(-)-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 SDF2D 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