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cinchonidine
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.


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03. Biological Effects of Specific Chemicals: biochemical uses [CHEBI:52206] > metabolite [CHEBI:25212] > secondary metabolite [CHEBI:26619] > cinchonidine [CHEBI:3703]
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03. Biological Effects of Specific Chemicals 
03. Biological Effects of Specific Chemicals
 biochemical uses [CHEBI:52206] (3306) 
 metabolite [CHEBI:25212] (2692) 
 secondary metabolite [CHEBI:26619] (2225) 
 cinchonidine [CHEBI:3703] (1)
08. Chemical Category 
08. Chemical Category
 main group molecular entity [CHEBI:33579] (25650) 
 p-block molecular entity [CHEBI:33675] (25343) 
 pnictogen molecular entity [CHEBI:33302] (10027) 
 nitrogen molecular entity [CHEBI:51143] (7930) 
 organonitrogen compound [CHEBI:35352] (6705) 
 alkaloid [CHEBI:22315] (473) 
 quinoline alkaloid [CHEBI:26509] (18) 
 cinchona alkaloid [CHEBI:51323] (8) 
 cinchonidine [CHEBI:3703] (1)
 organonitrogen heterocyclic compound [CHEBI:38101] (3202) 
 quinolines [CHEBI:26513] (132) 
 (8xi)-cinchonan-9-ol [CHEBI:115155] (3) 
 cinchonidine [CHEBI:3703] (1)
 carbon group molecular entity [CHEBI:33582] (23847) 
 organic molecular entity [CHEBI:50860] (23769) 
 heteroorganic entity [CHEBI:33285] (15197) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 organonitrogen heterocyclic compound [CHEBI:38101] (3202) 
 quinolines [CHEBI:26513] (132) 
 (8xi)-cinchonan-9-ol [CHEBI:115155] (3) 
 cinchonidine [CHEBI:3703] (1)
 organic heteropolycyclic compound [CHEBI:38166] (2613) 
 organic heterobicyclic compound [CHEBI:27171] (1315) 
 quinolines [CHEBI:26513] (132) 
 (8xi)-cinchonan-9-ol [CHEBI:115155] (3) 
 cinchonidine [CHEBI:3703] (1)
 organonitrogen compound [CHEBI:35352] (6705) 
 alkaloid [CHEBI:22315] (473) 
 quinoline alkaloid [CHEBI:26509] (18) 
 cinchona alkaloid [CHEBI:51323] (8) 
 cinchonidine [CHEBI:3703] (1)
 organonitrogen heterocyclic compound [CHEBI:38101] (3202) 
 quinolines [CHEBI:26513] (132) 
 (8xi)-cinchonan-9-ol [CHEBI:115155] (3) 
 cinchonidine [CHEBI:3703] (1)
 organic molecule [CHEBI:72695] (11399) 
 organic cyclic compound [CHEBI:33832] (7633) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 organonitrogen heterocyclic compound [CHEBI:38101] (3202) 
 quinolines [CHEBI:26513] (132) 
 (8xi)-cinchonan-9-ol [CHEBI:115155] (3) 
 cinchonidine [CHEBI:3703] (1)
 organic heteropolycyclic compound [CHEBI:38166] (2613) 
 organic heterobicyclic compound [CHEBI:27171] (1315) 
 quinolines [CHEBI:26513] (132) 
 (8xi)-cinchonan-9-ol [CHEBI:115155] (3) 
 cinchonidine [CHEBI:3703] (1)
 polyatomic entity [CHEBI:36357] (18777) 
 molecule [CHEBI:25367] (11520) 
 cyclic compound [CHEBI:33595] (7817) 
 polycyclic compound [CHEBI:33635] (4078) 
 heteropolycyclic compound [CHEBI:33671] (2613) 
 organic heteropolycyclic compound [CHEBI:38166] (2613) 
 organic heterobicyclic compound [CHEBI:27171] (1315) 
 quinolines [CHEBI:26513] (132) 
 (8xi)-cinchonan-9-ol [CHEBI:115155] (3) 
 cinchonidine [CHEBI:3703] (1)
 bicyclic compound [CHEBI:33636] (1511) 
 heterobicyclic compound [CHEBI:33672] (1315) 
 organic heterobicyclic compound [CHEBI:27171] (1315) 
 quinolines [CHEBI:26513] (132) 
 (8xi)-cinchonan-9-ol [CHEBI:115155] (3) 
 cinchonidine [CHEBI:3703] (1)
 aromatic compound [CHEBI:33655] (3799) 
 quinolines [CHEBI:26513] (132) 
 (8xi)-cinchonan-9-ol [CHEBI:115155] (3) 
 cinchonidine [CHEBI:3703] (1)
 organic cyclic compound [CHEBI:33832] (7633) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 organonitrogen heterocyclic compound [CHEBI:38101] (3202) 
 quinolines [CHEBI:26513] (132) 
 (8xi)-cinchonan-9-ol [CHEBI:115155] (3) 
 cinchonidine [CHEBI:3703] (1)
 organic heteropolycyclic compound [CHEBI:38166] (2613) 
 organic heterobicyclic compound [CHEBI:27171] (1315) 
 quinolines [CHEBI:26513] (132) 
 (8xi)-cinchonan-9-ol [CHEBI:115155] (3) 
 cinchonidine [CHEBI:3703] (1)
 heterocyclic compound [CHEBI:5686] (5275) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 organonitrogen heterocyclic compound [CHEBI:38101] (3202) 
 quinolines [CHEBI:26513] (132) 
 (8xi)-cinchonan-9-ol [CHEBI:115155] (3) 
 cinchonidine [CHEBI:3703] (1)
 organic heteropolycyclic compound [CHEBI:38166] (2613) 
 organic heterobicyclic compound [CHEBI:27171] (1315) 
 quinolines [CHEBI:26513] (132) 
 (8xi)-cinchonan-9-ol [CHEBI:115155] (3) 
 cinchonidine [CHEBI:3703] (1)
 heteropolycyclic compound [CHEBI:33671] (2613) 
 organic heteropolycyclic compound [CHEBI:38166] (2613) 
 organic heterobicyclic compound [CHEBI:27171] (1315) 
 quinolines [CHEBI:26513] (132) 
 (8xi)-cinchonan-9-ol [CHEBI:115155] (3) 
 cinchonidine [CHEBI:3703] (1)
 heterobicyclic compound [CHEBI:33672] (1315) 
 organic heterobicyclic compound [CHEBI:27171] (1315) 
 quinolines [CHEBI:26513] (132) 
 (8xi)-cinchonan-9-ol [CHEBI:115155] (3) 
 cinchonidine [CHEBI:3703] (1)
 organic molecule [CHEBI:72695] (11399) 
 organic cyclic compound [CHEBI:33832] (7633) 
 organic heterocyclic compound [CHEBI:24532] (5243) 
 organonitrogen heterocyclic compound [CHEBI:38101] (3202) 
 quinolines [CHEBI:26513] (132) 
 (8xi)-cinchonan-9-ol [CHEBI:115155] (3) 
 cinchonidine [CHEBI:3703] (1)
 organic heteropolycyclic compound [CHEBI:38166] (2613) 
 organic heterobicyclic compound [CHEBI:27171] (1315) 
 quinolines [CHEBI:26513] (132) 
 (8xi)-cinchonan-9-ol [CHEBI:115155] (3) 
 cinchonidine [CHEBI:3703] (1)
ChEBI Compound Accession Identifier  [CHEBI:3703]
ChEBI Compound Description  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.
ChEBI Compound Identification Number  3703
ChEBI InChI Value  InChI=1S/C19H22N2O/c1-2-13-12-21-10-8-14(13)11-18(21)19(22)16-7-9-20-17-6-4-3-5-15(16)17/h2-7,9,13-14,18-19,22H,1,8,10-12H2/t13-,14-,18-,19+/m0/s1
ChEBI InChIKey Value  KMPWYEUPVWOPIM-KODHJQJWSA-N
ChEBI Compound Name  cinchonidine
ChEBI SMILES Value  [H][C@]1(C[C@@H]2CC[N@]1C[C@@H]2C=C)[C@H](O)c1ccnc2ccccc12
ChEBI Substance ID  92740981
ChEBI URL  ChEBI:3703
ChemSpider ID  91930
Ontomatica Chemical Accession Key (OnChAKey)  KMPWYEUPVWOPIM_KODHJQJWSA_N_000_000000
PubChem Compound ID  101744