D,L-MENTHOL(+/-)-PROPYLENE GLYCOL CARBONATE
Relevant Data
Food Additives Approved in the United States
General Information
| Synonyms: | 2-HYDROXYPROPYL MENTHANE-3-YL CARBONATE |
| Chemical Names: | 2-HYDROXYPROPYL MENTHANE-3-YL CARBONATE |
| CAS number: | 156324-82-2 |
| JECFA number: | 1413 |
| FEMA number: | 3992 |
| Functional Class: |
Flavouring Agent FLAVOURING_AGENT |
From apps.who.int
Evaluations
| Evaluation year: | 2008 |
| ADI: | No safety concern at current levels of intake when used as a flavouring agent |
| Meeting: | 69 |
| Specs Code: | S |
| Report: | RS 952-JECFA 69/152 |
| Tox Monograph: | FAS 60-JECFA 69/629 |
| Specification: | FAO JECFA Monographs 5/136 |
From apps.who.int
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 57509244 |
| IUPAC Name | 2-hydroxypropyl [(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl] carbonate |
| InChI | InChI=1S/C14H26O4/c1-9(2)12-6-5-10(3)7-13(12)18-14(16)17-8-11(4)15/h9-13,15H,5-8H2,1-4H3/t10-,11?,12+,13-/m1/s1 |
| InChI Key | FLYJSXDJKBHQAU-IBSWDFHHSA-N |
| Canonical SMILES | CC1CCC(C(C1)OC(=O)OCC(C)O)C(C)C |
| Molecular Formula | C14H26O4 |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 258.358 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 6 |
| Complexity | 265.0 |
| CACTVS Substructure Key Fingerprint | A A A D c e B w O 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 R S g g A I C C A A A B g A I A A A A C A A A A A A A A A A A A A A A A A A R E A I A A A A g A A A E A A A H 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 | 55.8 |
| Monoisotopic Mass | 258.183 |
| Exact Mass | 258.183 |
| XLogP3 | None |
| XLogP3-AA | 3.7 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 18 |
| 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+ | 0.8421 |
| Human Intestinal Absorption | HIA+ | 0.9888 |
| Caco-2 Permeability | Caco2+ | 0.6593 |
| P-glycoprotein Substrate | Non-substrate | 0.5220 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.5896 |
| Non-inhibitor | 0.5718 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.8602 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.9157 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.8371 |
| CYP450 2D6 Substrate | Non-substrate | 0.8412 |
| CYP450 3A4 Substrate | Substrate | 0.6005 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.8826 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.8842 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9149 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.8836 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.8066 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.9668 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9203 |
| Non-inhibitor | 0.7930 | |
| AMES Toxicity | Non AMES toxic | 0.8284 |
| Carcinogens | Non-carcinogens | 0.8717 |
| Fish Toxicity | High FHMT | 0.9636 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.9995 |
| Honey Bee Toxicity | High HBT | 0.7862 |
| Biodegradation | Not ready biodegradable | 0.5146 |
| Acute Oral Toxicity | III | 0.6842 |
| Carcinogenicity (Three-class) | Non-required | 0.7475 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -3.9666 | LogS |
| Caco-2 Permeability | 0.9689 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 1.8993 | LD50, mol/kg |
| Fish Toxicity | 1.1875 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 1.4760 | 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 - Carbonic acid diester - Secondary alcohol - Carbonic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - 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