1.0 2016-09-30 23:21:58 UTC 2020-04-22 15:17:25 UTC BMDB0006406 BMDB06406 Ecgonine methyl ester 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. Organic compounds Alkaloids and derivatives Tropane alkaloids Tropane alkaloids 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 Aliphatic heteropolycyclic compounds Tropane alkaloids Solid logp 0.14 ALOGPS logs 0.47 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 number_of_rings 2 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon 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::CMs 11769 Specdb::CMs 39012 Specdb::CMs 170950 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 FDB023911 391939 443844 C12448 708640 C00051754 2267774 Kline, Richard Harry, Jr. The synthesis and pharmacological activity of 3-arylecgonine methyl ester and 3-carbamoyloxyecgonine methyl ester analogs: probes for the characterization of the dopaminergic cocaine receptor. (1991), 127 pp. CAN 116:21292 AN 1992:21292