Cyclohexanone, 5-methyl-2-(1-methylethenyl)-
PubChem CID: 34645
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| Compound Synonyms | Isopulegone, 5-methyl-2-prop-1-en-2-ylcyclohexan-1-one, 529-00-0, Cyclohexanone, 5-methyl-2-(1-methylethenyl)-, p-menth-8-en-3-one, 29606-79-9, 5-methyl-2-(prop-1-en-2-yl)cyclohexan-1-one, 2-Isopropenyl-5-methylcyclohexanone #, (-)-trans-Isopulegone, SCHEMBL727954, CHEBI:37046, DTXSID40865498, (-)-trans-p-Menth-8-en-3-one, SAA88243, AKOS015907574, Cyclohexanone, 2-isopropylideno-5-methyl-, 5-methyl-2-(prop-1-en-2-yl)cyclohexanone, NS00096354, EN300-2968121, Q27117020, (2R-trans)-5-methyl-2-(1-methylethenyl)-cyclohexanone |
|---|---|
| Ghose Rule | False |
| Classyfire Kingdom | Organic compounds |
| Topological Polar Surface Area | 17.1 |
| Hydrogen Bond Donor Count | 0.0 |
| Pfizer 3 75 Rule | False |
| Scaffold Graph Level | CC1CCCCC1 |
| Np Classifier Class | Menthane monoterpenoids |
| Deep Smiles | CCCCCC=O)C6))C=C)C |
| Heavy Atom Count | 11.0 |
| Classyfire Class | Prenol lipids |
| Description | (-)-trans-isopulegone, also known as isopulegone or 1-methyl-4-isopropenyl-3-cyclohexanone, is a member of the class of compounds known as menthane monoterpenoids. Menthane monoterpenoids 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 (-)-trans-isopulegone is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). (-)-trans-isopulegone can be found in fats and oils, which makes (-)-trans-isopulegone a potential biomarker for the consumption of this food product. |
| Scaffold Graph Node Level | OC1CCCCC1 |
| Classyfire Subclass | Monoterpenoids |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 181.0 |
| Database Name | cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem |
| Defined Atom Stereocenter Count | 0.0 |
| Iupac Name | 5-methyl-2-prop-1-en-2-ylcyclohexan-1-one |
| Prediction Hob | 1.0 |
| Class | Prenol lipids |
| Veber Rule | True |
| Classyfire Superclass | Lipids and lipid-like molecules |
| Xlogp | 2.8 |
| Superclass | Lipids and lipid-like molecules |
| Subclass | Monoterpenoids |
| Gsk 4 400 Rule | True |
| Molecular Formula | C10H16O |
| Scaffold Graph Node Bond Level | O=C1CCCCC1 |
| Prediction Swissadme | 0.0 |
| Inchi Key | RMIANEGNSBUGDJ-UHFFFAOYSA-N |
| Silicos It Class | Soluble |
| Fcsp3 | 0.7 |
| Logs | -2.814 |
| Rotatable Bond Count | 1.0 |
| Logd | 2.957 |
| Synonyms | 2-Isopropenyl-5-methylcyclohexanone, 5-Methyl-2-(1-methylethenyl)cyclohexanone, a-Pulegone, Isopulegone, p-Menth-8-en-3-one, (-)-trans-Isopulegone, (-)-trans-p-Menth-8-en-3-one, (+)-Isopulegone, (1R,4S)-p-Menth-8-en-3-one, (2R-trans)-5-Methyl-2-(1-methylethenyl)-cyclohexanone, FEMA 2964, (+)-cis-Isopulegone, (+)-cis-p-Menth-8-en-3-one, (1R,4R)-p-Menth-8-en-3-one, Andromedol, Deacylasebotoxin I, Grayanotoxane-3,5,6,10,14,16-hexol, Grayanotoxin III, Isoisopulegone, 1-Methyl-4-isopropenyl-3-cyclohexanone, (-)-trans-P-Menth-8-en-3-one, Pulegone, (S)-isomer, Pulegone, (R)-isomer, Pulegone, cis-Isopulegone, iso-pulegone, isopulegone, isopulegone i, isopulegone ii, isopulegone*, isopulegoneb |
| Esol Class | Soluble |
| Functional Groups | C=C(C)C, CC(C)=O |
| Compound Name | Cyclohexanone, 5-methyl-2-(1-methylethenyl)- |
| Kingdom | Organic compounds |
| Prediction Hob Swissadme | 0.0 |
| Exact Mass | 152.12 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 152.12 |
| Hydrogen Bond Acceptor Count | 1.0 |
| Molecular Weight | 152.23 |
| Gi Absorption | True |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 2.0 |
| Total Bond Stereocenter Count | 0.0 |
| Molecular Framework | Aliphatic homomonocyclic compounds |
| Lipinski Rule Of 5 | True |
| Esol | -2.5070694000000002 |
| Inchi | InChI=1S/C10H16O/c1-7(2)9-5-4-8(3)6-10(9)11/h8-9H,1,4-6H2,2-3H3 |
| Smiles | CC1CCC(C(=O)C1)C(=C)C |
| Nring | 1.0 |
| Np Classifier Biosynthetic Pathway | Terpenoids |
| Defined Bond Stereocenter Count | 0.0 |
| Egan Rule | True |
| Taxonomy Direct Parent | Menthane monoterpenoids |
| Np Classifier Superclass | Monoterpenoids |
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