1.0 2010-04-08 22:11:33 UTC 2020-09-17 15:30:02 UTC FDB014945 Nerol Nerol or (Z)-3,7-dimethyl-2,6-octadien-1-ol or cis-Geranial is formally classified as an alkylalcohol although it is biochemically a monoterpenoid synthesized from isoprene units. It is soluble in water and very soluble in alcohol. Nerol is a naturally occurring organic compound found in the essential oils of many plants and was originally found in neroli oil, from which its name was derived. The largest natural source is palmarosa oil and it is the primary constituent of rose oil, palmarosa oil, and citronella oil (Java type) with in small quantities found in geranium, lemon, and many other essential oils. Different foods contain nerol with the highest concentration found in common grapes, black walnuts, and common thymes and in lower concentrations in cardamoms, common oregano, and gingers. Nerol has also been detected in lemon verbena, oval-leaf huckleberries, common pea, sweet cherries, and nopals. Nerol has a sweet, citrus and floral flavor with a sweet rose-like odor. It is used to create flavors such as peach, raspberry, grapefruit, red apple, plum, lime, orange, lemon, watermelon, pineapple, and blueberry. This alcohol is widely and frequently used in perfumery as it has a freshness to a rose base (PMID: 18640199). It is detected in small quantities in orange peel and together with other oils, was found to have antimicrobial properties (PMID: 27535797). (2e)3,7-Dimethyl-2,6-octadien-1-ol (2Z)-3,7-Dimethyl-2,6-octadien-1-ol (2Z)3,7-Dimethyl-2,6-octadien-1-ol (cis)3,7-Dimethyl-2,6-octadien-1-ol (e)3,7-Dimethyl-2,6-octadien-1-ol (e)3,7-Dimethyl-octadien-1-ol (Z)-3,7-dimethyl-2,6-Octadien-1-ol (Z)-3,7-Dimethylocta-2,6-dien-1-ol (Z)-Geraniol (Z)-Nerol (Z)3,7-Dimethyl-2,6-octadien-1-ol 2-cis-3,7-Dimethyl-2,6-octadien-1-ol 2,6-Dimethyl-trans-2,6-octadien-8-ol 2,6-Octadien-1-ol, 3,7-dimethyl-, (2Z)- 2,6-Octadien-1-ol, 3,7-dimethyl-, (Z)- 3,7-Dimethyl-2,6-octadien-1-ol 3,7-Dimethyl-octane-1-ol tetrahydro derivative 3,7-Dimethyl-trans-2, 6-octadien-1-ol 3,7-Dimethylocta-2,6-dien-1-ol beta-Nerol cis-3,7-Dimethyl-2,6-octadien-1-ol cis-Geraniol FEMA 2770 Geraniol (natural) Geraniol alcohol Guaniol Nerol Nerol (natural) Nerolidyl diate Neryl alcohol Vernol C10H18O 154.253 154.1357652 (2Z)-3,7-dimethylocta-2,6-dien-1-ol nerol 106-25-2 CC(C)=CCC\C(C)=C/CO InChI=1S/C10H18O/c1-9(2)5-4-6-10(3)7-8-11/h5,7,11H,4,6,8H2,1-3H3/b10-7- GLZPCOQZEFWAFX-YFHOEESVSA-N belongs to the class of organic compounds known as acyclic monoterpenoids. These are monoterpenes that do not contain a cycle. Acyclic monoterpenoids Organic compounds Lipids and lipid-like molecules Prenol lipids Monoterpenoids Aliphatic acyclic compounds Fatty alcohols Hydrocarbon derivatives Primary alcohols Acyclic monoterpenoid Alcohol Aliphatic acyclic compound Fatty acyl Fatty alcohol Hydrocarbon derivative Organic oxygen compound Organooxygen compound Primary alcohol 3,7-dimethylocta-2,6-dien-1-ol Acyclic monoterpenoids Acyclic monoterpenoids Linear monoterpenes Liquid logp 2.89 ALOGPS logs -2.05 ALOGPS solubility 1.37e+00 g/l ALOGPS melting_point <-15 oC logp 2.5 ChemAxon pka_strongest_acidic 16.33 ChemAxon pka_strongest_basic -2.2 ChemAxon iupac (2Z)-3,7-dimethylocta-2,6-dien-1-ol ChemAxon average_mass 154.253 ChemAxon mono_mass 154.1357652 ChemAxon smiles CC(C)=CCC\C(C)=C/CO ChemAxon formula C10H18O ChemAxon inchi InChI=1S/C10H18O/c1-9(2)5-4-6-10(3)7-8-11/h5,7,11H,4,6,8H2,1-3H3/b10-7- ChemAxon inchikey GLZPCOQZEFWAFX-YFHOEESVSA-N ChemAxon polar_surface_area 20.23 ChemAxon refractivity 51.18 ChemAxon polarizability 19.29 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 1 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsIr 2305 Specdb::MsIr 2306 Specdb::MsIr 2307 Specdb::CMs 3175 Specdb::CMs 26774 Specdb::CMs 27930 Specdb::CMs 28828 Specdb::CMs 28877 Specdb::CMs 29079 Specdb::CMs 38903 Specdb::CMs 99894 Specdb::CMs 99895 Specdb::CMs 99896 Specdb::CMs 99897 Specdb::CMs 99898 Specdb::CMs 103769 Specdb::CMs 155542 Specdb::NmrOneD 2030 Specdb::NmrOneD 4688 Specdb::NmrOneD 166382 Specdb::NmrOneD 166421 Specdb::NmrOneD 166668 Specdb::MsMs 2457 Specdb::MsMs 2458 Specdb::MsMs 2459 Specdb::MsMs 6093 Specdb::MsMs 6094 Specdb::MsMs 6095 Specdb::MsMs 6096 Specdb::MsMs 6097 Specdb::MsMs 179622 Specdb::MsMs 179623 Specdb::MsMs 179624 Specdb::MsMs 181956 Specdb::MsMs 181957 Specdb::MsMs 181958 Specdb::MsMs 1471306 Specdb::MsMs 2445526 Specdb::MsMs 2445527 Specdb::MsMs 2445528 Specdb::MsMs 2517219 Specdb::MsMs 2517220 Specdb::MsMs 2517221 HMDB05812 29452 Bilberry Type 1 specific Vaccinium myrtillus 180763 0.0001 0.0002 0.0 mg/100 g Black elderberry Type 1 specific Sambucus nigra 4202 Black tea Type 1 Blackberry Type 1 specific Rubus Cardamom Type 1 specific Elettaria cardamomum 105181 2.0 2.0 2.0 mg/100 g Ceylon cinnamon Type 1 specific Cinnamomum verum 128608 Common grape Type 1 specific Vitis vinifera 29760 Common oregano Type 1 specific Origanum vulgare 39352 0.06 0.06 0.06 mg/100 g Coriander Type 1 specific Coriandrum sativum 4047 Evergreen blackberry Type 1 specific Rubus laciniatus Ginger Type 1 specific Zingiber officinale 94328 Grape Type 1 specific Vitis 3603 Grape wine Type 2 specific Green tea Type 1 Herbal tea Type 1 Highbush blueberry Type 1 specific Vaccinium corymbosum 69266 0.005 0.005 0.005 mg/100 g Hyssop Type 1 specific Hyssopus officinalis 39324 0.465 0.49 0.44 mg/100 g Lemon Type 1 specific Citrus limon 2708 Lemon balm Type 1 specific Melissa officinalis 39338 1.25 1.25 1.25 mg/100 g Lemon grass Type 1 specific Cymbopogon citratus 66014 Lime Type 1 specific Citrus aurantiifolia 159033 Linden Type 1 specific Tilia 64580 Mandarin orange (Clementine, Tangerine) Type 1 specific Citrus reticulata 85571 0.3 0.3 0.3 mg/100 g Mango Type 1 specific Mangifera indica 29780 Mugwort Type 1 specific Artemisia vulgaris 4220 Nutmeg Type 1 specific Myristica fragrans 51089 Peppermint Type 1 specific Mentha X piperita 34256 Pummelo Type 1 specific Citrus maxima 37334 Rabbiteye blueberry Type 1 specific Vaccinium virgatum Red tea Type 1 Red wine Type 2 1.83183 3.66 0.00366 mg/100 g Rosemary Type 1 specific Rosmarinus officinalis 39367 Summer savory Type 1 specific Satureja hortensis 49987 Sweet basil Type 1 specific Ocimum basilicum 39350 15.125 15.125 15.125 mg/100 g Sweet bay Type 1 specific Laurus nobilis 85223 Sweet orange Type 1 specific Citrus sinensis 2711 Tamarind Type 1 specific Tamarindus indica 58860 Tarragon Type 1 specific Artemisia dracunculus 72341 368.5 368.5 368.5 mg/100 g Tea Type 1 specific Camellia sinensis 4442 Winter savory Type 1 specific Satureja montana 49988 13.55 13.55 13.55 mg/100 g bitter citrus magnolia natural neroli sweet Anti bacterial 145 A substance that kills or slows the growth of bacteria. Anti helicobacter 317 A substance that kills or slows the growth of bacteria. Anti septic 603 A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. Anti ulcer 676 One of various classes of drugs with different action mechanisms used to treat or ameliorate peptic ulcer or irritation of the gastrointestinal tract. Estrogenic 922 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. Sedative 1311 A central nervous system depressant used to induce drowsiness or sleep or to reduce psychological excitement or anxiety. Trichomonicide 1379