1.02010-04-08 22:08:24 UTC2019-11-26 03:03:24 UTCFDB009065CampheneCamphene, also known as 2,2-dimethyl-3-methylenebicyclo[2.2.1]heptane or 2,2-dimethyl-3-methylenenorbornane, is a member of the class of compounds known as bicyclic monoterpenoids. Bicyclic monoterpenoids are monoterpenoids containing exactly 2 rings, which are fused to each other. Camphene is a camphor, fir needle, and herbal tasting compound and can be found in a number of food items such as cardamom, yellow bell pepper, common thyme, and coriander, which makes camphene a potential biomarker for the consumption of these food products. Camphene can be found primarily in feces and saliva. Camphene exists in all eukaryotes, ranging from yeast to humans. Camphene is a bicyclic monoterpene. It is nearly insoluble in water, but very soluble in common organic solvents. It volatilizes readily at room temperature and has a pungent smell. It is a minor constituent of many essential oils such as turpentine, cypress oil, camphor oil, citronella oil, neroli, ginger oil, and valerian. It is produced industrially by catalytic isomerization of the more common alpha-pinene. Camphene is used in the preparation of fragrances and as a food additive for flavoring. Its mid-19th century use as a fuel for lamps was limited by its explosiveness .(1)-2,2-Dimethyl-3-methylenebicyclo(2.2.1)heptane(1S)-2,2-Dimethyl-3-methylenebicyclo(2.2.1)heptane2, 2-Dimethyl-3-methylenenorbornane2,2-Dimethyl-3-methylenebicyclo(2.2.1)heptane2,2-Dimethyl-3-methylenenorbornane2,2-dimethyl-3-methylidenebicyclo[2.2.1]heptane3, 3-Dimethyl-2-methylenenorbornane3, 3-Dimethyl-2-methylenenorcamphane3,3-Dimethyl-2-methylenenorbornane3,3-Dimethyl-2-methylenenorcamphane3,3-Dimethyl-2-methylenenorcampheneBicyclo(2.2.1)heptane, 2,2-dimethyl-3-methylene-Bicyclo(2.2.1)heptane, 2,2-dimethyl-3-methylene-, (1S,4R)-Bicyclo(2.2.1)heptane, 2,2-dimethyl-3-methylene-, (1S)-Bicyclo[2.2.1]heptane, 2,2-dimethyl-3-methylene-Bicyclo[2.2.1]heptane, 2,2-dimethyl-3-methylene-, (1R)-Bicyclo[2.2.1]heptane, 2,2-dimethyl-3-methylene-, (1S)-Camphene (2,2-dimethyl-3-methylene-norbornane)CompheneL-campheneC10H16136.238136.1252005152,2-dimethyl-3-methylidenebicyclo[2.2.1]heptanecamphene79-92-5CC1(C)C2CCC(C2)C1=CInChI=1S/C10H16/c1-7-8-4-5-9(6-8)10(7,2)3/h8-9H,1,4-6H2,2-3H3CRPUJAZIXJMDBK-UHFFFAOYSA-N belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other.Bicyclic monoterpenoidsOrganic compoundsLipids and lipid-like moleculesPrenol lipidsMonoterpenoidsAliphatic homopolycyclic compoundsBranched unsaturated hydrocarbonsCyclic olefinsPolycyclic hydrocarbonsUnsaturated aliphatic hydrocarbonsAliphatic homopolycyclic compoundBicyclic monoterpenoidBranched unsaturated hydrocarbonCyclic olefinHydrocarbonOlefinPolycyclic hydrocarbonUnsaturated aliphatic hydrocarbonUnsaturated hydrocarbonBicyclic monoterpenoidsCyclic monoterpenesa monoterpenoidcarbobicyclic compoundmonoterpenelogp4.56logs-3.34solubility6.21e-02 g/lmelting_point51.2 oClogp2.86iupac2,2-dimethyl-3-methylidenebicyclo[2.2.1]heptaneaverage_mass136.238mono_mass136.125200515smilesCC1(C)C2CCC(C2)C1=CformulaC10H16inchiInChI=1S/C10H16/c1-7-8-4-5-9(6-8)10(7,2)3/h8-9H,1,4-6H2,2-3H3inchikeyCRPUJAZIXJMDBK-UHFFFAOYSA-Npolar_surface_area0refractivity43.65polarizability16.95rotatable_bond_count0acceptor_count0donor_count0physiological_charge0formal_charge0Specdb::NmrOneD3987Specdb::NmrOneD4271Specdb::EiMs1752Specdb::CMs2414Specdb::CMs28501Specdb::CMs28795Specdb::CMs102368Specdb::CMs102369Specdb::CMs103746Specdb::CMs160857Specdb::MsMs46062Specdb::MsMs46063Specdb::MsMs46064Specdb::MsMs166680Specdb::MsMs166681Specdb::MsMs166682Specdb::MsMs2674948Specdb::MsMs2674949Specdb::MsMs2674950Specdb::MsMs3033308Specdb::MsMs3033309Specdb::MsMs3033310AniseType 1specificPimpinella anisum27119211.911.911.9mg/100 gBlackberryType 1specificRubusBlackcurrantType 1specificRibes nigrum78511CarawayType 1specificCarum carvi4803224.02545.053.0mg/100 gCardamomType 1specificElettaria cardamomum1051812.02.02.0mg/100 gCarrotType 1specificDaucus carota ssp. sativus792003.553.553.55mg/100 gCelery stalksType 1specificApium graveolens var. dulce117781Ceylon cinnamonType 1specificCinnamomum verum1286084.54.54.5mg/100 gChinese cinnamonType 1specificCinnamomum aromaticum119260Common oreganoType 1specificOriganum vulgare393523.2253.2253.225mg/100 gCommon sageType 1specificSalvia officinalis38868930.6930.6930.6mg/100 gCommon thymeType 1specificThymus vulgaris4999219.519.519.5mg/100 gCorianderType 1specificCoriandrum sativum40477.857.857.85mg/100 gCornmintType 1specificMentha arvensis292239CottonseedType 1specificGossypium3633CuminType 1specificCuminum cyminum52462DillType 1specificAnethum graveolens40922Evergreen blackberryType 1specificRubus laciniatusFennelType 1specificFoeniculum vulgare4803827.527.527.5mg/100 gGingerType 1specificZingiber officinale94328316.4316.4316.4mg/100 gGreen bell pepperType 1specificCapsicum annuum4072GuavaType 1specificPsidium guajava120290HyssopType 1specificHyssopus officinalis393243.654.33.0mg/100 gLemonType 1specificCitrus limon27082.62.62.6mg/100 gLimeType 1specificCitrus aurantiifolia1590336.56.56.5mg/100 gLovageType 1specificLevisticum officinale480423.853.853.85mg/100 gMandarin orange (Clementine, Tangerine)Type 1specificCitrus reticulata855712.052.052.05mg/100 gNutmegType 1specificMyristica fragrans5108936.036.036.0mg/100 gOrange bell pepperType 1specificCapsicum annuum4072Orange mintType 1specificMentha aquatica1909020.010.010.01mg/100 gParsleyType 1specificPetroselinum crispum404312.33724.650.024mg/100 gParsnipType 1specificPastinaca sativa4041PepperType 1specificCapsicum annuum4072Pepper (Spice)Type 1specificPiper nigrum13216PeppermintType 1specificMentha X piperita342561.351.351.35mg/100 gPot marjoramType 1specificOriganum onites45241613.1523.52.8mg/100 gRed bell pepperType 1specificCapsicum annuum4072Roman camomileType 1specificChamaemelum nobile99037RosemaryType 1specificRosmarinus officinalis3936786.266667131.758.4mg/100 gSpearmintType 1specificMentha spicata2971919.2519.2519.25mg/100 gStar aniseType 1specificIllicium verum1247780.10.10.1mg/100 gSummer savoryType 1specificSatureja hortensis49987SunflowerType 1specificHelianthus annuus4232Sweet basilType 1specificOcimum basilicum3935020.020.020.0mg/100 gSweet bayType 1specificLaurus nobilis8522310.510.510.5mg/100 gSweet orangeType 1specificCitrus sinensis2711TarragonType 1specificArtemisia dracunculus72341TurmericType 1specificCurcuma longa136217Wild carrotType 1specificDaucus carota40393.553.553.55mg/100 gWild celeryType 1specificApium graveolens4045Winter savoryType 1specificSatureja montana499884.354.354.35mg/100 gYellow bell pepperType 1specificCapsicum annuum4072camphorfir needleherbalwoodyallelopathic42anti lithic409antioxidant502A 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.expectorant925Any substance introduced into a living organism with therapeutic or diagnostic purpose.flavor936A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.hypocholesterolemic1016insectifuge1041Strictly, a substance intended to kill members of the class Insecta. In common usage, any substance used for preventing, destroying, repelling or controlling insects.pesticide1210Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.spasmogenic1320