1.0 2010-04-08 22:08:24 UTC 2025-11-18 23:15:02 UTC FDB009065 Camphene Camphene, 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)heptane 2, 2-Dimethyl-3-methylenenorbornane 2,2-Dimethyl-3-methylenebicyclo(2.2.1)heptane 2,2-Dimethyl-3-methylenenorbornane 2,2-dimethyl-3-methylidenebicyclo[2.2.1]heptane 3, 3-Dimethyl-2-methylenenorbornane 3, 3-Dimethyl-2-methylenenorcamphane 3,3-Dimethyl-2-methylenenorbornane 3,3-Dimethyl-2-methylenenorcamphane 3,3-Dimethyl-2-methylenenorcamphene Bicyclo(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) Comphene L-camphene C10H16 136.238 136.125200515 2,2-dimethyl-3-methylidenebicyclo[2.2.1]heptane camphene 79-92-5 CC1(C)C2CCC(C2)C1=C InChI=1S/C10H16/c1-7-8-4-5-9(6-8)10(7,2)3/h8-9H,1,4-6H2,2-3H3 CRPUJAZIXJMDBK-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 monoterpenoids Organic compounds Lipids and lipid-like molecules Prenol lipids Monoterpenoids Aliphatic homopolycyclic compounds Branched unsaturated hydrocarbons Cyclic olefins Polycyclic hydrocarbons Unsaturated aliphatic hydrocarbons Aliphatic homopolycyclic compound Bicyclic monoterpenoid Branched unsaturated hydrocarbon Cyclic olefin Hydrocarbon Olefin Polycyclic hydrocarbon Unsaturated aliphatic hydrocarbon Unsaturated hydrocarbon Bicyclic monoterpenoids Cyclic monoterpenes a monoterpenoid carbobicyclic compound monoterpene logp 4.56 ALOGPS logs -3.34 ALOGPS solubility 6.21e-02 g/l ALOGPS melting_point 51.2 oC logp 2.86 ChemAxon iupac 2,2-dimethyl-3-methylidenebicyclo[2.2.1]heptane ChemAxon average_mass 136.238 ChemAxon mono_mass 136.125200515 ChemAxon smiles CC1(C)C2CCC(C2)C1=C ChemAxon formula C10H16 ChemAxon inchi InChI=1S/C10H16/c1-7-8-4-5-9(6-8)10(7,2)3/h8-9H,1,4-6H2,2-3H3 ChemAxon inchikey CRPUJAZIXJMDBK-UHFFFAOYSA-N ChemAxon polar_surface_area 0 ChemAxon refractivity 43.65 ChemAxon polarizability 16.95 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 0 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::NmrOneD 3987 Specdb::NmrOneD 4271 Specdb::EiMs 1752 Specdb::CMs 2414 Specdb::CMs 28501 Specdb::CMs 28795 Specdb::CMs 102368 Specdb::CMs 102369 Specdb::CMs 103746 Specdb::CMs 160857 Specdb::MsMs 46062 Specdb::MsMs 46063 Specdb::MsMs 46064 Specdb::MsMs 166680 Specdb::MsMs 166681 Specdb::MsMs 166682 Specdb::MsMs 2674948 Specdb::MsMs 2674949 Specdb::MsMs 2674950 Specdb::MsMs 3033308 Specdb::MsMs 3033309 Specdb::MsMs 3033310 HMDB0059839 Anise Type 1 specific Pimpinella anisum 271192 11.9 11.9 11.9 mg/100 g Blackberry Type 1 specific Rubus Blackcurrant Type 1 specific Ribes nigrum 78511 Caraway Type 1 specific Carum carvi 48032 24.025 45.05 3.0 mg/100 g Cardamom Type 1 specific Elettaria cardamomum 105181 2.0 2.0 2.0 mg/100 g Carrot Type 1 specific Daucus carota ssp. sativus 79200 3.55 3.55 3.55 mg/100 g Celery stalks Type 1 specific Apium graveolens var. dulce 117781 Ceylon cinnamon Type 1 specific Cinnamomum verum 128608 4.5 4.5 4.5 mg/100 g Chinese cinnamon Type 1 specific Cinnamomum aromaticum 119260 Common oregano Type 1 specific Origanum vulgare 39352 3.225 3.225 3.225 mg/100 g Common sage Type 1 specific Salvia officinalis 38868 930.6 930.6 930.6 mg/100 g Common thyme Type 1 specific Thymus vulgaris 49992 19.5 19.5 19.5 mg/100 g Coriander Type 1 specific Coriandrum sativum 4047 7.85 7.85 7.85 mg/100 g Cornmint Type 1 specific Mentha arvensis 292239 Cottonseed Type 1 specific Gossypium 3633 Cumin Type 1 specific Cuminum cyminum 52462 Dill Type 1 specific Anethum graveolens 40922 Evergreen blackberry Type 1 specific Rubus laciniatus Fennel Type 1 specific Foeniculum vulgare 48038 27.5 27.5 27.5 mg/100 g Ginger Type 1 specific Zingiber officinale 94328 316.4 316.4 316.4 mg/100 g Green bell pepper Type 1 specific Capsicum annuum 4072 Guava Type 1 specific Psidium guajava 120290 Hyssop Type 1 specific Hyssopus officinalis 39324 3.65 4.3 3.0 mg/100 g Lemon Type 1 specific Citrus limon 2708 2.6 2.6 2.6 mg/100 g Lime Type 1 specific Citrus aurantiifolia 159033 6.5 6.5 6.5 mg/100 g Lovage Type 1 specific Levisticum officinale 48042 3.85 3.85 3.85 mg/100 g Mandarin orange (Clementine, Tangerine) Type 1 specific Citrus reticulata 85571 2.05 2.05 2.05 mg/100 g Nutmeg Type 1 specific Myristica fragrans 51089 36.0 36.0 36.0 mg/100 g Orange bell pepper Type 1 specific Capsicum annuum 4072 Orange mint Type 1 specific Mentha aquatica 190902 0.01 0.01 0.01 mg/100 g Parsley Type 1 specific Petroselinum crispum 4043 12.337 24.65 0.024 mg/100 g Parsnip Type 1 specific Pastinaca sativa 4041 Pepper Type 1 specific Capsicum annuum 4072 Pepper (Spice) Type 1 specific Piper nigrum 13216 Peppermint Type 1 specific Mentha X piperita 34256 1.35 1.35 1.35 mg/100 g Pot marjoram Type 1 specific Origanum onites 452416 13.15 23.5 2.8 mg/100 g Red bell pepper Type 1 specific Capsicum annuum 4072 Roman camomile Type 1 specific Chamaemelum nobile 99037 Rosemary Type 1 specific Rosmarinus officinalis 39367 86.266667 131.75 8.4 mg/100 g Spearmint Type 1 specific Mentha spicata 29719 19.25 19.25 19.25 mg/100 g Star anise Type 1 specific Illicium verum 124778 0.1 0.1 0.1 mg/100 g Summer savory Type 1 specific Satureja hortensis 49987 Sunflower Type 1 specific Helianthus annuus 4232 Sweet basil Type 1 specific Ocimum basilicum 39350 20.0 20.0 20.0 mg/100 g Sweet bay Type 1 specific Laurus nobilis 85223 10.5 10.5 10.5 mg/100 g Sweet orange Type 1 specific Citrus sinensis 2711 Tarragon Type 1 specific Artemisia dracunculus 72341 Turmeric Type 1 specific Curcuma longa 136217 Wild carrot Type 1 specific Daucus carota 4039 3.55 3.55 3.55 mg/100 g Wild celery Type 1 specific Apium graveolens 4045 Winter savory Type 1 specific Satureja montana 49988 4.35 4.35 4.35 mg/100 g Yellow bell pepper Type 1 specific Capsicum annuum 4072 camphor fir needle herbal woody Allelopathic 42 Anti-lithic 409 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. Expectorant 925 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Hypocholesterolemic 1016 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. 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. Spasmogenic 1320