Compound: protopine
SMILES: O=C1c2c(cc3OCOc3c2)CCN(C)Cc4c(C1)ccc5c4OCO5
InChIKey: GPTFURBXHJWNHR-UHFFFAOYSA-N
Synonyms: protopine, 130-86-9, Corydinine, Biflorine, Macleyine, Fumarine, Protopin, 7,13a-Secoberbin-13a-one, 7-methyl-2,3:9,10-bis(methylenedioxy)-, Bis[1,3]benzodioxolo[4,5-c:5',6'-g]azecin-13(5H)-one, 4,6,7,14-tetrahydro-5-methyl-, 7-Methyl-2,3:9,10-bis(methylenedioxy)-7,13a-secoberbin-13a-one, UIW569HT35, CHEBI:16415, AI3-62909, 4,6,7,14-Tetrahydro-5-methyl-bis(1,3)benzodioxolo(4,5-c-5',6'-g)azecin-13(5H)-one, Bis(1,3)benzodioxolo(4,5-C:5',6'-g)azecin-13(5H)-one, 4,6,7,14-tetrahydro-5-methyl-, DTXSID90156282, 15-methyl-7,9,19,21-tetraoxa-15-azapentacyclo[15.7.0.04,12.06,10.018,22]tetracosa-1(17),4,6(10),11,18(22),23-hexaen-3-one, 15-methyl-7,9,19,21-tetraoxa-15-azapentacyclo(15.7.0.0^(4,12).0^(6,10).0^(18,22))tetracosa-1(24),4(12),5,10,17,22-hexaen-3-one, 15-methyl-7,9,19,21-tetraoxa-15-azapentacyclo(15.7.0.04,12.06,10.018,22)tetracosa-1(17),4,6(10),11,18(22),23-hexaen-3-one, 15-methyl-7,9,19,21-tetraoxa-15-azapentacyclo[15.7.0.0^{4,12}.0^{6,10}.0^{18,22}]tetracosa-1(24),4(12),5,10,17,22-hexaen-3-one, RefChem:47091, DTXCID7078773, 15-methyl-7,9,19,21-tetraoxa-15-azapentacyclo(15.7.0.04,12.06,10.018,22)tetracosa-1(17),4(12),5,10,18(22),23-hexaen-3-one, 204-999-6, Hypercorine, MFCD00022322, 7-Methyl-6,7,8,9-tetrahydro-[1,3]dioxolo[4',5':5,6]benzo[1,2-c][1,3]dioxolo[5',4':4,5]benzo[1,2-g]azecin-15(16H)-one, 4,6,7,14-Tetrahydro-5-methylbis[1,3]benzodioxolo[4,5-c:5',6'-g]azecin-13(5H)-one, CHEMBL453019, 7-methyl-6,8,9,16-tetrahydrobis[1,3]benzodioxolo[4,5-c:5',6'-g]azecin-15(7H)-one, 7-methyl-4H,6H,8H,9H,12H,16H-1,3-dioxoleno[4''',5'''-3'',4'']benzo[1'',2''-8', 9']azecino[5',4'-2,1]benzo[4,5-d]1,3-dioxolan-15-one, HSDB 3527, EINECS 204-999-6, UNII-UIW569HT35, Protopine (Standard), Alk-3, Protopine (Corydinine), PROTOPINE [MI], 7-Methyl-6,8,9,16-tetrahydrodi[1,3]benzodioxolo[4,5-c:5,6-g]azecin-15(7H)-one, Oprea1_718853, Oprea1_722246, Protopine, analytical standard, SCHEMBL178013, orb1304210, orb3140914, SCHEMBL29356135, ACon1_001550, HY-N0793R, HMS3428D22, HMS3885M10, HMS5082A21, HMS6018H05, HY-N0793, MSK11051, TNP00339, BDBM50286643, CCG-36008, HSCI1_000268, NSC781768, s3883, STL561430, AKOS000278163, CS-4249, EBC-462111, FP44455, NSC-781768, NCGC00017389-01, NCGC00017389-02, NCGC00142402-01, 7-Methyl-6,7,8,9-tetrahydro-[1,3]dioxolo[4',5':5,6]benzo[1,2-c][1,3]dioxolo[5',4':4,5]benzo[1,2-g]azecin-, 7-methyl-6,8,9,16-tetrahydro-[1,3]dioxolo[4',5':5,6]benzo[1,2-c][1,3]dioxolo[5',4':4,5]benzo[1,2-g]azecin-15(7H)-one, AC-34931, BS-15163, ST036759, NS00014909, P2611, C05189, AC-542/20643021, Q390706, SR-05000002290, SR-05000002290-2, BRD-K83302049-001-01-6, BRD-K83302049-003-01-2, 2D13E16B-20F9-4670-AD3E-02EE26A53C9C, 7-methyl-2,3:9,10-bis[methylenebis(oxy)]-7,13a-secoberbin-13a-one, 7-Methyl-6,8,9,16-tetrahydrodi[1,3]benzodioxolo[4,5-c:5,6-g]azecin-15(7H)-one #, 15-methyl-7,9,19,21-tetraoxa-15-azapentacyclo[15.7.0.0^{4,12}.0^{6,10}.0^{18,22}]tetracosa-1(17),4(12),5,10,18(22),23-hexaen-3-one, 7-Methyl-6,8,9,16-tetrahydro-4H,12H-bis[1,3]benzodioxolo[4,5-c:5',6'-g]azecin-15(7H)-one
Theoretical properties:
molecular_formula: C20H19NO5
molecular_weight: 353.4 g/mol
exact_mass: 353.12632271 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 6
rotatable_bond_count: 0
heavy_atom_count: 26
topological_polar_surface_area: 57.2 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Monoclinic prisms from alcohol + chloroform
color: Monoclinic prisms from alcohol + chloroform
melting_point: 208 °C
density: 1.399 (calc)
solubility: Practically insoluble in water
Descriptions:
pubchem: Protopine is a dibenzazecine alkaloid isolated from Fumaria vaillantii. It has a role as a plant metabolite.
chebi: A dibenzazecine alkaloid isolated from <em>Fumaria vaillantii</em>.
chembl: Unnamed Compound is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Protopine is an alkaloid occurring in opium poppy, Corydalis tubers and other plants of the family papaveraceae, like Fumaria officinalis. 
It has been found to inhibit histamine H1 receptors and platelet aggregation, and acts as an analgesic.