NP-MRD: Showing NP-Card for 7-acetoxydehydroaustinol (NP0017667)

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Record Information

Version

2.0

Created at

2021-01-06 02:20:44 UTC

Updated at

2021-07-15 17:26:06 UTC

NP-MRD ID

NP0017667

Secondary Accession Numbers

None

Natural Product Identification

Common Name

7-acetoxydehydroaustinol

Provided By

NPAtlas

Description

7-acetoxydehydroaustinol is found in Penicillium sp. SF-5497. 7-acetoxydehydroaustinol was first documented in 2018 (PMID: 29463888). Based on a literature review very few articles have been published on (1S,2S,3R,5R,7R,8R,9S,12R,13R)-8-hydroxy-2,2',2',9,13-pentamethyl-6,16-dimethylidene-6',11,15-trioxo-2',6'-dihydro-10,14,17-trioxaspiro[pentacyclo[7.6.1.1⁷,¹².0¹,¹².0²,⁷]Heptadecane-5,3'-pyran]-3-yl acetate.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242104263D          

 67 72  0  0  0  0            999 V2000
   -3.4291   -1.8790   -1.4839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5273   -1.5787   -0.5754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8417   -2.6784    0.1593 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9863   -3.9738   -0.5685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5863   -2.7029    1.4085 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8557   -1.4324    1.8876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7140   -1.2528    2.7847 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1309   -0.2404    1.3491 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8240   -0.2848    1.7159 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1010   -0.9170    0.6562 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3458   -0.6447    0.8661 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9204   -1.3729    1.8072 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1611    0.3529    0.1733 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3994    1.4863    1.1066 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3473    2.3452    0.8260 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1928    2.2244   -0.3816 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0826    3.0485   -0.6448 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8860    1.1123   -1.1747 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4679   -0.0554   -0.3966 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5811   -0.3505    0.5407 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4063   -1.1936   -1.3929 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3831    0.9932   -1.0133 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0216    1.2067   -0.4944 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7426    2.1524   -1.2230 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1509    3.3927   -0.8321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9238    4.3302   -1.6921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8340    3.7199    0.3279 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6550   -0.1290   -0.5069 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3631   -0.8707   -1.8104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1161   -0.2083   -0.1661 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9644    0.8591   -0.6011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2779    1.1316   -1.7799 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3955    1.5617    0.5170 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9065    0.9862    1.7112 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2186    1.9340    2.6299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4263   -2.3643    0.5756 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5263   -3.0403   -0.1700 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7159   -2.8843   -1.7429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9567   -1.0886   -2.0475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0433   -4.3281   -0.3987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8957   -3.8434   -1.6651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3401   -4.7628   -0.1824 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3442   -2.0995    2.3566 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9487   -1.2898    2.0870 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8035    1.5855    1.9805 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5814    3.2074    1.4583 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5359   -0.0060    0.0076 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7981   -1.4260    0.7126 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5348    0.2787    1.4272 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9879   -0.8910   -2.3588 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9810   -2.1010   -0.9537 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4851   -1.4497   -1.6111 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4789    0.3888   -1.8989 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9111    1.9489   -1.1975 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1362    1.6107    0.5206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4047    4.4779   -2.6664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9700    4.0081   -1.8368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9529    5.3262   -1.2093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1396   -1.5955   -2.0287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3127   -0.1612   -2.6689 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6052   -1.3987   -1.7751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8545    0.6799    2.2613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4502    1.6636    3.6757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5294    2.9658    2.3754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1211    1.9022    2.5231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3187   -2.7983    1.6156 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1660   -3.5870   -0.8944 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3  0  0  0
  2  3  1  0  0  0  0
  3  4  1  6  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  1  0  0  0
 10  9  1  1  0  0  0
 10 11  1  0  0  0  0
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 23 28  1  0  0  0  0
 28 29  1  6  0  0  0
 28 30  1  0  0  0  0
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 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 10 36  1  0  0  0  0
 36 37  1  0  0  0  0
 30  2  1  0  0  0  0
 36  3  1  0  0  0  0
 30  8  1  0  0  0  0
 34  8  1  0  0  0  0
 28 10  1  0  0  0  0
 19 13  1  0  0  0  0
  1 38  1  0  0  0  0
  1 39  1  0  0  0  0
  4 40  1  0  0  0  0
  4 41  1  0  0  0  0
  4 42  1  0  0  0  0
 12 43  1  0  0  0  0
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 14 45  1  0  0  0  0
 15 46  1  0  0  0  0
 20 47  1  0  0  0  0
 20 48  1  0  0  0  0
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 21 50  1  0  0  0  0
 21 51  1  0  0  0  0
 21 52  1  0  0  0  0
 22 53  1  0  0  0  0
 22 54  1  0  0  0  0
 23 55  1  1  0  0  0
 26 56  1  0  0  0  0
 26 57  1  0  0  0  0
 26 58  1  0  0  0  0
 29 59  1  0  0  0  0
 29 60  1  0  0  0  0
 29 61  1  0  0  0  0
 34 62  1  1  0  0  0
 35 63  1  0  0  0  0
 35 64  1  0  0  0  0
 35 65  1  0  0  0  0
 36 66  1  1  0  0  0
 37 67  1  0  0  0  0
M  END

     RDKit          3D

 67 72  0  0  0  0  0  0  0  0999 V2000
   -3.4291   -1.8790   -1.4839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5273   -1.5787   -0.5754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8417   -2.6784    0.1593 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9863   -3.9738   -0.5685 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.7140   -1.2528    2.7847 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1309   -0.2404    1.3491 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8240   -0.2848    1.7159 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.3473    2.3452    0.8260 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1928    2.2244   -0.3816 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.0216    1.2067   -0.4944 C   0  0  1  0  0  0  0  0  0  0  0  0
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 35 64  1  0
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 36 66  1  1
 37 67  1  0
M  END


  Mrv1652306242104263D          

 67 72  0  0  0  0            999 V2000
   -3.4291   -1.8790   -1.4839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5273   -1.5787   -0.5754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8417   -2.6784    0.1593 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9863   -3.9738   -0.5685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5863   -2.7029    1.4085 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8557   -1.4324    1.8876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7140   -1.2528    2.7847 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1309   -0.2404    1.3491 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8240   -0.2848    1.7159 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1010   -0.9170    0.6562 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3458   -0.6447    0.8661 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9204   -1.3729    1.8072 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1611    0.3529    0.1733 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3994    1.4863    1.1066 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3473    2.3452    0.8260 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1928    2.2244   -0.3816 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0826    3.0485   -0.6448 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8860    1.1123   -1.1747 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4679   -0.0554   -0.3966 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5811   -0.3505    0.5407 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4063   -1.1936   -1.3929 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3831    0.9932   -1.0133 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0216    1.2067   -0.4944 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7426    2.1524   -1.2230 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1509    3.3927   -0.8321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9238    4.3302   -1.6921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8340    3.7199    0.3279 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.3631   -0.8707   -1.8104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1161   -0.2083   -0.1661 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9644    0.8591   -0.6011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2779    1.1316   -1.7799 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3955    1.5617    0.5170 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9065    0.9862    1.7112 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2186    1.9340    2.6299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4263   -2.3643    0.5756 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5263   -3.0403   -0.1700 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.8957   -3.8434   -1.6651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3401   -4.7628   -0.1824 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3442   -2.0995    2.3566 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9487   -1.2898    2.0870 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8035    1.5855    1.9805 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5814    3.2074    1.4583 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5359   -0.0060    0.0076 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7981   -1.4260    0.7126 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5348    0.2787    1.4272 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9879   -0.8910   -2.3588 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9810   -2.1010   -0.9537 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4851   -1.4497   -1.6111 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4789    0.3888   -1.8989 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9111    1.9489   -1.1975 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1362    1.6107    0.5206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4047    4.4779   -2.6664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9700    4.0081   -1.8368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9529    5.3262   -1.2093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1396   -1.5955   -2.0287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3127   -0.1612   -2.6689 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6052   -1.3987   -1.7751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8545    0.6799    2.2613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4502    1.6636    3.6757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5294    2.9658    2.3754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1211    1.9022    2.5231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3187   -2.7983    1.6156 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1660   -3.5870   -0.8944 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3  0  0  0
  2  3  1  0  0  0  0
  3  4  1  6  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  1  0  0  0
 10  9  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  2  3  0  0  0
 13 11  1  1  0  0  0
 13 14  1  0  0  0  0
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 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
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 19 21  1  0  0  0  0
 13 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
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 25 27  2  0  0  0  0
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 30 31  1  6  0  0  0
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 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 10 36  1  0  0  0  0
 36 37  1  0  0  0  0
 30  2  1  0  0  0  0
 36  3  1  0  0  0  0
 30  8  1  0  0  0  0
 34  8  1  0  0  0  0
 28 10  1  0  0  0  0
 19 13  1  0  0  0  0
  1 38  1  0  0  0  0
  1 39  1  0  0  0  0
  4 40  1  0  0  0  0
  4 41  1  0  0  0  0
  4 42  1  0  0  0  0
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 26 56  1  0  0  0  0
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 26 58  1  0  0  0  0
 29 59  1  0  0  0  0
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 34 62  1  1  0  0  0
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 35 64  1  0  0  0  0
 35 65  1  0  0  0  0
 36 66  1  1  0  0  0
 37 67  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0017667

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]1([H])[C@]23O[C@]45C(=O)O[C@]1(C(=C([H])[H])[C@]4(C(=O)O[C@]5([H])C([H])([H])[H])[C@@]2(C([H])([H])[H])[C@]([H])(OC(=O)C([H])([H])[H])C([H])([H])[C@@]1(C([H])=C([H])C(=O)OC1(C([H])([H])[H])C([H])([H])[H])C3=C([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C27H30O10/c1-12-22(7)18(30)26-13(2)24(10-9-17(29)35-21(24,5)6)11-16(34-15(4)28)23(26,8)25(12)19(31)33-14(3)27(25,37-26)20(32)36-22/h9-10,14,16,18,30H,1-2,11H2,3-8H3/t14-,16-,18-,22+,23-,24+,25+,26+,27-/m1/s1

> <INCHI_KEY>
XBEHMUKXQBIBCH-UEAOMNGASA-N

> <FORMULA>
C27H30O10

> <MOLECULAR_WEIGHT>
514.527

> <EXACT_MASS>
514.183897166

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
67

> <JCHEM_AVERAGE_POLARIZABILITY>
43.66971132661616

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2S,3R,5R,7R,8R,9S,12S,13R)-8-hydroxy-2,2',2',9,13-pentamethyl-6,16-dimethylidene-6',11,15-trioxo-2',6'-dihydro-10,14,17-trioxaspiro[pentacyclo[7.6.1.1^{7,12}.0^{1,12}.0^{2,7}]heptadecane-5,3'-pyran]-3-yl acetate

> <ALOGPS_LOGP>
2.36

> <JCHEM_LOGP>
1.288228538999999

> <ALOGPS_LOGS>
-3.61

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.735724179574405

> <JCHEM_PKA_STRONGEST_BASIC>
-3.7891942438541557

> <JCHEM_POLAR_SURFACE_AREA>
134.66

> <JCHEM_REFRACTIVITY>
123.32929999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.27e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2S,3R,5R,7R,8R,9S,12S,13R)-8-hydroxy-2,2',2',9,13-pentamethyl-6,16-dimethylidene-6',11,15-trioxo-10,14,17-trioxaspiro[pentacyclo[7.6.1.1^{7,12}.0^{1,12}.0^{2,7}]heptadecane-5,3'-pyran]-3-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 67 72  0  0  0  0  0  0  0  0999 V2000
   -3.4291   -1.8790   -1.4839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5273   -1.5787   -0.5754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8417   -2.6784    0.1593 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9863   -3.9738   -0.5685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5863   -2.7029    1.4085 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8557   -1.4324    1.8876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7140   -1.2528    2.7847 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1309   -0.2404    1.3491 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8240   -0.2848    1.7159 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1010   -0.9170    0.6562 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3458   -0.6447    0.8661 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9204   -1.3729    1.8072 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1611    0.3529    0.1733 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3994    1.4863    1.1066 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3473    2.3452    0.8260 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1928    2.2244   -0.3816 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0826    3.0485   -0.6448 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8860    1.1123   -1.1747 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4679   -0.0554   -0.3966 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5811   -0.3505    0.5407 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4063   -1.1936   -1.3929 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3831    0.9932   -1.0133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0216    1.2067   -0.4944 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7426    2.1524   -1.2230 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1509    3.3927   -0.8321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9238    4.3302   -1.6921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8340    3.7199    0.3279 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6550   -0.1290   -0.5069 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3631   -0.8707   -1.8104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1161   -0.2083   -0.1661 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9644    0.8591   -0.6011 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.2186    1.9340    2.6299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4263   -2.3643    0.5756 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5263   -3.0403   -0.1700 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.9567   -1.0886   -2.0475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0433   -4.3281   -0.3987 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.9487   -1.2898    2.0870 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8035    1.5855    1.9805 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5814    3.2074    1.4583 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5359   -0.0060    0.0076 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.5348    0.2787    1.4272 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9879   -0.8910   -2.3588 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9810   -2.1010   -0.9537 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4851   -1.4497   -1.6111 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4789    0.3888   -1.8989 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9111    1.9489   -1.1975 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1362    1.6107    0.5206 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.9700    4.0081   -1.8368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9529    5.3262   -1.2093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1396   -1.5955   -2.0287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3127   -0.1612   -2.6689 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6052   -1.3987   -1.7751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8545    0.6799    2.2613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4502    1.6636    3.6757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5294    2.9658    2.3754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1211    1.9022    2.5231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3187   -2.7983    1.6156 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1660   -3.5870   -0.8944 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  6
  3  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  1
 10  9  1  1
 10 11  1  0
 11 12  2  3
 13 11  1  1
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  1
 19 21  1  0
 13 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
 23 28  1  0
 28 29  1  6
 28 30  1  0
 30 31  1  6
 31 32  2  0
 31 33  1  0
 33 34  1  0
 34 35  1  0
 10 36  1  0
 36 37  1  0
 30  2  1  0
 36  3  1  0
 30  8  1  0
 34  8  1  0
 28 10  1  0
 19 13  1  0
  1 38  1  0
  1 39  1  0
  4 40  1  0
  4 41  1  0
  4 42  1  0
 12 43  1  0
 12 44  1  0
 14 45  1  0
 15 46  1  0
 20 47  1  0
 20 48  1  0
 20 49  1  0
 21 50  1  0
 21 51  1  0
 21 52  1  0
 22 53  1  0
 22 54  1  0
 23 55  1  1
 26 56  1  0
 26 57  1  0
 26 58  1  0
 29 59  1  0
 29 60  1  0
 29 61  1  0
 34 62  1  1
 35 63  1  0
 35 64  1  0
 35 65  1  0
 36 66  1  1
 37 67  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      -3.429  -1.879  -1.484  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.527  -1.579  -0.575  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.842  -2.678   0.159  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.986  -3.974  -0.569  0.00  0.00           C+0
HETATM    5  O   UNK     0      -2.586  -2.703   1.409  0.00  0.00           O+0
HETATM    6  C   UNK     0      -2.856  -1.432   1.888  0.00  0.00           C+0
HETATM    7  O   UNK     0      -3.714  -1.253   2.785  0.00  0.00           O+0
HETATM    8  C   UNK     0      -2.131  -0.240   1.349  0.00  0.00           C+0
HETATM    9  O   UNK     0      -0.824  -0.285   1.716  0.00  0.00           O+0
HETATM   10  C   UNK     0      -0.101  -0.917   0.656  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.346  -0.645   0.866  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.920  -1.373   1.807  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.161   0.353   0.173  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.399   1.486   1.107  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.347   2.345   0.826  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.193   2.224  -0.382  0.00  0.00           C+0
HETATM   17  O   UNK     0       5.083   3.049  -0.645  0.00  0.00           O+0
HETATM   18  O   UNK     0       3.886   1.112  -1.175  0.00  0.00           O+0
HETATM   19  C   UNK     0       3.468  -0.055  -0.397  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.581  -0.351   0.541  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.406  -1.194  -1.393  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.383   0.993  -1.013  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.022   1.207  -0.494  0.00  0.00           C+0
HETATM   24  O   UNK     0      -0.743   2.152  -1.223  0.00  0.00           O+0
HETATM   25  C   UNK     0      -1.151   3.393  -0.832  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.924   4.330  -1.692  0.00  0.00           C+0
HETATM   27  O   UNK     0      -0.834   3.720   0.328  0.00  0.00           O+0
HETATM   28  C   UNK     0      -0.655  -0.129  -0.507  0.00  0.00           C+0
HETATM   29  C   UNK     0      -0.363  -0.871  -1.810  0.00  0.00           C+0
HETATM   30  C   UNK     0      -2.116  -0.208  -0.166  0.00  0.00           C+0
HETATM   31  C   UNK     0      -2.964   0.859  -0.601  0.00  0.00           C+0
HETATM   32  O   UNK     0      -3.278   1.132  -1.780  0.00  0.00           O+0
HETATM   33  O   UNK     0      -3.396   1.562   0.517  0.00  0.00           O+0
HETATM   34  C   UNK     0      -2.906   0.986   1.711  0.00  0.00           C+0
HETATM   35  C   UNK     0      -2.219   1.934   2.630  0.00  0.00           C+0
HETATM   36  C   UNK     0      -0.426  -2.364   0.576  0.00  0.00           C+0
HETATM   37  O   UNK     0       0.526  -3.040  -0.170  0.00  0.00           O+0
HETATM   38  H   UNK     0      -3.716  -2.884  -1.743  0.00  0.00           H+0
HETATM   39  H   UNK     0      -3.957  -1.089  -2.047  0.00  0.00           H+0
HETATM   40  H   UNK     0      -3.043  -4.328  -0.399  0.00  0.00           H+0
HETATM   41  H   UNK     0      -1.896  -3.843  -1.665  0.00  0.00           H+0
HETATM   42  H   UNK     0      -1.340  -4.763  -0.182  0.00  0.00           H+0
HETATM   43  H   UNK     0       1.344  -2.099   2.357  0.00  0.00           H+0
HETATM   44  H   UNK     0       2.949  -1.290   2.087  0.00  0.00           H+0
HETATM   45  H   UNK     0       1.804   1.585   1.980  0.00  0.00           H+0
HETATM   46  H   UNK     0       3.581   3.207   1.458  0.00  0.00           H+0
HETATM   47  H   UNK     0       5.536  -0.006   0.008  0.00  0.00           H+0
HETATM   48  H   UNK     0       4.798  -1.426   0.713  0.00  0.00           H+0
HETATM   49  H   UNK     0       4.535   0.279   1.427  0.00  0.00           H+0
HETATM   50  H   UNK     0       2.988  -0.891  -2.359  0.00  0.00           H+0
HETATM   51  H   UNK     0       2.981  -2.101  -0.954  0.00  0.00           H+0
HETATM   52  H   UNK     0       4.485  -1.450  -1.611  0.00  0.00           H+0
HETATM   53  H   UNK     0       1.479   0.389  -1.899  0.00  0.00           H+0
HETATM   54  H   UNK     0       1.911   1.949  -1.198  0.00  0.00           H+0
HETATM   55  H   UNK     0       0.136   1.611   0.521  0.00  0.00           H+0
HETATM   56  H   UNK     0      -1.405   4.478  -2.666  0.00  0.00           H+0
HETATM   57  H   UNK     0      -2.970   4.008  -1.837  0.00  0.00           H+0
HETATM   58  H   UNK     0      -1.953   5.326  -1.209  0.00  0.00           H+0
HETATM   59  H   UNK     0      -1.140  -1.595  -2.029  0.00  0.00           H+0
HETATM   60  H   UNK     0      -0.313  -0.161  -2.669  0.00  0.00           H+0
HETATM   61  H   UNK     0       0.605  -1.399  -1.775  0.00  0.00           H+0
HETATM   62  H   UNK     0      -3.854   0.680   2.261  0.00  0.00           H+0
HETATM   63  H   UNK     0      -2.450   1.664   3.676  0.00  0.00           H+0
HETATM   64  H   UNK     0      -2.529   2.966   2.375  0.00  0.00           H+0
HETATM   65  H   UNK     0      -1.121   1.902   2.523  0.00  0.00           H+0
HETATM   66  H   UNK     0      -0.319  -2.798   1.616  0.00  0.00           H+0
HETATM   67  H   UNK     0       0.166  -3.587  -0.894  0.00  0.00           H+0
CONECT    1    2   38   39                                                  
CONECT    2    1    3   30                                                  
CONECT    3    2    4    5   36                                             
CONECT    4    3   40   41   42                                             
CONECT    5    3    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   30   34                                             
CONECT    9    8   10                                                       
CONECT   10    9   11   36   28                                             
CONECT   11   10   12   13                                                  
CONECT   12   11   43   44                                                  
CONECT   13   11   14   22   19                                             
CONECT   14   13   15   45                                                  
CONECT   15   14   16   46                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20   21   13                                             
CONECT   20   19   47   48   49                                             
CONECT   21   19   50   51   52                                             
CONECT   22   13   23   53   54                                             
CONECT   23   22   24   28   55                                             
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25   56   57   58                                             
CONECT   27   25                                                            
CONECT   28   23   29   30   10                                             
CONECT   29   28   59   60   61                                             
CONECT   30   28   31    2    8                                             
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34                                                       
CONECT   34   33   35    8   62                                             
CONECT   35   34   63   64   65                                             
CONECT   36   10   37    3   66                                             
CONECT   37   36   67                                                       
CONECT   38    1                                                            
CONECT   39    1                                                            
CONECT   40    4                                                            
CONECT   41    4                                                            
CONECT   42    4                                                            
CONECT   43   12                                                            
CONECT   44   12                                                            
CONECT   45   14                                                            
CONECT   46   15                                                            
CONECT   47   20                                                            
CONECT   48   20                                                            
CONECT   49   20                                                            
CONECT   50   21                                                            
CONECT   51   21                                                            
CONECT   52   21                                                            
CONECT   53   22                                                            
CONECT   54   22                                                            
CONECT   55   23                                                            
CONECT   56   26                                                            
CONECT   57   26                                                            
CONECT   58   26                                                            
CONECT   59   29                                                            
CONECT   60   29                                                            
CONECT   61   29                                                            
CONECT   62   34                                                            
CONECT   63   35                                                            
CONECT   64   35                                                            
CONECT   65   35                                                            
CONECT   66   36                                                            
CONECT   67   37                                                            
MASTER        0    0    0    0    0    0    0    0   67    0  144    0
END

RDKit          3D

67 72  0  0  0  0  0  0  0  0999 V2000
   -3.4291   -1.8790   -1.4839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5273   -1.5787   -0.5754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8417   -2.6784    0.1593 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9863   -3.9738   -0.5685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5863   -2.7029    1.4085 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8557   -1.4324    1.8876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7140   -1.2528    2.7847 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1309   -0.2404    1.3491 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8240   -0.2848    1.7159 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1010   -0.9170    0.6562 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3458   -0.6447    0.8661 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9204   -1.3729    1.8072 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1611    0.3529    0.1733 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3994    1.4863    1.1066 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3473    2.3452    0.8260 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1928    2.2244   -0.3816 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0826    3.0485   -0.6448 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8860    1.1123   -1.1747 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4679   -0.0554   -0.3966 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5811   -0.3505    0.5407 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4063   -1.1936   -1.3929 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3831    0.9932   -1.0133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0216    1.2067   -0.4944 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7426    2.1524   -1.2230 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1509    3.3927   -0.8321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9238    4.3302   -1.6921 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8340    3.7199    0.3279 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6550   -0.1290   -0.5069 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3631   -0.8707   -1.8104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1161   -0.2083   -0.1661 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.9644    0.8591   -0.6011 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2779    1.1316   -1.7799 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3955    1.5617    0.5170 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9065    0.9862    1.7112 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2186    1.9340    2.6299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4263   -2.3643    0.5756 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5263   -3.0403   -0.1700 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7159   -2.8843   -1.7429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9567   -1.0886   -2.0475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0433   -4.3281   -0.3987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8957   -3.8434   -1.6651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3401   -4.7628   -0.1824 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3442   -2.0995    2.3566 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9487   -1.2898    2.0870 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8035    1.5855    1.9805 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5814    3.2074    1.4583 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5359   -0.0060    0.0076 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7981   -1.4260    0.7126 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5348    0.2787    1.4272 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9879   -0.8910   -2.3588 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9810   -2.1010   -0.9537 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4851   -1.4497   -1.6111 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4789    0.3888   -1.8989 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9111    1.9489   -1.1975 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1362    1.6107    0.5206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4047    4.4779   -2.6664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9700    4.0081   -1.8368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9529    5.3262   -1.2093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1396   -1.5955   -2.0287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3127   -0.1612   -2.6689 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6052   -1.3987   -1.7751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8545    0.6799    2.2613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4502    1.6636    3.6757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5294    2.9658    2.3754 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1211    1.9022    2.5231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3187   -2.7983    1.6156 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1660   -3.5870   -0.8944 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  6
  3  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  1
 10  9  1  1
 10 11  1  0
 11 12  2  3
 13 11  1  1
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  1
 19 21  1  0
 13 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
 23 28  1  0
 28 29  1  6
 28 30  1  0
 30 31  1  6
 31 32  2  0
 31 33  1  0
 33 34  1  0
 34 35  1  0
 10 36  1  0
 36 37  1  0
 30  2  1  0
 36  3  1  0
 30  8  1  0
 34  8  1  0
 28 10  1  0
 19 13  1  0
  1 38  1  0
  1 39  1  0
  4 40  1  0
  4 41  1  0
  4 42  1  0
 12 43  1  0
 12 44  1  0
 14 45  1  0
 15 46  1  0
 20 47  1  0
 20 48  1  0
 20 49  1  0
 21 50  1  0
 21 51  1  0
 21 52  1  0
 22 53  1  0
 22 54  1  0
 23 55  1  1
 26 56  1  0
 26 57  1  0
 26 58  1  0
 29 59  1  0
 29 60  1  0
 29 61  1  0
 34 62  1  1
 35 63  1  0
 35 64  1  0
 35 65  1  0
 36 66  1  1
 37 67  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
(1S,2S,3R,5R,7R,8R,9S,12R,13R)-8-Hydroxy-2,2',2',9,13-pentamethyl-6,16-dimethylidene-6',11,15-trioxo-2',6'-dihydro-10,14,17-trioxaspiro[pentacyclo[7.6.1.1,.0,.0,]heptadecane-5,3'-pyran]-3-yl acetic acid	Generator

Chemical Formula

C₂₇H₃₀O₁₀

Average Mass

514.5270 Da

Monoisotopic Mass

514.18390 Da

IUPAC Name

(1S,2S,3R,5R,7R,8R,9S,12S,13R)-8-hydroxy-2,2',2',9,13-pentamethyl-6,16-dimethylidene-6',11,15-trioxo-2',6'-dihydro-10,14,17-trioxaspiro[pentacyclo[7.6.1.1^{7,12}.0^{1,12}.0^{2,7}]heptadecane-5,3'-pyran]-3-yl acetate

Traditional Name

(1S,2S,3R,5R,7R,8R,9S,12S,13R)-8-hydroxy-2,2',2',9,13-pentamethyl-6,16-dimethylidene-6',11,15-trioxo-10,14,17-trioxaspiro[pentacyclo[7.6.1.1^{7,12}.0^{1,12}.0^{2,7}]heptadecane-5,3'-pyran]-3-yl acetate

CAS Registry Number

Not Available

SMILES

C[C@H]1OC(=O)[C@]23C(=C)[C@]4(C)OC(=O)[C@@]12O[C@]1([C@@H]4O)C(=C)[C@@]2(C[C@@H](OC(C)=O)[C@]31C)C=CC(=O)OC2(C)C

InChI Identifier

InChI=1S/C27H30O10/c1-12-22(7)18(30)26-13(2)24(10-9-17(29)35-21(24,5)6)11-16(34-15(4)28)23(26,8)25(12)19(31)33-14(3)27(25,37-26)20(32)36-22/h9-10,14,16,18,30H,1-2,11H2,3-8H3/t14-,16-,18-,22+,23-,24+,25+,26+,27-/m1/s1

InChI Key

XBEHMUKXQBIBCH-UEAOMNGASA-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
Penicillium sp. SF-5497	NPAtlas	29463888

Chemical Taxonomy

Classification

Not classified

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	2.36	ALOGPS
logP	1.29	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	12.74	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	134.66 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	123.33 m³·mol⁻¹	ChemAxon
Polarizability	43.67 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA021743

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

65323324

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139589521

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Park JS, Quang TH, Yoon CS, Kim HJ, Sohn JH, Oh H: Furanoaustinol and 7-acetoxydehydroaustinol: new meroterpenoids from a marine-derived fungal strain Penicillium sp. SF-5497. J Antibiot (Tokyo). 2018 Jun;71(6):557-563. doi: 10.1038/s41429-018-0034-2. Epub 2018 Feb 20. [PubMed:29463888 ]

Showing NP-Card for 7-acetoxydehydroaustinol (NP0017667)

MOL for NP0017667 (7-acetoxydehydroaustinol)

3D MOL for NP0017667 (7-acetoxydehydroaustinol)

3D SDF for NP0017667 (7-acetoxydehydroaustinol)

3D-SDF for NP0017667 (7-acetoxydehydroaustinol)

PDB for NP0017667 (7-acetoxydehydroaustinol)

3D PDB for NP0017667 (7-acetoxydehydroaustinol)

SMILES for NP0017667 (7-acetoxydehydroaustinol)

INCHI for NP0017667 (7-acetoxydehydroaustinol)

Structure for NP0017667 (7-acetoxydehydroaustinol)

3D Structure for NP0017667 (7-acetoxydehydroaustinol)