Compound: Corydaline
SMILES: O(c1c(OC)ccc2c1CN3CCc4c([C@H]3[C@H]2C)cc(OC)c(c4)OC)C
InChIKey: VRSRXLJTYQVOHC-YEJXKQKISA-N
Synonyms: Corydaline, 518-69-4, (+)-Corydaline, 08N392L8VX, (13S,13aR)-2,3,9,10-tetramethoxy-13-methyl-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline, CHEBI:14027, DTXSID90199735, 2,3,9,10-tetramethoxy-13beta-methyl-13abeta-berbine, NSC-406036, 6H-DIBENZO(A,G)QUINOLIZINE, 5,8,13,13A-TETRAHYDRO-2,3,9,10-TETRAMETHOXY-13-METHYL-, (13S,13AR)-, (13S,13aR)-2,3,9,10-tetramethoxy-13-methyl-6,8,13,13a-tetrahydro-5H-isoquinolino(2,1-b)isoquinoline, RefChem:905454, DTXCID50122226, 2,3,9,10-Tetramethoxy-13a-methyl-13ab-berbine, d-Corydaline, (+/-)-Corydaline, Corydaline, (+/-)-, Corydaline DL-form [MI], NSC-298182, 6MUC9717YK, NSC 406036, (13SR,13Ars)-5,8,13,13a-tetrahydro-2,3,9,10-tetramethoxy-13-methyl-6H-dibenzo(a,g)-quinolizine, 6H-Dibenzo(a,g)quinolizine, 5,8,13,13a-tetrahydro-2,3,9,10-tetramethoxy-13-methyl-, (13R,13aS)-rel-, 6H-Dibenzo(a,g)quinolizine, 5,8,13,13a-tetrahydro-2,3,9,10-tetramethoxy-13-methyl-, trans-(+/-)-, Berbine, 2,3,9,10-tetramethoxy-13-methyl-, 6018-35-5, (13S,13aR)-2,3,9,10-tetramethoxy-13-methyl-5,8,13,13a-tetrahydro-6H-isoquino[3,2-a]isoquinoline, (+)-Corydaline;Corydalin, BRN 0096972, UNII-6MUC9717YK, UNII-08N392L8VX, (+)Corydaline, VRSRXLJTYQVOHC-YEJXKQKISA-N, 6H-Dibenzo(a,g)quinolizine, 5,8,13,13a-tetrahydro-2,3,9,10-tetramethoxy-13-methyl-, (13S-trans)-, (+)- Corydaline, MFCD00076019, Corydaline (Standard), CORYDALINE [MI], 5-21-06-00173 (Beilstein Handbook Reference), 6H-Dibenzo(a,g)quinolizine, 5,8,13,13a-tetrahydro-2,3,9,10-tetramethoxy-13-methyl-, (13S-E)-, SCHEMBL230676, MEGxp0_000624, CHEMBL2165401, SCHEMBL29458891, SCHEMBL30000015, ACon0_001192, ACon1_000349, HY-N0923R, 13abeta-Berbine, 2,3,9,10-tetramethoxy-13alpha-methyl-, WLZ4709, TCMDC-143075, 13a-beta-Berbine, 2,3,9,10-tetramethoxy-13-alpha-methyl-, Berbine, 2,3,9,10-tetramethoxy-13beta-methyl-, (+/-)-, GLXC-05799, EX-A6789, HY-N0923, MSK170239, s9252, AKOS030242363, CCG-208480, CS-4248, EBC-618466, FC52358, AC-35003, DA-62466, NS00094840, C-7350, 7,8,13,13.ALPHA.-TETRAHYDROCORYDALINE, SR-05000002225, SR-05000002225-2, BRD-K13148078-001-01-2, Q15410920, (+)-CorydalineCorydalin; (+/-)-Corydaline; d-Corydaline, BERBINE, 2,3,9,10-TETRAMETHOXY-13.BETA.-METHYL-, (+/-)-, (12bR,13S)-3,4,10,11-tetramethoxy-13-methyl-7,8,12b,13-tetrahydro-5H-6-azatetraphene, (13S,13aR)-2,3,9,10-Tetramethoxy-13-methyl-5,8,13,13a-tetrahydro-6H-isoquinolino[3,2-a]isoquinoline, (13S,13AR)-5,8,13,13A-TETRAHYDRO-2,3,9,10-TETRAMETHOXY-13-METHYL-6H-DIBENZO(A,G)-QUINOLIZINE
Theoretical properties:
molecular_formula: C22H27NO4
molecular_weight: 369.5 g/mol
exact_mass: 369.19400834 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 5
rotatable_bond_count: 4
heavy_atom_count: 27
topological_polar_surface_area: 40.2 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Corydaline is an isoquinoline alkaloid and a member of isoquinolines.
chembl: Unnamed Compound is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Corydaline is an acetylcholinesterase inhibitor isolated from Corydalis yanhusuo.
Corydaline is a pharmacologically active isoquinoline alkaloid isolated from Corydalis tubers. It also has diverse biological activities. It exhibits the antiacetylcholinesterase(AChE; IC50 = 15 μM), antiallergic, antinociceptive, and gastric emptying activities.
Corydaline exhibited strong nematocidal activity, showed little cytotoxicity and represents a potential treatment for Strongyloidiasis. Corydaline is nematocidal against S. ratti and S. venezuelensis third instar larvae with 50% paralysis (PC50) values of 18 and 30 μM, respectively.
Corydaline exhibits gastrointestinal modulatory, antinociceptive, anti-allergic, and anti-parasitic activities. Corydaline (1 and 3 mg/kg) increases gastric emptying in rat models of apomorphine- and laparotomy-induced delayed gastric emptying. Corydaline is currently in clinical trials as a potential treatment for functional dyspepsia.
In animal models, corydaline increases gastric emptying and small intestine transit speed and induces gastric relaxation.
In other animal models, corydaline inhibits chemically induced pain. Additionally, this compound may inhibit mast cell-dependent smooth muscle contraction of the aorta.
It inhibits thrombin-induced platelet aggregation in vitro (IC50 = 54.16 μg/ml).