NP-MRD: Showing NP-Card for WS 79089B (NP0022652)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-01-06 07:50:44 UTC

Updated at

2021-07-15 17:39:37 UTC

NP-MRD ID

NP0022652

Secondary Accession Numbers

None

Natural Product Identification

Common Name

WS 79089B

Provided By

NPAtlas

Description

WS 79089B belongs to the class of organic compounds known as tetracenequinones. These are polyaromatic hydrocarbon derivatives containing a tetracyclic cycle made up of four linearly fused benzene rings, one of which bears two ketone groups at position 1 and 4. WS 79089B is found in Streptosporangium and Streptosporangium roseum. Based on a literature review very few articles have been published on WS 79089B.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242105363D          

 59 63  0  0  0  0            999 V2000
    2.9462    3.6866    0.3419 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5189    2.6304    1.1440 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9992    1.4091    0.6392 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8247    0.3406    0.3905 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3329   -0.8380   -0.1018 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9540   -0.9750   -0.3650 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678   -2.1524   -0.8527 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1339    0.0810   -0.1169 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6553    1.2829    0.3895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2261    2.4150    0.7602 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5768    2.3506    2.1183 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4008    2.5012   -0.1107 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0616    1.2089   -0.3755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3981    1.1693   -0.5744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0450   -0.0190   -0.9082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5100    0.0125   -1.0419 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.2679   -0.3863    0.1886 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.9018    0.5949    1.3313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6280   -0.1067   -0.0751 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2931   -1.1585   -1.0335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9770   -2.3816   -1.4313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2226   -2.3559   -1.6079 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4189   -3.6216   -1.6522 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8854   -1.1384   -0.8239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2761   -2.3181   -0.9638 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2863    0.0442   -0.4980 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2656   -1.9263   -0.3250 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8723   -3.0128   -0.7693 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7033   -1.7557   -0.0247 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5756   -2.8091   -0.2451 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9377   -2.7080    0.0195 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4121   -1.5037    0.5193 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5656   -0.4397    0.7475 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0269    0.7702    1.2468 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2120   -0.5874    0.4681 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2651    0.4907    0.6852 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7135    1.5640    1.1375 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9944    4.0292    0.5820 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7954    3.5022   -0.7281 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3244    4.5926    0.6067 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9765   -3.0009   -1.1087 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3777    3.3548    0.5922 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0236    2.9522    2.6202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1650    3.1828    0.3466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1506    3.0003   -1.0797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9833    2.1016   -0.4668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7862    1.1365   -1.1561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9348   -0.4000   -1.9542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1512   -1.3890    0.5607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9079    0.3313    1.7220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9573    1.6005    0.9012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7071    0.4863    2.0808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0735   -0.8656   -0.4953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4883   -3.9933   -2.6075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5445   -3.2369   -1.1680 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1636   -3.7328   -0.6367 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6166   -3.5332   -0.1537 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4648   -1.3842    0.7385 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0057    0.9075    1.4600 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 15 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 20 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
  5 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
  9  3  1  0  0  0  0
 26 13  1  0  0  0  0
 35 29  1  0  0  0  0
 36  4  1  0  0  0  0
 26  8  1  0  0  0  0
  1 38  1  0  0  0  0
  1 39  1  0  0  0  0
  1 40  1  0  0  0  0
  7 41  1  0  0  0  0
 10 42  1  1  0  0  0
 11 43  1  0  0  0  0
 12 44  1  0  0  0  0
 12 45  1  0  0  0  0
 14 46  1  0  0  0  0
 16 47  1  0  0  0  0
 16 48  1  0  0  0  0
 17 49  1  1  0  0  0
 18 50  1  0  0  0  0
 18 51  1  0  0  0  0
 18 52  1  0  0  0  0
 19 53  1  0  0  0  0
 23 54  1  0  0  0  0
 25 55  1  0  0  0  0
 30 56  1  0  0  0  0
 31 57  1  0  0  0  0
 32 58  1  0  0  0  0
 34 59  1  0  0  0  0
M  END

     RDKit          3D

 59 63  0  0  0  0  0  0  0  0999 V2000
    2.9462    3.6866    0.3419 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5189    2.6304    1.1440 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9992    1.4091    0.6392 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8247    0.3406    0.3905 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3329   -0.8380   -0.1018 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9540   -0.9750   -0.3650 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678   -2.1524   -0.8527 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1339    0.0810   -0.1169 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6553    1.2829    0.3895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2261    2.4150    0.7602 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5768    2.3506    2.1183 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4008    2.5012   -0.1107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0616    1.2089   -0.3755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3981    1.1693   -0.5744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0450   -0.0190   -0.9082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5100    0.0125   -1.0419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2679   -0.3863    0.1886 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.9018    0.5949    1.3313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6280   -0.1067   -0.0751 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2931   -1.1585   -1.0335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9770   -2.3816   -1.4313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2226   -2.3559   -1.6079 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4189   -3.6216   -1.6522 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8854   -1.1384   -0.8239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2761   -2.3181   -0.9638 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2863    0.0442   -0.4980 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2656   -1.9263   -0.3250 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8723   -3.0128   -0.7693 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7033   -1.7557   -0.0247 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5756   -2.8091   -0.2451 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9377   -2.7080    0.0195 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4121   -1.5037    0.5193 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5656   -0.4397    0.7475 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0269    0.7702    1.2468 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2120   -0.5874    0.4681 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2651    0.4907    0.6852 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7135    1.5640    1.1375 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9944    4.0292    0.5820 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7954    3.5022   -0.7281 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3244    4.5926    0.6067 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9765   -3.0009   -1.1087 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3777    3.3548    0.5922 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0236    2.9522    2.6202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1650    3.1828    0.3466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1506    3.0003   -1.0797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9833    2.1016   -0.4668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7862    1.1365   -1.1561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9348   -0.4000   -1.9542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1512   -1.3890    0.5607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9079    0.3313    1.7220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9573    1.6005    0.9012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7071    0.4863    2.0808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0735   -0.8656   -0.4953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4883   -3.9933   -2.6075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5445   -3.2369   -1.1680 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1636   -3.7328   -0.6367 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6166   -3.5332   -0.1537 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4648   -1.3842    0.7385 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0057    0.9075    1.4600 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 15 20  2  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 20 24  1  0
 24 25  1  0
 24 26  2  0
  5 27  1  0
 27 28  2  0
 27 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  1  0
 33 35  2  0
 35 36  1  0
 36 37  2  0
  9  3  1  0
 26 13  1  0
 35 29  1  0
 36  4  1  0
 26  8  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
  7 41  1  0
 10 42  1  1
 11 43  1  0
 12 44  1  0
 12 45  1  0
 14 46  1  0
 16 47  1  0
 16 48  1  0
 17 49  1  1
 18 50  1  0
 18 51  1  0
 18 52  1  0
 19 53  1  0
 23 54  1  0
 25 55  1  0
 30 56  1  0
 31 57  1  0
 32 58  1  0
 34 59  1  0
M  END


  Mrv1652306242105363D          

 59 63  0  0  0  0            999 V2000
    2.9462    3.6866    0.3419 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5189    2.6304    1.1440 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9992    1.4091    0.6392 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8247    0.3406    0.3905 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3329   -0.8380   -0.1018 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9540   -0.9750   -0.3650 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678   -2.1524   -0.8527 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1339    0.0810   -0.1169 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6553    1.2829    0.3895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2261    2.4150    0.7602 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5768    2.3506    2.1183 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4008    2.5012   -0.1107 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0616    1.2089   -0.3755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3981    1.1693   -0.5744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0450   -0.0190   -0.9082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5100    0.0125   -1.0419 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.2679   -0.3863    0.1886 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.9018    0.5949    1.3313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6280   -0.1067   -0.0751 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2931   -1.1585   -1.0335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9770   -2.3816   -1.4313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2226   -2.3559   -1.6079 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4189   -3.6216   -1.6522 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8854   -1.1384   -0.8239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2761   -2.3181   -0.9638 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2863    0.0442   -0.4980 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2656   -1.9263   -0.3250 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8723   -3.0128   -0.7693 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7033   -1.7557   -0.0247 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5756   -2.8091   -0.2451 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9377   -2.7080    0.0195 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4121   -1.5037    0.5193 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5656   -0.4397    0.7475 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0269    0.7702    1.2468 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2120   -0.5874    0.4681 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2651    0.4907    0.6852 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7135    1.5640    1.1375 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9944    4.0292    0.5820 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7954    3.5022   -0.7281 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3244    4.5926    0.6067 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9765   -3.0009   -1.1087 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3777    3.3548    0.5922 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0236    2.9522    2.6202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1650    3.1828    0.3466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1506    3.0003   -1.0797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9833    2.1016   -0.4668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7862    1.1365   -1.1561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9348   -0.4000   -1.9542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1512   -1.3890    0.5607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9079    0.3313    1.7220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9573    1.6005    0.9012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7071    0.4863    2.0808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0735   -0.8656   -0.4953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4883   -3.9933   -2.6075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5445   -3.2369   -1.1680 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1636   -3.7328   -0.6367 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6166   -3.5332   -0.1537 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4648   -1.3842    0.7385 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0057    0.9075    1.4600 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 15 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 20 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
  5 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
  9  3  1  0  0  0  0
 26 13  1  0  0  0  0
 35 29  1  0  0  0  0
 36  4  1  0  0  0  0
 26  8  1  0  0  0  0
  1 38  1  0  0  0  0
  1 39  1  0  0  0  0
  1 40  1  0  0  0  0
  7 41  1  0  0  0  0
 10 42  1  1  0  0  0
 11 43  1  0  0  0  0
 12 44  1  0  0  0  0
 12 45  1  0  0  0  0
 14 46  1  0  0  0  0
 16 47  1  0  0  0  0
 16 48  1  0  0  0  0
 17 49  1  1  0  0  0
 18 50  1  0  0  0  0
 18 51  1  0  0  0  0
 18 52  1  0  0  0  0
 19 53  1  0  0  0  0
 23 54  1  0  0  0  0
 25 55  1  0  0  0  0
 30 56  1  0  0  0  0
 31 57  1  0  0  0  0
 32 58  1  0  0  0  0
 34 59  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0022652

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C1=C(C([H])=C2C(=C1O[H])C1=C(C(OC([H])([H])[H])=C3C(=O)C4=C(O[H])C([H])=C([H])C([H])=C4C(=O)C3=C1O[H])[C@]([H])(O[H])C2([H])[H])C([H])([H])[C@]([H])(O[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C27H22O10/c1-9(28)6-10-7-11-8-14(30)18-19(15(11)23(32)16(10)27(35)36)25(34)20-21(26(18)37-2)24(33)17-12(22(20)31)4-3-5-13(17)29/h3-5,7,9,14,28-30,32,34H,6,8H2,1-2H3,(H,35,36)/t9-,14-/m1/s1

> <INCHI_KEY>
XBWMJMIOZSMYBR-UHFFFAOYSA-N

> <FORMULA>
C27H22O10

> <MOLECULAR_WEIGHT>
506.463

> <EXACT_MASS>
506.121296908

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
51.72847422194361

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(11R)-2,5,11,17-tetrahydroxy-7-[(2R)-2-hydroxypropyl]-13-methoxy-15,22-dioxopentacyclo[12.8.0.0^{3,12}.0^{4,9}.0^{16,21}]docosa-1,3(12),4,6,8,13,16,18,20-nonaene-6-carboxylic acid

> <ALOGPS_LOGP>
1.67

> <JCHEM_LOGP>
4.375339385333333

> <ALOGPS_LOGS>
-3.84

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.92199904787755

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.6184282786194797

> <JCHEM_PKA_STRONGEST_BASIC>
-2.6110062353657906

> <JCHEM_POLAR_SURFACE_AREA>
181.82

> <JCHEM_REFRACTIVITY>
131.73469999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.34e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(11R)-2,5,11,17-tetrahydroxy-7-[(2R)-2-hydroxypropyl]-13-methoxy-15,22-dioxopentacyclo[12.8.0.0^{3,12}.0^{4,9}.0^{16,21}]docosa-1,3(12),4,6,8,13,16,18,20-nonaene-6-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 59 63  0  0  0  0  0  0  0  0999 V2000
    2.9462    3.6866    0.3419 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5189    2.6304    1.1440 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9992    1.4091    0.6392 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8247    0.3406    0.3905 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3329   -0.8380   -0.1018 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9540   -0.9750   -0.3650 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678   -2.1524   -0.8527 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1339    0.0810   -0.1169 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6553    1.2829    0.3895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2261    2.4150    0.7602 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5768    2.3506    2.1183 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4008    2.5012   -0.1107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0616    1.2089   -0.3755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3981    1.1693   -0.5744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0450   -0.0190   -0.9082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5100    0.0125   -1.0419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2679   -0.3863    0.1886 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.9018    0.5949    1.3313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6280   -0.1067   -0.0751 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2931   -1.1585   -1.0335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9770   -2.3816   -1.4313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2226   -2.3559   -1.6079 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4189   -3.6216   -1.6522 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8854   -1.1384   -0.8239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2761   -2.3181   -0.9638 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2863    0.0442   -0.4980 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2656   -1.9263   -0.3250 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8723   -3.0128   -0.7693 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7033   -1.7557   -0.0247 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5756   -2.8091   -0.2451 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9377   -2.7080    0.0195 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4121   -1.5037    0.5193 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5656   -0.4397    0.7475 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0269    0.7702    1.2468 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2120   -0.5874    0.4681 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2651    0.4907    0.6852 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7135    1.5640    1.1375 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9944    4.0292    0.5820 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7954    3.5022   -0.7281 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3244    4.5926    0.6067 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9765   -3.0009   -1.1087 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3777    3.3548    0.5922 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0236    2.9522    2.6202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1650    3.1828    0.3466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1506    3.0003   -1.0797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9833    2.1016   -0.4668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7862    1.1365   -1.1561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9348   -0.4000   -1.9542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1512   -1.3890    0.5607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9079    0.3313    1.7220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9573    1.6005    0.9012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7071    0.4863    2.0808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0735   -0.8656   -0.4953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4883   -3.9933   -2.6075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5445   -3.2369   -1.1680 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1636   -3.7328   -0.6367 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6166   -3.5332   -0.1537 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4648   -1.3842    0.7385 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0057    0.9075    1.4600 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 15 20  2  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 20 24  1  0
 24 25  1  0
 24 26  2  0
  5 27  1  0
 27 28  2  0
 27 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  1  0
 33 35  2  0
 35 36  1  0
 36 37  2  0
  9  3  1  0
 26 13  1  0
 35 29  1  0
 36  4  1  0
 26  8  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
  7 41  1  0
 10 42  1  1
 11 43  1  0
 12 44  1  0
 12 45  1  0
 14 46  1  0
 16 47  1  0
 16 48  1  0
 17 49  1  1
 18 50  1  0
 18 51  1  0
 18 52  1  0
 19 53  1  0
 23 54  1  0
 25 55  1  0
 30 56  1  0
 31 57  1  0
 32 58  1  0
 34 59  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0       2.946   3.687   0.342  0.00  0.00           C+0
HETATM    2  O   UNK     0       2.519   2.630   1.144  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.999   1.409   0.639  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.825   0.341   0.391  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.333  -0.838  -0.102  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.954  -0.975  -0.365  0.00  0.00           C+0
HETATM    7  O   UNK     0       0.568  -2.152  -0.853  0.00  0.00           O+0
HETATM    8  C   UNK     0       0.134   0.081  -0.117  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.655   1.283   0.390  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.226   2.415   0.760  0.00  0.00           C+0
HETATM   11  O   UNK     0      -0.577   2.351   2.118  0.00  0.00           O+0
HETATM   12  C   UNK     0      -1.401   2.501  -0.111  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.062   1.209  -0.376  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.398   1.169  -0.574  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.045  -0.019  -0.908  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.510   0.013  -1.042  0.00  0.00           C+0
HETATM   17  C   UNK     0      -6.268  -0.386   0.189  0.00  0.00           C+0
HETATM   18  C   UNK     0      -5.902   0.595   1.331  0.00  0.00           C+0
HETATM   19  O   UNK     0      -7.628  -0.107  -0.075  0.00  0.00           O+0
HETATM   20  C   UNK     0      -3.293  -1.159  -1.034  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.977  -2.382  -1.431  0.00  0.00           C+0
HETATM   22  O   UNK     0      -5.223  -2.356  -1.608  0.00  0.00           O+0
HETATM   23  O   UNK     0      -3.419  -3.622  -1.652  0.00  0.00           O+0
HETATM   24  C   UNK     0      -1.885  -1.138  -0.824  0.00  0.00           C+0
HETATM   25  O   UNK     0      -1.276  -2.318  -0.964  0.00  0.00           O+0
HETATM   26  C   UNK     0      -1.286   0.044  -0.498  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.266  -1.926  -0.325  0.00  0.00           C+0
HETATM   28  O   UNK     0       2.872  -3.013  -0.769  0.00  0.00           O+0
HETATM   29  C   UNK     0       4.703  -1.756  -0.025  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.576  -2.809  -0.245  0.00  0.00           C+0
HETATM   31  C   UNK     0       6.938  -2.708   0.020  0.00  0.00           C+0
HETATM   32  C   UNK     0       7.412  -1.504   0.519  0.00  0.00           C+0
HETATM   33  C   UNK     0       6.566  -0.440   0.748  0.00  0.00           C+0
HETATM   34  O   UNK     0       7.027   0.770   1.247  0.00  0.00           O+0
HETATM   35  C   UNK     0       5.212  -0.587   0.468  0.00  0.00           C+0
HETATM   36  C   UNK     0       4.265   0.491   0.685  0.00  0.00           C+0
HETATM   37  O   UNK     0       4.713   1.564   1.137  0.00  0.00           O+0
HETATM   38  H   UNK     0       3.994   4.029   0.582  0.00  0.00           H+0
HETATM   39  H   UNK     0       2.795   3.502  -0.728  0.00  0.00           H+0
HETATM   40  H   UNK     0       2.324   4.593   0.607  0.00  0.00           H+0
HETATM   41  H   UNK     0       0.977  -3.001  -1.109  0.00  0.00           H+0
HETATM   42  H   UNK     0       0.378   3.355   0.592  0.00  0.00           H+0
HETATM   43  H   UNK     0       0.024   2.952   2.620  0.00  0.00           H+0
HETATM   44  H   UNK     0      -2.165   3.183   0.347  0.00  0.00           H+0
HETATM   45  H   UNK     0      -1.151   3.000  -1.080  0.00  0.00           H+0
HETATM   46  H   UNK     0      -3.983   2.102  -0.467  0.00  0.00           H+0
HETATM   47  H   UNK     0      -5.786   1.137  -1.156  0.00  0.00           H+0
HETATM   48  H   UNK     0      -5.935  -0.400  -1.954  0.00  0.00           H+0
HETATM   49  H   UNK     0      -6.151  -1.389   0.561  0.00  0.00           H+0
HETATM   50  H   UNK     0      -4.908   0.331   1.722  0.00  0.00           H+0
HETATM   51  H   UNK     0      -5.957   1.601   0.901  0.00  0.00           H+0
HETATM   52  H   UNK     0      -6.707   0.486   2.081  0.00  0.00           H+0
HETATM   53  H   UNK     0      -8.073  -0.866  -0.495  0.00  0.00           H+0
HETATM   54  H   UNK     0      -3.488  -3.993  -2.607  0.00  0.00           H+0
HETATM   55  H   UNK     0      -1.545  -3.237  -1.168  0.00  0.00           H+0
HETATM   56  H   UNK     0       5.164  -3.733  -0.637  0.00  0.00           H+0
HETATM   57  H   UNK     0       7.617  -3.533  -0.154  0.00  0.00           H+0
HETATM   58  H   UNK     0       8.465  -1.384   0.739  0.00  0.00           H+0
HETATM   59  H   UNK     0       8.006   0.908   1.460  0.00  0.00           H+0
CONECT    1    2   38   39   40                                             
CONECT    2    1    3                                                       
CONECT    3    2    4    9                                                  
CONECT    4    3    5   36                                                  
CONECT    5    4    6   27                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6   41                                                       
CONECT    8    6    9   26                                                  
CONECT    9    8   10    3                                                  
CONECT   10    9   11   12   42                                             
CONECT   11   10   43                                                       
CONECT   12   10   13   44   45                                             
CONECT   13   12   14   26                                                  
CONECT   14   13   15   46                                                  
CONECT   15   14   16   20                                                  
CONECT   16   15   17   47   48                                             
CONECT   17   16   18   19   49                                             
CONECT   18   17   50   51   52                                             
CONECT   19   17   53                                                       
CONECT   20   15   21   24                                                  
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   54                                                       
CONECT   24   20   25   26                                                  
CONECT   25   24   55                                                       
CONECT   26   24   13    8                                                  
CONECT   27    5   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   35                                                  
CONECT   30   29   31   56                                                  
CONECT   31   30   32   57                                                  
CONECT   32   31   33   58                                                  
CONECT   33   32   34   35                                                  
CONECT   34   33   59                                                       
CONECT   35   33   36   29                                                  
CONECT   36   35   37    4                                                  
CONECT   37   36                                                            
CONECT   38    1                                                            
CONECT   39    1                                                            
CONECT   40    1                                                            
CONECT   41    7                                                            
CONECT   42   10                                                            
CONECT   43   11                                                            
CONECT   44   12                                                            
CONECT   45   12                                                            
CONECT   46   14                                                            
CONECT   47   16                                                            
CONECT   48   16                                                            
CONECT   49   17                                                            
CONECT   50   18                                                            
CONECT   51   18                                                            
CONECT   52   18                                                            
CONECT   53   19                                                            
CONECT   54   23                                                            
CONECT   55   25                                                            
CONECT   56   30                                                            
CONECT   57   31                                                            
CONECT   58   32                                                            
CONECT   59   34                                                            
MASTER        0    0    0    0    0    0    0    0   59    0  126    0
END

RDKit          3D

59 63  0  0  0  0  0  0  0  0999 V2000
    2.9462    3.6866    0.3419 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5189    2.6304    1.1440 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9992    1.4091    0.6392 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8247    0.3406    0.3905 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3329   -0.8380   -0.1018 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9540   -0.9750   -0.3650 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678   -2.1524   -0.8527 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1339    0.0810   -0.1169 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6553    1.2829    0.3895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2261    2.4150    0.7602 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5768    2.3506    2.1183 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4008    2.5012   -0.1107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0616    1.2089   -0.3755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3981    1.1693   -0.5744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0450   -0.0190   -0.9082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5100    0.0125   -1.0419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2679   -0.3863    0.1886 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.9018    0.5949    1.3313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6280   -0.1067   -0.0751 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2931   -1.1585   -1.0335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9770   -2.3816   -1.4313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2226   -2.3559   -1.6079 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4189   -3.6216   -1.6522 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8854   -1.1384   -0.8239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2761   -2.3181   -0.9638 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2863    0.0442   -0.4980 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2656   -1.9263   -0.3250 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8723   -3.0128   -0.7693 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7033   -1.7557   -0.0247 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5756   -2.8091   -0.2451 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9377   -2.7080    0.0195 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4121   -1.5037    0.5193 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5656   -0.4397    0.7475 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0269    0.7702    1.2468 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2120   -0.5874    0.4681 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2651    0.4907    0.6852 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7135    1.5640    1.1375 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9944    4.0292    0.5820 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7954    3.5022   -0.7281 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3244    4.5926    0.6067 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9765   -3.0009   -1.1087 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3777    3.3548    0.5922 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0236    2.9522    2.6202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1650    3.1828    0.3466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1506    3.0003   -1.0797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9833    2.1016   -0.4668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7862    1.1365   -1.1561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9348   -0.4000   -1.9542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1512   -1.3890    0.5607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9079    0.3313    1.7220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9573    1.6005    0.9012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7071    0.4863    2.0808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0735   -0.8656   -0.4953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4883   -3.9933   -2.6075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5445   -3.2369   -1.1680 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1636   -3.7328   -0.6367 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6166   -3.5332   -0.1537 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4648   -1.3842    0.7385 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0057    0.9075    1.4600 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 15 20  2  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 20 24  1  0
 24 25  1  0
 24 26  2  0
  5 27  1  0
 27 28  2  0
 27 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  1  0
 33 35  2  0
 35 36  1  0
 36 37  2  0
  9  3  1  0
 26 13  1  0
 35 29  1  0
 36  4  1  0
 26  8  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
  7 41  1  0
 10 42  1  1
 11 43  1  0
 12 44  1  0
 12 45  1  0
 14 46  1  0
 16 47  1  0
 16 48  1  0
 17 49  1  1
 18 50  1  0
 18 51  1  0
 18 52  1  0
 19 53  1  0
 23 54  1  0
 25 55  1  0
 30 56  1  0
 31 57  1  0
 32 58  1  0
 34 59  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
Sodium 1,6,9,14-tetrahydroxy-3-(2-hydroxypropyl)-7-methoxy-8,13-dioxo-5,6,8,13-tetrahydrobenzo(a)naphthacene-2-carboxylate	MeSH
2,5,11,17-Tetrahydroxy-7-(2-hydroxypropyl)-13-methoxy-15,22-dioxopentacyclo[12.8.0.0,.0,.0,]docosa-1(14),2,4(9),5,7,12,16(21),17,19-nonaene-6-carboxylate	Generator

Chemical Formula

C₂₇H₂₂O₁₀

Average Mass

506.4630 Da

Monoisotopic Mass

506.12130 Da

IUPAC Name

(11R)-2,5,11,17-tetrahydroxy-7-[(2R)-2-hydroxypropyl]-13-methoxy-15,22-dioxopentacyclo[12.8.0.0^{3,12}.0^{4,9}.0^{16,21}]docosa-1,3(12),4,6,8,13,16,18,20-nonaene-6-carboxylic acid

Traditional Name

(11R)-2,5,11,17-tetrahydroxy-7-[(2R)-2-hydroxypropyl]-13-methoxy-15,22-dioxopentacyclo[12.8.0.0^{3,12}.0^{4,9}.0^{16,21}]docosa-1,3(12),4,6,8,13,16,18,20-nonaene-6-carboxylic acid

CAS Registry Number

Not Available

SMILES

COC1=C2C(=O)C3=C(C=CC=C3O)C(=O)C2=C(O)C2=C1C(O)CC1=CC(CC(C)O)=C(C(O)=O)C(O)=C21

InChI Identifier

InChI=1S/C27H22O10/c1-9(28)6-10-7-11-8-14(30)18-19(15(11)23(32)16(10)27(35)36)25(34)20-21(26(18)37-2)24(33)17-12(22(20)31)4-3-5-13(17)29/h3-5,7,9,14,28-30,32,34H,6,8H2,1-2H3,(H,35,36)

InChI Key

XBWMJMIOZSMYBR-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Streptosporangium	NPAtlas	8040066
Streptosporangium roseum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetracenequinones. These are polyaromatic hydrocarbon derivatives containing a tetracyclic cycle made up of four linearly fused benzene rings, one of which bears two ketone groups at position 1 and 4.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Tetracenequinone
9,10-anthraquinone
1,4-anthraquinone
Anthracene
Phenanthrene
2-naphthalenecarboxylic acid
2-naphthalenecarboxylic acid or derivatives
1-naphthol
Salicylic acid or derivatives
Hydroxybenzoic acid
Aryl ketone
Anisole
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Vinylogous acid
Secondary alcohol
Ketone
Polyol
Monocarboxylic acid or derivatives
Ether
Carboxylic acid
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxygen compound
Alcohol
Organooxygen compound
Organic oxide
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic 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	1.67	ALOGPS
logP	4.38	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	2.62	ChemAxon
pKa (Strongest Basic)	-2.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	181.82 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	131.73 m³·mol⁻¹	ChemAxon
Polarizability	51.73 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA003624

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

117396

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

133026

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for WS 79089B (NP0022652)

MOL for NP0022652 (WS 79089B)

3D MOL for NP0022652 (WS 79089B)

3D SDF for NP0022652 (WS 79089B)

3D-SDF for NP0022652 (WS 79089B)

PDB for NP0022652 (WS 79089B)

3D PDB for NP0022652 (WS 79089B)

SMILES for NP0022652 (WS 79089B)

INCHI for NP0022652 (WS 79089B)

Structure for NP0022652 (WS 79089B)

3D Structure for NP0022652 (WS 79089B)