NP-MRD: Showing NP-Card for 6,7-methylenedioxy-2-(6-acetyl-2,3-methylenedioxybenzyl)-1(2H)-isoquinoli+ (NP0027757)

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Record Information

Version

2.0

Created at

2021-06-19 19:49:49 UTC

Updated at

2021-06-29 23:54:04 UTC

NP-MRD ID

NP0027757

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6,7-methylenedioxy-2-(6-acetyl-2,3-methylenedioxybenzyl)-1(2H)-isoquinoli+

Provided By

JEOL Database JEOL Logo

Description

6,7-methylenedioxy-2-(6-acetyl-2,3-methylenedioxybenzyl)-1(2H)-isoquinoli+ is found in Corydalis bungeana. 6,7-methylenedioxy-2-(6-acetyl-2,3-methylenedioxybenzyl)-1(2H)-isoquinoli+ was first documented in 2004 (Xie, C., et al.). Based on a literature review very few articles have been published on 6-[(5-acetyl-2H-1,3-benzodioxol-4-yl)methyl]-2H,5H,6H-[1,3]dioxolo[4,5-g]isoquinolin-5-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192121493D          

 42 46  0  0  0  0            999 V2000
    2.1224    2.5870    0.4086 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7746    1.5052   -0.4089 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5664    1.7423   -1.3175 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4923    0.0956   -0.0508 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7898   -0.3065    1.2721 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6241   -1.6352    1.6626 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1785   -2.5259    0.7121 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8881   -2.1374   -0.5793 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0155   -0.8226   -1.0097 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6216   -0.4266   -2.4115 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1720   -0.5035   -2.6377 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3444   -1.5557   -3.3731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6501   -1.6842   -3.6294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5864   -0.6840   -3.1255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9592   -0.7979   -3.3813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7901    0.1815   -2.8767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3078    1.2423   -2.1450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9656    1.3877   -1.8737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0969    0.4073   -2.3735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6360    0.5105   -2.1106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2092    1.4544   -1.4497 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2954    2.0872   -1.7458 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4546    1.4414   -2.3116 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.1409    0.2284   -3.0283 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4821   -3.1942   -1.3406 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5257   -4.2695   -0.3821 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9806   -3.8553    0.9193 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7517    3.3665   -0.2628 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2712    2.1974    0.9739 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8541    3.0099    1.1014 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1737    0.4126    1.9927 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8529   -1.9608    2.6712 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1502   -1.0663   -3.1300 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9245    0.5958   -2.6524 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3640   -2.2940   -3.7400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0269   -2.5211   -4.2069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3708   -1.6211   -3.9548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5995    2.2297   -1.2963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1519    1.1993   -1.5013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9440    2.1393   -3.0008 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5196   -4.6937   -0.2850 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1997   -5.0472   -0.7589 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 22  1  0  0  0  0
 22 17  1  0  0  0  0
 14 19  2  0  0  0  0
 20 21  2  0  0  0  0
 14 13  1  0  0  0  0
 11 10  1  0  0  0  0
 19 20  1  0  0  0  0
 10  9  1  0  0  0  0
 20 11  1  0  0  0  0
  9  4  2  0  0  0  0
 11 12  1  0  0  0  0
  4  5  1  0  0  0  0
 12 13  2  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  8  9  1  0  0  0  0
  8  7  2  0  0  0  0
 17 16  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 14 15  1  0  0  0  0
  7 27  1  0  0  0  0
 27 26  1  0  0  0  0
 26 25  1  0  0  0  0
 25  8  1  0  0  0  0
 15 16  2  0  0  0  0
  4  2  1  0  0  0  0
 16 24  1  0  0  0  0
  2  3  2  0  0  0  0
 24 23  1  0  0  0  0
  2  1  1  0  0  0  0
 18 38  1  0  0  0  0
 15 37  1  0  0  0  0
 12 35  1  0  0  0  0
 13 36  1  0  0  0  0
 23 39  1  0  0  0  0
 23 40  1  0  0  0  0
 10 33  1  0  0  0  0
 10 34  1  0  0  0  0
  5 31  1  0  0  0  0
  6 32  1  0  0  0  0
 26 41  1  0  0  0  0
 26 42  1  0  0  0  0
  1 28  1  0  0  0  0
  1 29  1  0  0  0  0
  1 30  1  0  0  0  0
M  END

     RDKit          3D

 42 46  0  0  0  0  0  0  0  0999 V2000
    2.1224    2.5870    0.4086 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7746    1.5052   -0.4089 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5664    1.7423   -1.3175 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4923    0.0956   -0.0508 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7898   -0.3065    1.2721 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6241   -1.6352    1.6626 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1785   -2.5259    0.7121 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8881   -2.1374   -0.5793 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0155   -0.8226   -1.0097 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6216   -0.4266   -2.4115 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1720   -0.5035   -2.6377 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3444   -1.5557   -3.3731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6501   -1.6842   -3.6294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5864   -0.6840   -3.1255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9592   -0.7979   -3.3813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7901    0.1815   -2.8767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3078    1.2423   -2.1450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9656    1.3877   -1.8737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0969    0.4073   -2.3735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6360    0.5105   -2.1106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2092    1.4544   -1.4497 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2954    2.0872   -1.7458 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4546    1.4414   -2.3116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1409    0.2284   -3.0283 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4821   -3.1942   -1.3406 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5257   -4.2695   -0.3821 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9806   -3.8553    0.9193 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7517    3.3665   -0.2628 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2712    2.1974    0.9739 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8541    3.0099    1.1014 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1737    0.4126    1.9927 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8529   -1.9608    2.6712 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1502   -1.0663   -3.1300 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9245    0.5958   -2.6524 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3640   -2.2940   -3.7400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0269   -2.5211   -4.2069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3708   -1.6211   -3.9548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5995    2.2297   -1.2963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1519    1.1993   -1.5013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9440    2.1393   -3.0008 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5196   -4.6937   -0.2850 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1997   -5.0472   -0.7589 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 22  1  0
 22 17  1  0
 14 19  2  0
 20 21  2  0
 14 13  1  0
 11 10  1  0
 19 20  1  0
 10  9  1  0
 20 11  1  0
  9  4  2  0
 11 12  1  0
  4  5  1  0
 12 13  2  0
  5  6  2  0
  6  7  1  0
  8  9  1  0
  8  7  2  0
 17 16  1  0
 17 18  2  0
 18 19  1  0
 14 15  1  0
  7 27  1  0
 27 26  1  0
 26 25  1  0
 25  8  1  0
 15 16  2  0
  4  2  1  0
 16 24  1  0
  2  3  2  0
 24 23  1  0
  2  1  1  0
 18 38  1  0
 15 37  1  0
 12 35  1  0
 13 36  1  0
 23 39  1  0
 23 40  1  0
 10 33  1  0
 10 34  1  0
  5 31  1  0
  6 32  1  0
 26 41  1  0
 26 42  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
M  END


  Mrv1652306192121493D          

 42 46  0  0  0  0            999 V2000
    2.1224    2.5870    0.4086 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7746    1.5052   -0.4089 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5664    1.7423   -1.3175 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4923    0.0956   -0.0508 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7898   -0.3065    1.2721 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6241   -1.6352    1.6626 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1785   -2.5259    0.7121 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8881   -2.1374   -0.5793 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0155   -0.8226   -1.0097 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6216   -0.4266   -2.4115 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1720   -0.5035   -2.6377 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3444   -1.5557   -3.3731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6501   -1.6842   -3.6294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5864   -0.6840   -3.1255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9592   -0.7979   -3.3813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7901    0.1815   -2.8767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3078    1.2423   -2.1450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9656    1.3877   -1.8737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0969    0.4073   -2.3735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6360    0.5105   -2.1106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2092    1.4544   -1.4497 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2954    2.0872   -1.7458 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4546    1.4414   -2.3116 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.1409    0.2284   -3.0283 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4821   -3.1942   -1.3406 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5257   -4.2695   -0.3821 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9806   -3.8553    0.9193 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7517    3.3665   -0.2628 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2712    2.1974    0.9739 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8541    3.0099    1.1014 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1737    0.4126    1.9927 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8529   -1.9608    2.6712 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1502   -1.0663   -3.1300 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9245    0.5958   -2.6524 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3640   -2.2940   -3.7400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0269   -2.5211   -4.2069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3708   -1.6211   -3.9548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5995    2.2297   -1.2963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1519    1.1993   -1.5013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9440    2.1393   -3.0008 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5196   -4.6937   -0.2850 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1997   -5.0472   -0.7589 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 22  1  0  0  0  0
 22 17  1  0  0  0  0
 14 19  2  0  0  0  0
 20 21  2  0  0  0  0
 14 13  1  0  0  0  0
 11 10  1  0  0  0  0
 19 20  1  0  0  0  0
 10  9  1  0  0  0  0
 20 11  1  0  0  0  0
  9  4  2  0  0  0  0
 11 12  1  0  0  0  0
  4  5  1  0  0  0  0
 12 13  2  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  8  9  1  0  0  0  0
  8  7  2  0  0  0  0
 17 16  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 14 15  1  0  0  0  0
  7 27  1  0  0  0  0
 27 26  1  0  0  0  0
 26 25  1  0  0  0  0
 25  8  1  0  0  0  0
 15 16  2  0  0  0  0
  4  2  1  0  0  0  0
 16 24  1  0  0  0  0
  2  3  2  0  0  0  0
 24 23  1  0  0  0  0
  2  1  1  0  0  0  0
 18 38  1  0  0  0  0
 15 37  1  0  0  0  0
 12 35  1  0  0  0  0
 13 36  1  0  0  0  0
 23 39  1  0  0  0  0
 23 40  1  0  0  0  0
 10 33  1  0  0  0  0
 10 34  1  0  0  0  0
  5 31  1  0  0  0  0
  6 32  1  0  0  0  0
 26 41  1  0  0  0  0
 26 42  1  0  0  0  0
  1 28  1  0  0  0  0
  1 29  1  0  0  0  0
  1 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0027757

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C1=C([H])C2=C(C([H])=C3OC([H])([H])OC3=C2[H])C(=O)N1C([H])([H])C1=C(C([H])=C([H])C2=C1OC([H])([H])O2)C(=O)C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C20H15NO6/c1-11(22)13-2-3-16-19(27-10-24-16)15(13)8-21-5-4-12-6-17-18(26-9-25-17)7-14(12)20(21)23/h2-7H,8-10H2,1H3

> <INCHI_KEY>
OYCDIRUGACCROL-UHFFFAOYSA-N

> <FORMULA>
C20H15NO6

> <MOLECULAR_WEIGHT>
365.341

> <EXACT_MASS>
365.089937207

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
36.39156922848259

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-[(5-acetyl-2H-1,3-benzodioxol-4-yl)methyl]-2H,5H,6H-[1,3]dioxolo[4,5-g]isoquinolin-5-one

> <ALOGPS_LOGP>
1.66

> <JCHEM_LOGP>
2.0764933643333334

> <ALOGPS_LOGS>
-3.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.96112806806564

> <JCHEM_PKA_STRONGEST_BASIC>
-4.329191837581773

> <JCHEM_POLAR_SURFACE_AREA>
74.30000000000001

> <JCHEM_REFRACTIVITY>
94.88170000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.50e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-[(5-acetyl-2H-1,3-benzodioxol-4-yl)methyl]-2H-[1,3]dioxolo[4,5-g]isoquinolin-5-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 42 46  0  0  0  0  0  0  0  0999 V2000
    2.1224    2.5870    0.4086 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7746    1.5052   -0.4089 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5664    1.7423   -1.3175 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4923    0.0956   -0.0508 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7898   -0.3065    1.2721 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6241   -1.6352    1.6626 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1785   -2.5259    0.7121 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8881   -2.1374   -0.5793 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0155   -0.8226   -1.0097 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6216   -0.4266   -2.4115 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1720   -0.5035   -2.6377 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3444   -1.5557   -3.3731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6501   -1.6842   -3.6294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5864   -0.6840   -3.1255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9592   -0.7979   -3.3813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7901    0.1815   -2.8767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3078    1.2423   -2.1450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9656    1.3877   -1.8737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0969    0.4073   -2.3735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6360    0.5105   -2.1106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2092    1.4544   -1.4497 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2954    2.0872   -1.7458 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4546    1.4414   -2.3116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1409    0.2284   -3.0283 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4821   -3.1942   -1.3406 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5257   -4.2695   -0.3821 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9806   -3.8553    0.9193 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7517    3.3665   -0.2628 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2712    2.1974    0.9739 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8541    3.0099    1.1014 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1737    0.4126    1.9927 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8529   -1.9608    2.6712 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1502   -1.0663   -3.1300 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9245    0.5958   -2.6524 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3640   -2.2940   -3.7400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0269   -2.5211   -4.2069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3708   -1.6211   -3.9548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5995    2.2297   -1.2963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1519    1.1993   -1.5013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9440    2.1393   -3.0008 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5196   -4.6937   -0.2850 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1997   -5.0472   -0.7589 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 22  1  0
 22 17  1  0
 14 19  2  0
 20 21  2  0
 14 13  1  0
 11 10  1  0
 19 20  1  0
 10  9  1  0
 20 11  1  0
  9  4  2  0
 11 12  1  0
  4  5  1  0
 12 13  2  0
  5  6  2  0
  6  7  1  0
  8  9  1  0
  8  7  2  0
 17 16  1  0
 17 18  2  0
 18 19  1  0
 14 15  1  0
  7 27  1  0
 27 26  1  0
 26 25  1  0
 25  8  1  0
 15 16  2  0
  4  2  1  0
 16 24  1  0
  2  3  2  0
 24 23  1  0
  2  1  1  0
 18 38  1  0
 15 37  1  0
 12 35  1  0
 13 36  1  0
 23 39  1  0
 23 40  1  0
 10 33  1  0
 10 34  1  0
  5 31  1  0
  6 32  1  0
 26 41  1  0
 26 42  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0       2.122   2.587   0.409  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.775   1.505  -0.409  0.00  0.00           C+0
HETATM    3  O   UNK     0       3.566   1.742  -1.317  0.00  0.00           O+0
HETATM    4  C   UNK     0       2.492   0.096  -0.051  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.790  -0.307   1.272  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.624  -1.635   1.663  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.179  -2.526   0.712  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.888  -2.137  -0.579  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.015  -0.823  -1.010  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.622  -0.427  -2.412  0.00  0.00           C+0
HETATM   11  N   UNK     0       0.172  -0.503  -2.638  0.00  0.00           N+0
HETATM   12  C   UNK     0      -0.344  -1.556  -3.373  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.650  -1.684  -3.629  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.586  -0.684  -3.126  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.959  -0.798  -3.381  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.790   0.182  -2.877  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.308   1.242  -2.145  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.966   1.388  -1.874  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.097   0.407  -2.373  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.636   0.510  -2.111  0.00  0.00           C+0
HETATM   21  O   UNK     0      -0.209   1.454  -1.450  0.00  0.00           O+0
HETATM   22  O   UNK     0      -5.295   2.087  -1.746  0.00  0.00           O+0
HETATM   23  C   UNK     0      -6.455   1.441  -2.312  0.00  0.00           C+0
HETATM   24  O   UNK     0      -6.141   0.228  -3.028  0.00  0.00           O+0
HETATM   25  O   UNK     0       1.482  -3.194  -1.341  0.00  0.00           O+0
HETATM   26  C   UNK     0       1.526  -4.269  -0.382  0.00  0.00           C+0
HETATM   27  O   UNK     0       1.981  -3.855   0.919  0.00  0.00           O+0
HETATM   28  H   UNK     0       1.752   3.366  -0.263  0.00  0.00           H+0
HETATM   29  H   UNK     0       1.271   2.197   0.974  0.00  0.00           H+0
HETATM   30  H   UNK     0       2.854   3.010   1.101  0.00  0.00           H+0
HETATM   31  H   UNK     0       3.174   0.413   1.993  0.00  0.00           H+0
HETATM   32  H   UNK     0       2.853  -1.961   2.671  0.00  0.00           H+0
HETATM   33  H   UNK     0       2.150  -1.066  -3.130  0.00  0.00           H+0
HETATM   34  H   UNK     0       1.925   0.596  -2.652  0.00  0.00           H+0
HETATM   35  H   UNK     0       0.364  -2.294  -3.740  0.00  0.00           H+0
HETATM   36  H   UNK     0      -2.027  -2.521  -4.207  0.00  0.00           H+0
HETATM   37  H   UNK     0      -4.371  -1.621  -3.955  0.00  0.00           H+0
HETATM   38  H   UNK     0      -2.599   2.230  -1.296  0.00  0.00           H+0
HETATM   39  H   UNK     0      -7.152   1.199  -1.501  0.00  0.00           H+0
HETATM   40  H   UNK     0      -6.944   2.139  -3.001  0.00  0.00           H+0
HETATM   41  H   UNK     0       0.520  -4.694  -0.285  0.00  0.00           H+0
HETATM   42  H   UNK     0       2.200  -5.047  -0.759  0.00  0.00           H+0
CONECT    1    2   28   29   30                                             
CONECT    2    4    3    1                                                  
CONECT    3    2                                                            
CONECT    4    9    5    2                                                  
CONECT    5    4    6   31                                                  
CONECT    6    5    7   32                                                  
CONECT    7    6    8   27                                                  
CONECT    8    9    7   25                                                  
CONECT    9   10    4    8                                                  
CONECT   10   11    9   33   34                                             
CONECT   11   10   20   12                                                  
CONECT   12   11   13   35                                                  
CONECT   13   14   12   36                                                  
CONECT   14   19   13   15                                                  
CONECT   15   14   16   37                                                  
CONECT   16   17   15   24                                                  
CONECT   17   22   16   18                                                  
CONECT   18   17   19   38                                                  
CONECT   19   14   20   18                                                  
CONECT   20   21   19   11                                                  
CONECT   21   20                                                            
CONECT   22   23   17                                                       
CONECT   23   22   24   39   40                                             
CONECT   24   16   23                                                       
CONECT   25   26    8                                                       
CONECT   26   27   25   41   42                                             
CONECT   27    7   26                                                       
CONECT   28    1                                                            
CONECT   29    1                                                            
CONECT   30    1                                                            
CONECT   31    5                                                            
CONECT   32    6                                                            
CONECT   33   10                                                            
CONECT   34   10                                                            
CONECT   35   12                                                            
CONECT   36   13                                                            
CONECT   37   15                                                            
CONECT   38   18                                                            
CONECT   39   23                                                            
CONECT   40   23                                                            
CONECT   41   26                                                            
CONECT   42   26                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   92    0
END

RDKit          3D

42 46  0  0  0  0  0  0  0  0999 V2000
    2.1224    2.5870    0.4086 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7746    1.5052   -0.4089 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5664    1.7423   -1.3175 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4923    0.0956   -0.0508 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7898   -0.3065    1.2721 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6241   -1.6352    1.6626 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1785   -2.5259    0.7121 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8881   -2.1374   -0.5793 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0155   -0.8226   -1.0097 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6216   -0.4266   -2.4115 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1720   -0.5035   -2.6377 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3444   -1.5557   -3.3731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6501   -1.6842   -3.6294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5864   -0.6840   -3.1255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9592   -0.7979   -3.3813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7901    0.1815   -2.8767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3078    1.2423   -2.1450 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9656    1.3877   -1.8737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0969    0.4073   -2.3735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6360    0.5105   -2.1106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2092    1.4544   -1.4497 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2954    2.0872   -1.7458 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4546    1.4414   -2.3116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1409    0.2284   -3.0283 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4821   -3.1942   -1.3406 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5257   -4.2695   -0.3821 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9806   -3.8553    0.9193 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7517    3.3665   -0.2628 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2712    2.1974    0.9739 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8541    3.0099    1.1014 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1737    0.4126    1.9927 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8529   -1.9608    2.6712 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1502   -1.0663   -3.1300 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9245    0.5958   -2.6524 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3640   -2.2940   -3.7400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0269   -2.5211   -4.2069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3708   -1.6211   -3.9548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5995    2.2297   -1.2963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1519    1.1993   -1.5013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9440    2.1393   -3.0008 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5196   -4.6937   -0.2850 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1997   -5.0472   -0.7589 H   0  0  0  0  0  0  0  0  0  0  0  0
 23 22  1  0
 22 17  1  0
 14 19  2  0
 20 21  2  0
 14 13  1  0
 11 10  1  0
 19 20  1  0
 10  9  1  0
 20 11  1  0
  9  4  2  0
 11 12  1  0
  4  5  1  0
 12 13  2  0
  5  6  2  0
  6  7  1  0
  8  9  1  0
  8  7  2  0
 17 16  1  0
 17 18  2  0
 18 19  1  0
 14 15  1  0
  7 27  1  0
 27 26  1  0
 26 25  1  0
 25  8  1  0
 15 16  2  0
  4  2  1  0
 16 24  1  0
  2  3  2  0
 24 23  1  0
  2  1  1  0
 18 38  1  0
 15 37  1  0
 12 35  1  0
 13 36  1  0
 23 39  1  0
 23 40  1  0
 10 33  1  0
 10 34  1  0
  5 31  1  0
  6 32  1  0
 26 41  1  0
 26 42  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₁₅NO₆

Average Mass

365.3410 Da

Monoisotopic Mass

365.08994 Da

IUPAC Name

6-[(5-acetyl-2H-1,3-benzodioxol-4-yl)methyl]-2H,5H,6H-[1,3]dioxolo[4,5-g]isoquinolin-5-one

Traditional Name

6-[(5-acetyl-2H-1,3-benzodioxol-4-yl)methyl]-2H-[1,3]dioxolo[4,5-g]isoquinolin-5-one

CAS Registry Number

Not Available

SMILES

[H]C1=C([H])C2=C(C([H])=C3OC([H])([H])OC3=C2[H])C(=O)N1C([H])([H])C1=C(C([H])=C([H])C2=C1OC([H])([H])O2)C(=O)C([H])([H])[H]

InChI Identifier

InChI=1S/C20H15NO6/c1-11(22)13-2-3-16-19(27-10-24-16)15(13)8-21-5-4-12-6-17-18(26-9-25-17)7-14(12)20(21)23/h2-7H,8-10H2,1H3

InChI Key

OYCDIRUGACCROL-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Corydalis bungeana	JEOL database	Xie, C., et al, Phytochemistry 65, 3041 (2004)

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as isoquinolones and derivatives. These are aromatic polycyclic compounds containing a ketone bearing isoquinoline moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Isoquinolines and derivatives

Sub Class

Isoquinolones and derivatives

Direct Parent

Isoquinolones and derivatives

Alternative Parents

Substituents

Isoquinolone
Acetophenone
Benzodioxole
Aryl ketone
Aryl alkyl ketone
Pyridinone
Benzenoid
Pyridine
Heteroaromatic compound
Ketone
Lactam
Oxacycle
Azacycle
Acetal
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Aldehyde
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	1.66	ALOGPS
logP	2.08	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	15.96	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	74.3 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	94.88 m³·mol⁻¹	ChemAxon
Polarizability	36.39 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

74795280

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12997611

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Xie, C., et al. (2004). Xie, C., et al, Phytochemistry 65, 3041 (2004). Phytochem..

Showing NP-Card for 6,7-methylenedioxy-2-(6-acetyl-2,3-methylenedioxybenzyl)-1(2H)-isoquinoli+ (NP0027757)

MOL for NP0027757 (6,7-methylenedioxy-2-(6-acetyl-2,3-methylenedioxybenzyl)-1(2H)-isoquinoli+)

3D MOL for NP0027757 (6,7-methylenedioxy-2-(6-acetyl-2,3-methylenedioxybenzyl)-1(2H)-isoquinoli+)

3D SDF for NP0027757 (6,7-methylenedioxy-2-(6-acetyl-2,3-methylenedioxybenzyl)-1(2H)-isoquinoli+)

3D-SDF for NP0027757 (6,7-methylenedioxy-2-(6-acetyl-2,3-methylenedioxybenzyl)-1(2H)-isoquinoli+)

PDB for NP0027757 (6,7-methylenedioxy-2-(6-acetyl-2,3-methylenedioxybenzyl)-1(2H)-isoquinoli+)

3D PDB for NP0027757 (6,7-methylenedioxy-2-(6-acetyl-2,3-methylenedioxybenzyl)-1(2H)-isoquinoli+)

SMILES for NP0027757 (6,7-methylenedioxy-2-(6-acetyl-2,3-methylenedioxybenzyl)-1(2H)-isoquinoli+)

INCHI for NP0027757 (6,7-methylenedioxy-2-(6-acetyl-2,3-methylenedioxybenzyl)-1(2H)-isoquinoli+)

Structure for NP0027757 (6,7-methylenedioxy-2-(6-acetyl-2,3-methylenedioxybenzyl)-1(2H)-isoquinoli+)

3D Structure for NP0027757 (6,7-methylenedioxy-2-(6-acetyl-2,3-methylenedioxybenzyl)-1(2H)-isoquinoli+)