ISOPULEGOL
Relevant Data
Food Additives Approved by WHO:
Flavouring Substances Approved by European Union:
General Information
| Mainterm | ISOPULEGOL |
| Doc Type | ASP |
| CAS Reg.No.(or other ID) | 89-79-2 |
| Regnum |
172.515 |
From www.fda.gov
Computed Descriptors
Download SDF| 2D Structure | |
| CID | 170833 |
| IUPAC Name | (1R,2S,5R)-5-methyl-2-prop-1-en-2-ylcyclohexan-1-ol |
| InChI | InChI=1S/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h8-11H,1,4-6H2,2-3H3/t8-,9+,10-/m1/s1 |
| InChI Key | ZYTMANIQRDEHIO-KXUCPTDWSA-N |
| Canonical SMILES | CC1CCC(C(C1)O)C(=C)C |
| Molecular Formula | C10H18O |
| Wikipedia | isopulegol |
From Pubchem
Computed Properties
| Property Name | Property Value |
|---|---|
| Molecular Weight | 154.253 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 1 |
| Rotatable Bond Count | 1 |
| Complexity | 151.0 |
| 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 C A A g B C A A A A A A A g A A A A A A A A A A g A E A I A A Q A A Q A A E w A A A A A G A w P A O A 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 | 154.136 |
| Exact Mass | 154.136 |
| 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+ | 0.8873 |
| Human Intestinal Absorption | HIA+ | 0.9889 |
| Caco-2 Permeability | Caco2+ | 0.8188 |
| P-glycoprotein Substrate | Substrate | 0.5153 |
| P-glycoprotein Inhibitor | Non-inhibitor | 0.6916 |
| Non-inhibitor | 0.9722 | |
| Renal Organic Cation Transporter | Non-inhibitor | 0.7961 |
| Distribution | ||
| Subcellular localization | Mitochondria | 0.5206 |
| Metabolism | ||
| CYP450 2C9 Substrate | Non-substrate | 0.8459 |
| CYP450 2D6 Substrate | Non-substrate | 0.8532 |
| CYP450 3A4 Substrate | Substrate | 0.5688 |
| CYP450 1A2 Inhibitor | Non-inhibitor | 0.8078 |
| CYP450 2C9 Inhibitor | Non-inhibitor | 0.9173 |
| CYP450 2D6 Inhibitor | Non-inhibitor | 0.9258 |
| CYP450 2C19 Inhibitor | Non-inhibitor | 0.8559 |
| CYP450 3A4 Inhibitor | Non-inhibitor | 0.8482 |
| CYP Inhibitory Promiscuity | Low CYP Inhibitory Promiscuity | 0.8831 |
| Excretion | ||
| Toxicity | ||
| Human Ether-a-go-go-Related Gene Inhibition | Weak inhibitor | 0.6554 |
| Non-inhibitor | 0.8370 | |
| AMES Toxicity | Non AMES toxic | 0.9562 |
| Carcinogens | Non-carcinogens | 0.8905 |
| Fish Toxicity | High FHMT | 0.9651 |
| Tetrahymena Pyriformis Toxicity | High TPT | 0.5644 |
| Honey Bee Toxicity | High HBT | 0.8129 |
| Biodegradation | Ready biodegradable | 0.5532 |
| Acute Oral Toxicity | III | 0.7959 |
| Carcinogenicity (Three-class) | Non-required | 0.6267 |
From admetSAR
ADMET Predicted Profile --- Regression
| Model | Value | Unit |
|---|---|---|
| Absorption | ||
| Aqueous solubility | -2.5192 | LogS |
| Caco-2 Permeability | 1.7660 | LogPapp, cm/s |
| Distribution | ||
| Metabolism | ||
| Excretion | ||
| Toxicity | ||
| Rat Acute Toxicity | 1.8752 | LD50, mol/kg |
| Fish Toxicity | 0.6046 | pLC50, mg/L |
| Tetrahymena Pyriformis Toxicity | 0.2587 | 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