Marvin  08070821122D          

 25 29  0  0  1  0            999 V2000
   -1.6220    1.8721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6220    0.2221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9076    1.4596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9076    0.6346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1931    1.8721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5214    1.4596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1931   -0.6029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2358    0.2221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5214   -1.0154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2358   -0.6029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5214   -1.8404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2358   -2.2529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3365    0.6346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3365    1.4596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6060    1.0471    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5214    0.6346    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1931    0.2221    0.0000 C   0  0  3  0  0  0  0  0  0  0  0  0
   -3.1211    1.7146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1211    0.3797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9503   -1.0154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9503   -1.8404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6648   -2.2529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3793   -1.8404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6648   -0.6029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3793   -1.0154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  2  0  0  0  0
  1 14  1  0  0  0  0
 13  2  1  0  0  0  0
  2  4  2  0  0  0  0
  5  3  1  0  0  0  0
  3  4  1  0  0  0  0
 17  4  1  0  0  0  0
  5  6  1  0  0  0  0
 16  6  1  0  0  0  0
 16  8  1  0  0  0  0
 16 17  1  0  0  0  0
 17  7  1  0  0  0  0
  7  9  1  0  0  0  0
 10  8  1  0  0  0  0
  9 11  1  0  0  0  0
 10  9  2  0  0  0  0
 20 10  1  0  0  0  0
 20 21  2  0  0  0  0
 11 12  2  0  0  0  0
 12 21  1  0  0  0  0
 19 13  1  0  0  0  0
 14 13  2  0  0  0  0
 18 14  1  0  0  0  0
 18 15  1  0  0  0  0
 15 19  1  0  0  0  0
 20 24  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 24 25  1  0  0  0  0
M  END
> <ID>
CHEBI:22998

> <NAME>
canadine

> <DEFINITION>
A berberine alkaloid that is 5,8,13,13a-tetrahydro-6H-[1,3]dioxolo[4,5-g]isoquino[3,2-a]isoquinoline substituted by methoxy groups at positions 9 and 10.

> <STAR>
3

> <SYNONYM>
xanthopuccine; tetrahydroberberine; Canadin; 9,10-dimethoxy-2,3-(methylenedioxy)berbine; 5,8,13,13a-tetrahydro-9,10-dimethoxy-6H-benzo(g)benzo-1,3-dioxolo(5,6-a)quinolizine; 5,8,13,13a-tetrahydro-9,10-dimethoxy-6H-benzo(g)-1,3-benzodioxolo(5,6-a)quinolizine

> <IUPAC_NAME>
9,10-dimethoxy-5,8,13,13a-tetrahydro-6H-[1,3]dioxolo[4,5-g]isoquino[3,2-a]isoquinoline

> <FORMULA>
C20H21NO4

> <MASS>
339.38500

> <MONOISOTOPIC_MASS>
339.14706

> <CHARGE>
0

> <SMILES>
COc1ccc2CC3N(CCc4cc5OCOc5cc34)Cc2c1OC

> <INCHI>
InChI=1S/C20H21NO4/c1-22-17-4-3-12-7-16-14-9-19-18(24-11-25-19)8-13(14)5-6-21(16)10-15(12)20(17)23-2/h3-4,8-9,16H,5-7,10-11H2,1-2H3

> <INCHIKEY>
VZTUIEROBZXUFA-UHFFFAOYSA-N

> <CAS_REGISTRY_NUMBER>
522-97-4

> <REAXYS_REGISTRY_NUMBER>
96683

> <CHEMIDPLUS>
522-97-4

> <LINCS_ACCESSION>
LSM-21633

> <WIKIPEDIA_ACCESSION>
Canadine

> <PUBMED_CITATION>
23747414; 24324259; 25093987

$$$$