1.0 2010-04-08 22:08:06 UTC 2020-09-17 15:36:12 UTC FDB008492 Cuminyl alcohol Cuminol or Cuminyl alcohol, also known as p-cumin-7-ol or 4-Isopropylbenzyl alcohol, belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring. 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. Cuminol is an extremely weak basic (essentially neutral) compound (based on its pKa). Cuminol is an alcohol derivative of p-Cymene. It exists as a clear, colorless liquid that is poorly soluble in water. Cuminol can be used as a food additive or as a cosmetic fragrance. It has a cumin, caraway or spicy, herbal aroma and a similar spicy, herbal or peppery taste. Cuminol is found naturally in a number of plants, spices and foods including cumin seed and cumin oils, caraway eucalyptus oils, thyme, sunflowers, tuermeric, guava fruit and other spices and essential oils. Cumin, a widely used spice, is known to have anti-diabetic properties and two of its phytochemicals: cuminol and cuminaldehyde appear to be among the most active components. Cuminol is a potent insulinotrophic molecule that can enhance insulin secretion by up to 4-fold (in rat islet cells) (PMID: 23507295). It also exhibits strong beta-cell protective action (PMID: 23507295). (4-Isopropylphenyl)methanol 4-(1-methylethyl)-benzenemethanol 4-(1-methylethyl)benzene methanol 4-(1-methylethyl)benzenemethanol 4-(1-Methylethyl)benzenemethanol, 9CI 4-Isopropyl benzyl alcohol 4-ISOPROPYLBENZENEMETHANOL 4-Isopropylbenzyl alcohol Benzenemethanol, 4-(1-methylethyl)- Benzyl alcohol, p-isopropyl- Cumic alcohol Cumin alcohol Cuminic alcohol Cuminol cuminol ( p-cymen-7-ol) Cuminyl alcohol Cuminylalcohol Cumyl alcohol FEMA 2933 P-cumic alcohol p-Cumin-7-ol p-Cymen-7-ol p-Cymen-7-ol, 8CI p-cymene-7-ol P-isopropyl benzyl alcohol P-Isopropyl-benzyl alcohol p-Isopropylbenzyl alcohol p-Mentha-1,3,5-trien-7-ol para-Cymen-7-ol C10H14O 150.221 150.104465071 [4-(propan-2-yl)phenyl]methanol cuminol 536-60-7 CC(C)C1=CC=C(CO)C=C1 InChI=1S/C10H14O/c1-8(2)10-5-3-9(7-11)4-6-10/h3-6,8,11H,7H2,1-2H3 OIGWAXDAPKFNCQ-UHFFFAOYSA-N belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring. Aromatic monoterpenoids Organic compounds Lipids and lipid-like molecules Prenol lipids Monoterpenoids Aromatic homomonocyclic compounds Aromatic alcohols Benzyl alcohols Cumenes Hydrocarbon derivatives Monocyclic monoterpenoids Phenylpropanes Primary alcohols Alcohol Aromatic alcohol Aromatic homomonocyclic compound Aromatic monoterpenoid Benzenoid Benzyl alcohol Cumene Hydrocarbon derivative Monocyclic benzene moiety Monocyclic monoterpenoid Organic oxygen compound Organooxygen compound P-cymene Phenylpropane Primary alcohol Cyclic monoterpenes a small molecule benzyl alcohols logp 2.63 ALOGPS logs -2.36 ALOGPS solubility 6.51e-01 g/l ALOGPS melting_point 28 oC logp 2.45 ChemAxon pka_strongest_acidic 15.05 ChemAxon pka_strongest_basic -2.8 ChemAxon iupac [4-(propan-2-yl)phenyl]methanol ChemAxon average_mass 150.221 ChemAxon mono_mass 150.104465071 ChemAxon smiles CC(C)C1=CC=C(CO)C=C1 ChemAxon formula C10H14O ChemAxon inchi InChI=1S/C10H14O/c1-8(2)10-5-3-9(7-11)4-6-10/h3-6,8,11H,7H2,1-2H3 ChemAxon inchikey OIGWAXDAPKFNCQ-UHFFFAOYSA-N ChemAxon polar_surface_area 20.23 ChemAxon refractivity 47.06 ChemAxon polarizability 17.98 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 1 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::NmrOneD 3899 Specdb::NmrOneD 4173 Specdb::MsIr 4925 Specdb::MsIr 4926 Specdb::EiMs 1719 Specdb::CMs 5564 Specdb::CMs 27955 Specdb::CMs 28588 Specdb::CMs 32231 Specdb::CMs 42631 Specdb::CMs 100964 Specdb::CMs 100965 Specdb::CMs 100966 Specdb::CMs 136109 Specdb::CMs 143843 Specdb::MsMs 52209 Specdb::MsMs 52210 Specdb::MsMs 52211 Specdb::MsMs 145740 Specdb::MsMs 145741 Specdb::MsMs 145742 Specdb::MsMs 1470974 Specdb::MsMs 1478253 Specdb::MsMs 1478254 Specdb::MsMs 1478255 Specdb::MsMs 1478256 Specdb::MsMs 1478257 Specdb::MsMs 1478258 Specdb::MsMs 1478259 Specdb::MsMs 1478260 Specdb::MsMs 1478261 Specdb::MsMs 1478262 Specdb::MsMs 1478263 Specdb::MsMs 1478264 Specdb::MsMs 1478265 Specdb::MsMs 1478266 Specdb::MsMs 1478267 Specdb::MsMs 1478268 Specdb::MsMs 1478269 Specdb::MsMs 1478270 HMDB31817 #<Reference:0x000055ce31cc0588> Blackberry Type 1 specific Rubus Common thyme Type 1 specific Thymus vulgaris 49992 Cumin Type 1 specific Cuminum cyminum 52462 1098.0 1098.0 1098.0 mg/100 g Evergreen blackberry Type 1 specific Rubus laciniatus Herbs and Spices Unknown generic Peppermint Type 1 specific Mentha X piperita 34256 0.00055 0.00055 0.00055 mg/100 g Pot marjoram Type 1 specific Origanum onites 452416 0.0 0.0 0.0 mg/100 g Rocket salad (ssp.) Type 1 specific Eruca vesicaria ssp. sativa 29727 Sunflower Type 1 specific Helianthus annuus 4232 Sweet bay Type 1 specific Laurus nobilis 85223 Turmeric Type 1 specific Curcuma longa 136217 caraway cumin herb herbal leather spicy strong wood Name 936 A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.