1.0 2010-04-08 22:07:04 UTC 2025-11-18 23:01:26 UTC FDB006275 Nerolidiol Nerolidol also known as peruviol, belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes that contain 15 carbon atoms and are comprised of three isoprene units. The biosynthesis of sesquiterpenes is known to occur mainly through the mevalonic acid pathway (MVA), in the cytosol. However, recent studies have found evidence of pathway crosstalk with the methyl-eritritol-phosphate (MEP) pathway in the plastid (PMID: 19932496, 17710406). Farnesyl diphosphate (FPP) is a key intermediate in the biosynthesis of cyclic sesquiterpenes. FPP undergoes several cyclization reactions to yield a diverse number of cyclic arrangements. Nerolidol is a naturally occurring sesquiterpene alcohol found in the essential oils of many types of plants and flowers. It is present in neroli, ginger, jasmine, lavender, tea tree, and lemon grass, and is a dominant scent compound in Brassavola nodosa. The aroma of nerolidol is woody and reminiscent of fresh bark. It is used as a flavoring agent and in perfumery. It is also used in non-cosmetic products such as detergents and cleansers (PMID: 27136520). Currently it is also under testing as a skin penetration enhancer for the transdermal delivery of therapeutic drugs (https://doi.org/10.1016/S0939-6411(01)00166-7). Additionally, it is known for various biological activities include antioxidant, anti-fungal, anticancer, and antimicrobial activity (PMID: 27136520). C15H26O 222.3663 222.198365454 (3S,6Z)-3,7,11-trimethyldodeca-1,6,10-trien-3-ol (3S,6Z)-3,7,11-trimethyldodeca-1,6,10-trien-3-ol 142-50-7 C=C[C@@](C)(O)CC\C=C(\C)CCC=C(C)C InChI=1S/C15H26O/c1-6-15(5,16)12-8-11-14(4)10-7-9-13(2)3/h6,9,11,16H,1,7-8,10,12H2,2-5H3/b14-11-/t15-/m1/s1 FQTLCLSUCSAZDY-QKXCFHHRSA-N belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes with three consecutive isoprene units. Sesquiterpenoids Organic compounds Lipids and lipid-like molecules Prenol lipids Sesquiterpenoids Aliphatic acyclic compounds Hydrocarbon derivatives Tertiary alcohols Alcohol Aliphatic acyclic compound Farsesane sesquiterpenoid Hydrocarbon derivative Organic oxygen compound Organooxygen compound Sesquiterpenoid Tertiary alcohol logp 4.55 ALOGPS logs -4.02 ALOGPS solubility 2.12e-02 g/l ALOGPS logp 4.31 ChemAxon pka_strongest_acidic 18.46 ChemAxon pka_strongest_basic -1.3 ChemAxon iupac (3S,6Z)-3,7,11-trimethyldodeca-1,6,10-trien-3-ol ChemAxon average_mass 222.3663 ChemAxon mono_mass 222.198365454 ChemAxon smiles C=C[C@@](C)(O)CC\C=C(\C)CCC=C(C)C ChemAxon formula C15H26O ChemAxon inchi InChI=1S/C15H26O/c1-6-15(5,16)12-8-11-14(4)10-7-9-13(2)3/h6,9,11,16H,1,7-8,10,12H2,2-5H3/b14-11-/t15-/m1/s1 ChemAxon inchikey FQTLCLSUCSAZDY-QKXCFHHRSA-N ChemAxon polar_surface_area 20.23 ChemAxon refractivity 74.01 ChemAxon polarizability 27.79 ChemAxon rotatable_bond_count 7 ChemAxon acceptor_count 1 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 20167 Specdb::CMs 28878 Specdb::CMs 44483 Specdb::CMs 101743 Specdb::CMs 103777 Specdb::CMs 136458 Specdb::CMs 144192 Specdb::MsMs 77103 Specdb::MsMs 77104 Specdb::MsMs 77105 Specdb::MsMs 137133 Specdb::MsMs 137134 Specdb::MsMs 137135 Specdb::MsMs 2723729 Specdb::MsMs 2723730 Specdb::MsMs 2723731 Specdb::MsMs 2954403 Specdb::MsMs 2954404 Specdb::MsMs 2954405 HMDB0035663 Guava Type 1 specific Psidium guajava 120290 Sweet basil Type 1 specific Ocimum basilicum 39350 Perfumery 1206 A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.