p-Menthane-3,8-diol
PubChem CID: 556998
Connections displayed (default: 10).
Loading graph...
| Compound Synonyms | p-Menthane-3,8-diol, 42822-86-6, Geranodyle, 2-(2-hydroxypropan-2-yl)-5-methylcyclohexan-1-ol, para-menthane-3,8-diol, Citriodiol, 2-(2-Hydroxypropan-2-yl)-5-methylcyclohexanol, 2-Hydroxy-alpha,alpha,4-trimethylcyclohexanemethanol, 3,8-p-menthanediol, Geranium cyclohexane, UNII-6T6Z1Z1NC4, 6T6Z1Z1NC4, EINECS 255-953-7, CITRIODIOL [WHO-DD], DTXSID0035744, FEMA NO. 4053, CHEBI:48250, 2-(1-Hydroxy-1-methylethyl)-5-methylcyclohexanol, P-MENTHANE-3,8-DIOL [FHFI], (+/-)-P-MENTHANE-3,8-DIOL, 1-hydroxy-2-(1-methyl-1-hydroxyethyl)-5-methylcyclohexane, Cyclohexanemethanol, 2-hydroxy-.alpha.,.alpha.,4-trimethyl-, cis-1,3,trans-1,4-p-Menthane-3,8-diol, P-MENTHANE-3,8-DIOL, (+/-)-, (1Alpha,3beta,4beta)-p-menthane-3,8-diol, 2-hydroxy-a,a,4-trimethylcyclohexanemethanol, Cis-p-menthane-3,8-diol, 2-(2-hydroxy-2-propyl)-5-methyl-cyclohexanol, 2-Hydroxy-a,a,4-trimethylcyclohexanemethanol, 9CI, 2-Hydroxy-alpha,alpha,4-trimethyl-Cyclohexanemethanol, 8-hydroxymenthol, Cyclohexanemethanol, 2-hydroxy-alpha,alpha,4-trimethyl-, Isopulegol hydrate, 1-HYDROXY-5-METHYL-2-(1-METHYL-1-HYDROXYETHYL)CYCLOHEXANE, p-menthan-3,8-diol, Cubebaol, terpin, monohydrate(cis)-isomer, MFCD12756283, trans-2-(2-Hydroxypropan-2-yl)-5-methylcyclohexanol, SCHEMBL80731, 2-(2'-hydroxypropan-2'-yl)-5-methylcyclohexanol, (E)-para-menthane-3,8-diol, DTXCID8015744, p-Menthane-3,8-diol - 95%, DAA56495, (-)-(E)-para-menthane-3,8-diol, AKOS015902316, SB84527, AS-57135, DA-05917, FM143181, CS-0152685, NS00004650, F20699, EN300-6488765, p-Menthan-3,8-diol 100 microg/mL in Acetonitrile, Q3359470, 2-Hydroxy-alpha,alpha, 4-trimethylcyclohexane methanol, (+)-cis-p-Menthane-3,8-diol, 1-Hydroxy-2-(1-methyl-1-hydroxyethyl)-5-methylcyclohexane, Geranodyle, Citrepel, 444-730-1 |
|---|---|
| Ghose Rule | True |
| Classyfire Kingdom | Organic compounds |
| Topological Polar Surface Area | 40.5 |
| Hydrogen Bond Donor Count | 2.0 |
| Pfizer 3 75 Rule | False |
| Scaffold Graph Level | C1CCCCC1 |
| Np Classifier Class | Menthane monoterpenoids |
| Deep Smiles | CCCCCCC6)O))CO)C)C |
| Heavy Atom Count | 12.0 |
| Classyfire Class | Prenol lipids |
| Description | Constituent of the roots of Litsea cubeba (mountain pepper) p-Menthane-3,8-diol, also known as para-menthane-3,8-diol and PMD, is an active ingredient used in insect repellents. It smells similar to menthol and acts as a coolant. PMD is found in the oil within leaves of the Eucalyptus citriodora tree. This tree is native to Australia, but is now cultivated in many warm places around the world. This oil, when refined for use in insect repellents, is known as Oil of Lemon Eucalyptus or, more commonly, Citriodiol. Typically, Citriodiol contains 64% PMD (a mixture of the cis and trans isomers of p-menthane-3,8-diol). Citriodiol has been notified under the European Biocidal Products Directive (BPD) 98/8/EC and is currently proceeding through the registration process with the Heath and Safety Executive in the UK. It is the only natural ingredient that can now be used as an insect repellent. |
| Scaffold Graph Node Level | C1CCCCC1 |
| Classyfire Subclass | Monoterpenoids |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 154.0 |
| Database Name | fooddb_chem_all;hmdb_chem_all;imppat_phytochem;pubchem |
| Defined Atom Stereocenter Count | 0.0 |
| Iupac Name | 2-(2-hydroxypropan-2-yl)-5-methylcyclohexan-1-ol |
| Class | Prenol lipids |
| Veber Rule | True |
| Classyfire Superclass | Lipids and lipid-like molecules |
| Xlogp | 2.2 |
| Superclass | Lipids and lipid-like molecules |
| Subclass | Monoterpenoids |
| Gsk 4 400 Rule | True |
| Molecular Formula | C10H20O2 |
| Scaffold Graph Node Bond Level | C1CCCCC1 |
| Inchi Key | LMXFTMYMHGYJEI-UHFFFAOYSA-N |
| Silicos It Class | Soluble |
| Rotatable Bond Count | 1.0 |
| Synonyms | (1Alpha,3beta,4beta)-p-menthane-3,8-diol, 2-(1-Hydroxy-1-methylethyl)-5-methylcyclohexanol, 2-(2-Hydroxy-2-propyl)-5-methyl-cyclohexanol, 2-(2-hydroxypropan-2-yl)-5-methylcyclohexan-1-ol, 2-Hydroxy-a,a,4-trimethylcyclohexanemethanol, 9CI, 2-Hydroxy-alpha,alpha,4-trimethyl-cyclohexanemethanol, 2-Hydroxy-alpha,alpha,4-trimethylcyclohexanemethanol, cis-1,3,trans-1,4-P-Menthane-3,8-diol, Cubebaol, Cyclohexanemethanol, 2-hydroxy-alpha,alpha,4-trimethyl-, Cyclohexanol, 2-(2-hydroxy-2-propyl)-5-methyl-, Isopulegol hydrate, Menthoglycol, p-Menthane-3,8-diol, cis-1,3,trans-1,4-, (1Alpha,3beta,4beta)-P-Menthane-3,8-diol, 2-(2-Hydroxypropan-2-yl)-5-methylcyclohexan-1-ol, 2-Hydroxy-a,a,4-trimethylcyclohexanemethanol, 9ci, 2-(2'-Hydroxypropan-2'-yl)-5-methylcyclohexanol, Para-menthane-3,8-diol, Terpin, Terpin, titanium (+4) salt, Geranodyle, p-Menthane-1,8-diol, Terpin, monohydrate(cis)-isomer, Terpin hydrate, p-menthane-3,8-diol |
| Esol Class | Soluble |
| Functional Groups | CO |
| Compound Name | p-Menthane-3,8-diol |
| Kingdom | Organic compounds |
| Exact Mass | 172.146 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 172.146 |
| Hydrogen Bond Acceptor Count | 2.0 |
| Molecular Weight | 172.26 |
| Gi Absorption | True |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 3.0 |
| Total Bond Stereocenter Count | 0.0 |
| Molecular Framework | Aliphatic homomonocyclic compounds |
| Lipinski Rule Of 5 | True |
| Inchi | InChI=1S/C10H20O2/c1-7-4-5-8(9(11)6-7)10(2,3)12/h7-9,11-12H,4-6H2,1-3H3 |
| Smiles | CC1CCC(C(C1)O)C(C)(C)O |
| Np Classifier Biosynthetic Pathway | Terpenoids |
| Defined Bond Stereocenter Count | 0.0 |
| Egan Rule | True |
| Taxonomy Direct Parent | Menthane monoterpenoids |
| Np Classifier Superclass | Monoterpenoids |
- 1. Outgoing r'ship
FOUND_INto/from Litsea Cubeba (Plant) Rel Props:Reference:https://doi.org/10.1080/10412905.1998.9700927