Compound: Ethylhydrocupreine
SMILES: O(c1cc2c(nccc2[C@@H](O)[C@H]3N4C[C@H](CC)[C@H](C3)CC4)cc1)CC
InChIKey: SUWZHLCNFQWNPE-LATRNWQMSA-N
Synonyms: Ethylhydrocupreine, Optochin, 522-60-1, Optoquine, optichin, Hydrocupreine ethyl ether, Hydrocinchonidine, 6'-ethoxy-, Hydrocupreine, ethyl ether, Hydrocupreine, o6'-ethyl-, 4W030VS2OG, CHEBI:86455, DTXSID50893924, (8alpha,9R)-6'-ethoxy-10,11-dihydrocinchonan-9-ol, Optochine, RefChem:139169, DTXCID401323964, 208-333-5, Numoquin, (R)-(6-ethoxyquinolin-4-yl)-[(2S,4S,5R)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl]methanol, GNF-Pf-5532, (R)-(6-Ethoxyquinolin-4-yl)((1S,2S,4S,5R)-5-ethylquinuclidin-2-yl)methanol, (1R)((2S,4S,5R)-5-ethylquinuclidin-2-yl)(6-ethoxy(4-quinolyl))methan-1-ol, NSC5361, UNII-4W030VS2OG, numoquinhydrochloride, Optochinhydrochloride, EINECS 208-333-5, BRN 0092227, Hydrocupreine, ethylester, Hydrocupreine, O-ethyl-, Neumolisina (hydrochloride), 4-23-00-03195 (Beilstein Handbook Reference), SCHEMBL467210, ETHYLHYDROCUPREINE [MI], CHEMBL548228, SUWZHLCNFQWNPE-LATRNWQMSA-N, Hydrocupreine, O(sup 6')-ethyl-, Cinchonan-9-ol, 6'-ethoxy-10,11-dihydro-, (8.alpha.,9R)-, MFCD00135595, Ethylhydrocupreine, analytical standard, Hydrocupreine, O-6'-ethyl-, (VAN), AS-87322, DA-73227, ST057377, HY-136429, CS-0129354, NS00043345, H40145, SR-01000883742, SR-01000883742-1, (9R)-6'-Ethoxy-8alpha-10,11-dihydrocinchonan-9-ol, Cinchonan-9-ol, 6'-ethoxy-10,11-dihydro-, (8-alpha,9R)-, Cinchonan-9-ol, 6'-ethoxy-10,11-dihydro-,(8.alpha.,9R)-, (8.ALPHA.,9R)-6'-ETHOXY-10,11-DIHYDROCINCHONAN-9-OL, WLN: T66BNJ HO2 EYQ- DT66 A BCNTJ G2 and GH (hydrochloride), (R)-(6-ethoxy-4-quinolyl)-[(2S,4S,5R)-5-ethylquinuclidin-2-yl]methanol
Theoretical properties:
molecular_formula: C21H28N2O2
molecular_weight: 340.5 g/mol
exact_mass: 340.215078140 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 4
rotatable_bond_count: 5
heavy_atom_count: 25
topological_polar_surface_area: 45.6 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Optochin is a cinchona alkaloid consisting of 10,11-dihydrocinchonan bearing hydroxy and ethoxy substituents at positions 9 and 6' respectively. It has a role as an EC 3.6.3.10 (H(+)/K(+)-exchanging ATPase) inhibitor. It is an aromatic ether and a cinchona alkaloid. It is functionally related to a cinchonan.
chebi: A cinchona alkaloid consisting of 10,11-dihydrocinchonan bearing hydroxy and ethoxy substituents at positions 9 and 6' respectively.
chembl: ETHYLHYDROCUPREINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase -1.0.
wikipedia: Optochin (or ethylhydrocupreine hydrochloride) is a derivative of quinine introduced in 1911 by Morgenroth and Levy with the intention to treat pneumococci infection. In very high dilutions, it inhibits the growth of representatives of all four groups of pneumococci in vitro. That is the main reason it is now used in bacteriology for the differentiation of Streptococcus pneumoniae, which is optochin-sensitive, from the other, resistant alpha-hemolytic streptococci, sometimes called the viridans streptococci because of the green colouration on blood agar around colonies.
The growth of bacteria that are optochin-sensitive will show a zone of inhibition around an optochin disc, while the growth of bacteria that are resistant to optochin will not be affected.   In vitro, a minimum inhibitory concentration (MIC) of 1:10,000,000 will inhibit the growth of pneumococci, and 1:500,000 is bactericidal.