Marvin  12101215132D          

 25 27  0  0  0  0            999 V2000
   11.2164  -15.2559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5401  -14.7887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7780  -13.9968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2119  -13.3977    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4079  -13.5894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1729  -14.3814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7405  -14.9810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6000  -13.9759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8719  -14.7550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6806  -14.9048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2144  -14.2803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9380  -13.4997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1298  -13.3535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4488  -12.6064    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8544  -12.5747    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4739  -12.8723    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2820  -13.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5062  -15.7693    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7033  -15.9634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2372  -16.0806    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8401  -12.9905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0370  -13.1796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4691  -12.5808    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.6699  -12.7737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7046  -11.7890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 11 12  1  0  0  0  0
  8  3  1  0  0  0  0
 12 13  2  0  0  0  0
 13  8  1  0  0  0  0
  5  6  1  0  0  0  0
  4 14  1  0  0  0  0
 13 15  1  0  0  0  0
  6  7  2  0  0  0  0
 12 16  1  0  0  0  0
  7  2  1  0  0  0  0
 16 17  1  0  0  0  0
  2  3  2  0  0  0  0
  7 18  1  0  0  0  0
  2  1  1  0  0  0  0
 18 19  1  0  0  0  0
  8  9  2  0  0  0  0
  1 20  2  0  0  0  0
  3  4  1  0  0  0  0
  5 21  1  0  0  0  0
  9 10  1  0  0  0  0
 21 22  1  0  0  0  0
  1  9  1  0  0  0  0
 22 23  1  0  0  0  0
 10 11  2  0  0  0  0
 23 24  1  0  0  0  0
  4  5  2  0  0  0  0
 23 25  1  0  0  0  0
M  END
> <ID>
CHEBI:65604

> <NAME>
caulophine

> <DEFINITION>
A member of the class of fluoren-9-ones that is 9H-fluoren-9-one substituted by 2-(dimethylamino)ethyl group at position 3, hydroxy groups at positions 4 and 5 and two methoxy groups at positions 1 and 6 respectively. It is isolated from the radix of Caulophyllum robustum and exhibits anti-myocardial ischemia activity.

> <STAR>
3

> <IUPAC_NAME>
3-[2-(dimethylamino)ethyl]-4,5-dihydroxy-1,6-dimethoxy-9H-fluoren-9-one

> <FORMULA>
C19H21NO5

> <MASS>
343.37370

> <MONOISOTOPIC_MASS>
343.14197

> <CHARGE>
0

> <SMILES>
COc1ccc2C(=O)c3c(OC)cc(CCN(C)C)c(O)c3-c2c1O

> <INCHI>
InChI=1S/C19H21NO5/c1-20(2)8-7-10-9-13(25-4)15-16(17(10)21)14-11(18(15)22)5-6-12(24-3)19(14)23/h5-6,9,21,23H,7-8H2,1-4H3

> <INCHIKEY>
NDCDKMMCPZJBEB-UHFFFAOYSA-N

> <PUBMED_CITATION>
19407969; 20004544; 20649558; 20724803; 20829129; 21259434

$$$$