(+)-NEO-MENTHOL
Relevant Data
Flavouring Substances Approved by European Union:
General Information
| Synonyms: | d-beta-PULEGOMENTHOL |
| CAS number: | 20752-34-5 |
| COE number: | 2028 |
| JECFA number: | 428 |
| FEMA number: | 2666 |
| 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 9/FNP 52 Add.9/118 (2001) |
From apps.who.int
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 19244 |
| IUPAC Name | (1R,2R,5R)-5-methyl-2-propan-2-ylcyclohexan-1-ol |
| InChI | InChI=1S/C10H20O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-11H,4-6H2,1-3H3/t8-,9-,10-/m1/s1 |
| InChI Key | NOOLISFMXDJSKH-OPRDCNLKSA-N |
| Canonical SMILES | CC1CCC(C(C1)O)C(C)C |
| Molecular Formula | C10H20O |
| Wikipedia | (+)-neoisomenthol |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 156.269 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 1 |
| Rotatable Bond Count | 1 |
| Complexity | 120.0 |
| CACTVS Substructure Key Fingerprint | A A A D c e B w I 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 A A A A A 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 A E A I A A A A A Q A A E A A A A 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 | 20.2 |
| Monoisotopic Mass | 156.151 |
| Exact Mass | 156.151 |
| XLogP3 | None |
| XLogP3-AA | 3.0 |
| Compound Is Canonicalized | True |
| Formal Charge | 0 |
| Heavy Atom Count | 11 |
| Defined Atom Stereocenter Count | 3 |
| 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+ | 0.9408 |
| Human Intestinal Absorption | HIA+ | 0.9944 |
| Caco-2 Permeability | Caco2+ | 0.8127 |
| P-glycoprotein Substrate | Non-substrate | 0.5690 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.8765 |
| Non-inhibitor | 0.9397 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.8591 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.6714 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.7798 |
| CYP450 2D6 Substrate | Non-substrate | 0.7460 |
| CYP450 3A4 Substrate | Substrate | 0.5912 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.7188 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.8484 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9451 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.9185 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.9458 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.9546 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.8439 |
| Non-inhibitor | 0.7727 | |
| AMES Toxicity | Non AMES toxic | 0.9132 |
| Carcinogens | Non-carcinogens | 0.8439 |
| Fish Toxicity | High FHMT | 0.9027 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.9205 |
| Honey Bee Toxicity | High HBT | 0.7701 |
| Biodegradation | Not ready biodegradable | 0.7808 |
| Acute Oral Toxicity | III | 0.8431 |
| Carcinogenicity (Three-class) | Non-required | 0.7397 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -2.4671 | LogS |
| Caco-2 Permeability | 1.7032 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 1.7142 | LD50, mol/kg |
| Fish Toxicity | 1.4010 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 0.7621 | 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 - Cyclohexanol - Cyclic alcohol - Secondary alcohol - Organic oxygen compound - Hydrocarbon derivative - Organooxygen compound - 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