1.0 2010-04-08 22:05:15 UTC 2025-11-18 22:35:13 UTC FDB002141 (S)-Dicentrine (s)-dicentrine is a member of the class of compounds known as aporphines. Aporphines are quinoline alkaloids containing the dibenzo[de,g]quinoline ring system or a dehydrogenated derivative thereof (s)-dicentrine is practically insoluble (in water) and a very strong basic compound (based on its pKa). (s)-dicentrine can be found in barley, which makes (s)-dicentrine a potential biomarker for the consumption of this food product. 1, 2-Methylenedioxy-9,10-dimethoxyaporphine 1,2-Methylenedioxy-9,10-dimethoxyaporphine 6a-alpha-Aporphine, 9,10-dimethoxy-1,2-(methylenedioxy)- 6aα-Aporphine, 9, 10-dimethoxy-1,2-(methylenedioxy)- 6aalpha-Aporphine, 9,10-dimethoxy-1,2-(methylenedioxy)- 9,10-Dimethoxy-1, 2-(methylenedioxy)aporphine 9,10-Dimethoxy-1,2-(methylenedioxy)aporphine D-dicentrine Dicentrine Dicentrine-(+) Eximine O,n-dimethyllitseferine C20H21NO4 339.385 339.147058165 16,17-dimethoxy-11-methyl-3,5-dioxa-11-azapentacyclo[10.7.1.0²,⁶.0⁸,²⁰.0¹⁴,¹⁹]icosa-1(20),2(6),7,14(19),15,17-hexaene 16,17-dimethoxy-11-methyl-3,5-dioxa-11-azapentacyclo[10.7.1.0²,⁶.0⁸,²⁰.0¹⁴,¹⁹]icosa-1(20),2(6),7,14(19),15,17-hexaene 517-66-8 COC1=CC2=C(C=C1OC)C1=C3C(C2)N(C)CCC3=CC2=C1OCO2 InChI=1S/C20H21NO4/c1-21-5-4-11-7-17-20(25-10-24-17)19-13-9-16(23-3)15(22-2)8-12(13)6-14(21)18(11)19/h7-9,14H,4-6,10H2,1-3H3 YJWBWQWUHVXPNC-UHFFFAOYSA-N belongs to the class of organic compounds known as aporphines. These are quinoline alkaloids containing the dibenzo[de,g]quinoline ring system or a dehydrogenated derivative thereof. Aporphines Organic compounds Alkaloids and derivatives Aporphines Aromatic heteropolycyclic compounds Acetals Alkyl aryl ethers Anisoles Aralkylamines Azacyclic compounds Benzodioxoles Benzoquinolines Hydrocarbon derivatives Naphthalenes Organopnictogen compounds Oxacyclic compounds Phenanthrenes and derivatives Tetrahydroisoquinolines Trialkylamines Acetal Alkyl aryl ether Amine Anisole Aporphine Aralkylamine Aromatic heteropolycyclic compound Azacycle Benzenoid Benzodioxole Benzoquinoline Ether Hydrocarbon derivative Naphthalene Organic nitrogen compound Organic oxygen compound Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Oxacycle Phenanthrene Quinoline Tertiary aliphatic amine Tertiary amine Tetrahydroisoquinoline logp 2.76 ALOGPS logs -3.63 ALOGPS solubility 8.05e-02 g/l ALOGPS melting_point Mp 168-169° logp 3.01 ChemAxon pka_strongest_basic 7.06 ChemAxon iupac 16,17-dimethoxy-11-methyl-3,5-dioxa-11-azapentacyclo[10.7.1.0²,⁶.0⁸,²⁰.0¹⁴,¹⁹]icosa-1(20),2(6),7,14(19),15,17-hexaene ChemAxon average_mass 339.385 ChemAxon mono_mass 339.147058165 ChemAxon smiles COC1=CC2=C(C=C1OC)C1=C3C(C2)N(C)CCC3=CC2=C1OCO2 ChemAxon formula C20H21NO4 ChemAxon inchi InChI=1S/C20H21NO4/c1-21-5-4-11-7-17-20(25-10-24-17)19-13-9-16(23-3)15(22-2)8-12(13)6-14(21)18(11)19/h7-9,14H,4-6,10H2,1-3H3 ChemAxon inchikey YJWBWQWUHVXPNC-UHFFFAOYSA-N ChemAxon polar_surface_area 40.16 ChemAxon refractivity 94.72 ChemAxon polarizability 37.53 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 5 ChemAxon donor_count 0 ChemAxon physiological_charge 1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 106615 Specdb::CMs 118850 Specdb::CMs 124432 Specdb::CMs 129059 Specdb::MsMs 1261234 Specdb::MsMs 1261235 Specdb::MsMs 1261236 Specdb::MsMs 1376350 Specdb::MsMs 1376351 Specdb::MsMs 1376352 Specdb::MsMs 3388597 Specdb::MsMs 3388598 Specdb::MsMs 3388599 Specdb::MsMs 3389506 Specdb::MsMs 3389507 Specdb::MsMs 3389508 581347 Barley Type 1 specific Hordeum vulgare 4513 Analgesic 56 An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms. Anti convulsant 204 Any substance introduced into a living organism with therapeutic or diagnostic purpose. Antitumor 672 A substance that inhibits or prevents the proliferation of neoplasms. Sedative 1311 A central nervous system depressant used to induce drowsiness or sleep or to reduce psychological excitement or anxiety.