Compound: CINCHONIDINE
SMILES: O[C@H](c1c2c(ncc1)cccc2)[C@H]3N4C[C@H](C=C)[C@H](C3)CC4
InChIKey: KMPWYEUPVWOPIM-KODHJQJWSA-N
Synonyms: CINCHONIDINE, 485-71-2, (-)-Cinchonidine, Cinchovatine, (8S,9R)-Cinchonidine, Cinchovatine-, 1U622LRA8Z, (8-alpha,9R)-Cinchonan-9-ol, NSC-5364, (8alpha,9R)-Cinchonan-9-ol, CHEBI:3703, DTXSID60883396, Cinchonan-9-ol, (8alpha,9R)-, 2-Quinuclidinemethanol, alpha-4-quinolyl-5-vinyl-, (R)-[(2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-quinolin-4-ylmethanol, (R)-((2S,4S,5R)-5-ethenyl-1-azabicyclo(2.2.2)octan-2-yl)-quinolin-4-ylmethanol, RefChem:126190, QUININE SULFATE IMPURITY B, DTXCID801022930, QUININE BISULFATE IMPURITY B, 207-622-3, MFCD00006783, L-Cinchonidine, (8S,9R)-cinchonan-9-ol, (R)-quinolin-4-yl((1S,2S,4S,5R)-5-vinylquinuclidin-2-yl)methanol, .alpha.-Quinidine, NSC 5364, (R)-4-quinolyl-[(2S,4S,5R)-5-vinylquinuclidin-2-yl]methanol, Cinchonan-9-ol, (8.alpha.,9R)-, (1R)-quinolin-4-yl((2S,4S,5R)-5-vinylquinuclidin-2-yl)methanol, (R)-[(2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl](quinolin-4-yl)methanol, (R)-[(4S,5S,7S)-5-ethenyl-1-azabicyclo[2.2.2]octan-7-yl]-quinolin-4-ylmethanol, Cinchonan-9-ol, (8a,9R)-, SR-05000001575, UNII-1U622LRA8Z, (8alpha,9R)Cinchonan-9-ol, -Quinidine, 485-71-2 (free base), (-)cinchonidine, |A-Quinidine, (-) cinchonidine, Prestwick_66, EINECS 207-622-3, Cinchonidine, 96%, Spectrum_001165, Cinchonidine (Standard), (8a,9R)-Cinchonidine, AI3-15317, Prestwick3_000606, Spectrum2_000719, Spectrum3_001745, Spectrum4_001173, Spectrum5_002073, CINCHONIDINE [MI], Quinine sulfate Impurity 6, (8a,9R)-Cinchonan-9-ol, BSPBio_000512, BSPBio_003450, KBioGR_001805, KBioSS_001645, MLS002153905, CINCHONIDINE [WHO-DD], CINCHONIDINE [WHO-IP], DivK1c_000501, SCHEMBL159532, SCHEMBL159533, SPECTRUM1500839, SPBio_000937, Quinine Sulfate EP Impurity B, (9R)-8alpha-Cinchonan-9-ol, BPBio1_000564, CHEMBL533841, orb1309005, orb3140766, SCHEMBL29506635, HMS501J03, HY-N0173R, KBio1_000501, KBio2_001645, KBio2_004213, KBio2_006781, KBio3_002670, NINDS_000501, HMS1921K14, HMS2092M14, HMS2096J14, HMS2235F22, Pharmakon1600-01500839, Cinchonan-9-ol, (8-alpha,9R)-, HY-N0173, MSK10281, STR04708, Cinchonan-9-ol, (8a alpha,9R)-, CCG-36455, CCG-37735, EBC-44254, NSC757800, (-)-Cinchonidine, analytical standard, AKOS016008633, FC20442, NSC-757800, SDCCGMLS-0066969.P001, IDI1_000501, NCGC00178057-01, NCGC00178057-02, NCGC00262526-04, NCGC00262526-10, SMR001233254, SY010860, SBI-0051617.P002, QUININE SULFATE IMPURITY B [WHO-IP], CS-0007887, NS00100765, QUININE BISULFATE IMPURITY B [WHO-IP], EN300-708682, F15420, AB00052182_03, QUININE SULFATE IMPURITY B [EP IMPURITY], F050821, Q412713, SR-05000001575-1, SR-05000001575-6, SR-05000001575-7, SR-05000001575-8, BRD-K17661460-001-03-2, BRD-K17661460-001-04-0, BRD-K39079086-001-05-0, BRD-K39079086-001-06-8, BRD-K39079086-001-07-6, Cinchonidine, purum, >=98.0% (dried material, NT), QUININE HYDROCHLORIDE IMPURITY B [EP IMPURITY], Z1954806302, QUININE BISULFATE HEPTAHYDRATE IMPURITY B [WHO-IP], (-)-Cinchonidine, 99% (total base), may cont. up to 5% quinine, (S)-[(2R,4R,5S)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-quinolin-4-ylmethanol, (R)-((2S,4S,5R)-5-ETHENYL-1-AZABICYCLO(2.2.2)OCT-2-YL)(QUINOLIN-4-YL)METHANOL [WHO-IP]
Theoretical properties:
molecular_formula: C19H22N2O
molecular_weight: 294.4 g/mol
exact_mass: 294.173213330 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 3
heavy_atom_count: 22
topological_polar_surface_area: 36.4 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Cinchonidine is 8-epi-Cinchonan in which a hydrogen at position 9 is substituted by hydroxy (R configuration). A diasteroisomer of cinchonine, it occurs in the bark of most varieties of Cinchona shrubs, and is frequently used for directing chirality in asymmetric synthesis. It has a role as a metabolite. It is an (8xi)-cinchonan-9-ol and a cinchona alkaloid. It derives from a hydride of an (8S)-cinchonan.
chebi: 8-<em>epi</em>-Cinchonan in which a hydrogen at position 9 is substituted by hydroxy (<i>R</i> configuration). A diasteroisomer of cinchonine, it occurs in the bark of most varieties of <em>Cinchona</em> shrubs, and is frequently used for directing chirality in asymmetric synthesis.
chembl: CINCHONIDINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase -1.0.
wikipedia: Cinchonidine is an alkaloid found in Cinchona officinalis and Gongronema latifolium. It is used in asymmetric synthesis in organic chemistry.