1.0 2010-04-08 22:09:36 UTC 2019-11-26 03:04:51 UTC FDB011375 Lotusine Quaternary alkaloid from the embryo of Nelumbo nucifera (East India lotus). Lotusine is found in coffee and coffee products. (-)-Lotusine (r,s)-reticuline D-(-)-Lotusine Lotusine C19H24NO3 314.3988 314.175618639 6-hydroxy-1-[(4-hydroxyphenyl)methyl]-7-methoxy-2,2-dimethyl-1,2,3,4-tetrahydroisoquinolin-2-ium 6-hydroxy-1-[(4-hydroxyphenyl)methyl]-7-methoxy-2,2-dimethyl-3,4-dihydro-1H-isoquinolin-2-ium 6871-67-6 COC1=C(O)C=C2CC[N+](C)(C)C(CC3=CC=C(O)C=C3)C2=C1 InChI=1S/C19H23NO3/c1-20(2)9-8-14-11-18(22)19(23-3)12-16(14)17(20)10-13-4-6-15(21)7-5-13/h4-7,11-12,17H,8-10H2,1-3H3,(H-,21,22)/p+1 ZKTMLINFIQCERN-UHFFFAOYSA-O belongs to the class of organic compounds known as benzylisoquinolines. These are organic compounds containing an isoquinoline to which a benzyl group is attached. Benzylisoquinolines Organic compounds Organoheterocyclic compounds Isoquinolines and derivatives Benzylisoquinolines Aromatic heteropolycyclic compounds 1-hydroxy-2-unsubstituted benzenoids Alkyl aryl ethers Anisoles Aralkylamines Azacyclic compounds Benzene and substituted derivatives Hydrocarbon derivatives Organic cations Organic salts Organopnictogen compounds Tetraalkylammonium salts Tetrahydroisoquinolines 1-hydroxy-2-unsubstituted benzenoid Alkyl aryl ether Amine Anisole Aralkylamine Aromatic heteropolycyclic compound Azacycle Benzenoid Benzylisoquinoline Ether Hydrocarbon derivative Monocyclic benzene moiety Organic cation Organic nitrogen compound Organic oxygen compound Organic salt Organonitrogen compound Organooxygen compound Organopnictogen compound Phenol Quaternary ammonium salt Tetraalkylammonium salt Tetrahydroisoquinoline logp 0.80 ALOGPS logs -5.38 ALOGPS solubility 1.46e-03 g/l ALOGPS melting_point Mp 213-215° (as chloride) logp -0.9 ChemAxon pka_strongest_acidic 7.35 ChemAxon pka_strongest_basic -4.9 ChemAxon iupac 6-hydroxy-1-[(4-hydroxyphenyl)methyl]-7-methoxy-2,2-dimethyl-1,2,3,4-tetrahydroisoquinolin-2-ium ChemAxon average_mass 314.3988 ChemAxon mono_mass 314.175618639 ChemAxon smiles COC1=C(O)C=C2CC[N+](C)(C)C(CC3=CC=C(O)C=C3)C2=C1 ChemAxon formula C19H24NO3 ChemAxon inchi InChI=1S/C19H23NO3/c1-20(2)9-8-14-11-18(22)19(23-3)12-16(14)17(20)10-13-4-6-15(21)7-5-13/h4-7,11-12,17H,8-10H2,1-3H3,(H-,21,22)/p+1 ChemAxon inchikey ZKTMLINFIQCERN-UHFFFAOYSA-O ChemAxon polar_surface_area 49.69 ChemAxon refractivity 103.29 ChemAxon polarizability 34.44 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 3 ChemAxon donor_count 2 ChemAxon physiological_charge 1 ChemAxon formal_charge 1 ChemAxon Specdb::CMs 15494 Specdb::CMs 43257 Specdb::CMs 174197 Specdb::NmrOneD 119378 Specdb::NmrOneD 119379 Specdb::NmrOneD 119380 Specdb::NmrOneD 119381 Specdb::NmrOneD 119382 Specdb::NmrOneD 119383 Specdb::NmrOneD 119384 Specdb::NmrOneD 119385 Specdb::NmrOneD 119386 Specdb::NmrOneD 119387 Specdb::NmrOneD 119388 Specdb::NmrOneD 119389 Specdb::NmrOneD 119390 Specdb::NmrOneD 119391 Specdb::NmrOneD 119392 Specdb::NmrOneD 119393 Specdb::NmrOneD 119394 Specdb::NmrOneD 119395 Specdb::NmrOneD 119396 Specdb::NmrOneD 119397 Specdb::MsMs 300319 Specdb::MsMs 300320 Specdb::MsMs 300321 Specdb::MsMs 3059167 Specdb::MsMs 3059168 Specdb::MsMs 3059169 HMDB33347 #<Reference:0x000055ce3289cd20> Arabica coffee Type 1 specific Coffea arabica 13443 Coffee and coffee products Unknown generic Robusta coffee Type 1 specific Coffea canephora 49390