1.0 2010-04-08 22:06:50 UTC 2019-11-26 03:00:45 UTC FDB005759 alpha-Allocryptopine Alpha-allocryptopine, also known as alpha-fagarine or beta-homochelidonine, is a member of the class of compounds known as protopine alkaloids. Protopine alkaloids are alkaloids with a structure based on a tricyclic protopine formed by oxidative ring fission of protoberberine N-metho salts. Alpha-allocryptopine is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). Alpha-allocryptopine can be found in barley, which makes alpha-allocryptopine a potential biomarker for the consumption of this food product. α-allocryptopine α-fagarine β-homochelidonine Allocryptopine Allocrytopine alpha-Allocryptopine alpha-Fagarine Beta-allocryptopine beta-Homochelidonine Fagarine I Gamma-homochelidonine Taliktrimin (thalictrimine) Thalictrimine C21H23NO5 369.411 369.157622851 7,8-dimethoxy-11-methyl-17,19-dioxa-11-azatetracyclo[12.7.0.0⁴,⁹.0¹⁶,²⁰]henicosa-1(14),4(9),5,7,15,20-hexaen-2-one β-allocryptopine 485-91-6 COC1=C(OC)C2=C(CC(=O)C3=C(CCN(C)C2)C=C2OCOC2=C3)C=C1 InChI=1S/C21H23NO5/c1-22-7-6-14-9-19-20(27-12-26-19)10-15(14)17(23)8-13-4-5-18(24-2)21(25-3)16(13)11-22/h4-5,9-10H,6-8,11-12H2,1-3H3 HYBRYAPKQCZIAE-UHFFFAOYSA-N belongs to the class of organic compounds known as protopine alkaloids. These are alkaloids with a structure based on a tricyclic protopine formed by oxidative ring fission of protoberberine N-metho salts. Protopine alkaloids Organic compounds Alkaloids and derivatives Protopine alkaloids Aromatic heteropolycyclic compounds Acetals Alkyl aryl ethers Anisoles Aralkylamines Aryl alkyl ketones Azacyclic compounds Benzodioxoles Hydrocarbon derivatives Organic oxides Organopnictogen compounds Oxacyclic compounds Trialkylamines Acetal Alkyl aryl ether Amine Anisole Aralkylamine Aromatic heteropolycyclic compound Aryl alkyl ketone Aryl ketone Azacycle Benzenoid Benzodioxole Ether Hydrocarbon derivative Ketone Organic nitrogen compound Organic oxide Organic oxygen compound Organoheterocyclic compound Organonitrogen compound Organooxygen compound Organopnictogen compound Oxacycle Protopine skeleton Tertiary aliphatic amine Tertiary amine Isoquinoline alkaloids a small molecule dibenzazecine alkaloid logp 2.38 ALOGPS logs -3.86 ALOGPS solubility 5.07e-02 g/l ALOGPS melting_point 160.5 oC logp 2.65 ChemAxon pka_strongest_acidic 15.98 ChemAxon pka_strongest_basic 5.01 ChemAxon iupac 7,8-dimethoxy-11-methyl-17,19-dioxa-11-azatetracyclo[12.7.0.0⁴,⁹.0¹⁶,²⁰]henicosa-1(14),4(9),5,7,15,20-hexaen-2-one ChemAxon average_mass 369.411 ChemAxon mono_mass 369.157622851 ChemAxon smiles COC1=C(OC)C2=C(CC(=O)C3=C(CCN(C)C2)C=C2OCOC2=C3)C=C1 ChemAxon formula C21H23NO5 ChemAxon inchi InChI=1S/C21H23NO5/c1-22-7-6-14-9-19-20(27-12-26-19)10-15(14)17(23)8-13-4-5-18(24-2)21(25-3)16(13)11-22/h4-5,9-10H,6-8,11-12H2,1-3H3 ChemAxon inchikey HYBRYAPKQCZIAE-UHFFFAOYSA-N ChemAxon polar_surface_area 57.23 ChemAxon refractivity 101.73 ChemAxon polarizability 39.23 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 6 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 96270 Specdb::MsMs 96271 Specdb::MsMs 96272 Specdb::MsMs 160719 Specdb::MsMs 160720 Specdb::MsMs 160721 Specdb::MsMs 3602123 Specdb::MsMs 3602124 Specdb::MsMs 3602125 Specdb::MsMs 3602126 Specdb::MsMs 3602127 Specdb::MsMs 3602128 17390 Barley Type 1 specific Hordeum vulgare 4513 anti arrhythmic 129 A drug used for the treatment or prevention of cardiac arrhythmias. Anti-arrhythmia drugs may affect the polarisation-repolarisation phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibres. cardioactive 765 A drug used for the treatment or prevention of cardiac arrhythmias. Anti-arrhythmia drugs may affect the polarisation-repolarisation phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibres. oxytocic 1185 A drug that stimulates contraction of the myometrium. Oxytocics are used to induce labour, obstetric at term, to prevent or control postpartum or postabortion haemorrhage, and to assess foetal status in high risk pregnancies. They may also be used alone or with other drugs to induce abortions (abortifacients).