1.02010-04-08 22:11:11 UTC2019-11-26 03:09:48 UTCFDB014297(R)-LimoneneMajor 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-diene1-Methyl-4-(1-methylethenyl)cyclohexene, (R)-4betaH-p-mentha-1,8-dieneCyclohexene, 1-methyl-4-(1-methylethenyl)-, (4R)-Cyclohexene, 1-methyl-4-(1-methylethenyl)-, (R)-D-(+)-limoneneD-1,8-p-MenthadieneD-limonenD-limonened-p-Mentha-1,8-dieneDextro-limonenep-Mentha-1,8-diene, (R)-(+)-C10H16136.234136.125200512(4R)-1-methyl-4-(prop-1-en-2-yl)cyclohex-1-eneα-limonene5989-27-5CC(=C)[C@@H]1CCC(C)=CC1InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,10H,1,5-7H2,2-3H3/t10-/m0/s1XMGQYMWWDOXHJM-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 monoterpenoidsOrganic compoundsLipids and lipid-like moleculesPrenol lipidsMonoterpenoidsAliphatic homomonocyclic compoundsBranched unsaturated hydrocarbonsCycloalkenesMonocyclic monoterpenoidsUnsaturated aliphatic hydrocarbonsAliphatic homomonocyclic compoundBranched unsaturated hydrocarbonCyclic olefinCycloalkeneHydrocarbonMonocyclic monoterpenoidOlefinP-menthane monoterpenoidUnsaturated aliphatic hydrocarbonUnsaturated hydrocarbonCyclic monoterpenesMenthane monoterpenoidsMenthane monoterpenoidslimoneneLiquidlogp4.50logs-2.47solubility4.57e-01 g/lmelting_point-74.3 oClogp3.22iupac(4R)-1-methyl-4-(prop-1-en-2-yl)cyclohex-1-eneaverage_mass136.234mono_mass136.125200512smilesCC(=C)[C@@H]1CCC(C)=CC1formulaC10H16inchiInChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,10H,1,5-7H2,2-3H3/t10-/m0/s1inchikeyXMGQYMWWDOXHJM-JTQLQIEISA-Npolar_surface_area0refractivity46.48polarizability17.55rotatable_bond_count1acceptor_count0donor_count0physiological_charge0formal_charge0Specdb::EiMs1674Specdb::NmrTwoD1931Specdb::NmrOneD1996Specdb::NmrOneD3921Specdb::NmrOneD4200Specdb::CMs6865Specdb::CMs26804Specdb::CMs28502Specdb::CMs28807Specdb::CMs99850Specdb::CMs99851Specdb::CMs99852Specdb::CMs103753Specdb::CMs167667Specdb::MsMs2382Specdb::MsMs2383Specdb::MsMs2384Specdb::MsMs6021Specdb::MsMs6022Specdb::MsMs6023Specdb::MsMs250197Specdb::MsMs250198Specdb::MsMs250199Specdb::MsMs270135Specdb::MsMs270136Specdb::MsMs270137Specdb::MsMs3053483Specdb::MsMs3053484Specdb::MsMs3053485Specdb::MsMs3116352Specdb::MsMs3116353Specdb::MsMs3116354HMDB0432115382#<Reference:0x0000555675a27828>#<Reference:0x0000555675a27648>#<Reference:0x0000555675a27490>#<Reference:0x0000555675a272d8>CarawayType 1specificCarum carvi48032CardamomType 1specificElettaria cardamomum105181CarrotType 1specificDaucus carota ssp. sativus79200CauliflowerType 1specificBrassica oleracea var. botrytis3715Celery stalksType 1specificApium graveolens var. dulce117781CitrusUnknowngenericDillType 1specificAnethum graveolens409221769.41769.41769.4mg/100 gFennelType 1specificFoeniculum vulgare48038GuavaType 1specificPsidium guajava120290Herbs and SpicesUnknowngenericHyssopType 1specificHyssopus officinalis393245.05.05.0mg/100 gLemonType 1specificCitrus limon2708NutmegType 1specificMyristica fragrans51089ParsleyType 1specificPetroselinum crispum4043Pepper (Spice)Type 1specificPiper nigrum13216PeppermintType 1specificMentha X piperita3425687.587.587.5mg/100 gRosemaryType 1specificRosmarinus officinalis393674.64.64.6mg/100 gStar aniseType 1specificIllicium verum124778Sweet bayType 1specificLaurus nobilis85223Sweet orangeType 1specificCitrus sinensis2711Wild celeryType 1specificApium graveolens4045citrusfreshlemonmintorangesweetanti acetylcholinesterase76An 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 cancer159A substance that inhibits or prevents the proliferation of neoplasms.anti melanomic425A substance that inhibits or prevents the proliferation of neoplasms.antitumor672A substance that inhibits or prevents the proliferation of neoplasms.antitumor promoter673A substance that inhibits or prevents the proliferation of neoplasms.apoptotic704cancer preventive754A substance that inhibits or prevents the proliferation of neoplasms.chemopreventive796A substance that inhibits or prevents the proliferation of neoplasms.cytochrome-P450-2B1 inhibitor1191An enzyme inhibitor that interferes with the activity of cytochrome P450 involved in catalysis of organic substances.differentiator880flavor936A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.hypocholesterolemic1016insecticide1040Strictly, a substance intended to kill members of the class Insecta. In common usage, any substance used for preventing, destroying, repelling or controlling insects.insectifuge1041Strictly, a substance intended to kill members of the class Insecta. In common usage, any substance used for preventing, destroying, repelling or controlling insects.litholytic1079nephrotoxic1148A role played by a chemical compound exihibiting itself through the ability to induce damage to the kidney in animals.pesticide1210Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.