2-Hydroxypiperitone
PubChem CID: 79023
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| Compound Synonyms | Diosphenol, 2-Hydroxypiperitone, Barosma camphor, Buchu camphor, Buccocamphor, 490-03-9, 1-p-menthen-2-ol-3-one, 2-Cyclohexen-1-one, 2-hydroxy-3-methyl-6-(1-methylethyl)-, 2-hydroxy-3-methyl-6-propan-2-ylcyclohex-2-en-1-one, UNII-4221SIG7EK, 4221SIG7EK, (+/-)-2-HYDROXYPIPERITONE, EINECS 207-704-9, 2-Hydroxy-6-isopropyl-3-methyl-2-cyclohexen-1-one, 2-Hydroxy-6-(isopropyl)-3-methylcyclohex-2-en-1-one, 2-hydroxy-3-methyl-6-(propan-2-yl)cyclohex-2-en-1-one, CHEBI:4632, FEMA NO. 4143, 1-methyl-4-isopropyl-1-cyclohexen-2-ol-3-one, 2-Hydroxy-3-methyl-6-(1-methylethyl)-2-cyclohexen-1-one, 2-HYDROXY-P-MENTH-1-EN-3-ONE, 2-HYDROXY-6-ISOPROPYL-3-METHYLCYCLOHEX-2-ENONE, DIOSPHENOL [MI], SCHEMBL873797, DTXSID5052127, LMPR0102090061, 2-HYDROXYPIPERITONE, (+/-)-, (+/-)-2-HYDROXYPIPERITONE [FHFI], DB-323844, NS00022230, C09854, 2-Hydroxy-6-isopropyl-3-methyl-2-cyclohexen-1-one #, Q21546974 |
|---|---|
| Ghose Rule | True |
| Classyfire Kingdom | Organic compounds |
| Topological Polar Surface Area | 37.3 |
| Hydrogen Bond Donor Count | 1.0 |
| Pfizer 3 75 Rule | False |
| Scaffold Graph Level | CC1CCCCC1 |
| Np Classifier Class | Menthane monoterpenoids, Monocyclic monoterpenoids |
| Deep Smiles | CCCCCC=CC6=O))O))C)))))C |
| Heavy Atom Count | 12.0 |
| Classyfire Class | Prenol lipids |
| Description | (+/-)-2-hydroxypiperitone, also known as 2-hydroxy-6-isopropyl-3-methyl-2-cyclohexen-1-one or barosma camphor, 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. Thus, (+/-)-2-hydroxypiperitone is considered to be an isoprenoid lipid molecule (+/-)-2-hydroxypiperitone is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). (+/-)-2-hydroxypiperitone is a blackcurrant, buchu, and leaves tasting compound found in blackcurrant, peppermint, and spearmint, which makes (+/-)-2-hydroxypiperitone a potential biomarker for the consumption of these food products. |
| Scaffold Graph Node Level | OC1CCCCC1 |
| Classyfire Subclass | Monoterpenoids |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 226.0 |
| Database Name | cmaup_ingredients;fooddb_chem_all;imppat_phytochem;npass_chem_all;pubchem |
| Defined Atom Stereocenter Count | 0.0 |
| Iupac Name | 2-hydroxy-3-methyl-6-propan-2-ylcyclohex-2-en-1-one |
| Prediction Hob | 1.0 |
| Veber Rule | True |
| Classyfire Superclass | Lipids and lipid-like molecules |
| Xlogp | 2.0 |
| Gsk 4 400 Rule | True |
| Molecular Formula | C10H16O2 |
| Scaffold Graph Node Bond Level | O=C1C=CCCC1 |
| Prediction Swissadme | 1.0 |
| Inchi Key | QSIMLPCPCXVYDD-UHFFFAOYSA-N |
| Silicos It Class | Soluble |
| Fcsp3 | 0.7 |
| Logs | -2.867 |
| Rotatable Bond Count | 1.0 |
| Logd | 1.756 |
| Synonyms | 2-Cyclohexen-1-one, 2-hydroxy-3-methyl-6-(1-methylethyl)-, 2-hydroxy-3-methyl-6-(propan-2-yl)cyclohex-2-en-1-one, 2-Hydroxy-6-(isopropyl)-3-methylcyclohex-2-en-1-one, 2-Hydroxy-6-isopropyl-3-methyl-2-cyclohexen-1-one, 2-Hydroxypiperitone, Barosma camphor, Buccocamphor, Buchu camphor, Diosphenol, 2-hydroxy piperitone, 2-hydroxy-piperitone, 2-hydroxypiperitone, 4-hydroxy piperitone, buccocamphor, diosphenol |
| Esol Class | Soluble |
| Functional Groups | CC(=O)C(O)=C(C)C |
| Compound Name | 2-Hydroxypiperitone |
| Prediction Hob Swissadme | 1.0 |
| Exact Mass | 168.115 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 168.115 |
| Hydrogen Bond Acceptor Count | 2.0 |
| Molecular Weight | 168.23 |
| Gi Absorption | True |
| Covalent Unit Count | 1.0 |
| Total Atom Stereocenter Count | 1.0 |
| Total Bond Stereocenter Count | 0.0 |
| Lipinski Rule Of 5 | True |
| Esol | -2.0959632 |
| Inchi | InChI=1S/C10H16O2/c1-6(2)8-5-4-7(3)9(11)10(8)12/h6,8,11H,4-5H2,1-3H3 |
| Smiles | CC1=C(C(=O)C(CC1)C(C)C)O |
| Nring | 1.0 |
| Np Classifier Biosynthetic Pathway | Terpenoids |
| Defined Bond Stereocenter Count | 0.0 |
| Egan Rule | True |
| Np Classifier Superclass | Monoterpenoids |
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