Marvin  12071210572D          

 16 18  0  0  0  0            999 V2000
   11.7552    1.4486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7552    0.6236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4637    1.8669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1797    1.4486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6099    0.6253    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.6089    1.4503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8896    1.8661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1807    0.6236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4639    0.2165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4596   -0.6047    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.1706   -1.0248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8874   -0.6137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8934    0.2134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0395    1.8603    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.3230    1.8650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1652   -1.8498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  2  0  0  0  0
  8  9  2  0  0  0  0
  4  3  2  0  0  0  0
  4  8  1  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  2  9  1  0  0  0  0
  8 13  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
  4  7  1  0  0  0  0
  1 14  1  0  0  0  0
 13  5  2  0  0  0  0
  6 15  1  0  0  0  0
  5  6  1  0  0  0  0
 11 16  1  0  0  0  0
M  END
> <ID>
CHEBI:65596

> <NAME>
cassiarin A

> <DEFINITION>
An isoquinoline alkaloid that is pyrano[2,3,4-ij]isoquinoline substituted by a hydroxy group at position 8 and methyl groups at positions 2 and 5. It is isolated from the leaves of Cassia siamea and exhibits antiplasmodial activity against Plasmodium falciparum.

> <STAR>
3

> <IUPAC_NAME>
2,5-dimethylpyrano[2,3,4-ij]isoquinolin-8-ol

> <FORMULA>
C13H11NO2

> <MASS>
213.23190

> <MONOISOTOPIC_MASS>
213.07898

> <CHARGE>
0

> <SMILES>
Cc1cc2cc(O)cc3oc(C)cc(n1)c23

> <INCHI>
InChI=1S/C13H11NO2/c1-7-3-9-5-10(15)6-12-13(9)11(14-7)4-8(2)16-12/h3-6,15H,1-2H3

> <INCHIKEY>
PEFIRMBVFBVVGZ-UHFFFAOYSA-N

> <REAXYS_REGISTRY_NUMBER>
11166745

> <PUBMED_CITATION>
17685627; 18412353; 18570405; 19892554; 20460764

$$$$