1.0 2016-09-30 23:05:31 UTC 2020-04-22 15:12:34 UTC BMDB0003601 BMDB03601 (S)-Reticuline (+)-Reticuline (S)-(+)-Reticuline L-(+)-Reticuline Reticline Reticulin Reticuline S-(+)-Reticuline (1S)-1,2,3,4-Tetrahydro-1-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methoxy-2-methyl-7-isoquinolinol (S)-Reticulene (S)-Reticuline C19H23NO4 329.3902 329.162708229 (1S)-1-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-7-ol (+,-)-reticuline 485-19-8 COC1=C(O)C=C(C[C@@H]2N(C)CCC3=CC(OC)=C(O)C=C23)C=C1 InChI=1S/C19H23NO4/c1-20-7-6-13-10-19(24-3)17(22)11-14(13)15(20)8-12-4-5-18(23-2)16(21)9-12/h4-5,9-11,15,21-22H,6-8H2,1-3H3/t15-/m0/s1 BHLYRWXGMIUIHG-HNNXBMFYSA-N belongs to the class of organic compounds known as benzylisoquinolines. These are organic compounds containing an isoquinoline to which a benzyl group is attached. Organic compounds Organoheterocyclic compounds Isoquinolines and derivatives Benzylisoquinolines Benzylisoquinolines 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids Alkyl aryl ethers Anisoles Aralkylamines Azacyclic compounds Hydrocarbon derivatives Methoxybenzenes Methoxyphenols Organopnictogen compounds Phenoxy compounds Tetrahydroisoquinolines Trialkylamines 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid Alkyl aryl ether Amine Anisole Aralkylamine Aromatic heteropolycyclic compound Azacycle Benzenoid Benzylisoquinoline Ether Hydrocarbon derivative Methoxybenzene Methoxyphenol Monocyclic benzene moiety Organic nitrogen compound Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Phenol Phenol ether Phenoxy compound Tertiary aliphatic amine Tertiary amine Tetrahydroisoquinoline Aromatic heteropolycyclic compounds Isoquinoline alkaloids reticuline Solid logp 2.71 ALOGPS logs -3.28 ALOGPS logp 3.1 ChemAxon pka_strongest_acidic 9.76 ChemAxon pka_strongest_basic 7.81 ChemAxon iupac (1S)-1-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-7-ol ChemAxon average_mass 329.3902 ChemAxon mono_mass 329.162708229 ChemAxon smiles COC1=C(O)C=C(C[C@@H]2N(C)CCC3=CC(OC)=C(O)C=C23)C=C1 ChemAxon formula C19H23NO4 ChemAxon inchi InChI=1S/C19H23NO4/c1-20-7-6-13-10-19(24-3)17(22)11-14(13)15(20)8-12-4-5-18(23-2)16(21)9-12/h4-5,9-11,15,21-22H,6-8H2,1-3H3/t15-/m0/s1 ChemAxon inchikey BHLYRWXGMIUIHG-HNNXBMFYSA-N ChemAxon polar_surface_area 62.16 ChemAxon refractivity 93.84 ChemAxon polarizability 36.15 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 5 ChemAxon donor_count 2 ChemAxon physiological_charge 1 ChemAxon formal_charge 0 ChemAxon number_of_rings 3 ChemAxon bioavailability 1 ChemAxon rule_of_five Yes ChemAxon ghose_filter Yes ChemAxon veber_rule Yes ChemAxon mddr_like_rule Yes ChemAxon Specdb::CMs 10413 Specdb::CMs 38638 Specdb::CMs 168512 Specdb::MsMs 100941 Specdb::MsMs 100942 Specdb::MsMs 100943 Specdb::MsMs 166416 Specdb::MsMs 166417 Specdb::MsMs 166418 Specdb::MsMs 2271489 Specdb::MsMs 2271490 Specdb::MsMs 2271491 Specdb::MsMs 3067172 Specdb::MsMs 3067173 Specdb::MsMs 3067174 FDB002089 C02105 388724 439653 16718 S-RETICULINE C00001910 6967 Vanderlaan, Douglas G.; Schwartz, Martin A. Synthesis and oxidative coupling of (±)-3-oxoreticuline. Journal of Organic Chemistry (1985), 50(6), 743-7.