NP-MRD: Showing NP-Card for prismatomerin 4-bromobenzoate (NP0033174)

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Record Information

Version

2.0

Created at

2021-06-19 23:47:31 UTC

Updated at

2021-06-30 00:02:48 UTC

NP-MRD ID

NP0033174

Secondary Accession Numbers

None

Natural Product Identification

Common Name

prismatomerin 4-bromobenzoate

Provided By

JEOL Database JEOL Logo

Description

Methyl (1S,4S,8R,10S,11E,14S)-11-{[4-(4-bromobenzoyloxy)phenyl]methylidene}-12-oxo-7,9,13-trioxatetracyclo[6.5.1.0¹,¹⁰.0⁴,¹⁴]Tetradeca-2,5-diene-5-carboxylate belongs to the class of organic compounds known as depsides and depsidones. These are polycyclic compounds that is either a polyphenolic compound composed of two or more monocyclic aromatic units linked by an ester bond (depside), or a compound containing the depsidone structure (depsidone). prismatomerin 4-bromobenzoate is found in Prismatomeris tetrandra. prismatomerin 4-bromobenzoate was first documented in 2007 (Krohn, K., et al.). Based on a literature review very few articles have been published on methyl (1S,4S,8R,10S,11E,14S)-11-{[4-(4-bromobenzoyloxy)phenyl]methylidene}-12-oxo-7,9,13-trioxatetracyclo[6.5.1.0¹,¹⁰.0⁴,¹⁴]Tetradeca-2,5-diene-5-carboxylate.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202101473D          

 55 60  0  0  0  0            999 V2000
    6.0125    0.0537    6.5260 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5401   -0.1107    5.1880 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8374   -1.2531    4.9857 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6084   -2.1030    5.8336 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3718   -1.3686    3.5783 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6201   -0.4174    2.6702 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2339   -0.4582    1.3631 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0488   -1.7589    0.8073 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1467   -1.6542   -0.3069 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8303   -1.7779    0.2503 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9281   -2.4602   -0.7001 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1511   -1.9709   -1.6780 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0696   -0.5529   -2.0393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1873    0.0674   -2.0693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3025    1.4159   -2.4113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1526    2.1399   -2.7175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2493    3.4777   -3.1043 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4340    4.3459   -2.0453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5134    4.0629   -0.8592 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5274    5.7445   -2.5528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6986    6.7746   -1.6155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7930    8.1049   -2.0337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7167    8.4086   -3.3914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8441   10.2066   -3.9593 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.5471    7.3957   -4.3342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4524    6.0639   -3.9169 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1006    1.5344   -2.7293 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2093    0.1851   -2.3884 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8886   -3.8908   -0.3405 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3465   -4.7771   -0.9746 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5527   -4.0633    0.8347 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9574   -2.7984    1.3615 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2678   -2.5521    2.6586 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1374   -2.4541    3.6693 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.5832    3.2268 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4436   -2.8211    1.7158 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1727    0.0963    7.2268 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5560    1.0010    6.5792 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6999   -0.7556    6.7918 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1106    0.5260    2.8820 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0196   -2.0892    0.4201 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4771   -0.7980    0.5892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5010   -2.6362   -2.2428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0856   -0.4927   -1.8188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2773    1.8932   -2.4284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7590    6.5452   -0.5524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9253    8.8911   -1.2944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4876    7.6307   -5.3943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3210    5.2916   -4.6713 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9864    2.1016   -2.9978 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1908   -0.2843   -2.4034 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1928   -2.5000    2.7687 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8521   -2.3138    4.7058 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0147   -3.4759    3.6864 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8720   -3.7981    1.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
 28 27  1  0  0  0  0
 32 31  1  6  0  0  0
 27 16  2  0  0  0  0
 16 15  1  0  0  0  0
 15 14  2  0  0  0  0
  8  9  1  0  0  0  0
 31 29  1  0  0  0  0
  5  3  1  0  0  0  0
 35 34  1  0  0  0  0
  3  2  1  0  0  0  0
 34 33  2  0  0  0  0
  3  4  2  0  0  0  0
 33 32  1  0  0  0  0
  2  1  1  0  0  0  0
 32 36  1  0  0  0  0
 29 30  2  0  0  0  0
 10 11  1  0  0  0  0
 16 17  1  0  0  0  0
 29 11  1  0  0  0  0
 35 54  1  1  0  0  0
 35  5  1  0  0  0  0
 36 55  1  1  0  0  0
 36  8  1  0  0  0  0
  8 41  1  6  0  0  0
  8  7  1  0  0  0  0
 10 42  1  1  0  0  0
 10  9  1  0  0  0  0
 17 18  1  0  0  0  0
 11 12  2  0  0  0  0
 18 20  1  0  0  0  0
 12 13  1  0  0  0  0
 18 19  2  0  0  0  0
  7  6  1  0  0  0  0
 20 21  2  0  0  0  0
  6  5  2  0  0  0  0
 21 22  1  0  0  0  0
 14 13  1  0  0  0  0
 22 23  2  0  0  0  0
 36 35  1  0  0  0  0
 23 25  1  0  0  0  0
 13 28  2  0  0  0  0
 25 26  2  0  0  0  0
 26 20  1  0  0  0  0
 10 32  1  0  0  0  0
 23 24  1  0  0  0  0
  6 40  1  0  0  0  0
 34 53  1  0  0  0  0
 33 52  1  0  0  0  0
 12 43  1  0  0  0  0
 14 44  1  0  0  0  0
 28 51  1  0  0  0  0
 27 50  1  0  0  0  0
 15 45  1  0  0  0  0
  1 37  1  0  0  0  0
  1 38  1  0  0  0  0
  1 39  1  0  0  0  0
 21 46  1  0  0  0  0
 22 47  1  0  0  0  0
 25 48  1  0  0  0  0
 26 49  1  0  0  0  0
M  END

     RDKit          3D

 55 60  0  0  0  0  0  0  0  0999 V2000
    6.0125    0.0537    6.5260 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5401   -0.1107    5.1880 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8374   -1.2531    4.9857 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6084   -2.1030    5.8336 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3718   -1.3686    3.5783 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6201   -0.4174    2.6702 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2339   -0.4582    1.3631 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0488   -1.7589    0.8073 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1467   -1.6542   -0.3069 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8303   -1.7779    0.2503 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9281   -2.4602   -0.7001 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1511   -1.9709   -1.6780 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0696   -0.5529   -2.0393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1873    0.0674   -2.0693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3025    1.4159   -2.4113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1526    2.1399   -2.7175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2493    3.4777   -3.1043 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4340    4.3459   -2.0453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5134    4.0629   -0.8592 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5274    5.7445   -2.5528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6986    6.7746   -1.6155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7930    8.1049   -2.0337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7167    8.4086   -3.3914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8441   10.2066   -3.9593 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.5471    7.3957   -4.3342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4524    6.0639   -3.9169 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1006    1.5344   -2.7293 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2093    0.1851   -2.3884 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8886   -3.8908   -0.3405 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3465   -4.7771   -0.9746 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5527   -4.0633    0.8347 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9574   -2.7984    1.3615 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2678   -2.5521    2.6586 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1374   -2.4541    3.6693 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.5832    3.2268 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4436   -2.8211    1.7158 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1727    0.0963    7.2268 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5560    1.0010    6.5792 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6999   -0.7556    6.7918 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1106    0.5260    2.8820 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0196   -2.0892    0.4201 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4771   -0.7980    0.5892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5010   -2.6362   -2.2428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0856   -0.4927   -1.8188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2773    1.8932   -2.4284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7590    6.5452   -0.5524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9253    8.8911   -1.2944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4876    7.6307   -5.3943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3210    5.2916   -4.6713 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9864    2.1016   -2.9978 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1908   -0.2843   -2.4034 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1928   -2.5000    2.7687 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8521   -2.3138    4.7058 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0147   -3.4759    3.6864 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8720   -3.7981    1.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
 28 27  1  0
 32 31  1  6
 27 16  2  0
 16 15  1  0
 15 14  2  0
  8  9  1  0
 31 29  1  0
  5  3  1  0
 35 34  1  0
  3  2  1  0
 34 33  2  0
  3  4  2  0
 33 32  1  0
  2  1  1  0
 32 36  1  0
 29 30  2  0
 10 11  1  0
 16 17  1  0
 29 11  1  0
 35 54  1  1
 35  5  1  0
 36 55  1  1
 36  8  1  0
  8 41  1  6
  8  7  1  0
 10 42  1  1
 10  9  1  0
 17 18  1  0
 11 12  2  0
 18 20  1  0
 12 13  1  0
 18 19  2  0
  7  6  1  0
 20 21  2  0
  6  5  2  0
 21 22  1  0
 14 13  1  0
 22 23  2  0
 36 35  1  0
 23 25  1  0
 13 28  2  0
 25 26  2  0
 26 20  1  0
 10 32  1  0
 23 24  1  0
  6 40  1  0
 34 53  1  0
 33 52  1  0
 12 43  1  0
 14 44  1  0
 28 51  1  0
 27 50  1  0
 15 45  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
 21 46  1  0
 22 47  1  0
 25 48  1  0
 26 49  1  0
M  END


  Mrv1652306202101473D          

 55 60  0  0  0  0            999 V2000
    6.0125    0.0537    6.5260 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5401   -0.1107    5.1880 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8374   -1.2531    4.9857 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6084   -2.1030    5.8336 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3718   -1.3686    3.5783 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6201   -0.4174    2.6702 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2339   -0.4582    1.3631 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0488   -1.7589    0.8073 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1467   -1.6542   -0.3069 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8303   -1.7779    0.2503 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9281   -2.4602   -0.7001 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1511   -1.9709   -1.6780 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0696   -0.5529   -2.0393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1873    0.0674   -2.0693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3025    1.4159   -2.4113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1526    2.1399   -2.7175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2493    3.4777   -3.1043 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4340    4.3459   -2.0453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5134    4.0629   -0.8592 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5274    5.7445   -2.5528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6986    6.7746   -1.6155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7930    8.1049   -2.0337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7167    8.4086   -3.3914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8441   10.2066   -3.9593 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.5471    7.3957   -4.3342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4524    6.0639   -3.9169 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1006    1.5344   -2.7293 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2093    0.1851   -2.3884 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8886   -3.8908   -0.3405 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3465   -4.7771   -0.9746 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5527   -4.0633    0.8347 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9574   -2.7984    1.3615 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2678   -2.5521    2.6586 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1374   -2.4541    3.6693 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.5832    3.2268 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4436   -2.8211    1.7158 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1727    0.0963    7.2268 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5560    1.0010    6.5792 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6999   -0.7556    6.7918 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1106    0.5260    2.8820 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0196   -2.0892    0.4201 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4771   -0.7980    0.5892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5010   -2.6362   -2.2428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0856   -0.4927   -1.8188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2773    1.8932   -2.4284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7590    6.5452   -0.5524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9253    8.8911   -1.2944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4876    7.6307   -5.3943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3210    5.2916   -4.6713 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9864    2.1016   -2.9978 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1908   -0.2843   -2.4034 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1928   -2.5000    2.7687 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8521   -2.3138    4.7058 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0147   -3.4759    3.6864 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8720   -3.7981    1.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
 28 27  1  0  0  0  0
 32 31  1  6  0  0  0
 27 16  2  0  0  0  0
 16 15  1  0  0  0  0
 15 14  2  0  0  0  0
  8  9  1  0  0  0  0
 31 29  1  0  0  0  0
  5  3  1  0  0  0  0
 35 34  1  0  0  0  0
  3  2  1  0  0  0  0
 34 33  2  0  0  0  0
  3  4  2  0  0  0  0
 33 32  1  0  0  0  0
  2  1  1  0  0  0  0
 32 36  1  0  0  0  0
 29 30  2  0  0  0  0
 10 11  1  0  0  0  0
 16 17  1  0  0  0  0
 29 11  1  0  0  0  0
 35 54  1  1  0  0  0
 35  5  1  0  0  0  0
 36 55  1  1  0  0  0
 36  8  1  0  0  0  0
  8 41  1  6  0  0  0
  8  7  1  0  0  0  0
 10 42  1  1  0  0  0
 10  9  1  0  0  0  0
 17 18  1  0  0  0  0
 11 12  2  0  0  0  0
 18 20  1  0  0  0  0
 12 13  1  0  0  0  0
 18 19  2  0  0  0  0
  7  6  1  0  0  0  0
 20 21  2  0  0  0  0
  6  5  2  0  0  0  0
 21 22  1  0  0  0  0
 14 13  1  0  0  0  0
 22 23  2  0  0  0  0
 36 35  1  0  0  0  0
 23 25  1  0  0  0  0
 13 28  2  0  0  0  0
 25 26  2  0  0  0  0
 26 20  1  0  0  0  0
 10 32  1  0  0  0  0
 23 24  1  0  0  0  0
  6 40  1  0  0  0  0
 34 53  1  0  0  0  0
 33 52  1  0  0  0  0
 12 43  1  0  0  0  0
 14 44  1  0  0  0  0
 28 51  1  0  0  0  0
 27 50  1  0  0  0  0
 15 45  1  0  0  0  0
  1 37  1  0  0  0  0
  1 38  1  0  0  0  0
  1 39  1  0  0  0  0
 21 46  1  0  0  0  0
 22 47  1  0  0  0  0
 25 48  1  0  0  0  0
 26 49  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0033174

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]\C(=C1/C(=O)O[C@]23C([H])=C([H])[C@]4([H])C(=C([H])O[C@]([H])(O[C@@]12[H])[C@]34[H])C(=O)OC([H])([H])[H])C1=C([H])C([H])=C(OC(=O)C2=C([H])C([H])=C(Br)C([H])=C2[H])C([H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C27H19BrO8/c1-32-24(30)20-13-33-26-21-18(20)10-11-27(21)22(35-26)19(25(31)36-27)12-14-2-8-17(9-3-14)34-23(29)15-4-6-16(28)7-5-15/h2-13,18,21-22,26H,1H3/b19-12+/t18-,21-,22+,26-,27+/m1/s1

> <INCHI_KEY>
KKHTUXLVLLNRNB-GQDIBQFXSA-N

> <FORMULA>
C27H19BrO8

> <MOLECULAR_WEIGHT>
551.345

> <EXACT_MASS>
550.026331

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
51.93363164353017

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl (1S,4S,8R,10S,11E,14S)-11-{[4-(4-bromobenzoyloxy)phenyl]methylidene}-12-oxo-7,9,13-trioxatetracyclo[6.5.1.0^{1,10}.0^{4,14}]tetradeca-2,5-diene-5-carboxylate

> <ALOGPS_LOGP>
4.62

> <JCHEM_LOGP>
5.176354810666667

> <ALOGPS_LOGS>
-5.52

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.28589410257547

> <JCHEM_POLAR_SURFACE_AREA>
97.36

> <JCHEM_REFRACTIVITY>
130.39720000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.65e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (1S,4S,8R,10S,11E,14S)-11-{[4-(4-bromobenzoyloxy)phenyl]methylidene}-12-oxo-7,9,13-trioxatetracyclo[6.5.1.0^{1,10}.0^{4,14}]tetradeca-2,5-diene-5-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 55 60  0  0  0  0  0  0  0  0999 V2000
    6.0125    0.0537    6.5260 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5401   -0.1107    5.1880 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8374   -1.2531    4.9857 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6084   -2.1030    5.8336 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3718   -1.3686    3.5783 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6201   -0.4174    2.6702 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2339   -0.4582    1.3631 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0488   -1.7589    0.8073 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1467   -1.6542   -0.3069 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8303   -1.7779    0.2503 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9281   -2.4602   -0.7001 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1511   -1.9709   -1.6780 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0696   -0.5529   -2.0393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1873    0.0674   -2.0693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3025    1.4159   -2.4113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1526    2.1399   -2.7175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2493    3.4777   -3.1043 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4340    4.3459   -2.0453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5134    4.0629   -0.8592 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5274    5.7445   -2.5528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6986    6.7746   -1.6155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7930    8.1049   -2.0337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7167    8.4086   -3.3914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8441   10.2066   -3.9593 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.5471    7.3957   -4.3342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4524    6.0639   -3.9169 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1006    1.5344   -2.7293 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2093    0.1851   -2.3884 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8886   -3.8908   -0.3405 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3465   -4.7771   -0.9746 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5527   -4.0633    0.8347 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9574   -2.7984    1.3615 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2678   -2.5521    2.6586 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1374   -2.4541    3.6693 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.5832    3.2268 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4436   -2.8211    1.7158 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1727    0.0963    7.2268 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5560    1.0010    6.5792 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6999   -0.7556    6.7918 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1106    0.5260    2.8820 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0196   -2.0892    0.4201 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4771   -0.7980    0.5892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5010   -2.6362   -2.2428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0856   -0.4927   -1.8188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2773    1.8932   -2.4284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7590    6.5452   -0.5524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9253    8.8911   -1.2944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4876    7.6307   -5.3943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3210    5.2916   -4.6713 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9864    2.1016   -2.9978 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1908   -0.2843   -2.4034 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1928   -2.5000    2.7687 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8521   -2.3138    4.7058 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0147   -3.4759    3.6864 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8720   -3.7981    1.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
 28 27  1  0
 32 31  1  6
 27 16  2  0
 16 15  1  0
 15 14  2  0
  8  9  1  0
 31 29  1  0
  5  3  1  0
 35 34  1  0
  3  2  1  0
 34 33  2  0
  3  4  2  0
 33 32  1  0
  2  1  1  0
 32 36  1  0
 29 30  2  0
 10 11  1  0
 16 17  1  0
 29 11  1  0
 35 54  1  1
 35  5  1  0
 36 55  1  1
 36  8  1  0
  8 41  1  6
  8  7  1  0
 10 42  1  1
 10  9  1  0
 17 18  1  0
 11 12  2  0
 18 20  1  0
 12 13  1  0
 18 19  2  0
  7  6  1  0
 20 21  2  0
  6  5  2  0
 21 22  1  0
 14 13  1  0
 22 23  2  0
 36 35  1  0
 23 25  1  0
 13 28  2  0
 25 26  2  0
 26 20  1  0
 10 32  1  0
 23 24  1  0
  6 40  1  0
 34 53  1  0
 33 52  1  0
 12 43  1  0
 14 44  1  0
 28 51  1  0
 27 50  1  0
 15 45  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
 21 46  1  0
 22 47  1  0
 25 48  1  0
 26 49  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0       6.013   0.054   6.526  0.00  0.00           C+0
HETATM    2  O   UNK     0       5.540  -0.111   5.188  0.00  0.00           O+0
HETATM    3  C   UNK     0       4.837  -1.253   4.986  0.00  0.00           C+0
HETATM    4  O   UNK     0       4.608  -2.103   5.834  0.00  0.00           O+0
HETATM    5  C   UNK     0       4.372  -1.369   3.578  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.620  -0.417   2.670  0.00  0.00           C+0
HETATM    7  O   UNK     0       4.234  -0.458   1.363  0.00  0.00           O+0
HETATM    8  C   UNK     0       4.049  -1.759   0.807  0.00  0.00           C+0
HETATM    9  O   UNK     0       3.147  -1.654  -0.307  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.830  -1.778   0.250  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.928  -2.460  -0.700  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.151  -1.971  -1.678  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.070  -0.553  -2.039  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.187   0.067  -2.069  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.303   1.416  -2.411  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.153   2.140  -2.717  0.00  0.00           C+0
HETATM   17  O   UNK     0      -0.249   3.478  -3.104  0.00  0.00           O+0
HETATM   18  C   UNK     0      -0.434   4.346  -2.045  0.00  0.00           C+0
HETATM   19  O   UNK     0      -0.513   4.063  -0.859  0.00  0.00           O+0
HETATM   20  C   UNK     0      -0.527   5.745  -2.553  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.699   6.775  -1.615  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.793   8.105  -2.034  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.717   8.409  -3.391  0.00  0.00           C+0
HETATM   24 Br   UNK     0      -0.844  10.207  -3.959  0.00  0.00          Br+0
HETATM   25  C   UNK     0      -0.547   7.396  -4.334  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.452   6.064  -3.917  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.101   1.534  -2.729  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.209   0.185  -2.388  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.889  -3.891  -0.341  0.00  0.00           C+0
HETATM   30  O   UNK     0       0.347  -4.777  -0.975  0.00  0.00           O+0
HETATM   31  O   UNK     0       1.553  -4.063   0.835  0.00  0.00           O+0
HETATM   32  C   UNK     0       1.957  -2.798   1.361  0.00  0.00           C+0
HETATM   33  C   UNK     0       1.268  -2.552   2.659  0.00  0.00           C+0
HETATM   34  C   UNK     0       2.137  -2.454   3.669  0.00  0.00           C+0
HETATM   35  C   UNK     0       3.572  -2.583   3.227  0.00  0.00           C+0
HETATM   36  C   UNK     0       3.444  -2.821   1.716  0.00  0.00           C+0
HETATM   37  H   UNK     0       5.173   0.096   7.227  0.00  0.00           H+0
HETATM   38  H   UNK     0       6.556   1.001   6.579  0.00  0.00           H+0
HETATM   39  H   UNK     0       6.700  -0.756   6.792  0.00  0.00           H+0
HETATM   40  H   UNK     0       5.111   0.526   2.882  0.00  0.00           H+0
HETATM   41  H   UNK     0       5.020  -2.089   0.420  0.00  0.00           H+0
HETATM   42  H   UNK     0       1.477  -0.798   0.589  0.00  0.00           H+0
HETATM   43  H   UNK     0      -0.501  -2.636  -2.243  0.00  0.00           H+0
HETATM   44  H   UNK     0      -2.086  -0.493  -1.819  0.00  0.00           H+0
HETATM   45  H   UNK     0      -2.277   1.893  -2.428  0.00  0.00           H+0
HETATM   46  H   UNK     0      -0.759   6.545  -0.552  0.00  0.00           H+0
HETATM   47  H   UNK     0      -0.925   8.891  -1.294  0.00  0.00           H+0
HETATM   48  H   UNK     0      -0.488   7.631  -5.394  0.00  0.00           H+0
HETATM   49  H   UNK     0      -0.321   5.292  -4.671  0.00  0.00           H+0
HETATM   50  H   UNK     0       1.986   2.102  -2.998  0.00  0.00           H+0
HETATM   51  H   UNK     0       2.191  -0.284  -2.403  0.00  0.00           H+0
HETATM   52  H   UNK     0       0.193  -2.500   2.769  0.00  0.00           H+0
HETATM   53  H   UNK     0       1.852  -2.314   4.706  0.00  0.00           H+0
HETATM   54  H   UNK     0       4.015  -3.476   3.686  0.00  0.00           H+0
HETATM   55  H   UNK     0       3.872  -3.798   1.452  0.00  0.00           H+0
CONECT    1    2   37   38   39                                             
CONECT    2    3    1                                                       
CONECT    3    5    2    4                                                  
CONECT    4    3                                                            
CONECT    5    3   35    6                                                  
CONECT    6    7    5   40                                                  
CONECT    7    8    6                                                       
CONECT    8    9   36   41    7                                             
CONECT    9    8   10                                                       
CONECT   10   11   42    9   32                                             
CONECT   11   10   29   12                                                  
CONECT   12   11   13   43                                                  
CONECT   13   12   14   28                                                  
CONECT   14   15   13   44                                                  
CONECT   15   16   14   45                                                  
CONECT   16   27   15   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17   20   19                                                  
CONECT   19   18                                                            
CONECT   20   18   21   26                                                  
CONECT   21   20   22   46                                                  
CONECT   22   21   23   47                                                  
CONECT   23   22   25   24                                                  
CONECT   24   23                                                            
CONECT   25   23   26   48                                                  
CONECT   26   25   20   49                                                  
CONECT   27   28   16   50                                                  
CONECT   28   27   13   51                                                  
CONECT   29   31   30   11                                                  
CONECT   30   29                                                            
CONECT   31   32   29                                                       
CONECT   32   31   33   36   10                                             
CONECT   33   34   32   52                                                  
CONECT   34   35   33   53                                                  
CONECT   35   34   54    5   36                                             
CONECT   36   32   55    8   35                                             
CONECT   37    1                                                            
CONECT   38    1                                                            
CONECT   39    1                                                            
CONECT   40    6                                                            
CONECT   41    8                                                            
CONECT   42   10                                                            
CONECT   43   12                                                            
CONECT   44   14                                                            
CONECT   45   15                                                            
CONECT   46   21                                                            
CONECT   47   22                                                            
CONECT   48   25                                                            
CONECT   49   26                                                            
CONECT   50   27                                                            
CONECT   51   28                                                            
CONECT   52   33                                                            
CONECT   53   34                                                            
CONECT   54   35                                                            
CONECT   55   36                                                            
MASTER        0    0    0    0    0    0    0    0   55    0  120    0
END

RDKit          3D

55 60  0  0  0  0  0  0  0  0999 V2000
    6.0125    0.0537    6.5260 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5401   -0.1107    5.1880 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8374   -1.2531    4.9857 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6084   -2.1030    5.8336 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3718   -1.3686    3.5783 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6201   -0.4174    2.6702 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2339   -0.4582    1.3631 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0488   -1.7589    0.8073 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1467   -1.6542   -0.3069 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8303   -1.7779    0.2503 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9281   -2.4602   -0.7001 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1511   -1.9709   -1.6780 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0696   -0.5529   -2.0393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1873    0.0674   -2.0693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3025    1.4159   -2.4113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1526    2.1399   -2.7175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2493    3.4777   -3.1043 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4340    4.3459   -2.0453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5134    4.0629   -0.8592 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5274    5.7445   -2.5528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6986    6.7746   -1.6155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7930    8.1049   -2.0337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7167    8.4086   -3.3914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8441   10.2066   -3.9593 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -0.5471    7.3957   -4.3342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4524    6.0639   -3.9169 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1006    1.5344   -2.7293 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2093    0.1851   -2.3884 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8886   -3.8908   -0.3405 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3465   -4.7771   -0.9746 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5527   -4.0633    0.8347 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9574   -2.7984    1.3615 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2678   -2.5521    2.6586 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1374   -2.4541    3.6693 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.5832    3.2268 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4436   -2.8211    1.7158 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1727    0.0963    7.2268 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5560    1.0010    6.5792 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6999   -0.7556    6.7918 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1106    0.5260    2.8820 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0196   -2.0892    0.4201 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4771   -0.7980    0.5892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5010   -2.6362   -2.2428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0856   -0.4927   -1.8188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2773    1.8932   -2.4284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7590    6.5452   -0.5524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9253    8.8911   -1.2944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4876    7.6307   -5.3943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3210    5.2916   -4.6713 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9864    2.1016   -2.9978 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1908   -0.2843   -2.4034 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1928   -2.5000    2.7687 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8521   -2.3138    4.7058 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0147   -3.4759    3.6864 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8720   -3.7981    1.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
 28 27  1  0
 32 31  1  6
 27 16  2  0
 16 15  1  0
 15 14  2  0
  8  9  1  0
 31 29  1  0
  5  3  1  0
 35 34  1  0
  3  2  1  0
 34 33  2  0
  3  4  2  0
 33 32  1  0
  2  1  1  0
 32 36  1  0
 29 30  2  0
 10 11  1  0
 16 17  1  0
 29 11  1  0
 35 54  1  1
 35  5  1  0
 36 55  1  1
 36  8  1  0
  8 41  1  6
  8  7  1  0
 10 42  1  1
 10  9  1  0
 17 18  1  0
 11 12  2  0
 18 20  1  0
 12 13  1  0
 18 19  2  0
  7  6  1  0
 20 21  2  0
  6  5  2  0
 21 22  1  0
 14 13  1  0
 22 23  2  0
 36 35  1  0
 23 25  1  0
 13 28  2  0
 25 26  2  0
 26 20  1  0
 10 32  1  0
 23 24  1  0
  6 40  1  0
 34 53  1  0
 33 52  1  0
 12 43  1  0
 14 44  1  0
 28 51  1  0
 27 50  1  0
 15 45  1  0
  1 37  1  0
  1 38  1  0
  1 39  1  0
 21 46  1  0
 22 47  1  0
 25 48  1  0
 26 49  1  0
M  END

View in JSmol

Synonyms

Value	Source
Methyl (1S,4S,8R,10S,11E,14S)-11-{[4-(4-bromobenzoyloxy)phenyl]methylidene}-12-oxo-7,9,13-trioxatetracyclo[6.5.1.0,.0,]tetradeca-2,5-diene-5-carboxylic acid	Generator

Chemical Formula

C₂₇H₁₉BrO₈

Average Mass

551.3450 Da

Monoisotopic Mass

550.02633 Da

IUPAC Name

methyl (1S,4S,8R,10S,11E,14S)-11-{[4-(4-bromobenzoyloxy)phenyl]methylidene}-12-oxo-7,9,13-trioxatetracyclo[6.5.1.0^{1,10}.0^{4,14}]tetradeca-2,5-diene-5-carboxylate

Traditional Name

methyl (1S,4S,8R,10S,11E,14S)-11-{[4-(4-bromobenzoyloxy)phenyl]methylidene}-12-oxo-7,9,13-trioxatetracyclo[6.5.1.0^{1,10}.0^{4,14}]tetradeca-2,5-diene-5-carboxylate

CAS Registry Number

Not Available

SMILES

[H]\C(=C1/C(=O)O[C@]23C([H])=C([H])[C@]4([H])C(=C([H])O[C@]([H])(O[C@@]12[H])[C@]34[H])C(=O)OC([H])([H])[H])C1=C([H])C([H])=C(OC(=O)C2=C([H])C([H])=C(Br)C([H])=C2[H])C([H])=C1[H]

InChI Identifier

InChI=1S/C27H19BrO8/c1-32-24(30)20-13-33-26-21-18(20)10-11-27(21)22(35-26)19(25(31)36-27)12-14-2-8-17(9-3-14)34-23(29)15-4-6-16(28)7-5-15/h2-13,18,21-22,26H,1H3/b19-12+/t18-,21-,22+,26-,27+/m1/s1

InChI Key

KKHTUXLVLLNRNB-GQDIBQFXSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, 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
Prismatomeris tetrandra	JEOL database	Krohn, K., et al, J. Nat. Prod. 70, 1339 (2007)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as depsides and depsidones. These are polycyclic compounds that is either a polyphenolic compound composed of two or more monocyclic aromatic units linked by an ester bond (depside), or a compound containing the depsidone structure (depsidone).

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Depsides and depsidones

Sub Class

Not Available

Direct Parent

Depsides and depsidones

Alternative Parents

Substituents

Depside backbone
Terpene lactone
Iridoid-skeleton
Aromatic monoterpenoid
Monoterpenoid
Phenol ester
4-halobenzoic acid or derivatives
Benzoate ester
Halobenzoic acid or derivatives
Furopyran
Tricarboxylic acid or derivatives
Benzoic acid or derivatives
Furofuran
Phenoxy compound
Benzoyl
Halobenzene
Bromobenzene
Aryl bromide
Monosaccharide
Monocyclic benzene moiety
Pyran
Aryl halide
Gamma butyrolactone
Benzenoid
Vinylogous ester
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Furan
Oxolane
Carboxylic acid ester
Lactone
Carboxylic acid derivative
Acetal
Organoheterocyclic compound
Oxacycle
Organic oxide
Carbonyl group
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Organobromide
Organohalogen 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	4.62	ALOGPS
logP	5.18	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	97.36 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	130.4 m³·mol⁻¹	ChemAxon
Polarizability	51.93 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

23625549

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Krohn, K., et al. (2007). Krohn, K., et al, J. Nat. Prod. 70, 1339 (2007). J. Nat. Prod..

Showing NP-Card for prismatomerin 4-bromobenzoate (NP0033174)

MOL for NP0033174 (prismatomerin 4-bromobenzoate)

3D MOL for NP0033174 (prismatomerin 4-bromobenzoate)

3D SDF for NP0033174 (prismatomerin 4-bromobenzoate)

3D-SDF for NP0033174 (prismatomerin 4-bromobenzoate)

PDB for NP0033174 (prismatomerin 4-bromobenzoate)

3D PDB for NP0033174 (prismatomerin 4-bromobenzoate)

SMILES for NP0033174 (prismatomerin 4-bromobenzoate)

INCHI for NP0033174 (prismatomerin 4-bromobenzoate)

Structure for NP0033174 (prismatomerin 4-bromobenzoate)

3D Structure for NP0033174 (prismatomerin 4-bromobenzoate)