1.0 2010-04-08 22:08:13 UTC 2020-09-17 15:35:00 UTC FDB008724 Cuminaldehyde Cuminaldehyde 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. 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. Cuminaldehyde, or 4-isopropylbenzaldehyde, is a natural organic compound with the molecular formula C10 H12O. It is a benzaldehyde with an isopropyl group in the 4-position. Cuminaldehyde is the biologically active constituent of Cuminum cyminum seed oil. Cuminaldehyde is a volatile compound representative of the cumin aroma. It has been detected to be present in trace amounts in the blood and milk of ewes fed with cumin seed (PMID: 8738023). In mammals, cuminaldehyde is metabolized by reduction but not by oxidation (PMID: 2815827). Cuminaldehyde is a constituent of the essential oils of eucalyptus, myrrh, cassia, and cumin, among others. It has a pleasant smell and contributes to the aroma of these oils. Cuminaldehyde can also be synthesized by the reduction of 4-isopropylbenzoyl chloride or by the formylation of cumene. It is used commercially in perfumes and other cosmetics. 4-(1-Methylethyl)benzaldehyde 4-(1-Methylethyl)benzaldehyde, 9CI 4-iPr-Benzaldehyde 4-Isopropyl benzaldehyde 4-Isopropylbenzaldehyde 4-Isopropylbenzenecarboxylate Benzaldehyde, 4-(1-methylethyl)- Benzaldehyde, p-isopropyl- Cumal Cumaldehyde Cumic aldehyde Cuminal Cuminal P-(1-methylethyl)benzaldehyde Cuminal p-(1-methylethyl)benzaldehyde Cuminaldehyde Cuminic aldehyde Cuminyl aldehyde FEMA 2341 p-(1-methylethyl)benzaldehyde P-cumic aldehyde P-cuminic aldehyde P-isopropyl benzaldehyde P-isopropyl-benzaldehyde P-isopropylbenzaldehyde P-isopropylbenzenecarboxaldehyde p-Mentha-1,3,5-trien-1-al C10H12O 148.205 148.088815006 4-(propan-2-yl)benzaldehyde cuminaldehyde 122-03-2 [H]C(=O)C1=CC=C(C=C1)C(C)C InChI=1S/C10H12O/c1-8(2)10-5-3-9(7-11)4-6-10/h3-8H,1-2H3 WTWBUQJHJGUZCY-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 Benzaldehydes Benzoyl derivatives Cumenes Hydrocarbon derivatives Monocyclic monoterpenoids Organic oxides Phenylpropanes Aldehyde Aromatic homomonocyclic compound Aromatic monoterpenoid Aryl-aldehyde Benzaldehyde Benzenoid Benzoyl Cumene Hydrocarbon derivative Monocyclic benzene moiety Monocyclic monoterpenoid Organic oxide Organic oxygen compound Organooxygen compound P-cymene Phenylpropane Cyclic monoterpenes a small molecule benzaldehydes Solid logp 2.73 ALOGPS logs -3.01 ALOGPS solubility 1.46e-01 g/l ALOGPS logp 2.93 ChemAxon pka_strongest_basic -7.1 ChemAxon iupac 4-(propan-2-yl)benzaldehyde ChemAxon average_mass 148.205 ChemAxon mono_mass 148.088815006 ChemAxon smiles [H]C(=O)C1=CC=C(C=C1)C(C)C ChemAxon formula C10H12O ChemAxon inchi InChI=1S/C10H12O/c1-8(2)10-5-3-9(7-11)4-6-10/h3-8H,1-2H3 ChemAxon inchikey WTWBUQJHJGUZCY-UHFFFAOYSA-N ChemAxon polar_surface_area 17.07 ChemAxon refractivity 46.83 ChemAxon polarizability 17.06 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 1 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::EiMs 1590 Specdb::MsIr 1690 Specdb::MsIr 1691 Specdb::MsMs 70866 Specdb::MsMs 70867 Specdb::MsMs 70868 Specdb::MsMs 129429 Specdb::MsMs 129430 Specdb::MsMs 129431 Specdb::MsMs 1476043 Specdb::MsMs 1476044 Specdb::MsMs 1476045 Specdb::MsMs 1476046 Specdb::MsMs 1476047 Specdb::MsMs 1476048 Specdb::MsMs 1476049 Specdb::MsMs 1476050 Specdb::MsMs 1476051 Specdb::MsMs 1476052 Specdb::MsMs 1476053 Specdb::MsMs 1476054 Specdb::MsMs 1476055 Specdb::MsMs 1476056 Specdb::MsMs 2785957 Specdb::MsMs 2785958 Specdb::MsMs 2785959 Specdb::MsMs 2922922 Specdb::MsMs 2922923 Specdb::NmrOneD 3818 Specdb::NmrOneD 4083 Specdb::CMs 5970 Specdb::CMs 29248 Specdb::CMs 99759 Specdb::CMs 153235 HMDB02214 #<Reference:0x000055ce31fcb4f8> #<Reference:0x000055ce31fcb340> #<Reference:0x000055ce31fcb188> Alcoholic beverages Unknown generic Caraway Type 1 specific Carum carvi 48032 Carrot Type 1 specific Daucus carota ssp. sativus 79200 Ceylon cinnamon Type 1 specific Cinnamomum verum 128608 5.2 5.2 5.2 mg/100 g Chinese cinnamon Type 1 specific Cinnamomum aromaticum 119260 Cloves Type 1 specific Syzygium aromaticum 219868 Cumin Type 1 specific Cuminum cyminum 52462 1000.0 1000.0 1000.0 mg/100 g Herbs and Spices Unknown generic Hyssop Type 1 specific Hyssopus officinalis 39324 0.55 0.55 0.55 mg/100 g Rocket salad (ssp.) Type 1 specific Eruca vesicaria ssp. sativa 29727 Wild carrot Type 1 specific Daucus carota 4039 acid cumin green herbal oily sharp spicy Anti bacterial 145 A substance that kills or slows the growth of bacteria. Fungicide 940 A substance used to destroy fungal pests. Irritant 1055 Larvicide 1063 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. Tyrosinase inhibitor 1389 Any EC 1.14.18.* (oxidoreductase acting on paired donors, miscellaneous compound as one donor, incorporating 1 atom of oxygen) inhibitor that interferes with the action of tyrosinase (monophenol monooxygenase), EC 1.14.18.1, an enzyme that catalyses the oxidation of phenols (such as tyrosine) and is widespread in plants and animals. Ulcerogenic 1392