1.0 2010-04-08 22:11:15 UTC 2025-11-19 00:46:19 UTC FDB014416 alpha-Terpineol Flavouring agent Terpineol is a naturally occurring monoterpene alcohol that has been isolated from a variety of sources such as cajuput oil, pine oil, and petitgrain oil. There are three isomers, alpha-, beta-, and gamma-terpineol, the last two differing only by the location of the double bond. Terpineol is usually a mixture of these isomers with alpha-terpineol as the major constituent. alpha-Terpineol is found in many foods, some of which are cabbage, cardamom, fennel, and lemon grass. (+-)-alpha-Terpineol (1R)-a,a,4-Trimethyl-3-cyclohexene-1-methanol (1R)-α,α,4-trimethyl-3-cyclohexene-1-methanol (R)-(+)-a-Terpineol (R)-(+)-α-terpineol (R)-a-Terpineol (R)-a,a,4-Trimethylcyclohex-3-ene-1-methanol (R)-alpha-Terpineol (R)-α-terpineol (R)-α,α,4-trimethylcyclohex-3-ene-1-methanol &alpha;-Terpineol &alpha;,&alpha;,4-Trimethyl-3-Cyclohexene-1-methanol 1-alpha-Terpineol 2-(4-Methyl-3-cyclohexen-1-yl)-2-propanol 2-(4-Methyl-3-cyclohexenyl)-2-propanol 2-(4-Methylcyclohex-3-en-1-yl)propan-2-ol 2-(4-Methylcyclohex-3-enyl)propan-2-ol (alpha-terpineol) 3-Cyclohexene-1-methanol, &alpha;,&alpha;4-trimethyl- 3-Cyclohexene-1-methanol, alpha,alpha,4-trimethyl- a-Terpineol a,a,4-Trimethyl-3-cyclohexene-1-methanol, 9CI alpha-Terpinenol alpha-Terpineol alpha-Terpineole alpha-Terpinol alpha,alpha,4-Trimethyl-3-Cyclohexene-1-methanol DL-alpha-Terpineol FEMA 3045 Lily OF valley Menth-1-en-8-ol Terpenol Terpineol Terpineol schlechthin C10H18O 154.253 154.1357652 2-(4-methylcyclohex-3-en-1-yl)propan-2-ol terpineol 98-55-5 CC1=CCC(CC1)C(C)(C)O InChI=1S/C10H18O/c1-8-4-6-9(7-5-8)10(2,3)11/h4,9,11H,5-7H2,1-3H3 WUOACPNHFRMFPN-UHFFFAOYSA-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 Hydrocarbon derivatives Monocyclic monoterpenoids Tertiary alcohols Alcohol Aliphatic homomonocyclic compound Hydrocarbon derivative Monocyclic monoterpenoid Organic oxygen compound Organooxygen compound P-menthane monoterpenoid Tertiary alcohol Menthane monoterpenoids a monoterpenol terpineol Solid melting_point 37.5 oC logp 2.17 ChemAxon pka_strongest_acidic 19.4 ChemAxon pka_strongest_basic -0.87 ChemAxon iupac 2-(4-methylcyclohex-3-en-1-yl)propan-2-ol ChemAxon average_mass 154.253 ChemAxon mono_mass 154.1357652 ChemAxon smiles CC1=CCC(CC1)C(C)(C)O ChemAxon formula C10H18O ChemAxon inchi InChI=1S/C10H18O/c1-8-4-6-9(7-5-8)10(2,3)11/h4,9,11H,5-7H2,1-3H3 ChemAxon inchikey WUOACPNHFRMFPN-UHFFFAOYSA-N ChemAxon polar_surface_area 20.23 ChemAxon refractivity 48.46 ChemAxon polarizability 19.07 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 1 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 2419 Specdb::MsMs 102777 Specdb::MsMs 102778 Specdb::MsMs 102779 Specdb::MsMs 168657 Specdb::MsMs 168658 Specdb::MsMs 168659 Specdb::NmrOneD 309951 Specdb::NmrOneD 309952 Specdb::NmrOneD 309953 Specdb::NmrOneD 309954 Specdb::NmrOneD 309955 Specdb::NmrOneD 309956 Specdb::NmrOneD 309957 Specdb::NmrOneD 309958 Specdb::NmrOneD 309959 Specdb::NmrOneD 309960 Specdb::NmrOneD 309961 Specdb::NmrOneD 309962 Specdb::NmrOneD 309963 Specdb::NmrOneD 309964 Specdb::NmrOneD 309965 Specdb::NmrOneD 309966 Specdb::NmrOneD 309967 Specdb::NmrOneD 309968 Specdb::NmrOneD 309969 Specdb::NmrOneD 309970 HMDB04043 22469 #<Reference:0x000055ce3206a490> #<Reference:0x000055ce3206a1e8> #<Reference:0x000055ce3206a030> #<Reference:0x000055ce32069e78> Allspice Type 1 specific Pimenta dioica 375272 American cranberry Type 1 specific Vaccinium macrocarpon 13750 Anise Type 1 specific Pimpinella anisum 271192 0.1 0.1 0.1 mg/100 g Apricot Type 1 specific Prunus armeniaca 36596 Asian pear Type 1 specific Pyrus pyrifolia 3767 Beer Type 2 specific 11.26125 22.5 0.0225 mg/100 g Bilberry Type 1 specific Vaccinium myrtillus 180763 0.00075 0.0015 0.0 mg/100 g Black elderberry Type 1 specific Sambucus nigra 4202 Black tea Type 1 Blackberry Type 1 specific Rubus Blackcurrant Type 1 specific Ribes nigrum 78511 Cabbage Type 1 specific Brassica oleracea var. capitata 3716 Caraway Type 1 specific Carum carvi 48032 Cardamom Type 1 specific Elettaria cardamomum 105181 230.05 230.05 230.05 mg/100 g Carrot Type 1 specific Daucus carota ssp. sativus 79200 2.8 2.8 2.8 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 15.2 15.2 15.2 mg/100 g Cherry tomato Type 1 specific Solanum lycopersicum var. cerasiforme 195583 Chinese cinnamon Type 1 specific Cinnamomum aromaticum 119260 Cloves Type 1 specific Syzygium aromaticum 219868 Coconut Type 1 specific Cocos nucifera 13894 Common grape Type 1 specific Vitis vinifera 29760 10800.0 10800.0 10800.0 mg/100 g Common oregano Type 1 specific Origanum vulgare 39352 1.8 1.8 1.8 mg/100 g Common sage Type 1 specific Salvia officinalis 38868 45.75 45.75 45.75 mg/100 g Common thyme Type 1 specific Thymus vulgaris 49992 326.8 326.8 326.8 mg/100 g Coriander Type 1 specific Coriandrum sativum 4047 4.0 4.0 4.0 mg/100 g Corn Type 1 specific Zea mays 4577 Cumin Type 1 specific Cuminum cyminum 52462 15.25 15.25 15.25 mg/100 g Dill Type 1 specific Anethum graveolens 40922 Evergreen blackberry Type 1 specific Rubus laciniatus Fennel Type 1 specific Foeniculum vulgare 48038 0.35 0.35 0.35 mg/100 g Fig Type 1 specific Ficus carica 3494 Fruit juice Type 2 specific Garden tomato Type 1 specific Solanum lycopersicum 4081 Garden tomato (var.) Type 1 specific Solanum lycopersicum var. lycopersicum 397755 Ginger Type 1 specific Zingiber officinale 94328 25.4 25.4 25.4 mg/100 g Grape Type 1 specific Vitis 3603 Grape wine Type 2 specific Green bell pepper Type 1 specific Capsicum annuum 4072 Green tea Type 1 Guava Type 1 specific Psidium guajava 120290 Herbal tea Type 1 Highbush blueberry Type 1 specific Vaccinium corymbosum 69266 0.001 0.002 0.0 mg/100 g Hyssop Type 1 specific Hyssopus officinalis 39324 9.085 18.005 0.165 mg/100 g Lemon Type 1 specific Citrus limon 2708 2.8 2.8 2.8 mg/100 g Lemon balm Type 1 specific Melissa officinalis 39338 Lemon grass Type 1 specific Cymbopogon citratus 66014 Lime Type 1 specific Citrus aurantiifolia 159033 31.0 31.0 31.0 mg/100 g Linden Type 1 specific Tilia 64580 Lovage Type 1 specific Levisticum officinale 48042 4.4 4.4 4.4 mg/100 g Mandarin orange (Clementine, Tangerine) Type 1 specific Citrus reticulata 85571 5.6 5.6 5.6 mg/100 g Mugwort Type 1 specific Artemisia vulgaris 4220 Nutmeg Type 1 specific Myristica fragrans 51089 486.0 486.0 486.0 mg/100 g Orange bell pepper Type 1 specific Capsicum annuum 4072 Parsley Type 1 specific Petroselinum crispum 4043 1.235 2.2 0.27 mg/100 g Peach Type 1 specific Prunus persica 3760 Pepper Type 1 specific Capsicum annuum 4072 Pepper (C. frutescens) Type 1 specific Capsicum annuum var. annuum 40321 Pepper (Spice) Type 1 specific Piper nigrum 13216 Peppermint Type 1 specific Mentha X piperita 34256 Pineapple Type 1 specific Ananas comosus 4615 Pot marjoram Type 1 specific Origanum onites 452416 7.9 7.9 7.9 mg/100 g Rabbiteye blueberry Type 1 specific Vaccinium virgatum Red bell pepper Type 1 specific Capsicum annuum 4072 Red tea Type 1 Red wine Type 2 0.33033 0.66 0.00066 mg/100 g Roselle Type 1 specific Hibiscus sabdariffa 183260 Rosemary Type 1 specific Rosmarinus officinalis 39367 49.4 78.95 10.0 mg/100 g Spearmint Type 1 specific Mentha spicata 29719 58.8 58.8 58.8 mg/100 g Star anise Type 1 specific Illicium verum 124778 14.25 14.25 14.25 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 13.75 13.75 13.75 mg/100 g Sweet bay Type 1 specific Laurus nobilis 85223 77.0 77.0 77.0 mg/100 g Sweet marjoram Type 1 specific Origanum majorana 268884 Sweet orange Type 1 specific Citrus sinensis 2711 1.52975 3.0 0.0595 mg/100 g Tamarind Type 1 specific Tamarindus indica 58860 Tea Type 1 specific Camellia sinensis 4442 Turmeric Type 1 specific Curcuma longa 136217 50.0 50.0 50.0 mg/100 g White cabbage Type 1 specific Brassica oleracea L. var. capitata L. f. alba DC. White wine Type 2 0.0 0.0 0.0 mg/100 g Wild carrot Type 1 specific Daucus carota 4039 2.8 2.8 2.8 mg/100 g Wild celery Type 1 specific Apium graveolens 4045 0.1 0.1 0.1 mg/100 g Winter savory Type 1 specific Satureja montana 49988 109.4 109.4 109.4 mg/100 g Yellow bell pepper Type 1 specific Capsicum annuum 4072 anise citrus floral lilac mint oil pine terpene woody 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). Allelopathic 42 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. Anesthetic 62 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 bacterial 145 A substance that kills or slows the growth of bacteria. Anti cariogenic 165 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti proliferant 547 Anti septic 603 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. Anti-acne 78 A drug used to treat or prevent skin disorders or for the routine care of skin. Anti-allergenic 102 A drug used to treat allergic reactions. Anti-asthmatic 134 A drug used to treat asthma. Anti-cancer 159 A substance that inhibits or prevents the proliferation of neoplasms. Anti-inflammatory 370 A substance that reduces or suppresses inflammation. Anti-spasmodic 619 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Anti-tussive 674 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Cholagogue 800 Cicatrizant 806 Culicide 843 Expectorant 925 Any substance introduced into a living organism with therapeutic or diagnostic purpose. 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. Interleukin-6 inhibitor 1051 A substance that diminishes the rate of a chemical reaction. Larvicide 1063 Mosquitofuge 1117 Strictly, a substance intended to kill members of the class Insecta. In common usage, any substance used for preventing, destroying, repelling or controlling insects. Motor depressant 1118 Name 936 A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell. Nematicide 1141 A substance used to destroy pests of the phylum Nematoda (roundworms). 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. Sedative 1311 A central nervous system depressant used to induce drowsiness or sleep or to reduce psychological excitement or anxiety. Termiticide 1349 Transdermal 1374 Vulnerary 1430 A drug used in treating and healing of wounds.