1.0 2010-04-08 22:06:23 UTC 2025-11-18 22:57:29 UTC FDB004784 D-Perillaldehyde Perillaldehyde or perillyl aldehyde belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. 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. 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. p-Menthane consists of a cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. Perillyl aldehyde is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Perillaldehyde is a cherry, and fatty tasting compound found in herbs and spices. It is a natural organic compound found most abundantly in the annual herb perilla, but also in a wide variety of other plants and essential oils. Perillaldehyde, or volatile oils from perilla that are rich in perillaldehyde, are used as food additives for flavoring and in perfumery to add spiciness. Perillaldehyde can be readily converted to perilla alcohol, which is also used in perfumery. It has a mint-like, cinnamon odor and is primarily responsible for the flavor of perilla. C10H14O 150.221 150.104465071 (4R)-4-(prop-1-en-2-yl)cyclohex-1-ene-1-carbaldehyde (4R)-4-(prop-1-en-2-yl)cyclohex-1-ene-1-carbaldehyde [H][C@]1(CCC(C=O)=CC1)C(C)=C InChI=1S/C10H14O/c1-8(2)10-5-3-9(7-11)4-6-10/h3,7,10H,1,4-6H2,2H3/t10-/m0/s1 RUMOYJJNUMEFDD-JTQLQIEISA-N belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes. Menthane monoterpenoids Organic compounds Lipids and lipid-like molecules Prenol lipids Monoterpenoids Aliphatic homomonocyclic compounds Aldehydes Hydrocarbon derivatives Monocyclic monoterpenoids Organic oxides Aldehyde Aliphatic homomonocyclic compound Carbonyl group Hydrocarbon derivative Monocyclic monoterpenoid Organic oxide Organic oxygen compound Organooxygen compound P-menthane monoterpenoid logp 2.97 ALOGPS logs -2.41 ALOGPS solubility 5.81e-01 g/l ALOGPS logp 2.25 ChemAxon pka_strongest_basic -4.3 ChemAxon iupac (4R)-4-(prop-1-en-2-yl)cyclohex-1-ene-1-carbaldehyde ChemAxon average_mass 150.221 ChemAxon mono_mass 150.104465071 ChemAxon smiles [H][C@]1(CCC(C=O)=CC1)C(C)=C ChemAxon formula C10H14O ChemAxon inchi InChI=1S/C10H14O/c1-8(2)10-5-3-9(7-11)4-6-10/h3,7,10H,1,4-6H2,2H3/t10-/m0/s1 ChemAxon inchikey RUMOYJJNUMEFDD-JTQLQIEISA-N ChemAxon polar_surface_area 17.07 ChemAxon refractivity 47.27 ChemAxon polarizability 17.3 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 1 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 79800 Specdb::MsMs 79801 Specdb::MsMs 79802 Specdb::MsMs 140478 Specdb::MsMs 140479 Specdb::MsMs 140480 Specdb::MsMs 3600962 Specdb::MsMs 3600963 Specdb::MsMs 3600964 Specdb::MsMs 3601886 Specdb::MsMs 3601887 Specdb::MsMs 3601888 Caraway Type 1 specific Carum carvi 48032