NP-MRD: Showing NP-Card for simplexin A (NP0034437)

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Record Information

Version

2.0

Created at

2021-06-20 18:10:01 UTC

Updated at

2021-06-30 00:04:49 UTC

NP-MRD ID

NP0034437

Secondary Accession Numbers

None

Natural Product Identification

Common Name

simplexin A

Provided By

JEOL Database JEOL Logo

Description

Simplexin A belongs to the class of organic compounds known as eunicellane and asbestinane diterpenoids. These are diterpenoids with a structure based on either the eunicellane (5,14-cyclocembrane) or the asbestinane skeleton. simplexin A is found in Klyxum simplex. simplexin A was first documented in 2009 (Wu, S. -L., et al.). Based on a literature review very few articles have been published on Simplexin A.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202120103D          

 74 76  0  0  0  0            999 V2000
    2.7725    2.3773   -2.9524 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6391    1.0410   -2.8680 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3947    0.3464   -3.3873 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4645   -0.2155   -2.3008 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2829   -0.9820   -1.3976 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9971   -0.6186   -0.0370 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3709    0.0931   -0.0807 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3058    0.7988   -1.4516 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6795    1.3139   -1.9570 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5882    1.8688   -3.3833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9884    2.4063   -1.0300 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1419    3.1195   -1.1087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1651    4.1526   -0.0234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0388    2.9617   -1.9220 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7368    0.2023   -1.8723 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8655   -0.3482   -0.4573 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -1.6645   -1.5300    1.4863 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1620   -0.5343    2.5395 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.9771   -0.0154    2.1657 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9769    1.6147    0.3462 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7481    2.5723    0.9287 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6848    2.3722    1.6864 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2299    3.9365    0.5315 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2466    5.0524    0.7617 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4015    5.0055   -0.2287 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5586   -0.3081    0.1971 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2932    0.3715   -0.9728 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7631    0.1348   -2.3927 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8660    0.3589   -3.2876 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6931    2.8661   -2.6447 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9824    3.0117   -3.3404 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8471    1.0092   -4.0624 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7305   -0.4876   -4.0191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2261   -0.9233   -2.7720 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.3235    1.6884   -1.3297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8312    2.6582   -3.4459 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.0876    4.7356   -0.0969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1382    3.6633    0.9536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155    4.8304   -0.1384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7202    0.5688   -2.1846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4894   -0.6141   -2.5617 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.2998   -1.7808   -0.6214 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.5464    0.3682    2.5702 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.1212   -0.9872    3.5367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5175   -3.2606    2.4888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6055   -2.5343    1.3034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2239   -3.5093    0.7642 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0425    0.4334    2.5181 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9711   -1.0814    2.4186 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7773    0.4419    2.7546 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9323    3.9211   -0.5222 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3369    4.1298    1.1365 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7388    6.0184    0.6572 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6418    5.0078    1.7831 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9645    4.0710   -0.1459 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0384    5.0985   -1.2571 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0930    5.8328   -0.0397 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5186   -1.3916    0.0243 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2377   -0.1972    1.0547 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3226   -0.0165   -0.9453 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4191    1.4425   -0.7848 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5049   -0.9221   -2.5138 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5012    0.3545   -4.1880 H   0  0  0  0  0  0  0  0  0  0  0  0
 31 32  1  0  0  0  0
 21 23  1  1  0  0  0
  3  2  1  0  0  0  0
  8 40  1  1  0  0  0
  2 31  1  0  0  0  0
  7 39  1  1  0  0  0
 31 30  1  0  0  0  0
  9 11  1  1  0  0  0
 15  9  1  0  0  0  0
 17 18  1  0  0  0  0
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  9 10  1  0  0  0  0
 17  7  1  0  0  0  0
  4 37  1  6  0  0  0
  8  9  1  0  0  0  0
  6 38  1  1  0  0  0
  8  7  1  0  0  0  0
 21 22  1  0  0  0  0
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 18 19  1  0  0  0  0
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  7  6  1  0  0  0  0
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  6  5  1  0  0  0  0
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  5  4  1  0  0  0  0
 23 24  1  0  0  0  0
  4  8  1  0  0  0  0
 24 25  2  0  0  0  0
  4  3  1  0  0  0  0
 24 26  1  0  0  0  0
  2  1  2  3  0  0  0
 26 27  1  0  0  0  0
 15 16  1  0  0  0  0
 27 28  1  0  0  0  0
  3 35  1  0  0  0  0
  3 36  1  0  0  0  0
 31 73  1  1  0  0  0
 30 71  1  0  0  0  0
 30 72  1  0  0  0  0
 29 69  1  0  0  0  0
 29 70  1  0  0  0  0
 15 47  1  0  0  0  0
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 16 50  1  0  0  0  0
 17 51  1  6  0  0  0
  1 33  1  0  0  0  0
  1 34  1  0  0  0  0
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 18 52  1  1  0  0  0
 10 41  1  0  0  0  0
 10 42  1  0  0  0  0
 10 43  1  0  0  0  0
 22 59  1  0  0  0  0
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 19 53  1  0  0  0  0
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 13 44  1  0  0  0  0
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 27 65  1  0  0  0  0
 28 66  1  0  0  0  0
 28 67  1  0  0  0  0
 28 68  1  0  0  0  0
M  END

     RDKit          3D

 74 76  0  0  0  0  0  0  0  0999 V2000
    2.7725    2.3773   -2.9524 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6391    1.0410   -2.8680 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3947    0.3464   -3.3873 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4645   -0.2155   -2.3008 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2829   -0.9820   -1.3976 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9971   -0.6186   -0.0370 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3709    0.0931   -0.0807 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3058    0.7988   -1.4516 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -1.9884    2.4063   -1.0300 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.0388    2.9617   -1.9220 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7368    0.2023   -1.8723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8655   -0.3482   -0.4573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5384   -0.9376    0.0436 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6645   -1.5300    1.4863 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1620   -0.5343    2.5395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5580   -2.7770    1.5064 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1622    0.2053    0.6405 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9771   -0.0154    2.1657 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9769    1.6147    0.3462 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7481    2.5723    0.9287 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6848    2.3722    1.6864 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.2377   -0.1972    1.0547 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3226   -0.0165   -0.9453 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4191    1.4425   -0.7848 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5049   -0.9221   -2.5138 H   0  0  0  0  0  0  0  0  0  0  0  0
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 21 23  1  1
  3  2  1  0
  8 40  1  1
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  7 39  1  1
 31 30  1  0
  9 11  1  1
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  4 37  1  6
  8  9  1  0
  6 38  1  1
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 29 21  1  0
 18 20  1  0
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  7  6  1  0
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  6  5  1  0
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  5  4  1  0
 23 24  1  0
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  4  3  1  0
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  2  1  2  3
 26 27  1  0
 15 16  1  0
 27 28  1  0
  3 35  1  0
  3 36  1  0
 31 73  1  1
 30 71  1  0
 30 72  1  0
 29 69  1  0
 29 70  1  0
 15 47  1  0
 15 48  1  0
 16 49  1  0
 16 50  1  0
 17 51  1  6
  1 33  1  0
  1 34  1  0
 32 74  1  0
 18 52  1  1
 10 41  1  0
 10 42  1  0
 10 43  1  0
 22 59  1  0
 22 60  1  0
 22 61  1  0
 19 53  1  0
 19 54  1  0
 19 55  1  0
 20 56  1  0
 20 57  1  0
 20 58  1  0
 13 44  1  0
 13 45  1  0
 13 46  1  0
 26 62  1  0
 26 63  1  0
 27 64  1  0
 27 65  1  0
 28 66  1  0
 28 67  1  0
 28 68  1  0
M  END


  Mrv1652306202120103D          

 74 76  0  0  0  0            999 V2000
    2.7725    2.3773   -2.9524 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6391    1.0410   -2.8680 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3947    0.3464   -3.3873 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4645   -0.2155   -2.3008 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2829   -0.9820   -1.3976 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9971   -0.6186   -0.0370 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3709    0.0931   -0.0807 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3058    0.7988   -1.4516 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6795    1.3139   -1.9570 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5882    1.8688   -3.3833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9884    2.4063   -1.0300 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1419    3.1195   -1.1087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1651    4.1526   -0.0234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0388    2.9617   -1.9220 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7368    0.2023   -1.8723 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8655   -0.3482   -0.4573 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5384   -0.9376    0.0436 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6645   -1.5300    1.4863 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1620   -0.5343    2.5395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5580   -2.7770    1.5064 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1622    0.2053    0.6405 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9771   -0.0154    2.1657 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9769    1.6147    0.3462 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7481    2.5723    0.9287 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6848    2.3722    1.6864 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2299    3.9365    0.5315 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2466    5.0524    0.7617 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4015    5.0055   -0.2287 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5586   -0.3081    0.1971 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2932    0.3715   -0.9728 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7631    0.1348   -2.3927 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8660    0.3589   -3.2876 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6931    2.8661   -2.6447 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9824    3.0117   -3.3404 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8471    1.0092   -4.0624 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7305   -0.4876   -4.0191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2261   -0.9233   -2.7720 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9383   -1.5805    0.4813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4738    0.8366    0.7154 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3235    1.6884   -1.3297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8312    2.6582   -3.4459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5287    2.3215   -3.7105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3532    1.0838   -4.1079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0876    4.7356   -0.0969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1382    3.6633    0.9536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155    4.8304   -0.1384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7202    0.5688   -2.1846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4894   -0.6141   -2.5617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6441   -1.1187   -0.4616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2140    0.4469    0.2102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2998   -1.7808   -0.6214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6733   -1.8639    1.8120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5464    0.3682    2.5702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2002   -0.2368    2.3625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1212   -0.9872    3.5367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5175   -3.2606    2.4888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6055   -2.5343    1.3034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2239   -3.5093    0.7642 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0425    0.4334    2.5181 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9711   -1.0814    2.4186 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7773    0.4419    2.7546 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9323    3.9211   -0.5222 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3369    4.1298    1.1365 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7388    6.0184    0.6572 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6418    5.0078    1.7831 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9645    4.0710   -0.1459 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0384    5.0985   -1.2571 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0930    5.8328   -0.0397 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5186   -1.3916    0.0243 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2377   -0.1972    1.0547 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3226   -0.0165   -0.9453 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4191    1.4425   -0.7848 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5049   -0.9221   -2.5138 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5012    0.3545   -4.1880 H   0  0  0  0  0  0  0  0  0  0  0  0
 31 32  1  0  0  0  0
 21 23  1  1  0  0  0
  3  2  1  0  0  0  0
  8 40  1  1  0  0  0
  2 31  1  0  0  0  0
  7 39  1  1  0  0  0
 31 30  1  0  0  0  0
  9 11  1  1  0  0  0
 15  9  1  0  0  0  0
 17 18  1  0  0  0  0
 16 17  1  0  0  0  0
  9 10  1  0  0  0  0
 17  7  1  0  0  0  0
  4 37  1  6  0  0  0
  8  9  1  0  0  0  0
  6 38  1  1  0  0  0
  8  7  1  0  0  0  0
 21 22  1  0  0  0  0
 30 29  1  0  0  0  0
 18 19  1  0  0  0  0
 29 21  1  0  0  0  0
 18 20  1  0  0  0  0
 21  6  1  0  0  0  0
 11 12  1  0  0  0  0
  7  6  1  0  0  0  0
 12 14  2  0  0  0  0
  6  5  1  0  0  0  0
 12 13  1  0  0  0  0
  5  4  1  0  0  0  0
 23 24  1  0  0  0  0
  4  8  1  0  0  0  0
 24 25  2  0  0  0  0
  4  3  1  0  0  0  0
 24 26  1  0  0  0  0
  2  1  2  3  0  0  0
 26 27  1  0  0  0  0
 15 16  1  0  0  0  0
 27 28  1  0  0  0  0
  3 35  1  0  0  0  0
  3 36  1  0  0  0  0
 31 73  1  1  0  0  0
 30 71  1  0  0  0  0
 30 72  1  0  0  0  0
 29 69  1  0  0  0  0
 29 70  1  0  0  0  0
 15 47  1  0  0  0  0
 15 48  1  0  0  0  0
 16 49  1  0  0  0  0
 16 50  1  0  0  0  0
 17 51  1  6  0  0  0
  1 33  1  0  0  0  0
  1 34  1  0  0  0  0
 32 74  1  0  0  0  0
 18 52  1  1  0  0  0
 10 41  1  0  0  0  0
 10 42  1  0  0  0  0
 10 43  1  0  0  0  0
 22 59  1  0  0  0  0
 22 60  1  0  0  0  0
 22 61  1  0  0  0  0
 19 53  1  0  0  0  0
 19 54  1  0  0  0  0
 19 55  1  0  0  0  0
 20 56  1  0  0  0  0
 20 57  1  0  0  0  0
 20 58  1  0  0  0  0
 13 44  1  0  0  0  0
 13 45  1  0  0  0  0
 13 46  1  0  0  0  0
 26 62  1  0  0  0  0
 26 63  1  0  0  0  0
 27 64  1  0  0  0  0
 27 65  1  0  0  0  0
 28 66  1  0  0  0  0
 28 67  1  0  0  0  0
 28 68  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0034437

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@]1([H])C(=C([H])[H])C([H])([H])[C@@]2([H])O[C@]([H])([C@@]3([H])[C@]2([H])[C@@](OC(=O)C([H])([H])[H])(C([H])([H])[H])C([H])([H])C([H])([H])[C@]3([H])C([H])(C([H])([H])[H])C([H])([H])[H])[C@@](OC(=O)C([H])([H])C([H])([H])C([H])([H])[H])(C([H])([H])[H])C([H])([H])C1([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C26H42O6/c1-8-9-21(29)32-26(7)13-11-19(28)16(4)14-20-23-22(24(26)30-20)18(15(2)3)10-12-25(23,6)31-17(5)27/h15,18-20,22-24,28H,4,8-14H2,1-3,5-7H3/t18-,19+,20-,22-,23-,24-,25-,26-/m1/s1

> <INCHI_KEY>
UKQZTSVTMXZKLS-VLVNKJQTSA-N

> <FORMULA>
C26H42O6

> <MOLECULAR_WEIGHT>
450.616

> <EXACT_MASS>
450.298139072

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
74

> <JCHEM_AVERAGE_POLARIZABILITY>
49.806937776408006

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2S,3R,6R,7R,8R,9R,12S)-3-(acetyloxy)-12-hydroxy-3,9-dimethyl-13-methylidene-6-(propan-2-yl)-15-oxatricyclo[6.6.1.0^{2,7}]pentadecan-9-yl butanoate

> <ALOGPS_LOGP>
4.25

> <JCHEM_LOGP>
3.884922586666665

> <ALOGPS_LOGS>
-5.39

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.624599912972226

> <JCHEM_PKA_STRONGEST_BASIC>
-2.962999998065947

> <JCHEM_POLAR_SURFACE_AREA>
82.06

> <JCHEM_REFRACTIVITY>
121.46119999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.85e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,3R,6R,7R,8R,9R,12S)-3-(acetyloxy)-12-hydroxy-6-isopropyl-3,9-dimethyl-13-methylidene-15-oxatricyclo[6.6.1.0^{2,7}]pentadecan-9-yl butanoate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 74 76  0  0  0  0  0  0  0  0999 V2000
    2.7725    2.3773   -2.9524 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6391    1.0410   -2.8680 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3947    0.3464   -3.3873 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4645   -0.2155   -2.3008 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2829   -0.9820   -1.3976 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9971   -0.6186   -0.0370 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3709    0.0931   -0.0807 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3058    0.7988   -1.4516 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6795    1.3139   -1.9570 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5882    1.8688   -3.3833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9884    2.4063   -1.0300 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1419    3.1195   -1.1087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1651    4.1526   -0.0234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0388    2.9617   -1.9220 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7368    0.2023   -1.8723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8655   -0.3482   -0.4573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5384   -0.9376    0.0436 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6645   -1.5300    1.4863 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1620   -0.5343    2.5395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5580   -2.7770    1.5064 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1622    0.2053    0.6405 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9771   -0.0154    2.1657 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9769    1.6147    0.3462 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7481    2.5723    0.9287 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6848    2.3722    1.6864 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2299    3.9365    0.5315 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2466    5.0524    0.7617 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4015    5.0055   -0.2287 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5586   -0.3081    0.1971 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2932    0.3715   -0.9728 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7631    0.1348   -2.3927 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8660    0.3589   -3.2876 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6931    2.8661   -2.6447 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9824    3.0117   -3.3404 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8471    1.0092   -4.0624 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7305   -0.4876   -4.0191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2261   -0.9233   -2.7720 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9383   -1.5805    0.4813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4738    0.8366    0.7154 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3235    1.6884   -1.3297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8312    2.6582   -3.4459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5287    2.3215   -3.7105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3532    1.0838   -4.1079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0876    4.7356   -0.0969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1382    3.6633    0.9536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155    4.8304   -0.1384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7202    0.5688   -2.1846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4894   -0.6141   -2.5617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6441   -1.1187   -0.4616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2140    0.4469    0.2102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2998   -1.7808   -0.6214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6733   -1.8639    1.8120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5464    0.3682    2.5702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2002   -0.2368    2.3625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1212   -0.9872    3.5367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5175   -3.2606    2.4888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6055   -2.5343    1.3034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2239   -3.5093    0.7642 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0425    0.4334    2.5181 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9711   -1.0814    2.4186 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7773    0.4419    2.7546 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9323    3.9211   -0.5222 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3369    4.1298    1.1365 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7388    6.0184    0.6572 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6418    5.0078    1.7831 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9645    4.0710   -0.1459 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0384    5.0985   -1.2571 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0930    5.8328   -0.0397 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5186   -1.3916    0.0243 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2377   -0.1972    1.0547 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3226   -0.0165   -0.9453 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4191    1.4425   -0.7848 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5049   -0.9221   -2.5138 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5012    0.3545   -4.1880 H   0  0  0  0  0  0  0  0  0  0  0  0
 31 32  1  0
 21 23  1  1
  3  2  1  0
  8 40  1  1
  2 31  1  0
  7 39  1  1
 31 30  1  0
  9 11  1  1
 15  9  1  0
 17 18  1  0
 16 17  1  0
  9 10  1  0
 17  7  1  0
  4 37  1  6
  8  9  1  0
  6 38  1  1
  8  7  1  0
 21 22  1  0
 30 29  1  0
 18 19  1  0
 29 21  1  0
 18 20  1  0
 21  6  1  0
 11 12  1  0
  7  6  1  0
 12 14  2  0
  6  5  1  0
 12 13  1  0
  5  4  1  0
 23 24  1  0
  4  8  1  0
 24 25  2  0
  4  3  1  0
 24 26  1  0
  2  1  2  3
 26 27  1  0
 15 16  1  0
 27 28  1  0
  3 35  1  0
  3 36  1  0
 31 73  1  1
 30 71  1  0
 30 72  1  0
 29 69  1  0
 29 70  1  0
 15 47  1  0
 15 48  1  0
 16 49  1  0
 16 50  1  0
 17 51  1  6
  1 33  1  0
  1 34  1  0
 32 74  1  0
 18 52  1  1
 10 41  1  0
 10 42  1  0
 10 43  1  0
 22 59  1  0
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 19 53  1  0
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 20 58  1  0
 13 44  1  0
 13 45  1  0
 13 46  1  0
 26 62  1  0
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 27 64  1  0
 27 65  1  0
 28 66  1  0
 28 67  1  0
 28 68  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       2.773   2.377  -2.952  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.639   1.041  -2.868  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.395   0.346  -3.387  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.465  -0.216  -2.301  0.00  0.00           C+0
HETATM    5  O   UNK     0       1.283  -0.982  -1.398  0.00  0.00           O+0
HETATM    6  C   UNK     0       0.997  -0.619  -0.037  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.371   0.093  -0.081  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.306   0.799  -1.452  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.680   1.314  -1.957  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.588   1.869  -3.383  0.00  0.00           C+0
HETATM   11  O   UNK     0      -1.988   2.406  -1.030  0.00  0.00           O+0
HETATM   12  C   UNK     0      -3.142   3.119  -1.109  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.165   4.153  -0.023  0.00  0.00           C+0
HETATM   14  O   UNK     0      -4.039   2.962  -1.922  0.00  0.00           O+0
HETATM   15  C   UNK     0      -2.737   0.202  -1.872  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.865  -0.348  -0.457  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.538  -0.938   0.044  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.665  -1.530   1.486  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.162  -0.534   2.539  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.558  -2.777   1.506  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.162   0.205   0.641  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.977  -0.015   2.166  0.00  0.00           C+0
HETATM   23  O   UNK     0       1.977   1.615   0.346  0.00  0.00           O+0
HETATM   24  C   UNK     0       2.748   2.572   0.929  0.00  0.00           C+0
HETATM   25  O   UNK     0       3.685   2.372   1.686  0.00  0.00           O+0
HETATM   26  C   UNK     0       2.230   3.937   0.532  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.247   5.052   0.762  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.402   5.005  -0.229  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.559  -0.308   0.197  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.293   0.372  -0.973  0.00  0.00           C+0
HETATM   31  C   UNK     0       3.763   0.135  -2.393  0.00  0.00           C+0
HETATM   32  O   UNK     0       4.866   0.359  -3.288  0.00  0.00           O+0
HETATM   33  H   UNK     0       3.693   2.866  -2.645  0.00  0.00           H+0
HETATM   34  H   UNK     0       1.982   3.012  -3.340  0.00  0.00           H+0
HETATM   35  H   UNK     0       0.847   1.009  -4.062  0.00  0.00           H+0
HETATM   36  H   UNK     0       1.730  -0.488  -4.019  0.00  0.00           H+0
HETATM   37  H   UNK     0      -0.226  -0.923  -2.772  0.00  0.00           H+0
HETATM   38  H   UNK     0       0.938  -1.581   0.481  0.00  0.00           H+0
HETATM   39  H   UNK     0      -0.474   0.837   0.715  0.00  0.00           H+0
HETATM   40  H   UNK     0       0.324   1.688  -1.330  0.00  0.00           H+0
HETATM   41  H   UNK     0      -0.831   2.658  -3.446  0.00  0.00           H+0
HETATM   42  H   UNK     0      -2.529   2.321  -3.711  0.00  0.00           H+0
HETATM   43  H   UNK     0      -1.353   1.084  -4.108  0.00  0.00           H+0
HETATM   44  H   UNK     0      -4.088   4.736  -0.097  0.00  0.00           H+0
HETATM   45  H   UNK     0      -3.138   3.663   0.954  0.00  0.00           H+0
HETATM   46  H   UNK     0      -2.316   4.830  -0.138  0.00  0.00           H+0
HETATM   47  H   UNK     0      -3.720   0.569  -2.185  0.00  0.00           H+0
HETATM   48  H   UNK     0      -2.489  -0.614  -2.562  0.00  0.00           H+0
HETATM   49  H   UNK     0      -3.644  -1.119  -0.462  0.00  0.00           H+0
HETATM   50  H   UNK     0      -3.214   0.447   0.210  0.00  0.00           H+0
HETATM   51  H   UNK     0      -1.300  -1.781  -0.621  0.00  0.00           H+0
HETATM   52  H   UNK     0      -0.673  -1.864   1.812  0.00  0.00           H+0
HETATM   53  H   UNK     0      -1.546   0.368   2.570  0.00  0.00           H+0
HETATM   54  H   UNK     0      -3.200  -0.237   2.362  0.00  0.00           H+0
HETATM   55  H   UNK     0      -2.121  -0.987   3.537  0.00  0.00           H+0
HETATM   56  H   UNK     0      -2.518  -3.261   2.489  0.00  0.00           H+0
HETATM   57  H   UNK     0      -3.606  -2.534   1.303  0.00  0.00           H+0
HETATM   58  H   UNK     0      -2.224  -3.509   0.764  0.00  0.00           H+0
HETATM   59  H   UNK     0       1.042   0.433   2.518  0.00  0.00           H+0
HETATM   60  H   UNK     0       1.971  -1.081   2.419  0.00  0.00           H+0
HETATM   61  H   UNK     0       2.777   0.442   2.755  0.00  0.00           H+0
HETATM   62  H   UNK     0       1.932   3.921  -0.522  0.00  0.00           H+0
HETATM   63  H   UNK     0       1.337   4.130   1.137  0.00  0.00           H+0
HETATM   64  H   UNK     0       2.739   6.018   0.657  0.00  0.00           H+0
HETATM   65  H   UNK     0       3.642   5.008   1.783  0.00  0.00           H+0
HETATM   66  H   UNK     0       4.965   4.071  -0.146  0.00  0.00           H+0
HETATM   67  H   UNK     0       4.038   5.098  -1.257  0.00  0.00           H+0
HETATM   68  H   UNK     0       5.093   5.833  -0.040  0.00  0.00           H+0
HETATM   69  H   UNK     0       3.519  -1.392   0.024  0.00  0.00           H+0
HETATM   70  H   UNK     0       4.238  -0.197   1.055  0.00  0.00           H+0
HETATM   71  H   UNK     0       5.323  -0.017  -0.945  0.00  0.00           H+0
HETATM   72  H   UNK     0       4.419   1.442  -0.785  0.00  0.00           H+0
HETATM   73  H   UNK     0       3.505  -0.922  -2.514  0.00  0.00           H+0
HETATM   74  H   UNK     0       4.501   0.355  -4.188  0.00  0.00           H+0
CONECT    1    2   33   34                                                  
CONECT    2    3   31    1                                                  
CONECT    3    2    4   35   36                                             
CONECT    4   37    5    8    3                                             
CONECT    5    6    4                                                       
CONECT    6   38   21    7    5                                             
CONECT    7   39   17    8    6                                             
CONECT    8   40    9    7    4                                             
CONECT    9   11   15   10    8                                             
CONECT   10    9   41   42   43                                             
CONECT   11    9   12                                                       
CONECT   12   11   14   13                                                  
CONECT   13   12   44   45   46                                             
CONECT   14   12                                                            
CONECT   15    9   16   47   48                                             
CONECT   16   17   15   49   50                                             
CONECT   17   18   16    7   51                                             
CONECT   18   17   19   20   52                                             
CONECT   19   18   53   54   55                                             
CONECT   20   18   56   57   58                                             
CONECT   21   23   22   29    6                                             
CONECT   22   21   59   60   61                                             
CONECT   23   21   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   62   63                                             
CONECT   27   26   28   64   65                                             
CONECT   28   27   66   67   68                                             
CONECT   29   30   21   69   70                                             
CONECT   30   31   29   71   72                                             
CONECT   31   32    2   30   73                                             
CONECT   32   31   74                                                       
CONECT   33    1                                                            
CONECT   34    1                                                            
CONECT   35    3                                                            
CONECT   36    3                                                            
CONECT   37    4                                                            
CONECT   38    6                                                            
CONECT   39    7                                                            
CONECT   40    8                                                            
CONECT   41   10                                                            
CONECT   42   10                                                            
CONECT   43   10                                                            
CONECT   44   13                                                            
CONECT   45   13                                                            
CONECT   46   13                                                            
CONECT   47   15                                                            
CONECT   48   15                                                            
CONECT   49   16                                                            
CONECT   50   16                                                            
CONECT   51   17                                                            
CONECT   52   18                                                            
CONECT   53   19                                                            
CONECT   54   19                                                            
CONECT   55   19                                                            
CONECT   56   20                                                            
CONECT   57   20                                                            
CONECT   58   20                                                            
CONECT   59   22                                                            
CONECT   60   22                                                            
CONECT   61   22                                                            
CONECT   62   26                                                            
CONECT   63   26                                                            
CONECT   64   27                                                            
CONECT   65   27                                                            
CONECT   66   28                                                            
CONECT   67   28                                                            
CONECT   68   28                                                            
CONECT   69   29                                                            
CONECT   70   29                                                            
CONECT   71   30                                                            
CONECT   72   30                                                            
CONECT   73   31                                                            
CONECT   74   32                                                            
MASTER        0    0    0    0    0    0    0    0   74    0  152    0
END

RDKit          3D

74 76  0  0  0  0  0  0  0  0999 V2000
    2.7725    2.3773   -2.9524 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6391    1.0410   -2.8680 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3947    0.3464   -3.3873 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4645   -0.2155   -2.3008 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2829   -0.9820   -1.3976 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9971   -0.6186   -0.0370 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3709    0.0931   -0.0807 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3058    0.7988   -1.4516 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6795    1.3139   -1.9570 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5882    1.8688   -3.3833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9884    2.4063   -1.0300 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1419    3.1195   -1.1087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1651    4.1526   -0.0234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0388    2.9617   -1.9220 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7368    0.2023   -1.8723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8655   -0.3482   -0.4573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5384   -0.9376    0.0436 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6645   -1.5300    1.4863 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1620   -0.5343    2.5395 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5580   -2.7770    1.5064 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1622    0.2053    0.6405 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9771   -0.0154    2.1657 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9769    1.6147    0.3462 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7481    2.5723    0.9287 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6848    2.3722    1.6864 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2299    3.9365    0.5315 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2466    5.0524    0.7617 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4015    5.0055   -0.2287 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5586   -0.3081    0.1971 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2932    0.3715   -0.9728 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7631    0.1348   -2.3927 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8660    0.3589   -3.2876 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6931    2.8661   -2.6447 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9824    3.0117   -3.3404 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8471    1.0092   -4.0624 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7305   -0.4876   -4.0191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2261   -0.9233   -2.7720 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9383   -1.5805    0.4813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4738    0.8366    0.7154 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3235    1.6884   -1.3297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8312    2.6582   -3.4459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5287    2.3215   -3.7105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3532    1.0838   -4.1079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0876    4.7356   -0.0969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1382    3.6633    0.9536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3155    4.8304   -0.1384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7202    0.5688   -2.1846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4894   -0.6141   -2.5617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6441   -1.1187   -0.4616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2140    0.4469    0.2102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2998   -1.7808   -0.6214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6733   -1.8639    1.8120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5464    0.3682    2.5702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2002   -0.2368    2.3625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1212   -0.9872    3.5367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5175   -3.2606    2.4888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6055   -2.5343    1.3034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2239   -3.5093    0.7642 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0425    0.4334    2.5181 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9711   -1.0814    2.4186 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7773    0.4419    2.7546 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9323    3.9211   -0.5222 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3369    4.1298    1.1365 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7388    6.0184    0.6572 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6418    5.0078    1.7831 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9645    4.0710   -0.1459 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0384    5.0985   -1.2571 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0930    5.8328   -0.0397 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5186   -1.3916    0.0243 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2377   -0.1972    1.0547 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3226   -0.0165   -0.9453 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4191    1.4425   -0.7848 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5049   -0.9221   -2.5138 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5012    0.3545   -4.1880 H   0  0  0  0  0  0  0  0  0  0  0  0
 31 32  1  0
 21 23  1  1
  3  2  1  0
  8 40  1  1
  2 31  1  0
  7 39  1  1
 31 30  1  0
  9 11  1  1
 15  9  1  0
 17 18  1  0
 16 17  1  0
  9 10  1  0
 17  7  1  0
  4 37  1  6
  8  9  1  0
  6 38  1  1
  8  7  1  0
 21 22  1  0
 30 29  1  0
 18 19  1  0
 29 21  1  0
 18 20  1  0
 21  6  1  0
 11 12  1  0
  7  6  1  0
 12 14  2  0
  6  5  1  0
 12 13  1  0
  5  4  1  0
 23 24  1  0
  4  8  1  0
 24 25  2  0
  4  3  1  0
 24 26  1  0
  2  1  2  3
 26 27  1  0
 15 16  1  0
 27 28  1  0
  3 35  1  0
  3 36  1  0
 31 73  1  1
 30 71  1  0
 30 72  1  0
 29 69  1  0
 29 70  1  0
 15 47  1  0
 15 48  1  0
 16 49  1  0
 16 50  1  0
 17 51  1  6
  1 33  1  0
  1 34  1  0
 32 74  1  0
 18 52  1  1
 10 41  1  0
 10 42  1  0
 10 43  1  0
 22 59  1  0
 22 60  1  0
 22 61  1  0
 19 53  1  0
 19 54  1  0
 19 55  1  0
 20 56  1  0
 20 57  1  0
 20 58  1  0
 13 44  1  0
 13 45  1  0
 13 46  1  0
 26 62  1  0
 26 63  1  0
 27 64  1  0
 27 65  1  0
 28 66  1  0
 28 67  1  0
 28 68  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₆H₄₂O₆

Average Mass

450.6160 Da

Monoisotopic Mass

450.29814 Da

IUPAC Name

(1R,2S,3R,6R,7R,8R,9R,12S)-3-(acetyloxy)-12-hydroxy-3,9-dimethyl-13-methylidene-6-(propan-2-yl)-15-oxatricyclo[6.6.1.0^{2,7}]pentadecan-9-yl butanoate

Traditional Name

(1R,2S,3R,6R,7R,8R,9R,12S)-3-(acetyloxy)-12-hydroxy-6-isopropyl-3,9-dimethyl-13-methylidene-15-oxatricyclo[6.6.1.0^{2,7}]pentadecan-9-yl butanoate

CAS Registry Number

Not Available

SMILES

[H]O[C@]1([H])C(=C([H])[H])C([H])([H])[C@@]2([H])O[C@]([H])([C@@]3([H])[C@]2([H])[C@@](OC(=O)C([H])([H])[H])(C([H])([H])[H])C([H])([H])C([H])([H])[C@]3([H])C([H])(C([H])([H])[H])C([H])([H])[H])[C@@](OC(=O)C([H])([H])C([H])([H])C([H])([H])[H])(C([H])([H])[H])C([H])([H])C1([H])[H]

InChI Identifier

InChI=1S/C26H42O6/c1-8-9-21(29)32-26(7)13-11-19(28)16(4)14-20-23-22(24(26)30-20)18(15(2)3)10-12-25(23,6)31-17(5)27/h15,18-20,22-24,28H,4,8-14H2,1-3,5-7H3/t18-,19+,20-,22-,23-,24-,25-,26-/m1/s1

InChI Key

UKQZTSVTMXZKLS-VLVNKJQTSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Klyxum simplex	JEOL database	Wu, S. -L., et al, J. Nat. Prod. 72, 994 (2009)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as eunicellane and asbestinane diterpenoids. These are diterpenoids with a structure based on either the eunicellane (5,14-cyclocembrane) or the asbestinane skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Eunicellane and asbestinane diterpenoids

Alternative Parents

Substituents

Cladiellane diterpenoid
Eunicellane-type diterpenoid
Fatty acid ester
Dicarboxylic acid or derivatives
Fatty acyl
Tetrahydrofuran
Carboxylic acid ester
Secondary alcohol
Carboxylic acid derivative
Dialkyl ether
Ether
Oxacycle
Organoheterocyclic compound
Organic oxide
Carbonyl group
Hydrocarbon derivative
Alcohol
Organooxygen compound
Organic oxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	4.25	ALOGPS
logP	3.88	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	14.62	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	82.06 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	121.46 m³·mol⁻¹	ChemAxon
Polarizability	49.81 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

24629642

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44179181

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Wu, S. -L., et al. (2009). Wu, S. -L., et al, J. Nat. Prod. 72, 994 (2009). J. Nat. Prod..

Showing NP-Card for simplexin A (NP0034437)

MOL for NP0034437 (simplexin A)

3D MOL for NP0034437 (simplexin A)

3D SDF for NP0034437 (simplexin A)

3D-SDF for NP0034437 (simplexin A)

PDB for NP0034437 (simplexin A)

3D PDB for NP0034437 (simplexin A)

SMILES for NP0034437 (simplexin A)

INCHI for NP0034437 (simplexin A)

Structure for NP0034437 (simplexin A)

3D Structure for NP0034437 (simplexin A)