Compound: Dehydroemetine
SMILES: O(c1c(OC)cc2CCN3[C@H](c2c1)CC(C[C@H]4NCCc5c4cc(OC)c(c5)OC)=C(C3)CC)C
InChIKey: XXLZPUYGHQWHRN-RPBOFIJWSA-N
Synonyms: Dehydroemetine, 4914-30-1, Mebadin, 2-Dehydroemetine, Dehidroemetina, Dehydroemetinum, (-)-2,3-Dehydroemetine, BT 436, 2,3-Didehydroemetine, Ro 1-9334/19, (11bS)-2-[[(1R)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl]methyl]-3-ethyl-9,10-dimethoxy-4,6,7,11b-tetrahydro-1H-benzo[a]quinolizine, NSC-131546, 2,3-Didehydro-6',7',10,11-tetramethoxyemetan, 7S79QT1T91, DTXSID901023600, Ro-1933419, 3-Ethyl-9,10-dimethoxy-1,6,7,11b-tetrahydro-2-((1,2,3,4-tetrahydro-6,7-dimethoxy-1-isoquinolyl)methyl)-4H-benzo(a)quinolizine, CHEBI:149634, RO-1-9334/19, NSC131546, (11bS)-2-(((1R)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl)-3-ethyl-9,10-dimethoxy-4,6,7,11b-tetrahydro-1H-benzo(a)quinolizine, RefChem:919783, DTXCID401507912, 225-542-7, Dehydroemetine, (+/-)-, (+/-)-2,3-Dehydroemetine, 1986-67-0, L36LY97UH4, Emetine, 2,3-didehydro-, Ro 1-9334, 2,3-Dehydroemetine, Dehydroemetine (INN), Emetine, 2,3-dehydro-, (-)-, DEHYDROEMETINE [INN], 4H-Benzo(a)quinolizine, 3-ethyl-1,6,7,11b-tetrahydro-9,10-dimethoxy-2-(((1R)-1,2,3,4-tetrahydro-6,7-dimethoxy-1-isoquinolinyl)methyl)-, (11bs)-rel-, 4H-Benzo[a]quinolizine,3-ethyl-1,6,7,11b-tetrahydro-9,10-dimethoxy-2-[[(1R)-1,2,3,4-tetrahydro-6,7-dimethoxy-1-isoquinolinyl]methyl]-, (11bS)-, Emetan, 2,3-didehydro-6',7',10,11-tetramethoxy-, Dehydroemetinum [INN-Latin], Dehidroemetina [INN-Spanish], CCRIS 4110, Dehydroemetine [INN:BAN:DCF], NSC-129414, EINECS 225-542-7, NSC 131546, UNII-L36LY97UH4, UNII-7S79QT1T91, XXLZPUYGHQWHRN-RPBOFIJWSA-N, Mebadin (TN), Ro 1-9334/20, Emetine,3-didehydro-, Didehydro-6',7',10,11-tetramethoxyemetane, DEHYDROEMETINE [MI], Emetane, didehydro-6',7',10,11-tetramethoxy-, SCHEMBL66089, Emetine,3-dehydro-, (-)-, CHEBI:4363, orb1707388, DEHYDROEMETINE [WHO-DD], CHEMBL1697741, SCHEMBL29546759, AKOS040741621, DB13865, 26266-12-6, MS-28899, NCI60_000664, HY-121241, CS-0081294, NS00045215, C07996, D00828, G13052, Emetan,3-didehydro-6',7',10,11-tetramethoxy-, Q5252386, SR-02000000202-1, (11BS)-3-ETHYL-1,6,7,11B-TETRAHYDRO-9,10-DIMETHOXY-2-(((1R)-1,2,3,4-TETRAHYDRO-6,7-DIMETHOXY-1-ISOQUINOLINYL)METHYL)-4H-BENZO(A)QUINOLIZINE, 121523-30-6, 4H-BENZO(A)QUINOLIZINE, 3-ETHYL-1,6,7,11B-TETRAHYDRO-9,10-DIMETHOXY-2-(((1R)-1,2,3,4-TETRAHYDRO-6,7-DIMETHOXY-1-ISOQUINOLINYL)METHYL)-, (11BS)-
Theoretical properties:
molecular_formula: C29H38N2O4
molecular_weight: 478.6 g/mol
exact_mass: 478.28315770 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 6
rotatable_bond_count: 7
heavy_atom_count: 35
topological_polar_surface_area: 52.2 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Dehydroemetine is a pyridoisoquinoline which was developed in response to the cardiovascular toxicity associated with emetine and results from the dehydrogenation of the heterotricylic ring of emetine. It is an antiprotozoal agent and displays antimalarial, antiamoebic, and antileishmanial properties. It has a role as an antiprotozoal drug, an antimalarial and an antileishmanial agent. It is a member of isoquinolines, an aromatic ether and a pyridoisoquinoline. It derives from a hydride of an emetan.
chebi: A pyridoisoquinoline which was developed in response to the cardiovascular toxicity associated with emetine and results from the dehydrogenation of the heterotricylic ring of emetine. It is an antiprotozoal agent and displays antimalarial, antiamoebic, and antileishmanial properties.
chembl: DEHYDROEMETINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 2.0.
wikipedia: Dehydroemetine is a synthetically produced antiprotozoal agent similar to emetine in its anti-amoebic properties and structure (they differ only in a double bond next to the ethyl substituent), but it produces fewer side effects. In the United States, it is manufactured by Roche.