1.0 2016-09-30 23:09:43 UTC 2020-05-11 20:23:51 UTC BMDB0004586 BMDB04586 Perillic acid 4-(1-Methylethenyl)-1-cyclohexene-1-carboxylic acid 4-Isopropenylcyclohex-1-enecarboxylic acid 4-(1-Methylethenyl)-1-cyclohexene-1-carboxylate 4-Isopropenylcyclohex-1-enecarboxylate Perillate 4-(2-Propenyl)-1-cyclohexane-1-carboxylic acid 4-Isopropenylcyclohex-1-ene carboxylic acid C10H14O2 166.22 166.099379691 4-(prop-1-en-2-yl)cyclohex-1-ene-1-carboxylic acid perillic acid 7694-45-3 CC(=C)C1CCC(=CC1)C(O)=O InChI=1S/C10H14O2/c1-7(2)8-3-5-9(6-4-8)10(11)12/h5,8H,1,3-4,6H2,2H3,(H,11,12) CDSMSBUVCWHORP-UHFFFAOYSA-N 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. Organic compounds Lipids and lipid-like molecules Prenol lipids Monoterpenoids Menthane monoterpenoids Carbonyl compounds Carboxylic acids Hydrocarbon derivatives Monocarboxylic acids and derivatives Monocyclic monoterpenoids Organic oxides Aliphatic homomonocyclic compound Carbonyl group Carboxylic acid Carboxylic acid derivative Hydrocarbon derivative Monocarboxylic acid or derivatives Monocyclic monoterpenoid Organic oxide Organic oxygen compound Organooxygen compound P-menthane monoterpenoid Aliphatic homomonocyclic compounds Cyclic monoterpenes Menthane monoterpenoids Menthane monoterpenoids alpha,beta-unsaturated monocarboxylic acid cyclohexenecarboxylic acid Solid melting_point 60 °C logp 1.428 logp 2.47 ALOGPS logs -2.01 ALOGPS logp 2.41 ChemAxon pka_strongest_acidic 4.99 ChemAxon iupac 4-(prop-1-en-2-yl)cyclohex-1-ene-1-carboxylic acid ChemAxon average_mass 166.22 ChemAxon mono_mass 166.099379691 ChemAxon smiles CC(=C)C1CCC(=CC1)C(O)=O ChemAxon formula C10H14O2 ChemAxon inchi InChI=1S/C10H14O2/c1-7(2)8-3-5-9(6-4-8)10(11)12/h5,8H,1,3-4,6H2,2H3,(H,11,12) ChemAxon inchikey CDSMSBUVCWHORP-UHFFFAOYSA-N ChemAxon polar_surface_area 37.3 ChemAxon refractivity 48.2 ChemAxon polarizability 18.13 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 2 ChemAxon donor_count 1 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon number_of_rings 1 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::NmrOneD 2003 Specdb::CMs 1222 Specdb::CMs 5706 Specdb::CMs 31526 Specdb::CMs 38766 Specdb::CMs 165743 Specdb::NmrTwoD 1938 Specdb::MsIr 2231 Specdb::MsIr 2232 Specdb::MsIr 2233 Specdb::MsMs 2397 Specdb::MsMs 2398 Specdb::MsMs 2399 Specdb::MsMs 240259 Specdb::MsMs 240260 Specdb::MsMs 240261 Specdb::MsMs 242314 Specdb::MsMs 242315 Specdb::MsMs 242316 Specdb::MsMs 439776 Specdb::MsMs 439777 Specdb::MsMs 439778 Specdb::MsMs 2375657 Specdb::MsMs 2375658 Specdb::MsMs 2375659 Specdb::MsMs 2559699 Specdb::MsMs 2559700 Specdb::MsMs 2559701 Kidney Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 Liver Wishart DS, Feunang YD, Marcu A, Guo AC, Liang K, Vazquez-Fresno R, Sajed T, Johnson D, Li C, Karu N, Sayeeda Z, Lo E, Assempour N, Berjanskii M, Singhal S, Arndt D, Liang Y, Badran H, Grant J, Serra-Cayuela A, Liu Y, Mandal R, Neveu V, Pon A, Knox C, Wilson M, Manach C, Scalbert A: HMDB 4.0: the human metabolome database for 2018. Nucleic Acids Res. 2018 Jan 4;46(D1):D608-D617. doi: 10.1093/nar/gkx1089. 29140435 FDB013215 1218 1256 C11924 36999 C00010870 2266070 Semmler, F. W.; Zaar, B. Constituents of Ethereal Oils. Constitution of Perillaldehyde, C10H14O. Berichte der Deutschen Chemischen Gesellschaft (1911), 44 52-7.