1.0 2011-09-21 00:36:45 UTC 2015-07-21 06:57:56 UTC FDB023911 Ecgonine methyl ester Ecgonine methyl ester is a major metabolite of cocaine. It is generally not measured by HPLC because it is poorly detectable by UV, and its water solubility makes recovery from urine difficult. Using modified solid-phase extraction procedures, recoveries of 85% for ecgonine methyl ester could be obtained from urine. (PMID:1298401) [HMDB] Methyl ecgonine C10H17NO3 199.2469 199.120843415 methyl (2R,3S)-3-hydroxy-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate ecgonine methyl ester 7143-09-1 COC(=O)[C@@H]1C2CCC(C[C@@H]1O)N2C InChI=1S/C10H17NO3/c1-11-6-3-4-7(11)9(8(12)5-6)10(13)14-2/h6-9,12H,3-5H2,1-2H3/t6?,7?,8-,9+/m0/s1 QIQNNBXHAYSQRY-ABIFROTESA-N belongs to the class of organic compounds known as tropane alkaloids. These are organic compounds containing the nitrogenous bicyclic alkaloid parent N-Methyl-8-azabicyclo[3.2.1]octane. Tropane alkaloids Organic compounds Alkaloids and derivatives Tropane alkaloids Aliphatic heteropolycyclic compounds Amino acids and derivatives Azacyclic compounds Beta hydroxy acids and derivatives Carbonyl compounds Cyclic alcohols and derivatives Hydrocarbon derivatives Methyl esters Monocarboxylic acids and derivatives N-alkylpyrrolidines Organic oxides Organopnictogen compounds Piperidinecarboxylic acids Secondary alcohols Trialkylamines Alcohol Aliphatic heteropolycyclic compound Amine Amino acid or derivatives Azacycle Beta-hydroxy acid Carbonyl group Carboxylic acid derivative Carboxylic acid ester Cyclic alcohol Hydrocarbon derivative Hydroxy acid Methyl ester Monocarboxylic acid or derivatives N-alkylpyrrolidine Organic nitrogen compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Piperidine Piperidinecarboxylic acid Pyrrolidine Secondary alcohol Tertiary aliphatic amine Tertiary amine Tropane alkaloid Tropane alkaloids Solid logp 0.14 ALOGPS logs 0.47 ALOGPS solubility 5.87e+02 g/l ALOGPS logp -0.21 ChemAxon pka_strongest_acidic 14.6 ChemAxon pka_strongest_basic 9.04 ChemAxon iupac methyl (2R,3S)-3-hydroxy-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate ChemAxon average_mass 199.2469 ChemAxon mono_mass 199.120843415 ChemAxon smiles COC(=O)[C@@H]1C2CCC(C[C@@H]1O)N2C ChemAxon formula C10H17NO3 ChemAxon inchi InChI=1S/C10H17NO3/c1-11-6-3-4-7(11)9(8(12)5-6)10(13)14-2/h6-9,12H,3-5H2,1-2H3/t6?,7?,8-,9+/m0/s1 ChemAxon inchikey QIQNNBXHAYSQRY-ABIFROTESA-N ChemAxon polar_surface_area 49.77 ChemAxon refractivity 51.34 ChemAxon polarizability 20.82 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge 1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 11769 Specdb::CMs 39012 Specdb::CMs 170950 Specdb::NmrOneD 74392 Specdb::NmrOneD 74393 Specdb::NmrOneD 74394 Specdb::NmrOneD 74395 Specdb::NmrOneD 74396 Specdb::NmrOneD 74397 Specdb::NmrOneD 74398 Specdb::NmrOneD 74399 Specdb::NmrOneD 74400 Specdb::NmrOneD 74401 Specdb::NmrOneD 74402 Specdb::NmrOneD 74403 Specdb::NmrOneD 74404 Specdb::NmrOneD 74405 Specdb::NmrOneD 74406 Specdb::NmrOneD 74407 Specdb::NmrOneD 74408 Specdb::NmrOneD 74409 Specdb::NmrOneD 74410 Specdb::NmrOneD 74411 Specdb::MsMs 291979 Specdb::MsMs 291980 Specdb::MsMs 291981 Specdb::MsMs 332050 Specdb::MsMs 332051 Specdb::MsMs 332052 Specdb::MsMs 441160 Specdb::MsMs 441161 Specdb::MsMs 441162 Specdb::MsMs 441163 Specdb::MsMs 441164 Specdb::MsMs 2238766 Specdb::MsMs 2238803 Specdb::MsMs 2243016 Specdb::MsMs 2243985 Specdb::MsMs 2246176 Specdb::MsMs 2248268 Specdb::MsMs 2250093 Specdb::MsMs 2250264 Specdb::MsMs 2252150 Specdb::MsMs 2285038 Specdb::MsMs 2285039 Specdb::MsMs 2285040 Specdb::MsMs 3080802 Specdb::MsMs 3080803 HMDB06406 #<Reference:0x000055ce328ad260> 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 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 Carboxylesterase 5A Q6NT32 CES5A Cocaine esterase O00748 CES2 Liver carboxylesterase 1 P23141 CES1 Lysosomal acid lipase/cholesteryl ester hydrolase P38571 LIPA