Marvin  06211316232D          

 14 16  0  0  1  0            999 V2000
   17.3738  -15.4324    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9572  -14.8490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3738  -16.2574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9572  -16.8407    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   18.7822  -14.8490    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.7822  -16.8407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3656  -15.4324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3656  -16.2574    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.0801  -15.0199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7946  -15.4324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0801  -16.6699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7945  -16.2574    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0794  -17.4949    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9919  -15.7355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  5  2  1  0  0  0  0
  4  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  2  0  0  0  0
  8  7  1  0  0  0  0
 10  9  1  0  0  0  0
 11  8  1  0  0  0  0
 12 10  2  0  0  0  0
 12 11  1  0  0  0  0
 11 13  2  0  0  0  0
  5 14  1  1  0  0  0
  4 14  1  1  0  0  0
M  END
> <ID>
CHEBI:4055

> <NAME>
cytisine

> <DEFINITION>
An organic heterotricyclic compound that is the toxic principle in Laburnum seeds and is found in many members of the Fabaceae (legume, pea or bean) family. An acetylcholine agonist, it is widely used throughout Eastern Europe as an aid to giving up smoking.

> <STAR>
3

> <SYNONYM>
sophorine; sophorin; laburnin; baptitoxine; baptitoxin; (-)-cytisine

> <IUPAC_NAME>
(1R,5S)-1,2,3,4,5,6-hexahydro-8H-1,5-methanopyrido[1,2-a][1,5]diazocin-8-one

> <FORMULA>
C11H14N2O

> <MASS>
190.24170

> <MONOISOTOPIC_MASS>
190.11061

> <CHARGE>
0

> <SMILES>
O=c1cccc2[C@H]3CNC[C@H](C3)Cn12

> <INCHI>
InChI=1S/C11H14N2O/c14-11-3-1-2-10-9-4-8(5-12-6-9)7-13(10)11/h1-3,8-9,12H,4-7H2/t8-,9+/m0/s1

> <INCHIKEY>
ANJTVLIZGCUXLD-DTWKUNHWSA-N

> <CAS_REGISTRY_NUMBER>
485-35-8

> <REAXYS_REGISTRY_NUMBER>
83882

> <CHEMIDPLUS>
485-35-8

> <KEGG_COMPOUND_ACCESSION>
C10763

> <KEGG_DRUG_ACCESSION>
D07770

> <KNAPSACK_ACCESSION>
C00002218

> <LINCS_ACCESSION>
LSM-25650

> <NIST_CHEMISTRY_WEBBOOK>
485-35-8

> <PDBECHEM_ACCESSION>
C5E

> <WIKIPEDIA_ACCESSION>
Cytisine

> <PUBMED_CITATION>
21217866; 21991893; 22090039; 22250168; 22367109; 23022271; 23404838; 23563038; 23601929; 23876236; 23966067; 23974638; 24117010; 24550234; 24831822; 24885253; 25117409; 25231024; 25288485; 25517706; 25517710

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