(-)-MENTHYL LACTATE
Relevant Data
Flavouring Substances Approved by European Union:
General Information
| CAS number: | 61597-98-6 |
| JECFA number: | 433 |
| FEMA number: | 3748 |
| Functional Class: |
Flavouring Agent FLAVOURING_AGENT |
From apps.who.int
Evaluations
| Evaluation year: | 2018 |
| ADI: | No safety concern at current levels of intake when used as a flavouring agent (fifty-first meeting) |
| Meeting: | 86 |
| Specs Code: | R |
| Comments: | Considered for specification only. |
| Specification: | FAO JECFA Monographs 22/99 |
From apps.who.int
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 7076215 |
| IUPAC Name | [(1R,2S,5R)-5-methyl-2-propan-2-ylcyclohexyl] (2S)-2-hydroxypropanoate |
| InChI | InChI=1S/C13H24O3/c1-8(2)11-6-5-9(3)7-12(11)16-13(15)10(4)14/h8-12,14H,5-7H2,1-4H3/t9-,10+,11+,12-/m1/s1 |
| InChI Key | UJNOLBSYLSYIBM-NOOOWODRSA-N |
| Canonical SMILES | CC1CCC(C(C1)OC(=O)C(C)O)C(C)C |
| Molecular Formula | C13H24O3 |
| Wikipedia | (-)-menthyl lactate |
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 | 4 |
| Complexity | 237.0 |
| 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 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 C Q C A I A A A A A A A A A A A F A A A A B E A I A A A A C A A A E A A A D 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 | 46.5 |
| Monoisotopic Mass | 228.173 |
| Exact Mass | 228.173 |
| XLogP3 | None |
| XLogP3-AA | 3.3 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 16 |
| Defined Atom Stereocenter Count | 4 |
| Undefined Atom Stereocenter Count | 0 |
| 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+ | 0.8481 |
| Human Intestinal Absorption | HIA+ | 0.9886 |
| Caco-2 Permeability | Caco2+ | 0.7766 |
| P-glycoprotein Substrate | Non-substrate | 0.6048 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.7189 |
| Non-inhibitor | 0.8069 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.8682 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.8836 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.8119 |
| CYP450 2D6 Substrate | Non-substrate | 0.8529 |
| CYP450 3A4 Substrate | Substrate | 0.5783 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.8847 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.8718 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9371 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.8986 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.9278 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.9853 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.9669 |
| Non-inhibitor | 0.8411 | |
| AMES Toxicity | Non AMES toxic | 0.7831 |
| Carcinogens | Non-carcinogens | 0.8384 |
| Fish Toxicity | High FHMT | 0.9141 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.8974 |
| Honey Bee Toxicity | High HBT | 0.7868 |
| Biodegradation | Not ready biodegradable | 0.6168 |
| Acute Oral Toxicity | III | 0.5455 |
| Carcinogenicity (Three-class) | Non-required | 0.6959 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -3.6069 | LogS |
| Caco-2 Permeability | 1.2298 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 1.6152 | LD50, mol/kg |
| Fish Toxicity | 1.4704 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 1.2190 | 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 - Secondary alcohol - Carboxylic acid ester - Monocarboxylic acid or derivatives - Carboxylic 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