Compound: SANGUINARINE
SMILES: O1c2c3c(c4c(c5c(cc6OCOc6c5)cc4)[n+](c3)C)ccc2OC1
InChIKey: INVGWHRKADIJHF-UHFFFAOYSA-N
Synonyms: SANGUINARINE, 2447-54-3, Pseudochelerythrine, Sanguinarin, SANGUINARIUM, sangvinarin, Sanguiritrin, Dimethylenedioxy benzphenanthridine, AV9VK043SS, DTXSID0045204, 24-methyl-5,7,18,20-tetraoxa-24-azoniahexacyclo[11.11.0.02,10.04,8.014,22.017,21]tetracosa-1(24),2,4(8),9,11,13,15,17(21),22-nonaene, DTXCID8025204, CHEBI:17183, pseudo-chelerythrine, 24-methyl-5,7,18,20-tetraoxa-24-azahexacyclo(11.11.0.0^(2,10).0^(4,8).0^(14,22).0^(17,21))tetracosa-1(13),2,4(8),9,11,14,16,21,23-nonaen-24-ium, 24-methyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.0^{2,10}.0^{4,8}.0^{14,22}.0^{17,21}]tetracosa-1(13),2,4(8),9,11,14,16,21,23-nonaen-24-ium, 24-methyl-5,7,18,20-tetraoxa-24-azoniahexacyclo(11.11.0.02,10.04,8.014,22.017,21)tetracosa-1(24),2,4(8),9,11,13,15,17(21),22-nonaene, RefChem:48744, 219-503-3, 24-methyl-5,7,18,20-tetraoxa-24-azahexacyclo(11.11.0.02,10.04,8.014,22.017,21)tetracosa-1(24),2,4(8),9,11,13,15,17(21),22-nonaen-24-ium, Sangrovit, Veadent, [1,3]Benzodioxolo[5,6-c]-1,3-dioxolo[4,5-i]phenanthridinium, 13-methyl-, Pseudochelerythrine;Sanguinarin, Benzophenanthridine alkaloid, 13-methyl[1,3]benzodioxolo[5,6-c]-1,3-dioxolo[4,5-i]phenanthridinium, NCGC00015959-03, CAS-2447-54-3, 13-Methyl-[1,3]dioxolo[4',5':4,5]benzo[1,2-c][1,3]dioxolo[4,5-i]phenanthridin-13-ium, 13-Methyl[1,3]benzodioxolo[5,6-C][1,3]dioxolo[4,5-I]phenanthridin-13-Ium, EINECS 219-503-3, UNII-AV9VK043SS, BRN 3915507, y-Chelerythrine, SR-01000075650, (1,3)BENZODIOXOLO(5,6-C)-1,3-DIOXOLO(4,5-I)PHENANTHRIDINIUM, 13-METHYL-, UI5, sanguinarium-chloride, Spectrum_000259, Prestwick0_000987, Prestwick1_000987, Prestwick2_000987, Prestwick3_000987, Spectrum2_000724, Spectrum3_001148, Spectrum4_001838, Spectrum5_000635, Lopac-S-5890, SANGUINARINE [MI], (1,3)-Benzodioxolo(5,6-c)-1,3-dioxolo(4,5-i)phenanthridinium, 13-methyl-, cid_5154, Lopac0_001108, BSPBio_001053, BSPBio_002675, KBioGR_002542, KBioSS_000739, MLS002154085, DivK1c_000495, SANGUINARINE [WHO-DD], SCHEMBL123241, SPBio_000648, SPBio_002954, BPBio1_001159, CHEMBL417799, orb1305027, SCHEMBL29385229, SCHEMBL30129850, SCHEMBL30153784, BDBM25525, GTPL11563, KBio1_000495, KBio2_000739, KBio2_003307, KBio2_005875, KBio3_002175, NINDS_000495, C20H14NO4+, HMS1571E15, HMS2098E15, HMS5086G15, EX-A5014, HY-N0052, Tox21_110268, NSC765394, s9032, AKOS025311557, Tox21_110268_1, CCG-205184, compound 1 [PMID: 28621943], CS-3818, FS40153, NSC-765394, SDCCGMLS-0066612.P001, IDI1_000495, NCGC00015959-01, NCGC00015959-02, NCGC00015959-04, NCGC00015959-05, NCGC00015959-09, NCGC00015959-16, NCGC00015959-22, NCGC00160289-01, NCGC00160289-02, AC-34836, SMR001233394, SBI-0051077.P003, DB-046461, AB00053789, NS00018310, C06162, E80766, AB00053789_04, Q347392, SR-01000075650-7, BRD-K66898851-001-03-7, BRD-K66898851-003-02-5, BRD-K66898851-003-03-3, 5-Methyl-2,3:7,8-bis(methylenedioxy)benzo[c]phenanthridinium(1+), 13-Methyl-2H,10H-[1,3]benzodioxolo[5,6-c][1,3]dioxolo[4,5-i]phenanthridin-13-ium, 13-Methyl[1,3]benzodioxolo[5,6-c]-1,3-dioxolo[4,5-i]phenanthridinium nitrate, 13-Methyl[1,3]benzodioxolo[5,6-c]-1,3-dioxolo[4,5-i]phenanthridinium(1+), 9CI, 13-methyl-2H,10H-[1,3]dioxolo[4,5-i][1,3]dioxolo[4',5':4,5]benzo[1,2-c]phenanthridinium, 24-methyl-5,7,18,20-tetraoxa-24-azahexacyclo[11.11.0.0^{2,10}.0^{4,8}.0^{14,22}.0^{17,21}]tetracosa-1(13),2,4(8),9,11,14(22),15,17(21),23-nonaen-24-ium, 24-methyl-5,7,18,20-tetraoxa-24-azoniahexacyclo[11.11.0.0^{2,10.0^{4,8.0^{14,22.0^{17,21]tetracosa-1(24),2,4(8),9,11,13,15,17(21),22-nonaene
Theoretical properties:
molecular_formula: C20H14NO4+
molecular_weight: 332.3 g/mol
exact_mass: 332.09228293 g/mol
formal_charge: 1
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 0
heavy_atom_count: 25
topological_polar_surface_area: 40.8 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
melting_point: 266 °C
Descriptions:
pubchem: Sanguinarine is a benzophenanthridine alkaloid, an alkaloid antibiotic and a botanical anti-fungal agent.
chembl: SANGUINARIUM is a small molecule listed in the ChEMBL database and has reached clinical trial phase 2.0.
wikipedia: Sanguinarine is a polycyclic quaternary alkaloid. It is extracted from some plants, including the bloodroot plant (Sanguinaria canadensis, from whose scientific name its name is derived), the Mexican prickly poppy (Argemone mexicana), Chelidonium majus, and Macleaya cordata.