1.0 2010-04-08 22:12:09 UTC 2020-09-17 15:31:31 UTC FDB015968 gamma-Terpinene gamma-Terpinene belongs to the class of organic compounds known as menthane monoterpenoids. Monoterpenoids are terpenes that contain 10 carbon atoms and are comprised of two isoprene units. The biosynthesis of monoterpenes is known to occur mainly through the methyl-eritritol-phosphate (MEP) pathway in the plastids. Geranyl diphosphate (GPP) is a key intermediate in the biosynthesis of cyclic monoterpenes. GPP undergoes several cyclization reactions to yield a diverse number of cyclic arrangements. Menthanes 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 an isopropyl 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. gamma-Terpinene is one of 4 isomeric monoterpenes differing in the positions of their two double bonds (alpha- and beta-terpinene being the others). In gamma-terpinene the double bonds are at the 1- and 4-positions of the p-menthane skeleton. 1-Isopropyl-4-methyl-1,4-cyclohexadiene 1-Isopropyl-4-methyl-cyclohexa-1,4-diene 1-Isopropyl-4-methylcyclohexa-1,4-diene 1-Methyl-4-(1-methylethyl)-1,4-cyclohexadiene 1-Methyl-4-(1-methylethyl)-1,4-cyclohexadiene, 9CI 1-Methyl-4-(propan-2-yl)cyclohexa-1,4-diene 1-Methyl-4-isopropyl-1,4-cyclohexadiene 1-Methyl-4-isopropylcyclohexadiene-1,4 1,4-Cyclohexadiene, 1-methyl-4-(1-methylethyl)- 1,4-Cyclohexadiene, 1-methyl-4-isopropyl- 1,4-p-Menthadiene 4-Isopropyl-1-methyl-1,4-cyclohexadiene alpha Terpinene Crithmene FEMA 3559 g-Terpinene gamma Terpinene gamma-Terpinen gamma-terpinene Moslene P-Mentha-1,4-diene Terpinene γ-terpinene C10H16 136.238 136.125200515 1-methyl-4-(propan-2-yl)cyclohexa-1,4-diene α terpinene 99-85-4 CC(C)C1=CCC(C)=CC1 InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,7-8H,5-6H2,1-3H3 YKFLAYDHMOASIY-UHFFFAOYSA-N belongs to the class of organic compounds known as branched unsaturated hydrocarbons. These are hydrocarbons that contains one or more unsaturated carbon atoms, and an aliphatic branch. Branched unsaturated hydrocarbons Organic compounds Hydrocarbons Unsaturated hydrocarbons Branched unsaturated hydrocarbons Aliphatic homomonocyclic compounds Cyclic olefins Unsaturated aliphatic hydrocarbons Aliphatic homomonocyclic compound Branched unsaturated hydrocarbon Cyclic olefin Olefin Unsaturated aliphatic hydrocarbon Cyclic monoterpenes Menthane monoterpenoids Menthane monoterpenoids a monoterpenoid monoterpene Liquid logp 4.36 ALOGPS logs -2.41 ALOGPS solubility 5.35e-01 g/l ALOGPS melting_point -10 oC logp 3.16 ChemAxon iupac 1-methyl-4-(propan-2-yl)cyclohexa-1,4-diene ChemAxon average_mass 136.238 ChemAxon mono_mass 136.125200515 ChemAxon smiles CC(C)C1=CCC(C)=CC1 ChemAxon formula C10H16 ChemAxon inchi InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,7-8H,5-6H2,1-3H3 ChemAxon inchikey YKFLAYDHMOASIY-UHFFFAOYSA-N ChemAxon polar_surface_area 0 ChemAxon refractivity 47.55 ChemAxon polarizability 17.61 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 0 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::NmrOneD 2747 Specdb::NmrOneD 3441 Specdb::NmrOneD 5130 Specdb::NmrOneD 5131 Specdb::EiMs 1061 Specdb::CMs 3129 Specdb::CMs 28655 Specdb::CMs 28761 Specdb::CMs 28815 Specdb::CMs 99884 Specdb::CMs 99885 Specdb::CMs 99886 Specdb::CMs 103757 Specdb::CMs 162006 Specdb::MsMs 2451 Specdb::MsMs 2452 Specdb::MsMs 2453 Specdb::MsMs 6083 Specdb::MsMs 6084 Specdb::MsMs 6085 Specdb::MsMs 9143 Specdb::MsMs 9144 Specdb::MsMs 9145 Specdb::MsMs 15815 Specdb::MsMs 15816 Specdb::MsMs 15817 Specdb::MsMs 1471132 Specdb::MsMs 1471133 Specdb::MsMs 2358006 Specdb::MsMs 2358007 Specdb::MsMs 2358008 Specdb::MsMs 2604479 Specdb::MsMs 2604480 Specdb::MsMs 2604481 HMDB05806 Allspice Type 1 specific Pimenta dioica 375272 1.7 1.7 1.7 mg/100 g Blackberry Type 1 specific Rubus Cabbage Type 1 specific Brassica oleracea var. capitata 3716 Caraway Type 1 specific Carum carvi 48032 367.8 708.6 27.0 mg/100 g Cardamom Type 1 specific Elettaria cardamomum 105181 9.45 9.45 9.45 mg/100 g Carrot Type 1 specific Daucus carota ssp. sativus 79200 21.6 21.6 21.6 mg/100 g Cauliflower Type 1 specific Brassica oleracea var. botrytis 3715 Celeriac Type 1 specific Apium graveolens var. rapaceum 278110 Celery stalks Type 1 specific Apium graveolens var. dulce 117781 Ceylon cinnamon Type 1 specific Cinnamomum verum 128608 0.75 0.75 0.75 mg/100 g Chinese cinnamon Type 1 specific Cinnamomum aromaticum 119260 Common oregano Type 1 specific Origanum vulgare 39352 73.85 73.85 73.85 mg/100 g Common sage Type 1 specific Salvia officinalis 38868 7.75 7.75 7.75 mg/100 g Common thyme Type 1 specific Thymus vulgaris 49992 274.8 274.8 274.8 mg/100 g Coriander Type 1 specific Coriandrum sativum 4047 169.4 169.4 169.4 mg/100 g Cornmint Type 1 specific Mentha arvensis 292239 Cumin Type 1 specific Cuminum cyminum 52462 598.7 598.7 598.7 mg/100 g Dill Type 1 specific Anethum graveolens 40922 4.45 4.45 4.45 mg/100 g Evergreen blackberry Type 1 specific Rubus laciniatus Fennel Type 1 specific Foeniculum vulgare 48038 15.325 17.15 13.5 mg/100 g Fruit juice Type 2 specific Ginger Type 1 specific Zingiber officinale 94328 1.27 1.27 1.27 mg/100 g Grape Type 1 specific Vitis 3603 Green bell pepper Type 1 specific Capsicum annuum 4072 Hyssop Type 1 specific Hyssopus officinalis 39324 3.05 3.05 3.05 mg/100 g Lemon Type 1 specific Citrus limon 2708 84.5 84.5 84.5 mg/100 g Lime Type 1 specific Citrus aurantiifolia 159033 111.5 111.5 111.5 mg/100 g Lovage Type 1 specific Levisticum officinale 48042 1.65 1.65 1.65 mg/100 g Mandarin orange (Clementine, Tangerine) Type 1 specific Citrus reticulata 85571 111.2 111.2 111.2 mg/100 g Mentha Type 1 specific Mentha 21819 Nutmeg Type 1 specific Myristica fragrans 51089 261.0 261.0 261.0 mg/100 g Orange bell pepper Type 1 specific Capsicum annuum 4072 Orange mint Type 1 specific Mentha aquatica 190902 0.5 0.5 0.5 mg/100 g Papaya Type 1 specific Carica papaya 3649 Parsley Type 1 specific Petroselinum crispum 4043 28.096 56.15 0.042 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 1.1 1.1 1.1 mg/100 g Pine nut Type 1 specific Pinus 3337 Pot marjoram Type 1 specific Origanum onites 452416 81.25 143.5 19.0 mg/100 g Prickly pear Type 1 specific Opuntia 106975 Rabbiteye blueberry Type 1 specific Vaccinium virgatum Red bell pepper Type 1 specific Capsicum annuum 4072 Rosemary Type 1 specific Rosmarinus officinalis 39367 12.283333 20.2 0.4 mg/100 g Saffron Type 1 specific Crocus sativus 82528 Spearmint Type 1 specific Mentha spicata 29719 2.85 2.85 2.85 mg/100 g Star anise Type 1 specific Illicium verum 124778 3.8 3.8 3.8 mg/100 g Summer savory Type 1 specific Satureja hortensis 49987 Sweet basil Type 1 specific Ocimum basilicum 39350 0.55 0.55 0.55 mg/100 g Sweet bay Type 1 specific Laurus nobilis 85223 11.45 11.45 11.45 mg/100 g Sweet marjoram Type 1 specific Origanum majorana 268884 Sweet orange Type 1 specific Citrus sinensis 2711 0.5125 1.0 0.025 mg/100 g Tarragon Type 1 specific Artemisia dracunculus 72341 Turmeric Type 1 specific Curcuma longa 136217 7.5 9.0 6.0 mg/100 g White cabbage Type 1 specific Brassica oleracea L. var. capitata L. f. alba DC. Wild carrot Type 1 specific Daucus carota 4039 21.6 21.6 21.6 mg/100 g Wild celery Type 1 specific Apium graveolens 4045 Winter savory Type 1 specific Satureja montana 49988 357.25 357.25 357.25 mg/100 g Yellow bell pepper Type 1 specific Capsicum annuum 4072 bitter gasoline herbal lemon lime oily terpene tropical turpentine woody Acaricide 16 A substance used to destroy pests of the subclass Acari (mites and ticks). Aldose reductase inhibitor 40 An EC 1.1.1.* (oxidoreductase acting on donor CH-OH group, NAD(+) or NADP(+) acceptor) inhibitor that interferes with the action of aldehyde reductase (EC 1.1.1.21). Angiotensin converting enzyme inhibitor 18 An EC 3.4.15.* (peptidyl-dipeptidase) inhibitor that interferes with the action of peptidyl-dipeptidase A (EC 3.4.15.1). 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 feedant 275 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. 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. Irritant 1055 Name 936 A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell. Perfumery 1206 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.