{"ymdb_id":"YMDB01373","created_at":"2011-07-25T20:23:56.000Z","updated_at":"2016-09-08T18:36:36.000Z","name":"2-(4-Methyl-3-cyclohexen-1-yl)-2-propanol","cas":"98-55-5","state":"Solid","melting_point":"37.5 oC","description":"2-(4-Methyl-3-cyclohexen-1-yl)-2-propanol (alpha-Terpineol) is a naturally occurring monoterpene alcohol that has been isolated from a variety of sources such as cajuput oil, pine oil, and petitgrain oil. There are three isomers, alpha-, beta-, and gamma-terpineol, the last two differing only by the location of the double bond. Terpineol is usually a mixture of these isomers with alpha-terpineol as the major constituent.Terpineol has a pleasant odor similar to lilac and is a common ingredient in perfumes, cosmetics, and flavors. α-terpineol is one of the two most abundant aroma constituents of lapsang souchong tea; the α-terpineol originates in the pine smoke used to dry the tea. [Wikipedia]","experimental_water_solubility":"0.71 mg/mL at 25 oC [LI,J \u0026 PERDUE,EM (1995)]","experimental_logp_hydrophobicity":"2.98 [LI,J \u0026 PERDUE,EM (1995)]","location":"extracellular","synthesis_reference":null,"chebi_id":"300","hmdb_id":"HMDB04043","kegg_id":"C09902","pubchem_id":"17100","cs_id":"13850142","foodb_id":null,"wikipedia_link":"alpha-Terpineol","biocyc_id":"CPD-4887","iupac":"2-[(1R)-4-methylcyclohex-3-en-1-yl]propan-2-ol","traditional_iupac":"(+)-α-terpineol","logp":"2.1742975076666666","pka":null,"alogps_solubility":"1.56e+00 g/l","alogps_logp":"3.17","alogps_logs":"-2.00","acceptor_count":"1","donor_count":"1","rotatable_bond_count":"1","polar_surface_area":"20.23","refractivity":"48.4619","polarizability":"19.068760635093753","formal_charge":"0","physiological_charge":"0","pka_strongest_basic":"-0.8732484271496527","pka_strongest_acidic":"19.402266970394027","bioavailability":"1","number_of_rings":"1","rule_of_five":"1","ghose_filter":"0","veber_rule":"1","mddr_like_rule":"0","synonyms":["(+)-alpha-terpineol","(+)-p-menth-1-en-8-ol","(1R)-alpha,alpha,4-trimethyl-3-cyclohexene-1-methanol","(6R)-p-menth-1-en-8-ol","(r)-(+)-alpha-terpineol","(R)-2-(4-Methyl-3-cyclohexenyl)isopropanol","(R)-alpha,alpha,4-trimethylcyclohex-3-ene-1-methanol","(R)-p-Menth-1-en-8-ol","(S)-(-)-p-Menth-1-en-8-ol","1-alpha-terpineol","2-(4-methylcyclohex-3-en-1-yl)propan-2-ol","2-(4-methylcyclohex-3-enyl)propan-2-ol (alpha-terpineol)","2-[(1R)-4-methylcyclohex-3-en-1-yl]propan-2-ol","3-Cyclohexene-1-methanol, \u0026alpha","3-Cyclohexene-1-methanol, alpha,alpha,4-trimethyl-, (S)-","alpha-terpinenol","alpha-terpineol","alpha-terpineole","alpha-terpinol","alpha,alpha,4-Trimethyl-3-Cyclohexene-1-methanol","L-alpha-terpineol","Menth-1-en-8-ol","p-Menth-1-en-8-ol","Terpenol","Terpineol","Terpineol schlechthin","Terpineol, alpha"],"pathways":[],"growth_conditions":[],"references":[{"pubmed_id":20151225,"citation":"Tsakiris, A., Koutinas, A. A., Psarianos, C., Kourkoutas, Y., Bekatorou, A. (2010). \"A new process for wine production by penetration of yeast in uncrushed frozen grapes.\" Appl Biochem Biotechnol 162:1109-1121."},{"pubmed_id":1761208,"citation":"Kogan, G. L., Filipp, D., Arman, I. P., Leibovich, B. A., Beliaeva, E. S. (1991). \"[Cloning of segments of the Drosophila melanogaster genome using artificial chromosomes of the yeast Saccharomyces cerevisiae].\" Genetika 27:1316-1323."}],"proteins":[]}