(-)-MENTHOL 1- and 2-PROPYLENE GLYCOL CARBONATE
Relevant Data
Food Additives Approved in the United States
Flavouring Substances Approved by European Union:
General Information
| Synonyms: | FRESCOLAT, TYPE MGC |
| Chemical Names: | CARBONIC ACID, 2-HYDROXYPROPYL 5-METHYL-2-(1-METHYLETHYL)CYCLOHEXYL ESTER |
| CAS number: | 30304-82-6 |
| JECFA number: | 444 |
| FEMA number: | 3806 |
| Functional Class: |
Flavouring Agent FLAVOURING_AGENT |
From apps.who.int
Evaluations
| Evaluation year: | 1998 |
| ADI: | No safety concern at current levels of intake when used as a flavouring agent |
| Report: | TRS 891-JECFA 51/111 |
| Tox Monograph: | FAS 42-JECFA 51/381 |
| Specification: | COMPENDIUM ADDENDUM 6/FNP 52 Add.6/188 |
From apps.who.int
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 23124820 |
| IUPAC Name | [1-(2,3-dihydroxypropyl)-5-methyl-2-propan-2-ylcyclohexyl] hydrogen carbonate |
| InChI | InChI=1S/C14H26O5/c1-9(2)12-5-4-10(3)6-14(12,19-13(17)18)7-11(16)8-15/h9-12,15-16H,4-8H2,1-3H3,(H,17,18) |
| InChI Key | LICDRAZNJNMJQO-UHFFFAOYSA-N |
| Canonical SMILES | CC1CCC(C(C1)(CC(CO)O)OC(=O)O)C(C)C |
| Molecular Formula | C14H26O5 |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 274.357 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 6 |
| Complexity | 304.0 |
| 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 V 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 A Q A A F A A A F A A H A w P A O g A A A A A A A A A C A A A Y A A D A A A A A A A A A A A A = = |
| Topological Polar Surface Area | 87.0 |
| Monoisotopic Mass | 274.178 |
| Exact Mass | 274.178 |
| XLogP3 | None |
| XLogP3-AA | 2.5 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 19 |
| 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+ | 0.7426 |
| Human Intestinal Absorption | HIA+ | 0.9627 |
| Caco-2 Permeability | Caco2- | 0.5908 |
| P-glycoprotein Substrate | Substrate | 0.6942 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.7370 |
| Non-inhibitor | 0.6942 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.8916 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.9252 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.8597 |
| CYP450 2D6 Substrate | Non-substrate | 0.8420 |
| CYP450 3A4 Substrate | Substrate | 0.6192 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.7541 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.7594 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9465 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.8576 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.7828 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.9715 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9676 |
| Non-inhibitor | 0.7184 | |
| AMES Toxicity | Non AMES toxic | 0.7996 |
| Carcinogens | Non-carcinogens | 0.8998 |
| Fish Toxicity | High FHMT | 0.9745 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.9991 |
| Honey Bee Toxicity | High HBT | 0.7624 |
| Biodegradation | Not ready biodegradable | 0.7818 |
| Acute Oral Toxicity | III | 0.5970 |
| Carcinogenicity (Three-class) | Non-required | 0.6877 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -3.0598 | LogS |
| Caco-2 Permeability | 0.4836 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 2.1687 | LD50, mol/kg |
| Fish Toxicity | 1.9476 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 1.1547 | 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 monoester - Secondary alcohol - Carbonic acid derivative - 1,2-diol - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Primary alcohol - 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