Marvin  01071112192D          

 25 28  0  0  0  0            999 V2000
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   -2.0073   -0.4911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7218   -1.7286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2929   -0.9036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.1361   -1.7286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5784   -2.1411    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    0.1361   -0.9036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1361    1.5714    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5650    0.7464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5650    1.5714    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2631    1.2695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2795    1.9839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8506    1.9839    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8506    0.3339    0.0000 N   0  0  2  0  0  0  0  0  0  0  0  0
    1.2632   -0.3805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0140    1.6115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7218   -0.9036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4363   -0.4911    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1507   -0.9036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5784    0.3339    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2929    0.7464    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1361    0.7464    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1361   -0.0786    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  2  0  0  0  0
  1  3  1  0  0  0  0
  4  2  2  0  0  0  0
  2 19  1  0  0  0  0
 19  3  2  0  0  0  0
  8  4  1  0  0  0  0
  5  4  1  0  0  0  0
  5  7  1  0  0  0  0
  7  6  2  0  0  0  0
  6  9  1  0  0  0  0
 22  8  1  0  0  0  0
  8  9  2  0  0  0  0
 24 22  1  0  0  0  0
 10 24  1  0  0  0  0
 24 16  1  0  0  0  0
 15 10  1  0  0  0  0
 15 12  1  0  0  0  0
 11 12  1  0  0  0  0
 12 14  1  1  0  0  0
 14 18  2  0  0  0  0
 16 17  1  6  0  0  0
 15 13  1  6  0  0  0
 13 17  1  0  0  0  0
 16 11  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 22 23  1  6  0  0  0
 24 25  1  6  0  0  0
M  END
> <ID>
CHEBI:28593

> <NAME>
quinidine

> <DEFINITION>
A cinchona alkaloid consisting of cinchonine with the hydrogen at the 6-position of the quinoline ring substituted by methoxy.

> <STAR>
3

> <SECONDARY_ID>
CHEBI:127150; CHEBI:355477; CHEBI:8719; CHEBI:597286; CHEBI:604323; CHEBI:595841; CHEBI:26494; CHEBI:529982

> <SYNONYM>
Quinidine; quinidine; quinidina; pitayine; conquinine; Conchinin; CIN-QUIN; chinidinum; Chinidin; beta-quinine; alpha-(6-methoxy-4-quinolyl)-5-vinyl-2-quinuclidinemethanol; 6-methoxy-alpha-(5-vinyl-2-quinuclidinyl)-4-quinolinemethanol; (S)-(6-methoxyquinolin-4-yl)((2R,5R)-5-vinylquinuclidin-2-yl)methanol; (S)-(6-Methoxy-quinolin-4-yl)-((2R,5R)-5-vinyl-1-aza-bicyclo[2.2.2]oct-2-yl)-methanol; (R)-(6-methoxyquinolin-4-yl)((3S,4R,7S)-3-vinylquinuclidin-7-yl)methanol; (8R,9S)-quinidine; (+)-Quinidine; (+)-quinidine

> <IUPAC_NAME>
(9S)-6'-methoxycinchonan-9-ol

> <BRAND_NAME>
Kinidin

> <FORMULA>
C20H24N2O2

> <MASS>
324.41680

> <MONOISOTOPIC_MASS>
324.18378

> <CHARGE>
0

> <SMILES>
[H][C@@]1(C[C@@H]2CC[N@]1C[C@@H]2C=C)[C@@H](O)c1ccnc2ccc(OC)cc12

> <INCHI>
InChI=1S/C20H24N2O2/c1-3-13-12-22-9-7-14(13)10-19(22)20(23)16-6-8-21-18-5-4-15(24-2)11-17(16)18/h3-6,8,11,13-14,19-20,23H,1,7,9-10,12H2,2H3/t13-,14-,19+,20-/m0/s1

> <INCHIKEY>
LOUPRKONTZGTKE-LHHVKLHASA-N

> <BEILSTEIN_REGISTRY_NUMBER>
91866

> <CAS_REGISTRY_NUMBER>
56-54-2

> <REAXYS_REGISTRY_NUMBER>
91866

> <CHEMIDPLUS>
56-54-2

> <DRUGBANK_ACCESSION>
DB00908

> <KEGG_COMPOUND_ACCESSION>
C06527

> <KEGG_DRUG_ACCESSION>
D08458

> <LINCS_ACCESSION>
LSM-3325

> <NIST_CHEMISTRY_WEBBOOK>
56-54-2

> <PUBMED_CITATION>
14973303; 15089813; 15270556; 15328252; 17228875; 17249648; 18788725; 23861085; 24130427; 445303; 8337232; 9864343; 12699389; 14971904; 15225721; 16570918; 17870541; 12477351; 17132069; 18395298; 18324762

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