(-)-MENTHONE 1,2-GLYCEROL KETAL
Relevant Data
Food Additives Approved in the United States
Flavouring Substances Approved by European Union:
General Information
| Synonyms: | FRESCOLAT, TYPE MGA |
| Chemical Names: | 1,4-DIOXASPIRO[4,5]DECANE-2-MENTHANOL |
| CAS number: | 63187-91-7 |
| JECFA number: | 446 |
| FEMA number: | 3807 |
| 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 | 162184 |
| IUPAC Name | (9-methyl-6-propan-2-yl-1,4-dioxaspiro[4.5]decan-3-yl)methanol |
| InChI | InChI=1S/C13H24O3/c1-9(2)12-5-4-10(3)6-13(12)15-8-11(7-14)16-13/h9-12,14H,4-8H2,1-3H3 |
| InChI Key | ZBJCYZPANVLBRK-UHFFFAOYSA-N |
| Canonical SMILES | CC1CCC(C2(C1)OCC(O2)CO)C(C)C |
| Molecular Formula | C13H24O3 |
| Wikipedia | (+/-)-menthone 1,2-glycerol ketal |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 228.332 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 2 |
| Complexity | 241.0 |
| 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 S 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 A A A A A A 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 i Q A A F 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 | 38.7 |
| Monoisotopic Mass | 228.173 |
| Exact Mass | 228.173 |
| XLogP3 | None |
| XLogP3-AA | 2.5 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 16 |
| 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+ | 0.9370 |
| Human Intestinal Absorption | HIA+ | 0.9717 |
| Caco-2 Permeability | Caco2+ | 0.5269 |
| P-glycoprotein Substrate | Non-substrate | 0.5736 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.7814 |
| Non-inhibitor | 0.7551 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.7979 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.5910 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.8581 |
| CYP450 2D6 Substrate | Non-substrate | 0.7914 |
| CYP450 3A4 Substrate | Non-substrate | 0.5594 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.8814 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.7985 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9264 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.8199 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.8669 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.9601 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9658 |
| Non-inhibitor | 0.8534 | |
| AMES Toxicity | Non AMES toxic | 0.6467 |
| Carcinogens | Non-carcinogens | 0.8450 |
| Fish Toxicity | Low FHMT | 0.6041 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.9971 |
| Honey Bee Toxicity | High HBT | 0.7313 |
| Biodegradation | Not ready biodegradable | 0.6270 |
| Acute Oral Toxicity | III | 0.6759 |
| Carcinogenicity (Three-class) | Non-required | 0.5762 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -2.8018 | LogS |
| Caco-2 Permeability | 0.9571 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 1.8742 | LD50, mol/kg |
| Fish Toxicity | 2.6564 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 0.9391 | 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 heteropolycyclic compounds |
| Substituents | P-menthane monoterpenoid - Ketal - Meta-dioxolane - Oxacycle - Organoheterocyclic compound - Acetal - Organic oxygen compound - Hydrocarbon derivative - Primary alcohol - Organooxygen compound - Alcohol - Aliphatic heteropolycyclic 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