1.0 2010-04-08 22:06:11 UTC 2025-11-18 22:55:48 UTC FDB004302 2(or 3)-methylindole 3-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 . C9H9N 131.1745 131.073499293 3-methyl-1H-indole scatole 83-34-1 CC1=CNC2=C1C=CC=C2 InChI=1S/C9H9N/c1-7-6-10-9-5-3-2-4-8(7)9/h2-6,10H,1H3 ZFRKQXVRDFCRJG-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-methylindoles Organic compounds Organoheterocyclic compounds Indoles and derivatives Indoles Aromatic heteropolycyclic compounds Azacyclic compounds Benzenoids Heteroaromatic compounds Hydrocarbon derivatives Organonitrogen compounds Organopnictogen compounds Substituted pyrroles 3-methylindole Aromatic heteropolycyclic compound Azacycle Benzenoid Heteroaromatic compound Hydrocarbon derivative Organic nitrogen compound Organonitrogen compound Organopnictogen compound Pyrrole Substituted pyrrole a small molecule methylindole logp 2.58 ALOGPS logs -1.63 ALOGPS solubility 3.09e+00 g/l ALOGPS logp 2.59 ChemAxon pka_strongest_acidic 17.48 ChemAxon iupac 3-methyl-1H-indole ChemAxon average_mass 131.1745 ChemAxon mono_mass 131.073499293 ChemAxon smiles CC1=CNC2=C1C=CC=C2 ChemAxon formula C9H9N ChemAxon inchi InChI=1S/C9H9N/c1-7-6-10-9-5-3-2-4-8(7)9/h2-6,10H,1H3 ChemAxon inchikey ZFRKQXVRDFCRJG-UHFFFAOYSA-N ChemAxon polar_surface_area 15.79 ChemAxon refractivity 42.19 ChemAxon polarizability 14.95 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 0 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::NmrTwoD 1325 Specdb::EiMs 1920 Specdb::MsIr 543 Specdb::MsIr 544 Specdb::MsIr 545 Specdb::CMs 5848 Specdb::CMs 28937 Specdb::CMs 99571 Specdb::CMs 132503 Specdb::CMs 140237 Specdb::NmrOneD 1381 Specdb::NmrOneD 3990 Specdb::NmrOneD 4275 Specdb::NmrOneD 144070 Specdb::NmrOneD 144071 Specdb::NmrOneD 144072 Specdb::NmrOneD 144073 Specdb::NmrOneD 144074 Specdb::NmrOneD 144075 Specdb::NmrOneD 144076 Specdb::NmrOneD 144077 Specdb::NmrOneD 144078 Specdb::NmrOneD 144079 Specdb::NmrOneD 144080 Specdb::NmrOneD 144081 Specdb::NmrOneD 144082 Specdb::NmrOneD 144083 Specdb::NmrOneD 144084 Specdb::NmrOneD 144085 Specdb::NmrOneD 144086 Specdb::NmrOneD 144087 Specdb::NmrOneD 144088 Specdb::NmrOneD 144089 Specdb::MsMs 674 Specdb::MsMs 675 Specdb::MsMs 676 Specdb::MsMs 4083 Specdb::MsMs 11276 Specdb::MsMs 11277 Specdb::MsMs 11278 Specdb::MsMs 17948 Specdb::MsMs 17949 Specdb::MsMs 17950 Specdb::MsMs 439754 Specdb::MsMs 2723963 Specdb::MsMs 2723964 Specdb::MsMs 2723965 Specdb::MsMs 2954697 Specdb::MsMs 2954698 Specdb::MsMs 2954699 HMDB0000466 Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Kohlrabi Type 1 specific Brassica oleracea var. gongylodes 109379 0.019 0.019 0.019 mg/100 g Mallard duck Type 1 specific Anas platyrhynchos 8839 Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823 fecal mothball