1.0 2010-04-08 22:04:43 UTC 2020-09-17 15:32:28 UTC FDB000812 p-Mentha-1,3,5,8-tetraene para-Mentha-1,3,5,8-tetraene, also known as Dehydro-p-cymene, p-alpha-dimethyl-styrene, Habanene or p-Cymenene, belongs to the class of organic compounds known as phenylpropenes. Phenylpropenes are compounds containing a phenylpropene moiety, which consists of a propene substituent bound to a phenyl group. Dehydro-p-cymene is biochemically a monocyclic monoterpenoid as it is synthesized via isoprene units. 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-erythritol-phosphate (MEP) pathway in 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. Dehydro-p-cymene is a hydrophobic, neutral molecule that is insoluble in water. It exists as a clear, colorless oil. Dehydro-p-cymene has a herbaceous, leathery, peppery odor with notes of elemi oil and thyme, as well as a touch of citrus. It has an oregano, clove, basalmic, spicy taste. Dehydro-p-cymene is used as a flavoring agent for Italian dishes and for enhancing habanero spices. Dehydro-p-cymene is found in the highest concentration within star anises but it has also been detected in several different foods, such as lemons, coffee, dill, evergreen blackberries, parsley, citrus, sage, spearmint and pepper. α-dimethyl-p-styrene α,4-Dimethylstyrene α,p-dimethylstyrene 1-Isopropenyl-4-methylbenzene 1-Methyl-4-(1-methylethenyl)-benzene 1-Methyl-4-(1-methylethenyl)benzene 1-Methyl-4-(1-methylethenyl)benzene, 9CI 1-Methyl-4-isopropenylbenzene 1-methyl-4α-methylstyrene 1-Methyl-4alpha-methylstyrene 2-(4-Methylphenyl)propene 2-(p-Methylphenyl)propene 2-p-Tolylpropene 4-Isopropenyltoluene 4-Methyl-α-methylstyrene 4-Methyl-alpha-methylstyrene 4-Methylisopropenylbenzene alpha-Dimethyl-P-styrene Alpha-methyl-p-methylstyrene alpha-P Dimethylstyrene alpha,4-Dimethylstyrene alpha,P-Dimethylstyrene Benzene, 1-methyl-4-(1-methylethenyl)- Cymenene Dehydro-p-cymene Dimethylstyrene, p-alpha- FEMA 3144 ghl.PD_Mitscher_leg0.317 Isopropenyl toluene c Isopropenyltoluene, p- Methyl-4-(1-methylethenyl)-benzene Methyl-p-isopropenylbenzene P-alpha-Dimethyl-styrene P-alpha-dimethylstyrene p-Cymenene P-isopropenyl toluene p-Isopropenyltoluene P-methyl-α-methylstyrene P-Methyl-alpha-methylstyrene P,α-dimethylstyrene P,α-dimethylstyrol p,a-Dimethylstyrene, 8CI P,alpha-Dimethyl-styrene P,alpha-dimethylstyrene P,alpha-Dimethylstyrol Para- α-dimethylstyrene Para- alpha-dimethylstyrene Styrene, p-alpha-dimethyl- Styrene, p,α-dimethyl- C10H12 132.2023 132.093900384 1-methyl-4-(prop-1-en-2-yl)benzene 1-methyl-4-(prop-1-en-2-yl)benzene 1195-32-0 CC(=C)C1=CC=C(C)C=C1 InChI=1S/C10H12/c1-8(2)10-6-4-9(3)5-7-10/h4-7H,1H2,2-3H3 MMSLOZQEMPDGPI-UHFFFAOYSA-N belongs to the class of organic compounds known as phenylpropenes. Phenylpropenes are compounds containing a phenylpropene moiety, which consists of a propene substituent bound to a phenyl group. Phenylpropenes Organic compounds Benzenoids Benzene and substituted derivatives Phenylpropenes Aromatic homomonocyclic compounds Aromatic hydrocarbons Branched unsaturated hydrocarbons Cyclic olefins Styrenes Toluenes Aromatic homomonocyclic compound Aromatic hydrocarbon Branched unsaturated hydrocarbon Cyclic olefin Hydrocarbon Olefin Phenylpropene Styrene Toluene Unsaturated hydrocarbon Liquid logp 3.79 ALOGPS logs -2.92 ALOGPS solubility 1.60e-01 g/l ALOGPS melting_point Mp -20° logp 3.52 ChemAxon iupac 1-methyl-4-(prop-1-en-2-yl)benzene ChemAxon average_mass 132.2023 ChemAxon mono_mass 132.093900384 ChemAxon smiles CC(=C)C1=CC=C(C)C=C1 ChemAxon formula C10H12 ChemAxon inchi InChI=1S/C10H12/c1-8(2)10-6-4-9(3)5-7-10/h4-7H,1H2,2-3H3 ChemAxon inchikey MMSLOZQEMPDGPI-UHFFFAOYSA-N ChemAxon polar_surface_area 0 ChemAxon refractivity 45.07 ChemAxon polarizability 16.35 ChemAxon rotatable_bond_count 1 ChemAxon acceptor_count 0 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::EiMs 1893 Specdb::CMs 2939 Specdb::CMs 170305 Specdb::MsMs 85404 Specdb::MsMs 85405 Specdb::MsMs 85406 Specdb::MsMs 147498 Specdb::MsMs 147499 Specdb::MsMs 147500 Specdb::MsMs 3035891 Specdb::MsMs 3035892 Specdb::MsMs 3035893 Specdb::MsMs 3103985 Specdb::MsMs 3103986 Specdb::MsMs 3103987 HMDB29641 #<Reference:0x000055ce3329d6d0> Blackberry Type 1 specific Rubus Citrus Unknown generic Dill Type 1 specific Anethum graveolens 40922 Evergreen blackberry Type 1 specific Rubus laciniatus Fruits Unknown generic Lemon Type 1 specific Citrus limon 2708 Parsley Type 1 specific Petroselinum crispum 4043 Red wine Type 2 0.28028 0.56 0.00056 mg/100 g Roman camomile Type 1 specific Chamaemelum nobile 99037 Spearmint Type 1 specific Mentha spicata 29719 Star anise Type 1 specific Illicium verum 124778 0.1 0.1 0.1 mg/100 g citrus clove gasoline guaiacol phenolic pine spicy styrene