Compound: 5096-57-1
SMILES: O1c2c(cc3CCN4[C@H](c3c2)Cc5ccc(c(c5C4)OC)OC)OC1
InChIKey: VZTUIEROBZXUFA-INIZCTEOSA-N
Synonyms: 5096-57-1, (S)-Canadine, (S)-Tetrahydroberberine, CHEBI:16592, (1S)-16,17-dimethoxy-5,7-dioxa-13-azapentacyclo[11.8.0.02,10.04,8.015,20]henicosa-2,4(8),9,15(20),16,18-hexaene, (13aS)-5,8,13,13a-Tetrahydro-9,10-dimethoxy-6H-Benzo[g]-1,3-benzodioxolo[5,6-a]quinolizine, (13aS)-9,10-dimethoxy-5,8,13,13a-tetrahydro-6H-[1,3]dioxolo[4,5-g]isoquino[3,2-a]isoquinoline, (13aS)-5,8,13,13a-Tetrahydro-9,10-dimethoxy-6H-Benzo(g)-1,3-benzodioxolo(5,6-a)quinolizine, (13aS)-9,10-dimethoxy-5,8,13,13a-tetrahydro-6H-(1,3)dioxolo(4,5-g)isoquino(3,2-a)isoquinoline, (1S)-16,17-dimethoxy-5,7-dioxa-13-azapentacyclo(11.8.0.02,10.04,8.015,20)henicosa-2,4(8),9,15(20),16,18-hexaene, RefChem:1051175, Canadine l-form, (-)-Canadine, (-)-Tetrahydroberberine, (S)-(-)-Canadine, (S)-(-)-Tetrahydroberberine, Q97V5BUT9D, 6H-Benzo[g]-1,3-benzodioxolo[5,6-a]quinolizine,5,8,13,13a-tetrahydro-9,10-dimethoxy-, (13aS)-, NSC 36351, alpha-canadine, Canadine, (-)-, EINECS 225-815-0, UNII-Q97V5BUT9D, l-Canadine, 6H-BENZO(G)-1,3-BENZODIOXOLO(5,6-A)QUINOLIZINE, 5,8,13,13A-TETRAHYDRO-9,10-DIMETHOXY-, (13AS)-, 6H-Benzo[g]-1,3-benzodioxolo[5,6-a]quinolizine, 5,8,13,13a-tetrahydro-9,10-dimethoxy-, (13aS)-, .ALPHA.-CANADINE, 5,6,13,13a-Tetrahydro-9,10-dimethoxy-2,3-(methylenedioxy)-8H-dibenzo(a,g)quinolizine, 6H-Benzo(g)-1,3-benzodioxolo(5,6-a)quinolizine, 5,8,13,13a-tetrahydro-9,10-dimethoxy-, (S)-, Canadine (Tetrahydroberberine), CANADINE L-FORM [MI], SCHEMBL432394, CHEMBL490533, orb1683012, SCHEMBL29365824, DTXSID10110003, 13a-alpha-BERBINE, 9,10-DIMETHOXY-2,3-(METHYLENEDIOXY)-, HY-N1418, BDBM50429047, CCG-36046, MFCD00236139, AKOS032962408, EBC-609574, FS-9942, CS-0016842, NS00032174, C03329, Q4382087, Z2216911272, 9,10-Dimethoxy-5,8,13,13a-tetrahydro-6H-benzo[g][1,3]benzodioxolo[5,6-a]quinolizine, (13aS)-5, 8, 13, 13a-tetrahydro-9, 10-dimethoxy-6H-benzo[g] -1,3-benzodioxolo[5, 6-a]quinolizine, (13aS)-9,10-dimethoxy-5,8,13,13a-tetrahydro-2H,6H-[1,3]dioxolo[4,5-g]isoquino[3,2-a]isoquinoline, (13aS)-9,10-Dimethoxy-5,8,13,13a-tetrahydro-2H,6H-[1,3]dioxolo[4,5-g]isoquinolino[3,2-a]isoquinoline, (1S)-16,17-dimethoxy-5,7-dioxa-13-azapentacyclo[11.8.0.0^{2,10}.0^{4,8}.0^{15,20}]henicosa-2(10),3,8,15(20),16,18-hexaene
Theoretical properties:
molecular_formula: C20H21NO4
molecular_weight: 339.4 g/mol
exact_mass: 339.14705815 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 5
rotatable_bond_count: 2
heavy_atom_count: 25
topological_polar_surface_area: 40.2 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: (S)-canadine is the (S)-enantiomer of canadine. It has a role as a plant metabolite. It is an an (S)-7,8,13,14-tetrahydroprotoberberine and a canadine. It is functionally related to a (S)-nandinine. It is an enantiomer of a (R)-canadine.
chebi: The (<i>S</i>)-enantiomer of canadine.
chembl: CANADINE is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: The New South Wales D50 class is a class of 2-8-0 steam locomotives operated by the New South Wales Government Railways in Australia.