NP-MRD: Showing NP-Card for methylgeopyxin F (NP0036550)

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Record Information

Version

2.0

Created at

2021-06-20 19:41:38 UTC

Updated at

2021-06-30 00:08:15 UTC

NP-MRD ID

NP0036550

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methylgeopyxin F

Provided By

JEOL Database JEOL Logo

Description

Methylgeopyxin F belongs to the class of organic compounds known as kaurane diterpenoids. These are diterpene alkaloids with a structure that is based on the kaurane skeleton. Kaurane is a tetracyclic compound that arises by cyclisation of a pimarane precursor followed by rearrangement. It possesses a [3,2,1]-bicyclic ring system with C15-C16 bridge connected to C13, forming the five-membered ring D. methylgeopyxin F is found in Geopyxis aff. majalis. methylgeopyxin F was first documented in 2012 (Wijeratne, E. M. K., et al.). Based on a literature review very few articles have been published on Methylgeopyxin F.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202121413D          

 59 62  0  0  0  0            999 V2000
    0.1890   -0.9349   -4.6431 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9388   -1.2000   -3.4566 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1890   -0.1015   -2.6931 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8355    1.0318   -2.9963 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0165   -0.4413   -1.4422 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4645   -0.0408   -1.8160 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0532   -1.9553   -1.1113 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7511   -2.4928   -0.5395 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2622   -1.7069    0.6816 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9817   -2.2801    1.0711 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1336   -0.1572    0.4326 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0331    0.0894   -0.5514 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5279    0.3159   -0.1536 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6481    1.8574   -0.2160 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5429    2.4683    1.1813 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6371    1.9476    1.9451 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1978    2.1294    1.8222 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9552    2.9736    1.2494 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0033    2.8739    2.3548 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5581    1.4441    2.3634 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4972    0.3428    2.5140 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1230    0.6002    1.8262 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1881    3.2817    3.5941 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7312    2.8541    4.9442 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0350    3.5411    5.9814 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1454    2.6378    3.2701 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0674    2.5429    4.0745 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7895   -0.5135   -4.3924 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7446   -0.2630   -5.3047 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0337   -1.8837   -5.1640 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1338   -0.1077   -0.9511 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8626   -0.7000   -2.5973 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5238    0.9772   -2.2157 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8459   -2.1421   -0.3729 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3292   -2.5495   -1.9914 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8962   -3.5426   -0.2517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0249   -2.5278   -1.3123 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9664   -1.8752    1.5065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8231   -3.2158    1.2858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0130   -0.5941   -1.4032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0217    1.0943   -0.9728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0072   -0.0670   -0.0815 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2623    0.0070    0.6080 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6254    2.1386   -0.6204 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8914    2.2959   -0.8718 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6891    3.5532    1.1230 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5138    2.2243    2.8779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3393    2.6351    0.2893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6524    4.0214    1.1161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8235    3.5807    2.1873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3053    1.3341    3.1584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1005    1.2821    1.4238 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.2987    0.2191    3.5864 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6135    0.1485    2.5106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0166    4.3664    3.5794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6265    1.7828    5.1327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7890    3.1192    5.0338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0933    3.2856    5.9092 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
  7  5  1  0  0  0  0
 22 55  1  1  0  0  0
 11 22  1  0  0  0  0
 19 23  1  0  0  0  0
 13 14  1  0  0  0  0
 17 26  1  1  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 13 43  1  1  0  0  0
 22 17  1  0  0  0  0
 11 12  1  6  0  0  0
 23 26  1  0  0  0  0
  5 13  1  0  0  0  0
 23 24  1  0  0  0  0
 11  9  1  0  0  0  0
 26 27  2  0  0  0  0
 11 13  1  0  0  0  0
  5  3  1  6  0  0  0
  3  4  2  0  0  0  0
  8  7  1  0  0  0  0
  3  2  1  0  0  0  0
  8  9  1  0  0  0  0
  5  6  1  0  0  0  0
 22 21  1  0  0  0  0
  9 10  1  0  0  0  0
 17 18  1  0  0  0  0
 24 25  1  0  0  0  0
 18 19  1  0  0  0  0
  2  1  1  0  0  0  0
  8 36  1  0  0  0  0
  8 37  1  0  0  0  0
  7 34  1  0  0  0  0
  7 35  1  0  0  0  0
  9 38  1  1  0  0  0
 14 44  1  0  0  0  0
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 16 47  1  0  0  0  0
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  6 31  1  0  0  0  0
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 10 39  1  0  0  0  0
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  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

 59 62  0  0  0  0  0  0  0  0999 V2000
    0.1890   -0.9349   -4.6431 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9388   -1.2000   -3.4566 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1890   -0.1015   -2.6931 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8355    1.0318   -2.9963 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0165   -0.4413   -1.4422 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4645   -0.0408   -1.8160 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0532   -1.9553   -1.1113 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7511   -2.4928   -0.5395 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2622   -1.7069    0.6816 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9817   -2.2801    1.0711 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1336   -0.1572    0.4326 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0331    0.0894   -0.5514 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5279    0.3159   -0.1536 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6481    1.8574   -0.2160 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5429    2.4683    1.1813 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6371    1.9476    1.9451 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1978    2.1294    1.8222 C   0  0  1  0  0  0  0  0  0  0  0  0
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    4.1338   -0.1077   -0.9511 H   0  0  0  0  0  0  0  0  0  0  0  0
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 17 26  1  1
 14 15  1  0
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 26 27  2  0
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  1 30  1  0
M  END


  Mrv1652306202121413D          

 59 62  0  0  0  0            999 V2000
    0.1890   -0.9349   -4.6431 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9388   -1.2000   -3.4566 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1890   -0.1015   -2.6931 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8355    1.0318   -2.9963 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0165   -0.4413   -1.4422 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4645   -0.0408   -1.8160 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0532   -1.9553   -1.1113 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7511   -2.4928   -0.5395 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2622   -1.7069    0.6816 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9817   -2.2801    1.0711 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1336   -0.1572    0.4326 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0331    0.0894   -0.5514 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5279    0.3159   -0.1536 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6481    1.8574   -0.2160 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5429    2.4683    1.1813 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6371    1.9476    1.9451 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1978    2.1294    1.8222 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9552    2.9736    1.2494 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0033    2.8739    2.3548 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5581    1.4441    2.3634 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -0.1230    0.6002    1.8262 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1881    3.2817    3.5941 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7312    2.8541    4.9442 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0350    3.5411    5.9814 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1454    2.6378    3.2701 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0674    2.5429    4.0745 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7895   -0.5135   -4.3924 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7446   -0.2630   -5.3047 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0337   -1.8837   -5.1640 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1338   -0.1077   -0.9511 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8626   -0.7000   -2.5973 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5238    0.9772   -2.2157 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8459   -2.1421   -0.3729 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3292   -2.5495   -1.9914 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8962   -3.5426   -0.2517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0249   -2.5278   -1.3123 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9664   -1.8752    1.5065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8231   -3.2158    1.2858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0130   -0.5941   -1.4032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0217    1.0943   -0.9728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0072   -0.0670   -0.0815 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2623    0.0070    0.6080 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6254    2.1386   -0.6204 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8914    2.2959   -0.8718 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6891    3.5532    1.1230 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5138    2.2243    2.8779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3393    2.6351    0.2893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6524    4.0214    1.1161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8235    3.5807    2.1873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3053    1.3341    3.1584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1005    1.2821    1.4238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9499   -0.6038    2.2206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2987    0.2191    3.5864 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6135    0.1485    2.5106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0166    4.3664    3.5794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6265    1.7828    5.1327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7890    3.1192    5.0338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0933    3.2856    5.9092 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
  7  5  1  0  0  0  0
 22 55  1  1  0  0  0
 11 22  1  0  0  0  0
 19 23  1  0  0  0  0
 13 14  1  0  0  0  0
 17 26  1  1  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 13 43  1  1  0  0  0
 22 17  1  0  0  0  0
 11 12  1  6  0  0  0
 23 26  1  0  0  0  0
  5 13  1  0  0  0  0
 23 24  1  0  0  0  0
 11  9  1  0  0  0  0
 26 27  2  0  0  0  0
 11 13  1  0  0  0  0
  5  3  1  6  0  0  0
  3  4  2  0  0  0  0
  8  7  1  0  0  0  0
  3  2  1  0  0  0  0
  8  9  1  0  0  0  0
  5  6  1  0  0  0  0
 22 21  1  0  0  0  0
  9 10  1  0  0  0  0
 17 18  1  0  0  0  0
 24 25  1  0  0  0  0
 18 19  1  0  0  0  0
  2  1  1  0  0  0  0
  8 36  1  0  0  0  0
  8 37  1  0  0  0  0
  7 34  1  0  0  0  0
  7 35  1  0  0  0  0
  9 38  1  1  0  0  0
 14 44  1  0  0  0  0
 14 45  1  0  0  0  0
 15 46  1  6  0  0  0
 18 48  1  0  0  0  0
 18 49  1  0  0  0  0
 19 50  1  6  0  0  0
 20 51  1  0  0  0  0
 20 52  1  0  0  0  0
 21 53  1  0  0  0  0
 21 54  1  0  0  0  0
 23 56  1  1  0  0  0
 16 47  1  0  0  0  0
 12 40  1  0  0  0  0
 12 41  1  0  0  0  0
 12 42  1  0  0  0  0
 24 57  1  0  0  0  0
 24 58  1  0  0  0  0
  6 31  1  0  0  0  0
  6 32  1  0  0  0  0
  6 33  1  0  0  0  0
 10 39  1  0  0  0  0
 25 59  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>
NP0036550

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC([H])([H])[C@@]1([H])C(=O)[C@]23C([H])([H])[C@@]1([H])C([H])([H])C([H])([H])[C@@]2([H])[C@]1(C([H])([H])[H])[C@@]([H])(O[H])C([H])([H])C([H])([H])[C@](C(=O)OC([H])([H])[H])(C([H])([H])[H])[C@@]1([H])C([H])([H])[C@]3([H])O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C21H32O6/c1-19(18(26)27-3)7-6-15(23)20(2)13-5-4-11-9-21(13,16(24)8-14(19)20)17(25)12(11)10-22/h11-16,22-24H,4-10H2,1-3H3/t11-,12-,13+,14-,15+,16+,19-,20+,21-/m1/s1

> <INCHI_KEY>
QLBSXMZXTHKYCN-DQRRMQSWSA-N

> <FORMULA>
C21H32O6

> <MOLECULAR_WEIGHT>
380.481

> <EXACT_MASS>
380.21988875

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
40.38493071527693

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (1R,2S,4S,5R,8S,9S,10S,13R,14S)-2,8-dihydroxy-14-(hydroxymethyl)-5,9-dimethyl-15-oxotetracyclo[11.2.1.0^{1,10}.0^{4,9}]hexadecane-5-carboxylate

> <ALOGPS_LOGP>
0.71

> <JCHEM_LOGP>
1.1476611613333336

> <ALOGPS_LOGS>
-2.45

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.365618890719098

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.44554694635934

> <JCHEM_PKA_STRONGEST_BASIC>
-0.4766875379830685

> <JCHEM_POLAR_SURFACE_AREA>
104.06

> <JCHEM_REFRACTIVITY>
97.87999999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.36e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (1R,2S,4S,5R,8S,9S,10S,13R,14S)-2,8-dihydroxy-14-(hydroxymethyl)-5,9-dimethyl-15-oxotetracyclo[11.2.1.0^{1,10}.0^{4,9}]hexadecane-5-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 59 62  0  0  0  0  0  0  0  0999 V2000
    0.1890   -0.9349   -4.6431 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9388   -1.2000   -3.4566 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1890   -0.1015   -2.6931 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8355    1.0318   -2.9963 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0165   -0.4413   -1.4422 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4645   -0.0408   -1.8160 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0532   -1.9553   -1.1113 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7511   -2.4928   -0.5395 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2622   -1.7069    0.6816 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9817   -2.2801    1.0711 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1336   -0.1572    0.4326 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0331    0.0894   -0.5514 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5279    0.3159   -0.1536 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6481    1.8574   -0.2160 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5429    2.4683    1.1813 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6371    1.9476    1.9451 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1978    2.1294    1.8222 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9552    2.9736    1.2494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0033    2.8739    2.3548 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5581    1.4441    2.3634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4972    0.3428    2.5140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1230    0.6002    1.8262 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1881    3.2817    3.5941 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7312    2.8541    4.9442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0350    3.5411    5.9814 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1454    2.6378    3.2701 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0674    2.5429    4.0745 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7895   -0.5135   -4.3924 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7446   -0.2630   -5.3047 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0337   -1.8837   -5.1640 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1338   -0.1077   -0.9511 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8626   -0.7000   -2.5973 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5238    0.9772   -2.2157 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8459   -2.1421   -0.3729 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3292   -2.5495   -1.9914 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8962   -3.5426   -0.2517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0249   -2.5278   -1.3123 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9664   -1.8752    1.5065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8231   -3.2158    1.2858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0130   -0.5941   -1.4032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0217    1.0943   -0.9728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0072   -0.0670   -0.0815 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2623    0.0070    0.6080 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6254    2.1386   -0.6204 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8914    2.2959   -0.8718 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6891    3.5532    1.1230 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5138    2.2243    2.8779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3393    2.6351    0.2893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6524    4.0214    1.1161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8235    3.5807    2.1873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3053    1.3341    3.1584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1005    1.2821    1.4238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9499   -0.6038    2.2206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2987    0.2191    3.5864 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6135    0.1485    2.5106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0166    4.3664    3.5794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6265    1.7828    5.1327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7890    3.1192    5.0338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0933    3.2856    5.9092 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 20  1  0
 20 21  1  0
  7  5  1  0
 22 55  1  1
 11 22  1  0
 19 23  1  0
 13 14  1  0
 17 26  1  1
 14 15  1  0
 15 16  1  0
 15 17  1  0
 13 43  1  1
 22 17  1  0
 11 12  1  6
 23 26  1  0
  5 13  1  0
 23 24  1  0
 11  9  1  0
 26 27  2  0
 11 13  1  0
  5  3  1  6
  3  4  2  0
  8  7  1  0
  3  2  1  0
  8  9  1  0
  5  6  1  0
 22 21  1  0
  9 10  1  0
 17 18  1  0
 24 25  1  0
 18 19  1  0
  2  1  1  0
  8 36  1  0
  8 37  1  0
  7 34  1  0
  7 35  1  0
  9 38  1  1
 14 44  1  0
 14 45  1  0
 15 46  1  6
 18 48  1  0
 18 49  1  0
 19 50  1  6
 20 51  1  0
 20 52  1  0
 21 53  1  0
 21 54  1  0
 23 56  1  1
 16 47  1  0
 12 40  1  0
 12 41  1  0
 12 42  1  0
 24 57  1  0
 24 58  1  0
  6 31  1  0
  6 32  1  0
  6 33  1  0
 10 39  1  0
 25 59  1  0
  1 28  1  0
  1 29  1  0
  1 30  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       0.189  -0.935  -4.643  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.939  -1.200  -3.457  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.189  -0.102  -2.693  0.00  0.00           C+0
HETATM    4  O   UNK     0       0.836   1.032  -2.996  0.00  0.00           O+0
HETATM    5  C   UNK     0       2.017  -0.441  -1.442  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.465  -0.041  -1.816  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.053  -1.955  -1.111  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.751  -2.493  -0.540  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.262  -1.707   0.682  0.00  0.00           C+0
HETATM   10  O   UNK     0      -0.982  -2.280   1.071  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.134  -0.157   0.433  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.033   0.089  -0.551  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.528   0.316  -0.154  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.648   1.857  -0.216  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.543   2.468   1.181  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.637   1.948   1.945  0.00  0.00           O+0
HETATM   17  C   UNK     0       0.198   2.129   1.822  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.955   2.974   1.249  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.003   2.874   2.355  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.558   1.444   2.363  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.497   0.343   2.514  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.123   0.600   1.826  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.188   3.282   3.594  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.731   2.854   4.944  0.00  0.00           C+0
HETATM   25  O   UNK     0      -1.035   3.541   5.981  0.00  0.00           O+0
HETATM   26  C   UNK     0       0.145   2.638   3.270  0.00  0.00           C+0
HETATM   27  O   UNK     0       1.067   2.543   4.074  0.00  0.00           O+0
HETATM   28  H   UNK     0      -0.790  -0.514  -4.392  0.00  0.00           H+0
HETATM   29  H   UNK     0       0.745  -0.263  -5.305  0.00  0.00           H+0
HETATM   30  H   UNK     0       0.034  -1.884  -5.164  0.00  0.00           H+0
HETATM   31  H   UNK     0       4.134  -0.108  -0.951  0.00  0.00           H+0
HETATM   32  H   UNK     0       3.863  -0.700  -2.597  0.00  0.00           H+0
HETATM   33  H   UNK     0       3.524   0.977  -2.216  0.00  0.00           H+0
HETATM   34  H   UNK     0       2.846  -2.142  -0.373  0.00  0.00           H+0
HETATM   35  H   UNK     0       2.329  -2.550  -1.991  0.00  0.00           H+0
HETATM   36  H   UNK     0       0.896  -3.543  -0.252  0.00  0.00           H+0
HETATM   37  H   UNK     0      -0.025  -2.528  -1.312  0.00  0.00           H+0
HETATM   38  H   UNK     0       0.966  -1.875   1.506  0.00  0.00           H+0
HETATM   39  H   UNK     0      -0.823  -3.216   1.286  0.00  0.00           H+0
HETATM   40  H   UNK     0      -1.013  -0.594  -1.403  0.00  0.00           H+0
HETATM   41  H   UNK     0      -1.022   1.094  -0.973  0.00  0.00           H+0
HETATM   42  H   UNK     0      -2.007  -0.067  -0.082  0.00  0.00           H+0
HETATM   43  H   UNK     0       2.262   0.007   0.608  0.00  0.00           H+0
HETATM   44  H   UNK     0       2.625   2.139  -0.620  0.00  0.00           H+0
HETATM   45  H   UNK     0       0.891   2.296  -0.872  0.00  0.00           H+0
HETATM   46  H   UNK     0       1.689   3.553   1.123  0.00  0.00           H+0
HETATM   47  H   UNK     0       2.514   2.224   2.878  0.00  0.00           H+0
HETATM   48  H   UNK     0      -1.339   2.635   0.289  0.00  0.00           H+0
HETATM   49  H   UNK     0      -0.652   4.021   1.116  0.00  0.00           H+0
HETATM   50  H   UNK     0      -2.824   3.581   2.187  0.00  0.00           H+0
HETATM   51  H   UNK     0      -3.305   1.334   3.158  0.00  0.00           H+0
HETATM   52  H   UNK     0      -3.100   1.282   1.424  0.00  0.00           H+0
HETATM   53  H   UNK     0      -1.950  -0.604   2.221  0.00  0.00           H+0
HETATM   54  H   UNK     0      -1.299   0.219   3.586  0.00  0.00           H+0
HETATM   55  H   UNK     0       0.614   0.149   2.511  0.00  0.00           H+0
HETATM   56  H   UNK     0      -1.017   4.366   3.579  0.00  0.00           H+0
HETATM   57  H   UNK     0      -1.627   1.783   5.133  0.00  0.00           H+0
HETATM   58  H   UNK     0      -2.789   3.119   5.034  0.00  0.00           H+0
HETATM   59  H   UNK     0      -0.093   3.286   5.909  0.00  0.00           H+0
CONECT    1    2   28   29   30                                             
CONECT    2    3    1                                                       
CONECT    3    5    4    2                                                  
CONECT    4    3                                                            
CONECT    5    7   13    3    6                                             
CONECT    6    5   31   32   33                                             
CONECT    7    5    8   34   35                                             
CONECT    8    7    9   36   37                                             
CONECT    9   11    8   10   38                                             
CONECT   10    9   39                                                       
CONECT   11   22   12    9   13                                             
CONECT   12   11   40   41   42                                             
CONECT   13   14   43    5   11                                             
CONECT   14   13   15   44   45                                             
CONECT   15   14   16   17   46                                             
CONECT   16   15   47                                                       
CONECT   17   26   15   22   18                                             
CONECT   18   17   19   48   49                                             
CONECT   19   20   23   18   50                                             
CONECT   20   19   21   51   52                                             
CONECT   21   20   22   53   54                                             
CONECT   22   55   11   17   21                                             
CONECT   23   19   26   24   56                                             
CONECT   24   23   25   57   58                                             
CONECT   25   24   59                                                       
CONECT   26   17   23   27                                                  
CONECT   27   26                                                            
CONECT   28    1                                                            
CONECT   29    1                                                            
CONECT   30    1                                                            
CONECT   31    6                                                            
CONECT   32    6                                                            
CONECT   33    6                                                            
CONECT   34    7                                                            
CONECT   35    7                                                            
CONECT   36    8                                                            
CONECT   37    8                                                            
CONECT   38    9                                                            
CONECT   39   10                                                            
CONECT   40   12                                                            
CONECT   41   12                                                            
CONECT   42   12                                                            
CONECT   43   13                                                            
CONECT   44   14                                                            
CONECT   45   14                                                            
CONECT   46   15                                                            
CONECT   47   16                                                            
CONECT   48   18                                                            
CONECT   49   18                                                            
CONECT   50   19                                                            
CONECT   51   20                                                            
CONECT   52   20                                                            
CONECT   53   21                                                            
CONECT   54   21                                                            
CONECT   55   22                                                            
CONECT   56   23                                                            
CONECT   57   24                                                            
CONECT   58   24                                                            
CONECT   59   25                                                            
MASTER        0    0    0    0    0    0    0    0   59    0  124    0
END

RDKit          3D

59 62  0  0  0  0  0  0  0  0999 V2000
    0.1890   -0.9349   -4.6431 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9388   -1.2000   -3.4566 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1890   -0.1015   -2.6931 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8355    1.0318   -2.9963 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0165   -0.4413   -1.4422 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4645   -0.0408   -1.8160 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0532   -1.9553   -1.1113 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7511   -2.4928   -0.5395 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2622   -1.7069    0.6816 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9817   -2.2801    1.0711 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1336   -0.1572    0.4326 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0331    0.0894   -0.5514 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5279    0.3159   -0.1536 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6481    1.8574   -0.2160 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5429    2.4683    1.1813 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6371    1.9476    1.9451 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1978    2.1294    1.8222 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9552    2.9736    1.2494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0033    2.8739    2.3548 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5581    1.4441    2.3634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4972    0.3428    2.5140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1230    0.6002    1.8262 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1881    3.2817    3.5941 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7312    2.8541    4.9442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0350    3.5411    5.9814 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1454    2.6378    3.2701 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0674    2.5429    4.0745 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7895   -0.5135   -4.3924 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7446   -0.2630   -5.3047 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0337   -1.8837   -5.1640 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1338   -0.1077   -0.9511 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8626   -0.7000   -2.5973 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5238    0.9772   -2.2157 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8459   -2.1421   -0.3729 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3292   -2.5495   -1.9914 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8962   -3.5426   -0.2517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0249   -2.5278   -1.3123 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9664   -1.8752    1.5065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8231   -3.2158    1.2858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0130   -0.5941   -1.4032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0217    1.0943   -0.9728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0072   -0.0670   -0.0815 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2623    0.0070    0.6080 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6254    2.1386   -0.6204 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8914    2.2959   -0.8718 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6891    3.5532    1.1230 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5138    2.2243    2.8779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3393    2.6351    0.2893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6524    4.0214    1.1161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8235    3.5807    2.1873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3053    1.3341    3.1584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1005    1.2821    1.4238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9499   -0.6038    2.2206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2987    0.2191    3.5864 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6135    0.1485    2.5106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0166    4.3664    3.5794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6265    1.7828    5.1327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7890    3.1192    5.0338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0933    3.2856    5.9092 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 20  1  0
 20 21  1  0
  7  5  1  0
 22 55  1  1
 11 22  1  0
 19 23  1  0
 13 14  1  0
 17 26  1  1
 14 15  1  0
 15 16  1  0
 15 17  1  0
 13 43  1  1
 22 17  1  0
 11 12  1  6
 23 26  1  0
  5 13  1  0
 23 24  1  0
 11  9  1  0
 26 27  2  0
 11 13  1  0
  5  3  1  6
  3  4  2  0
  8  7  1  0
  3  2  1  0
  8  9  1  0
  5  6  1  0
 22 21  1  0
  9 10  1  0
 17 18  1  0
 24 25  1  0
 18 19  1  0
  2  1  1  0
  8 36  1  0
  8 37  1  0
  7 34  1  0
  7 35  1  0
  9 38  1  1
 14 44  1  0
 14 45  1  0
 15 46  1  6
 18 48  1  0
 18 49  1  0
 19 50  1  6
 20 51  1  0
 20 52  1  0
 21 53  1  0
 21 54  1  0
 23 56  1  1
 16 47  1  0
 12 40  1  0
 12 41  1  0
 12 42  1  0
 24 57  1  0
 24 58  1  0
  6 31  1  0
  6 32  1  0
  6 33  1  0
 10 39  1  0
 25 59  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Not Available

Chemical Formula

C₂₁H₃₂O₆

Average Mass

380.4810 Da

Monoisotopic Mass

380.21989 Da

IUPAC Name

methyl (1R,2S,4S,5R,8S,9S,10S,13R,14S)-2,8-dihydroxy-14-(hydroxymethyl)-5,9-dimethyl-15-oxotetracyclo[11.2.1.0^{1,10}.0^{4,9}]hexadecane-5-carboxylate

Traditional Name

methyl (1R,2S,4S,5R,8S,9S,10S,13R,14S)-2,8-dihydroxy-14-(hydroxymethyl)-5,9-dimethyl-15-oxotetracyclo[11.2.1.0^{1,10}.0^{4,9}]hexadecane-5-carboxylate

CAS Registry Number

Not Available

SMILES

[H]OC([H])([H])[C@@]1([H])C(=O)[C@]23C([H])([H])[C@@]1([H])C([H])([H])C([H])([H])[C@@]2([H])[C@]1(C([H])([H])[H])[C@@]([H])(O[H])C([H])([H])C([H])([H])[C@](C(=O)OC([H])([H])[H])(C([H])([H])[H])[C@@]1([H])C([H])([H])[C@]3([H])O[H]

InChI Identifier

InChI=1S/C21H32O6/c1-19(18(26)27-3)7-6-15(23)20(2)13-5-4-11-9-21(13,16(24)8-14(19)20)17(25)12(11)10-22/h11-16,22-24H,4-10H2,1-3H3/t11-,12-,13+,14-,15+,16+,19-,20+,21-/m1/s1

InChI Key

QLBSXMZXTHKYCN-DQRRMQSWSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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, 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, 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, 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

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, chcl3, 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
Geopyxis aff. majalis	JEOL database	Wijeratne, E. M. K., et al, J. Nat. Prod. 75,361 (2012)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as kaurane diterpenoids. These are diterpene alkaloids with a structure that is based on the kaurane skeleton. Kaurane is a tetracyclic compound that arises by cyclisation of a pimarane precursor followed by rearrangement. It possesses a [3,2,1]-bicyclic ring system with C15-C16 bridge connected to C13, forming the five-membered ring D.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Kaurane diterpenoids

Alternative Parents

Substituents

Kaurane diterpenoid
Cyclic alcohol
Methyl ester
Carboxylic acid ester
Ketone
Secondary alcohol
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Primary alcohol
Organooxygen compound
Organic oxygen compound
Alcohol
Carbonyl group
Organic oxide
Hydrocarbon derivative
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic 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	0.71	ALOGPS
logP	1.15	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	14.45	ChemAxon
pKa (Strongest Basic)	-0.48	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	104.06 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	97.88 m³·mol⁻¹	ChemAxon
Polarizability	40.38 Å³	ChemAxon
Number of Rings	4	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

28529886

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

70693929

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Wijeratne, E. M. K., et al. (2012). Wijeratne, E. M. K., et al, J. Nat. Prod. 75,361 (2012). J. Nat. Prod..

Showing NP-Card for methylgeopyxin F (NP0036550)

MOL for NP0036550 (methylgeopyxin F)

3D MOL for NP0036550 (methylgeopyxin F)

3D SDF for NP0036550 (methylgeopyxin F)

3D-SDF for NP0036550 (methylgeopyxin F)

PDB for NP0036550 (methylgeopyxin F)

3D PDB for NP0036550 (methylgeopyxin F)

SMILES for NP0036550 (methylgeopyxin F)

INCHI for NP0036550 (methylgeopyxin F)

Structure for NP0036550 (methylgeopyxin F)

3D Structure for NP0036550 (methylgeopyxin F)