1.0 2010-04-08 22:11:33 UTC 2025-11-19 00:50:49 UTC FDB014923 p-Mentha-1,8-dien-7-ol Perillyl alcohol is a monoterpene isolated from the essential oils of lavendin, peppermint, spearmint, cherries, celery seeds, and several other plants. In animal studies it has been shown to regress pancreatic, mammary, and liver tumors, to exhibit possible application as a chemopreventative agent for colon, skin, and lung cancer, and as a chemotherapeutic agent for neuroblastoma, and prostate and colon cancer.(PMID: 9855569) [HMDB]. p-Mentha-1,8-dien-7-ol is found in many foods, some of which are caraway, ginger, german camomile, and sweet bay. 1-Hydroxymethyl-4-isopropenyl-1-cyclohexene 1-Hydroxymethyl-4-isopropenylcyclohexene 1-Perillalcohol 1,8-P-Menthadien-7-ol 4-(1-Methylethenyl)-1-cyclohexene-1-methanol 4-(1-Methylethenyl)-1-cyclohexene-1-methanol, 9CI 4-Isopropenyl-1-cyclohexene carbinol 4-Isopropenyl-cyclohex-1-ene-1-methanol 4-Isopropenylcyclohex-1-en-1-ylmethanol Dihydrocuminic alcohol Dihydrocuminyl alcohol Dihydrocuminyl alcoholn Hydrocumin alcohol Iso-carveol NSC 641066 Para-mentha-1,8-dien-7-ol Perill alcohol Perilla alcohol Perillic alcohol Perillol Perillyl alcohol C10H16O 152.237 152.120115135 [4-(prop-1-en-2-yl)cyclohex-1-en-1-yl]methanol (-)-perillylalcohol 536-59-4 CC(=C)C1CCC(CO)=CC1 InChI=1S/C10H16O/c1-8(2)10-5-3-9(7-11)4-6-10/h3,10-11H,1,4-7H2,2H3 NDTYTMIUWGWIMO-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. Menthane monoterpenoids Organic compounds Lipids and lipid-like molecules Prenol lipids Monoterpenoids Aliphatic homomonocyclic compounds Hydrocarbon derivatives Monocyclic monoterpenoids Primary alcohols Alcohol Aliphatic homomonocyclic compound Hydrocarbon derivative Monocyclic monoterpenoid Organic oxygen compound Organooxygen compound P-menthane monoterpenoid Primary alcohol limonene monoterpenoid perillyl alcohol Solid logp 2.50 ALOGPS logs -1.90 ALOGPS solubility 1.90e+00 g/l ALOGPS logp 1.94 ChemAxon pka_strongest_acidic 16.86 ChemAxon pka_strongest_basic -2 ChemAxon iupac [4-(prop-1-en-2-yl)cyclohex-1-en-1-yl]methanol ChemAxon average_mass 152.237 ChemAxon mono_mass 152.120115135 ChemAxon smiles CC(=C)C1CCC(CO)=CC1 ChemAxon formula C10H16O ChemAxon inchi InChI=1S/C10H16O/c1-8(2)10-5-3-9(7-11)4-6-10/h3,10-11H,1,4-7H2,2H3 ChemAxon inchikey NDTYTMIUWGWIMO-UHFFFAOYSA-N ChemAxon polar_surface_area 20.23 ChemAxon refractivity 48.26 ChemAxon polarizability 18.19 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 1 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::NmrTwoD 1914 Specdb::CMs 1098 Specdb::CMs 2988 Specdb::CMs 29408 Specdb::CMs 29806 Specdb::CMs 31471 Specdb::CMs 38642 Specdb::CMs 160237 Specdb::MsIr 2025 Specdb::MsIr 2026 Specdb::MsIr 2027 Specdb::MsMs 2334 Specdb::MsMs 2335 Specdb::MsMs 2336 Specdb::MsMs 5984 Specdb::MsMs 179250 Specdb::MsMs 179251 Specdb::MsMs 179252 Specdb::MsMs 181575 Specdb::MsMs 181576 Specdb::MsMs 181577 Specdb::MsMs 2421879 Specdb::MsMs 2421880 Specdb::MsMs 2421881 Specdb::MsMs 2513671 Specdb::MsMs 2513672 Specdb::MsMs 2513673 Specdb::NmrOneD 1979 Specdb::NmrOneD 28462 Specdb::NmrOneD 28463 Specdb::NmrOneD 28464 Specdb::NmrOneD 28465 Specdb::NmrOneD 28466 Specdb::NmrOneD 28467 Specdb::NmrOneD 28468 Specdb::NmrOneD 28469 Specdb::NmrOneD 28470 Specdb::NmrOneD 28471 Specdb::NmrOneD 28472 Specdb::NmrOneD 28473 Specdb::NmrOneD 28474 Specdb::NmrOneD 28475 Specdb::NmrOneD 28476 Specdb::NmrOneD 28477 Specdb::NmrOneD 28478 Specdb::NmrOneD 28479 Specdb::NmrOneD 28480 Specdb::NmrOneD 28481 HMDB03634 #<Reference:0x000055ce3067b250> #<Reference:0x000055ce3067b098> #<Reference:0x000055ce3067aee0> Blackberry Type 1 specific Rubus Caraway Type 1 specific Carum carvi 48032 16.0 16.0 16.0 mg/100 g Evergreen blackberry Type 1 specific Rubus laciniatus German camomile Type 1 specific Matricaria recutita 127986 Ginger Type 1 specific Zingiber officinale 94328 Spearmint Type 1 specific Mentha spicata 29719 1.3 1.3 1.3 mg/100 g Sweet bay Type 1 specific Laurus nobilis 85223 Winter savory Type 1 specific Satureja montana 49988 fatty green linalool terpineol Anti bacterial 145 A substance that kills or slows the growth of bacteria. Anti proliferant 547 Anti-cancer 159 A substance that inhibits or prevents the proliferation of neoplasms. Anti-melanomic 425 A substance that inhibits or prevents the proliferation of neoplasms. Antitumor 672 A substance that inhibits or prevents the proliferation of neoplasms. Apoptotic 704 Candidicide 756 Chemopreventive 796 A substance that inhibits or prevents the proliferation of neoplasms. Fungicide 940 A substance used to destroy fungal pests. Nematicide 1141 A substance used to destroy pests of the phylum Nematoda (roundworms). Pesticide 1210 Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.