1.02010-04-08 22:06:11 UTC2019-11-26 02:59:56 UTCFDB0043022(or 3)-methylindole3-methylindole, also known as skatol or 3-methyl-4,5-benzopyrrole, is a member of the class of compounds known as 3-methylindoles. 3-methylindoles are aromatic heterocyclic compounds that contain an indole moiety substituted at the 3-position with a methyl group. 3-methylindole is slightly soluble (in water) and an extremely weak acidic compound (based on its pKa). 3-methylindole is a very strong, animal, and civet tasting compound found in common beet and red beetroot, which makes 3-methylindole a potential biomarker for the consumption of these food products. 3-methylindole can be found primarily in feces and saliva. Skatole or 3-methylindole is a mildly toxic white crystalline organic compound belonging to the indole family. It occurs naturally in feces (it is produced from tryptophan in the mammalian digestive tract) and coal tar and has a strong fecal odor. In low concentrations, it has a flowery smell and is found in several flowers and essential oils, including those of orange blossoms, jasmine, and Ziziphus mauritiana. It is used as a fragrance and fixative in many perfumes and as an aroma compound. Its name is derived from the Greek root skato- meaning "dung". Skatole was discovered in 1877 by the German physician Ludwig Brieger (1849–1919). Skatole is also used by U.S. military in its non-lethal weaponry; specifically, malodorants .C9H9N131.1745131.0734992933-methyl-1H-indolescatole83-34-1CC1=CNC2=C1C=CC=C2InChI=1S/C9H9N/c1-7-6-10-9-5-3-2-4-8(7)9/h2-6,10H,1H3ZFRKQXVRDFCRJG-UHFFFAOYSA-N belongs to the class of organic compounds known as 3-methylindoles. These are aromatic heterocyclic compounds that contain an indole moiety substituted at the 3-position with a methyl group.3-methylindolesOrganic compoundsOrganoheterocyclic compoundsIndoles and derivativesIndolesAromatic heteropolycyclic compoundsAzacyclic compoundsBenzenoidsHeteroaromatic compoundsHydrocarbon derivativesOrganonitrogen compoundsOrganopnictogen compoundsSubstituted pyrroles3-methylindoleAromatic heteropolycyclic compoundAzacycleBenzenoidHeteroaromatic compoundHydrocarbon derivativeOrganic nitrogen compoundOrganonitrogen compoundOrganopnictogen compoundPyrroleSubstituted pyrrolea small moleculemethylindolelogp2.58logs-1.63solubility3.09e+00 g/llogp2.59pka_strongest_acidic17.48iupac3-methyl-1H-indoleaverage_mass131.1745mono_mass131.073499293smilesCC1=CNC2=C1C=CC=C2formulaC9H9NinchiInChI=1S/C9H9N/c1-7-6-10-9-5-3-2-4-8(7)9/h2-6,10H,1H3inchikeyZFRKQXVRDFCRJG-UHFFFAOYSA-Npolar_surface_area15.79refractivity42.19polarizability14.95rotatable_bond_count0acceptor_count0donor_count1physiological_charge0formal_charge0Specdb::EiMs1920Specdb::MsIr543Specdb::MsIr544Specdb::MsIr545Specdb::CMs5848Specdb::CMs28937Specdb::CMs99571Specdb::CMs132503Specdb::CMs140237Specdb::NmrTwoD1325Specdb::NmrOneD1381Specdb::NmrOneD3990Specdb::NmrOneD4275Specdb::NmrOneD144070Specdb::NmrOneD144071Specdb::NmrOneD144072Specdb::NmrOneD144073Specdb::NmrOneD144074Specdb::NmrOneD144075Specdb::NmrOneD144076Specdb::NmrOneD144077Specdb::NmrOneD144078Specdb::NmrOneD144079Specdb::NmrOneD144080Specdb::NmrOneD144081Specdb::NmrOneD144082Specdb::NmrOneD144083Specdb::NmrOneD144084Specdb::NmrOneD144085Specdb::NmrOneD144086Specdb::NmrOneD144087Specdb::NmrOneD144088Specdb::NmrOneD144089Specdb::MsMs674Specdb::MsMs675Specdb::MsMs676Specdb::MsMs4083Specdb::MsMs11276Specdb::MsMs11277Specdb::MsMs11278Specdb::MsMs17948Specdb::MsMs17949Specdb::MsMs17950Specdb::MsMs439754Specdb::MsMs2723963Specdb::MsMs2723964Specdb::MsMs2723965Specdb::MsMs2954697Specdb::MsMs2954698Specdb::MsMs2954699AnatidaeType 1specificAnatidae8830BeefaloType 1specificBos taurus X Bison bison297284BisonType 1specificBison bison9901BuffaloType 1specificBubalus bubalis89462Cattle (Beef, Veal)Type 1specificBos taurus9913ChickenType 1specificGallus gallus9031Columbidae (Dove, Pigeon)Type 1specificColumbidae8930DeerType 1specificCervidae9850Domestic goatType 1specificCapra aegagrus hircus9925Domestic pigType 1specificSus scrofa domestica9825ElkType 1specificCervus canadensis1574408EmuType 1specificDromaius novaehollandiae8790European rabbitType 1specificOryctolagus9984Greylag gooseType 1specificAnser anser8843Guinea henType 1specificNumida meleagris8996HorseType 1specificEquus caballus9796KohlrabiType 1specificBrassica oleracea var. gongylodes1093790.0190.0190.019mg/100 gMallard duckType 1specificAnas platyrhynchos8839Mountain hareType 1specificLepus timidus62621Mule deerType 1specificOdocoileus9871OstrichType 1specificStruthio camelus8801PheasantType 1specificPhasianus colchicus9054QuailType 1specificPhasianidae9005RabbitType 1specificLeporidae9979Rock ptarmiganType 1specificLagopus muta64668Sheep (Mutton, Lamb)Type 1specificOvis aries9940SquabType 1specificColumba8931TurkeyType 1specificMeleagris gallopavo9103Velvet duckType 1specificMelanitta fusca371864Wild boarType 1specificSus scrofa9823fecalmothball