1.02010-04-08 22:08:13 UTC2020-09-17 15:35:00 UTCFDB008724CuminaldehydeCuminaldehyde 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)benzaldehyde4-(1-Methylethyl)benzaldehyde, 9CI4-iPr-Benzaldehyde4-Isopropyl benzaldehyde4-Isopropylbenzaldehyde4-IsopropylbenzenecarboxylateBenzaldehyde, 4-(1-methylethyl)-Benzaldehyde, p-isopropyl-CumalCumaldehydeCumic aldehydeCuminalCuminal P-(1-methylethyl)benzaldehydeCuminal p-(1-methylethyl)benzaldehydeCuminaldehydeCuminic aldehydeCuminyl aldehydeFEMA 2341p-(1-methylethyl)benzaldehydeP-cumic aldehydeP-cuminic aldehydeP-isopropyl benzaldehydeP-isopropyl-benzaldehydeP-isopropylbenzaldehydeP-isopropylbenzenecarboxaldehydep-Mentha-1,3,5-trien-1-alC10H12O148.205148.0888150064-(propan-2-yl)benzaldehydecuminaldehyde122-03-2[H]C(=O)C1=CC=C(C=C1)C(C)CInChI=1S/C10H12O/c1-8(2)10-5-3-9(7-11)4-6-10/h3-8H,1-2H3WTWBUQJHJGUZCY-UHFFFAOYSA-N belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring.Aromatic monoterpenoidsOrganic compoundsLipids and lipid-like moleculesPrenol lipidsMonoterpenoidsAromatic homomonocyclic compoundsBenzaldehydesBenzoyl derivativesCumenesHydrocarbon derivativesMonocyclic monoterpenoidsOrganic oxidesPhenylpropanesAldehydeAromatic homomonocyclic compoundAromatic monoterpenoidAryl-aldehydeBenzaldehydeBenzenoidBenzoylCumeneHydrocarbon derivativeMonocyclic benzene moietyMonocyclic monoterpenoidOrganic oxideOrganic oxygen compoundOrganooxygen compoundP-cymenePhenylpropaneCyclic monoterpenesa small moleculebenzaldehydesSolidlogp2.73logs-3.01solubility1.46e-01 g/llogp2.93pka_strongest_basic-7.1iupac4-(propan-2-yl)benzaldehydeaverage_mass148.205mono_mass148.088815006smiles[H]C(=O)C1=CC=C(C=C1)C(C)CformulaC10H12OinchiInChI=1S/C10H12O/c1-8(2)10-5-3-9(7-11)4-6-10/h3-8H,1-2H3inchikeyWTWBUQJHJGUZCY-UHFFFAOYSA-Npolar_surface_area17.07refractivity46.83polarizability17.06rotatable_bond_count2acceptor_count1donor_count0physiological_charge0formal_charge0Specdb::CMs5970Specdb::CMs29248Specdb::CMs99759Specdb::CMs153235Specdb::EiMs1590Specdb::NmrOneD3818Specdb::NmrOneD4083Specdb::MsIr1690Specdb::MsIr1691Specdb::MsMs70866Specdb::MsMs70867Specdb::MsMs70868Specdb::MsMs129429Specdb::MsMs129430Specdb::MsMs129431Specdb::MsMs1476043Specdb::MsMs1476044Specdb::MsMs1476045Specdb::MsMs1476046Specdb::MsMs1476047Specdb::MsMs1476048Specdb::MsMs1476049Specdb::MsMs1476050Specdb::MsMs1476051Specdb::MsMs1476052Specdb::MsMs1476053Specdb::MsMs1476054Specdb::MsMs1476055Specdb::MsMs1476056Specdb::MsMs2785957Specdb::MsMs2785958Specdb::MsMs2785959Specdb::MsMs2922922Specdb::MsMs2922923HMDB02214#<Reference:0x0000555675dd15c8>#<Reference:0x0000555675dcff48>#<Reference:0x0000555675dcfd18>Alcoholic beveragesUnknowngenericCarawayType 1specificCarum carvi48032CarrotType 1specificDaucus carota ssp. sativus79200Ceylon cinnamonType 1specificCinnamomum verum1286085.25.25.2mg/100 gChinese cinnamonType 1specificCinnamomum aromaticum119260ClovesType 1specificSyzygium aromaticum219868CuminType 1specificCuminum cyminum524621000.01000.01000.0mg/100 gHerbs and SpicesUnknowngenericHyssopType 1specificHyssopus officinalis393240.550.550.55mg/100 gRocket salad (ssp.)Type 1specificEruca vesicaria ssp. sativa29727Wild carrotType 1specificDaucus carota4039acidcumingreenherbaloilysharpspicyanti bacterial145A substance that kills or slows the growth of bacteria.flavor936A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.fungicide940A substance used to destroy fungal pests.irritant1055larvicide1063perfumery1206A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.pesticide1210Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.sedative1311A central nervous system depressant used to induce drowsiness or sleep or to reduce psychological excitement or anxiety.tyrosinase inhibitor1389Any 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.ulcerogenic1392