1.0 2010-04-08 22:11:11 UTC 2025-11-19 00:45:09 UTC FDB014298 (R)-p-Menth-4(8)-en-3-one Occurs in oils of Mentha subspecies, Hedeoma pulegioides and many other essential oils. Fragrance and flavour ingredient. (R)-p-Menth-4(8)-en-3-one is found in many foods, some of which are blackcurrant, pepper (c. frutescens), spearmint, and red bell pepper. (+)-4(8)-Para-menthen-3-one (+)-Pulegone (1R)-(+)-p-Menth-4(8)-en-3-one (R)-Pulegone D-Pulegone FEMA 2963 p-Menth-4(8)-en-3-one C10H16O 152.2334 152.120115134 5-methyl-2-(propan-2-ylidene)cyclohexan-1-one (+-)-pulegone 89-82-7 CC1CCC(=C(C)C)C(=O)C1 InChI=1S/C10H16O/c1-7(2)9-5-4-8(3)6-10(9)11/h8H,4-6H2,1-3H3 NZGWDASTMWDZIW-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 Cyclic ketones Hydrocarbon derivatives Monocyclic monoterpenoids Organic oxides Aliphatic homomonocyclic compound Carbonyl group Cyclic ketone Hydrocarbon derivative Ketone Monocyclic monoterpenoid Organic oxide Organic oxygen compound Organooxygen compound P-menthane monoterpenoid a monoterpenoid enone p-menthane monoterpenoid logp 2.36 ALOGPS logs -1.82 ALOGPS solubility 2.29e+00 g/l ALOGPS melting_point < 25 oC logp 2.86 ChemAxon pka_strongest_basic -4.4 ChemAxon iupac 5-methyl-2-(propan-2-ylidene)cyclohexan-1-one ChemAxon average_mass 152.2334 ChemAxon mono_mass 152.120115134 ChemAxon smiles CC1CCC(=C(C)C)C(=O)C1 ChemAxon formula C10H16O ChemAxon inchi InChI=1S/C10H16O/c1-7(2)9-5-4-8(3)6-10(9)11/h8H,4-6H2,1-3H3 ChemAxon inchikey NZGWDASTMWDZIW-UHFFFAOYSA-N ChemAxon polar_surface_area 17.07 ChemAxon refractivity 47.13 ChemAxon polarizability 18.34 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 1 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 19235 Specdb::CMs 28428 Specdb::MsMs 21308 Specdb::MsMs 21309 Specdb::MsMs 21310 Specdb::MsMs 22859 Specdb::MsMs 22860 Specdb::MsMs 22861 HMDB35604 35596 #<Reference:0x000055ce324b31f0> Blackcurrant Type 1 specific Ribes nigrum 78511 Cornmint Type 1 specific Mentha arvensis 292239 1253.0 1253.0 1253.0 mg/100 g Green bell pepper Type 1 specific Capsicum annuum 4072 Herbs and Spices Unknown generic Highbush blueberry Type 1 specific Vaccinium corymbosum 69266 Mentha Type 1 specific Mentha 21819 Orange bell pepper Type 1 specific Capsicum annuum 4072 Orange mint Type 1 specific Mentha aquatica 190902 5.18 10.35 0.01 mg/100 g Pepper Type 1 specific Capsicum annuum 4072 Pepper (C. frutescens) Type 1 specific Capsicum annuum var. annuum 40321 Peppermint Type 1 specific Mentha X piperita 34256 326.65 326.65 326.65 mg/100 g Red bell pepper Type 1 specific Capsicum annuum 4072 Spearmint Type 1 specific Mentha spicata 29719 676.9 1330.0 23.8 mg/100 g Yellow bell pepper Type 1 specific Capsicum annuum 4072 buchu camphor fresh herbal lime peppermint Acetylcholinesterase inhibitor 21 An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of enzyme acetylcholinesterase (EC 3.1.1.7), which helps breaking down of acetylcholine into choline and acetic acid. Anti acetylcholinesterase 76 An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of enzyme acetylcholinesterase (EC 3.1.1.7), which helps breaking down of acetylcholine into choline and acetic acid. Anti bacterial 145 A substance that kills or slows the growth of bacteria. Anti cholinesterase 184 An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of cholinesterase (EC 3.1.1.8). Anti histaminic 331 Histamine antagonists are the drugs that bind to but do not activate histamine receptors, thereby blocking the actions of histamine or histamine agonists. Anti pyretic 567 A drug that prevents or reduces fever by lowering the body temperature from a raised state. An antipyretic will not affect the normal body temperature if one does not have fever. Antipyretics cause the hypothalamus to override an interleukin-induced increase in temperature. The body will then work to lower the temperature and the result is a reduction in fever. Anti-Alzheimeran 105 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Avifuge 721 Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests. Cancer preventive 754 A substance that inhibits or prevents the proliferation of neoplasms. Candidicide 756 Cerebrotoxic 790 A role played by the molecular entity or part thereof which causes the development of a pathological process. Encephalopathic 902 Fungicide 940 A substance used to destroy fungal pests. Glutathionalytic 954 Hallucinogenic 968 Hepatotoxic 984 A role played by a chemical compound exihibiting itself through the ability to induce damage to the liver in animals. Herbicide 986 A substance used to destroy plant pests. Insecticide 1040 Strictly, a substance intended to kill members of the class Insecta. In common usage, any substance used for preventing, destroying, repelling or controlling insects. Insectifuge 1041 Strictly, a substance intended to kill members of the class Insecta. In common usage, any substance used for preventing, destroying, repelling or controlling insects. Name 936 A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell. Nephrotoxic 1148 A role played by a chemical compound exihibiting itself through the ability to induce damage to the kidney in animals. Neurotoxic 1160 A poison that interferes with the functions of the nervous system. Perfumery 1206 A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell. 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. Pulifuge 1272 Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests. Pulmonotoxic 1274 A role played by the molecular entity or part thereof which causes the development of a pathological process. Sedative 1311 A central nervous system depressant used to induce drowsiness or sleep or to reduce psychological excitement or anxiety.