Compound: EMETINE
SMILES: O(c1c(OC)cc2CCN3[C@H](c2c1)C[C@H](C[C@H]4NCCc5c4cc(OC)c(c5)OC)[C@H](C3)CC)C
InChIKey: AUVVAXYIELKVAI-CKBKHPSWSA-N
Synonyms: EMETINE, 483-18-1, Emetin, Cephaeline methyl ether, (-)-Emetine, Methyl cephaeline, 6',7',10,11-Tetramethoxyemetan, Cephaline-O-methyl ether, Emetinum, Emetan, 6',7',10,11-tetramethoxy-, NSC-33669, X8D5EPO80M, DTXSID5022980, (2S,3R,11bS)-2-[[(1R)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl]methyl]-3-ethyl-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-benzo[a]quinolizine, CHEBI:4781, DTXCID402980, Ipecine, Methylcephaeline, (2S,3R,11bS)-2-(((1R)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl)-3-ethyl-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1H-benzo(a)quinolizine, RefChem:136683, 207-592-1, Emetine (>90%), TCMDC-125531, 6',7',10,11-Tetramethoxy-emetan, CHEMBL50588, GNF-PF-196, Emetine dihydrochloride hydrate, Emetine [BAN], CAS-483-18-1, HSDB 2150, EINECS 207-592-1, UNII-X8D5EPO80M, BRN 0100829, SR-01000000081, SR-01000075853, NCGC00024379-04, 2H-Benzo(a)quinolizine, 3-ethyl-1,3,4,6,7,11b-hexahydro-9,10-dimethoxy-2-((1,2,3,4-tetrahydro-6,7-dimethoxy-1-isoquinolyl)methyl)-, YAT, EMETINE [VANDF], EMETINUM [HPUS], EMETINE [HSDB], EMETINE [MI], Prestwick3_000570, EMETINE [WHO-DD], CBiol_002059, Lopac0_000460, SCHEMBL56277, BSPBio_000360, BPBio1_000396, SCHEMBL29390500, BDBM38871, cid_6603320, GTPL11087, Bio1_000345, Bio1_000834, Bio1_001323, GLXC-15435, HY-B1479, Tox21_110901, BDBM50216297, MFCD00242944, STL565152, 6'',7'',10,11-tetramethoxyemetan, AKOS037623356, Tox21_110901_1, CCG-204552, DB13393, FE22663, SDCCGSBI-0050445.P002, NCGC00024379-05, NCGC00024379-06, NCGC00024379-07, NCGC00024379-08, NCGC00024379-09, NCGC00024379-10, NCGC00024379-11, NCGC00024379-12, NCGC00024379-13, NCGC00024379-14, NCGC00024379-16, NCGC00024379-17, NCGC00024379-24, NCGC00024379-25, NCGC00024379-29, (2S,3R,11bS)-3-Ethyl-1,3,4,6,7,11b-hexahydro-9,10-dimethoxy-2-[[(1R)-1,2,3,4-tetrahydro-6,7-dimethoxy-1-isoquinolinyl]methyl]-2H-benzo[a]quinolizine, DA-63172, NCI60_002959, 6',7',10,11-tetrakis(methyloxy)emetan, 6',7',10,11-Tetramethoxy-1'beta-emetan, CS-0013180, NS00005212, C09421, Q3050386, SR-01000000081-3, SR-01000000081-5, SR-01000075853-5, BRD-K03067624-001-01-5, BRD-K03067624-001-02-3, BRD-K03067624-300-02-9, Emetine hydrochloride, European Pharmacopoeia (EP) Reference Standard, Emetine hydrochloride, United States Pharmacopeia (USP) Reference Standard, 2H-BENZO(A)QUINOLIZINE, 3-ETHYL-1,3,4,6,7,11B-HEXAHYDRO-9,10-DIMETHOXY-2-(((1R)-1,2,3,4-TETRAHYDRO-6,7-DIMETHOXY-1-ISOQUINOLINYL)METHYL)-, (2S,3R,11BS)-, 2H-Benzo[a]quinolizine, 3-ethyl-1,3,4,6,7,11b-hexahydro-9,10-dimethoxy-2-[[(1R)-1,2,3,4-tetrahydro-6,7-dimethoxy-1-isoquinolinyl]methyl]-(2S,3R,11bS)-
Theoretical properties:
molecular_formula: C29H40N2O4
molecular_weight: 480.6 g/mol
exact_mass: 480.29880776 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:
physical_state: WHITE AMORPHOUS POWDER
color: WHITE AMORPHOUS POWDER
melting_point: 74 °C
solubility: MODERATELY SOL IN DILUTE AMMONIUM HYDROXIDE; SOL IN ETHER, ALCOHOL, ACETONE; SLIGHTLY SOL IN CHLOROFORM, BENZENE; INSOL IN GLACIAL ACETIC ACID; SOL IN 80% ACETIC ACID
Descriptions:
pubchem: Emetine is a pyridoisoquinoline comprising emetam having methoxy substituents at the 6'-, 7'-, 10- and 11-positions. It is an antiprotozoal agent and emetic. It inhibits SARS-CoV2, Zika and Ebola virus replication and displays antimalarial, antineoplastic and antiamoebic properties. It has a role as an emetic, an anticoronaviral agent, an antiamoebic agent, an antiviral agent, an antiinfective agent, an antineoplastic agent, an antiprotozoal drug, an antimalarial, a protein synthesis inhibitor, a plant metabolite, an expectorant and an autophagy inhibitor. It is an isoquinoline alkaloid and a pyridoisoquinoline. It is functionally related to a cephaeline. It is a conjugate base of an emetine(2+). It derives from a hydride of an emetan.
chebi: A pyridoisoquinoline comprising emetam having methoxy substituents at the 6'-, 7'-, 10- and 11-positions. It is an antiprotozoal agent and emetic. It inhibits SARS-CoV2, Zika and Ebola virus replication and displays antimalarial, antineoplastic and antiamoebic properties.
chembl: EMETINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Emetine is a drug used as both an anti-protozoal and to induce vomiting. It is produced from the ipecac root. It takes its name from its emetic properties.