal Absorption | HIA+ | 1.0000 |
| Caco-2 Permeability | Caco2- | 0.5335 |
| P-glycoprotein Substrate | Non-substrate | 0.5867 |
| P-glycoprotein Inhibitor | Inhibitor | 0.5317 |
| Non-inhibitor | 0.7241 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.8607 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.7935 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.8353 |
| CYP450 2D6 Substrate | Non-substrate | 0.8157 |
| CYP450 3A4 Substrate | Substrate | 0.6529 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.8854 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.8380 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9476 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.7690 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.9588 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.7789 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9790 |
| Non-inhibitor | 0.9545 | |
| AMES Toxicity | Non AMES toxic | 0.8505 |
| Carcinogens | Non-carcinogens | 0.9494 |
| Fish Toxicity | High FHMT | 0.7705 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.7279 |
| Honey Bee Toxicity | Low HBT | 0.5857 |
| Biodegradation | Not ready biodegradable | 0.6532 |
| Acute Oral Toxicity | III | 0.6556 |
| Carcinogenicity (Three-class) | Non-required | 0.6918 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -2.8455 | LogS |
| Caco-2 Permeability | 1.1455 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 2.2851 | LD50, mol/kg |
| Fish Toxicity | 1.4354 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 0.1739 | pIGC50, ug/L |
From admetSAR
Taxonomic Classification
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organic acids and derivatives |
| Class | Carboxylic acids and derivatives |
| Subclass | Amino acids, peptides, and analogues |
| Intermediate Tree Nodes | Amino acids and derivatives - Alpha amino acids and derivatives |
| Direct Parent | Alpha amino acid esters |
| Alternative Parents |
|
| Molecular Framework | Aliphatic heteromonocyclic compounds |
| Substituents | Alpha-amino acid ester - Proline or derivatives - Monocyclic monoterpenoid - Monoterpenoid - P-menthane monoterpenoid - Oxoproline - Pyrrolidine carboxylic acid or derivatives - Pyrrolidine carboxylic acid - 2-pyrrolidone - Pyrrolidone - Pyrrolidine - Carboxamide group - Carboxylic acid ester - Lactam - Secondary carboxylic acid amide - Monocarboxylic acid or derivatives - Azacycle - Organoheterocyclic compound - Organic nitrogen compound - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organonitrogen compound - Organooxygen compound - Carbonyl group - Aliphatic heteromonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as alpha amino acid esters. These are ester derivatives of alpha amino acids. |
From ClassyFire