1.0 2010-04-08 22:11:11 UTC 2026-09-18 18:06:23 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::EiMs 1674 Specdb::NmrOneD 1996 Specdb::NmrOneD 3921 Specdb::NmrOneD 4200 Specdb::NmrTwoD 1931 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::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:0x0000558be4e57bd8> #<Reference:0x0000558be4e57750> #<Reference:0x0000558be4e56f58> #<Reference:0x0000558be4e56d28> 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 Plant 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 Plant 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 Plant Mentha 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 Angelica archangelica 4045 citrus fresh lemon mint orange sweet Beta-sarcoglycan Q16585 SGCB Cell division protein kinase 4 P11802 CDK4 Glyoxylate/hydroxypyruvate reductase A HPR2 Q9CA90 HPR2_ARATH HPR2 Methyl-CpG-binding domain protein 2 Q9UBB5 MBD2_HUMAN MBD2 Proactivator polypeptide P07602 PSAP Squalene monooxygenase Q14534 SQLE Allelopathic 42 Allergenic 43 A chemical compound which causes the onset of an allergic reaction by interacting with any of the molecular pathways involved in an allergy. Analgesic 56 An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms. 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 carcinogenic 161 A substance that inhibits or prevents the proliferation of neoplasms. Anti cariogenic 165 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti depressant 223 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti dermatophytic 226 Anti neoplastic 465 A substance that inhibits or prevents the proliferation of neoplasms. Anti peroxidative 520 Anti septic 603 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. Anti-aging 95 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti-asthmatic 134 A drug used to treat asthma. Anti-cancer 159 A substance that inhibits or prevents the proliferation of neoplasms. Anti-diabetic 228 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti-inflammatory 370 A substance that reduces or suppresses inflammation. Anti-melanomic 425 A substance that inhibits or prevents the proliferation of neoplasms. Anti-obesity 486 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti-oxidant 502 A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. In European countries, E-numbers for permitted antioxidant food additives are from E 300 to E 324. Anti-plaque 531 Anti-proliferative 548 Anti-yeast 697 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. Anti-Zika virus 1441 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. Anxiolytic 698 Anxiolytic drugs are agents that alleviate anxiety, tension, and anxiety disorders, promote sedation, and have a calming effect without affecting clarity of consciousness or neurologic conditions. Apoptotic 704 Bactericide 722 A substance that kills or slows the growth of bacteria. Cancer preventive 754 A substance that inhibits or prevents the proliferation of neoplasms. Carcinogenic 762 A role played by a chemical compound which is known to induce a process of carcinogenesis by corrupting normal cellular pathways, leading to the acquistion of tumoral capabilities. 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. Cytotoxic 859 A role played by the molecular entity or part thereof which causes the development of a pathological process. Differentiator 880 DNA-protective 887 Flavor 936 A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell. Fungicide 940 A substance used to destroy fungal pests. Fungistat 942 Gastroprotective 947 A drug used for its effects on the gastrointestinal system, e.g. controlling gastric acidity, regulating gastrointestinal motility and water flow, and improving digestion. Gram(+)icide 962 A substance that kills or slows the growth of bacteria. Gst-Inducer 1886 Hepatoprotective 981 Any compound that is able to prevent damage to the liver. Hepatotoxic 984 A role played by a chemical compound exihibiting itself through the ability to induce damage to the liver in animals. Hypocholesterolemic 1016 Inhibitor 1432 A substance that diminishes the rate of a chemical reaction. 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 Nematicide 1141 A substance used to destroy pests of the phylum Nematoda (roundworms). Nephrotoxic 1148 A role played by a chemical compound exihibiting itself through the ability to induce damage to the kidney in animals. Neuroprotective 1158 Any compound that can be used for the treatment of neurodegenerative disorders. Neurotoxic 1160 A poison that interferes with the functions of the nervous system. Ovicide 1180 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. Repellent 1283