1.0 2010-04-08 22:10:53 UTC 2025-11-19 00:34:46 UTC FDB013760 (+)-Myrtenol Myrtenol or 2-Pinen-10-ol, also known as pin-2-ene-10-ol, belongs to the class of organic compounds known as bicyclic monoterpenoids. These are monoterpenoids containing exactly 2 rings, which are fused to each other. 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 (PMID: 7640522). 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. Myrtenol is considered to be an isoprenoid lipid molecule. Myrtenol is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Myrtenol can be used as a food additive or a food flavoring agent and can also be used in cosmetics. It is naturally present in mandarin peel oil, raspberry, blackberry, strawberry, ginger, hop oil, black tea, peppermint oil, pepper (Piper nigrum), myrtle leaf or berry, summer savoury (Satureja hortensis) and other spices or foodstuffs including hyssops, rosemaries, and spearmints. This could make, Myrtenol a potential biomarker for the consumption of these foods. Myrtenol has a woody, minty or medicinal aroma and has a cooling minty, campherous medicinal taste. Myrtenol (along with isopulegol, verbenol, and pinocarveol) are particularly potent modifiers of GABA(A) receptor function and this interaction may lead to certain sedative effects found in plants or plant oils that contain this compound (PMID: 24273211). (+)-Myrtenol (+)-Pin-2-ene-10-ol (1S)-(+)-Myrtenol (1S)-2-Pinen-10-ol (1S)-6,6-Dimethylbicyclo[3.1.1]hept-2-ene-2-methanol 2-Pinen-10-ol, (1S,5R)-(+)- (8CI) 6,6-Dimethyl-(1S,5R)-bicyclo[3.1.1]hept-2-ene-2-methanol 6,6-Dimethyl-(1S)-bicyclo(3.1.1)hept-2-ene-2-methanol 6,6-Dimethyl-(1S)-bicyclo[3.1.1]hept-2-ene-2-methanol Bicyclo(3.1.1)hept-2-ene-2-methanol, 6,6-dimethyl-, (1S)- Bicyclo[3.1.1]hept-2-ene-2-methanol, 6,6-dimethyl-, (1S,5R)- Bicyclo[3.1.1]hept-2-ene-2-methanol, 6,6-dimethyl-, (1S)- Darwinol C10H16O 152.2334 152.120115134 [(1S,5R)-6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl]methanol [(1S,5R)-6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl]methanol 6712-78-3 CC1(C)[C@H]2C[C@@H]1C(CO)=CC2 InChI=1S/C10H16O/c1-10(2)8-4-3-7(6-11)9(10)5-8/h3,8-9,11H,4-6H2,1-2H3/t8-,9-/m1/s1 RXBQNMWIQKOSCS-RKDXNWHRSA-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 Hydrocarbon derivatives Primary alcohols Alcohol Aliphatic homopolycyclic compound Bicyclic monoterpenoid Hydrocarbon derivative Organic oxygen compound Organooxygen compound Pinane monoterpenoid Primary alcohol logp 2.71 ALOGPS logs -1.96 ALOGPS solubility 1.67e+00 g/l ALOGPS logp 1.52 ChemAxon pka_strongest_acidic 17.1 ChemAxon pka_strongest_basic -1.9 ChemAxon iupac [(1S,5R)-6,6-dimethylbicyclo[3.1.1]hept-2-en-2-yl]methanol ChemAxon average_mass 152.2334 ChemAxon mono_mass 152.120115134 ChemAxon smiles CC1(C)[C@H]2C[C@@H]1C(CO)=CC2 ChemAxon formula C10H16O ChemAxon inchi InChI=1S/C10H16O/c1-10(2)8-4-3-7(6-11)9(10)5-8/h3,8-9,11H,4-6H2,1-2H3/t8-,9-/m1/s1 ChemAxon inchikey RXBQNMWIQKOSCS-RKDXNWHRSA-N ChemAxon polar_surface_area 20.23 ChemAxon refractivity 46.5 ChemAxon polarizability 18.12 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 1 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 14351 Specdb::CMs 44206 Specdb::CMs 170252 Specdb::NmrOneD 130058 Specdb::NmrOneD 130059 Specdb::NmrOneD 130060 Specdb::NmrOneD 130061 Specdb::NmrOneD 130062 Specdb::NmrOneD 130063 Specdb::NmrOneD 130064 Specdb::NmrOneD 130065 Specdb::NmrOneD 130066 Specdb::NmrOneD 130067 Specdb::NmrOneD 130068 Specdb::NmrOneD 130069 Specdb::NmrOneD 130070 Specdb::NmrOneD 130071 Specdb::NmrOneD 130072 Specdb::NmrOneD 130073 Specdb::NmrOneD 130074 Specdb::NmrOneD 130075 Specdb::NmrOneD 130076 Specdb::NmrOneD 130077 Specdb::MsMs 101259 Specdb::MsMs 101260 Specdb::MsMs 101261 Specdb::MsMs 166839 Specdb::MsMs 166840 Specdb::MsMs 166841 Specdb::MsMs 2819922 Specdb::MsMs 2819923 Specdb::MsMs 2819924 Specdb::MsMs 2889466 Specdb::MsMs 2889467 Specdb::MsMs 2889468 HMDB35125 #<Reference:0x000055ce33250a60> Herbs and Spices Unknown generic