1.0 2010-04-08 22:11:11 UTC 2019-11-26 03:09:48 UTC FDB014297 (R)-Limonene Major constituent of oil of orange rind, dill oil, oil of cumin, bergamot, caraway, lemon balm and lemon. obtained comly. from orange oil on a large scale (ca. 50000 T/a). Flavouring agent. Nutriceutical with anticancer props. (R)-Limonene is found in many foods, some of which are citrus, nutmeg, guava, and cardamom. (+)-(4R)-Limonene (+)-(r)-limonene (+)-1,8-para-Menthadiene (+)-4-Isopropenyl-1-methylcyclohexene (+)-carvene (+)-limonene (+)-p-Mentha-1,8-diene (+)-r-limonene (4R)-(+)-Limonene (4R)-1-methyl-4-(1-methylethenyl)cyclohexene (4R)-1-methyl-4-(prop-1-en-2-yl)cyclohex-1-ene (4R)-1-methyl-4-isopropenylcyclohex-1-ene (4R)-4-isopropenyl-1-methylcyclohexene (4R)-Limonene (d)-limonene (r)-(+)-limonene (R)-(+)-p-Mentha-1,8-diene (R)-1-methyl-4-(1-methylethenyl)cyclohexene (R)-4-Isopropenyl-1-methyl-1-cyclohexene (r)-limonene (R)-p-Mentha-1,8-diene 1-Methyl-4-(1-methylethenyl)cyclohexene, (R)- 4betaH-p-mentha-1,8-diene Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (4R)- Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (R)- D-(+)-limonene D-1,8-p-Menthadiene D-limonen D-limonene d-p-Mentha-1,8-diene Dextro-limonene p-Mentha-1,8-diene, (R)-(+)- C10H16 136.234 136.125200512 (4R)-1-methyl-4-(prop-1-en-2-yl)cyclohex-1-ene α-limonene 5989-27-5 CC(=C)[C@@H]1CCC(C)=CC1 InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,10H,1,5-7H2,2-3H3/t10-/m0/s1 XMGQYMWWDOXHJM-JTQLQIEISA-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 Branched unsaturated hydrocarbons Cycloalkenes Monocyclic monoterpenoids Unsaturated aliphatic hydrocarbons Aliphatic homomonocyclic compound Branched unsaturated hydrocarbon Cyclic olefin Cycloalkene Hydrocarbon Monocyclic monoterpenoid Olefin P-menthane monoterpenoid Unsaturated aliphatic hydrocarbon Unsaturated hydrocarbon Cyclic monoterpenes Menthane monoterpenoids Menthane monoterpenoids limonene Liquid logp 4.50 ALOGPS logs -2.47 ALOGPS solubility 4.57e-01 g/l ALOGPS melting_point -74.3 oC logp 3.22 ChemAxon iupac (4R)-1-methyl-4-(prop-1-en-2-yl)cyclohex-1-ene ChemAxon average_mass 136.234 ChemAxon mono_mass 136.125200512 ChemAxon smiles CC(=C)[C@@H]1CCC(C)=CC1 ChemAxon formula C10H16 ChemAxon inchi InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,10H,1,5-7H2,2-3H3/t10-/m0/s1 ChemAxon inchikey XMGQYMWWDOXHJM-JTQLQIEISA-N ChemAxon polar_surface_area 0 ChemAxon refractivity 46.48 ChemAxon polarizability 17.55 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 0 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::NmrTwoD 1931 Specdb::EiMs 1674 Specdb::CMs 6865 Specdb::CMs 26804 Specdb::CMs 28502 Specdb::CMs 28807 Specdb::CMs 99850 Specdb::CMs 99851 Specdb::CMs 99852 Specdb::CMs 103753 Specdb::CMs 167667 Specdb::NmrOneD 1996 Specdb::NmrOneD 3921 Specdb::NmrOneD 4200 Specdb::MsMs 2382 Specdb::MsMs 2383 Specdb::MsMs 2384 Specdb::MsMs 6021 Specdb::MsMs 6022 Specdb::MsMs 6023 Specdb::MsMs 250197 Specdb::MsMs 250198 Specdb::MsMs 250199 Specdb::MsMs 270135 Specdb::MsMs 270136 Specdb::MsMs 270137 Specdb::MsMs 3053483 Specdb::MsMs 3053484 Specdb::MsMs 3053485 Specdb::MsMs 3116352 Specdb::MsMs 3116353 Specdb::MsMs 3116354 HMDB04321 15382 #<Reference:0x000055ce318781b0> #<Reference:0x000055ce31877f80> #<Reference:0x000055ce31877dc8> #<Reference:0x000055ce31877c10> Caraway Type 1 specific Carum carvi 48032 Cardamom Type 1 specific Elettaria cardamomum 105181 Carrot Type 1 specific Daucus carota ssp. sativus 79200 Cauliflower Type 1 specific Brassica oleracea var. botrytis 3715 Celery stalks Type 1 specific Apium graveolens var. dulce 117781 Citrus Unknown generic Dill Type 1 specific Anethum graveolens 40922 1769.4 1769.4 1769.4 mg/100 g Fennel Type 1 specific Foeniculum vulgare 48038 Guava Type 1 specific Psidium guajava 120290 Herbs and Spices Unknown generic Hyssop Type 1 specific Hyssopus officinalis 39324 5.0 5.0 5.0 mg/100 g Lemon Type 1 specific Citrus limon 2708 Nutmeg Type 1 specific Myristica fragrans 51089 Parsley Type 1 specific Petroselinum crispum 4043 Pepper (Spice) Type 1 specific Piper nigrum 13216 Peppermint Type 1 specific Mentha X piperita 34256 87.5 87.5 87.5 mg/100 g Rosemary Type 1 specific Rosmarinus officinalis 39367 4.6 4.6 4.6 mg/100 g Star anise Type 1 specific Illicium verum 124778 Sweet bay Type 1 specific Laurus nobilis 85223 Sweet orange Type 1 specific Citrus sinensis 2711 Wild celery Type 1 specific Apium graveolens 4045 citrus fresh lemon mint orange sweet 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-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. Antitumor promoter 673 A substance that inhibits or prevents the proliferation of neoplasms. Apoptotic 704 Cancer preventive 754 A substance that inhibits or prevents the proliferation of neoplasms. Chemopreventive 796 A substance that inhibits or prevents the proliferation of neoplasms. Cytochrome-P450-2B1 inhibitor 1191 An enzyme inhibitor that interferes with the activity of cytochrome P450 involved in catalysis of organic substances. Differentiator 880 Hypocholesterolemic 1016 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. Litholytic 1079 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. 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.