NP-MRD: Showing NP-Card for methyl-9beta-(epoxyangeloyloxy)-5alpha,6alpha-dihydroxy-2-oxo-3,4-dehydro+ (NP0029499)

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Record Information

Version

2.0

Created at

2021-06-19 21:06:31 UTC

Updated at

2021-06-29 23:56:53 UTC

NP-MRD ID

NP0029499

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl-9beta-(epoxyangeloyloxy)-5alpha,6alpha-dihydroxy-2-oxo-3,4-dehydro+

Provided By

JEOL Database JEOL Logo

Description

methyl-9beta-(epoxyangeloyloxy)-5alpha,6alpha-dihydroxy-2-oxo-3,4-dehydro+ is found in Balsamorhiza macrophylla and Balsamorhiza sagittata. methyl-9beta-(epoxyangeloyloxy)-5alpha,6alpha-dihydroxy-2-oxo-3,4-dehydro+ was first documented in 2000 (Mohamed, A. E. H., et al.).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192123063D          

 61 63  0  0  0  0            999 V2000
    2.7213   -0.8534    3.5056 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4662   -1.0680    2.2016 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0606   -2.2424    1.5009 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2928   -2.2433    0.3019 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2493   -3.2761    2.3555 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7021   -4.4724    1.7208 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5524   -0.1463    1.3709 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3987    0.6835    0.3535 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3041    1.4761    1.1716 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6188    1.6886   -0.5575 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8467    2.5666    0.2572 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5167    2.5512   -1.4281 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5154    3.5173   -0.8826 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2936    2.3931   -2.7377 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2071    1.4262   -2.9065 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8077    1.0728   -3.9992 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7170    1.0014   -1.5603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3186    0.1729   -1.3123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1237   -0.5356   -2.3754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7248   -0.1063    0.1285 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9882   -0.8096    0.1145 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8820   -0.4735    1.0802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7302    0.3713    1.9508 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1285   -1.2815    0.9762 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9944   -1.1194   -0.2372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9738   -2.6553    1.3999 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7226   -1.8131    2.2786 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.1523   -2.1881    2.4373 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3478   -0.9697    0.8353 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2768   -1.5943    1.9975 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4277   -2.9462    1.9744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0819   -3.4117    3.2387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0415   -3.6903    1.0854 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2880   -0.0085    4.0331 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3625   -1.5099    4.0874 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7880   -5.2496    2.4852 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6881   -4.3170    1.2718 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9806   -4.8058    0.9682 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1313    0.5767    2.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0158    0.0441   -0.2861 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0344    0.8872    1.4388 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4608    2.8810    0.9488 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8848    4.1908   -1.6642 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3835    2.9955   -0.4710 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0719    4.1429   -0.1025 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7720    2.8818   -3.5693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1374   -0.1238   -2.4187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7026   -0.4777   -3.3778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1890   -1.6057   -2.1473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8621    0.8439    0.6552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3862   -1.1195   -1.1477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5320   -0.1673   -0.1882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7295   -1.9228   -0.3419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2704   -1.5022    3.2128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2840   -2.7754    3.3517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7706   -1.2892    2.5208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5268   -2.7900    1.6040 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7012   -1.7371    0.1361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5230   -4.3988    3.0751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8862   -2.7281    3.5229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3374   -3.4691    4.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  2  0  0  0  0
 12 10  1  0  0  0  0
 12 13  1  0  0  0  0
 20 29  1  0  0  0  0
 10 11  1  1  0  0  0
  7 29  1  0  0  0  0
 29 30  1  0  0  0  0
  7  8  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 17 15  1  0  0  0  0
 24 22  1  1  0  0  0
 10 17  1  0  0  0  0
 22 23  2  0  0  0  0
 26 24  1  0  0  0  0
 27 26  1  0  0  0  0
 24 27  1  0  0  0  0
 15 14  1  0  0  0  0
 17 18  2  0  0  0  0
  8  9  1  0  0  0  0
 27 28  1  0  0  0  0
  3  2  1  0  0  0  0
 24 25  1  0  0  0  0
  7  2  1  0  0  0  0
 30 31  1  0  0  0  0
 10  8  1  0  0  0  0
 31 32  1  0  0  0  0
 18 19  1  0  0  0  0
 31 33  2  0  0  0  0
 14 12  2  0  0  0  0
  3  5  1  0  0  0  0
  2  1  2  3  0  0  0
  5  6  1  0  0  0  0
 18 20  1  0  0  0  0
 15 16  2  0  0  0  0
 14 46  1  0  0  0  0
 20 50  1  1  0  0  0
 29 58  1  6  0  0  0
  7 39  1  1  0  0  0
  8 40  1  6  0  0  0
  9 41  1  0  0  0  0
 19 47  1  0  0  0  0
 19 48  1  0  0  0  0
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  1 34  1  0  0  0  0
  1 35  1  0  0  0  0
 13 43  1  0  0  0  0
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 11 42  1  0  0  0  0
 27 54  1  1  0  0  0
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 25 51  1  0  0  0  0
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 25 53  1  0  0  0  0
 32 59  1  0  0  0  0
 32 60  1  0  0  0  0
 32 61  1  0  0  0  0
  6 36  1  0  0  0  0
  6 37  1  0  0  0  0
  6 38  1  0  0  0  0
M  END

     RDKit          3D

 61 63  0  0  0  0  0  0  0  0999 V2000
    2.7213   -0.8534    3.5056 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4662   -1.0680    2.2016 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0606   -2.2424    1.5009 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2928   -2.2433    0.3019 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2493   -3.2761    2.3555 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7021   -4.4724    1.7208 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5524   -0.1463    1.3709 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3987    0.6835    0.3535 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3041    1.4761    1.1716 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6188    1.6886   -0.5575 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8467    2.5666    0.2572 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5167    2.5512   -1.4281 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5154    3.5173   -0.8826 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2936    2.3931   -2.7377 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2071    1.4262   -2.9065 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8077    1.0728   -3.9992 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7170    1.0014   -1.5603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3186    0.1729   -1.3123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1237   -0.5356   -2.3754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7248   -0.1063    0.1285 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9882   -0.8096    0.1145 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8820   -0.4735    1.0802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7302    0.3713    1.9508 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1285   -1.2815    0.9762 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9944   -1.1194   -0.2372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9738   -2.6553    1.3999 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7226   -1.8131    2.2786 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.1523   -2.1881    2.4373 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3478   -0.9697    0.8353 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2768   -1.5943    1.9975 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4277   -2.9462    1.9744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0819   -3.4117    3.2387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0415   -3.6903    1.0854 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2880   -0.0085    4.0331 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3625   -1.5099    4.0874 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7880   -5.2496    2.4852 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6881   -4.3170    1.2718 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9806   -4.8058    0.9682 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1313    0.5767    2.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0158    0.0441   -0.2861 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0344    0.8872    1.4388 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4608    2.8810    0.9488 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8848    4.1908   -1.6642 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3835    2.9955   -0.4710 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0719    4.1429   -0.1025 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7720    2.8818   -3.5693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1374   -0.1238   -2.4187 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.5320   -0.1673   -0.1882 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.5230   -4.3988    3.0751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8862   -2.7281    3.5229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3374   -3.4691    4.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  2  0
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 15 14  1  0
 17 18  2  0
  8  9  1  0
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 24 25  1  0
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 10  8  1  0
 31 32  1  0
 18 19  1  0
 31 33  2  0
 14 12  2  0
  3  5  1  0
  2  1  2  3
  5  6  1  0
 18 20  1  0
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  6 36  1  0
  6 37  1  0
  6 38  1  0
M  END


  Mrv1652306192123063D          

 61 63  0  0  0  0            999 V2000
    2.7213   -0.8534    3.5056 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4662   -1.0680    2.2016 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0606   -2.2424    1.5009 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2928   -2.2433    0.3019 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2493   -3.2761    2.3555 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7021   -4.4724    1.7208 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5524   -0.1463    1.3709 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3987    0.6835    0.3535 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3041    1.4761    1.1716 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6188    1.6886   -0.5575 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8467    2.5666    0.2572 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5167    2.5512   -1.4281 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5154    3.5173   -0.8826 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2936    2.3931   -2.7377 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2071    1.4262   -2.9065 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8077    1.0728   -3.9992 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7170    1.0014   -1.5603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3186    0.1729   -1.3123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1237   -0.5356   -2.3754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7248   -0.1063    0.1285 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9882   -0.8096    0.1145 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8820   -0.4735    1.0802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7302    0.3713    1.9508 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1285   -1.2815    0.9762 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9944   -1.1194   -0.2372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9738   -2.6553    1.3999 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7226   -1.8131    2.2786 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.1523   -2.1881    2.4373 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3478   -0.9697    0.8353 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2768   -1.5943    1.9975 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4277   -2.9462    1.9744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0819   -3.4117    3.2387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0415   -3.6903    1.0854 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2880   -0.0085    4.0331 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3625   -1.5099    4.0874 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7880   -5.2496    2.4852 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6881   -4.3170    1.2718 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9806   -4.8058    0.9682 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1313    0.5767    2.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0158    0.0441   -0.2861 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0344    0.8872    1.4388 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4608    2.8810    0.9488 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8848    4.1908   -1.6642 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3835    2.9955   -0.4710 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0719    4.1429   -0.1025 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7720    2.8818   -3.5693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1374   -0.1238   -2.4187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7026   -0.4777   -3.3778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1890   -1.6057   -2.1473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8621    0.8439    0.6552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3862   -1.1195   -1.1477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5320   -0.1673   -0.1882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7295   -1.9228   -0.3419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2704   -1.5022    3.2128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2840   -2.7754    3.3517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7706   -1.2892    2.5208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5268   -2.7900    1.6040 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7012   -1.7371    0.1361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5230   -4.3988    3.0751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8862   -2.7281    3.5229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3374   -3.4691    4.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  2  0  0  0  0
 12 10  1  0  0  0  0
 12 13  1  0  0  0  0
 20 29  1  0  0  0  0
 10 11  1  1  0  0  0
  7 29  1  0  0  0  0
 29 30  1  0  0  0  0
  7  8  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 17 15  1  0  0  0  0
 24 22  1  1  0  0  0
 10 17  1  0  0  0  0
 22 23  2  0  0  0  0
 26 24  1  0  0  0  0
 27 26  1  0  0  0  0
 24 27  1  0  0  0  0
 15 14  1  0  0  0  0
 17 18  2  0  0  0  0
  8  9  1  0  0  0  0
 27 28  1  0  0  0  0
  3  2  1  0  0  0  0
 24 25  1  0  0  0  0
  7  2  1  0  0  0  0
 30 31  1  0  0  0  0
 10  8  1  0  0  0  0
 31 32  1  0  0  0  0
 18 19  1  0  0  0  0
 31 33  2  0  0  0  0
 14 12  2  0  0  0  0
  3  5  1  0  0  0  0
  2  1  2  3  0  0  0
  5  6  1  0  0  0  0
 18 20  1  0  0  0  0
 15 16  2  0  0  0  0
 14 46  1  0  0  0  0
 20 50  1  1  0  0  0
 29 58  1  6  0  0  0
  7 39  1  1  0  0  0
  8 40  1  6  0  0  0
  9 41  1  0  0  0  0
 19 47  1  0  0  0  0
 19 48  1  0  0  0  0
 19 49  1  0  0  0  0
  1 34  1  0  0  0  0
  1 35  1  0  0  0  0
 13 43  1  0  0  0  0
 13 44  1  0  0  0  0
 13 45  1  0  0  0  0
 11 42  1  0  0  0  0
 27 54  1  1  0  0  0
 28 55  1  0  0  0  0
 28 56  1  0  0  0  0
 28 57  1  0  0  0  0
 25 51  1  0  0  0  0
 25 52  1  0  0  0  0
 25 53  1  0  0  0  0
 32 59  1  0  0  0  0
 32 60  1  0  0  0  0
 32 61  1  0  0  0  0
  6 36  1  0  0  0  0
  6 37  1  0  0  0  0
  6 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0029499

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]1([H])[C@]([H])(C(=C([H])[H])C(=O)OC([H])([H])[H])[C@@]([H])(OC(=O)C([H])([H])[H])[C@]([H])(OC(=O)[C@]2(O[C@]2([H])C([H])([H])[H])C([H])([H])[H])C(=C2C(=O)C([H])=C(C([H])([H])[H])[C@]12O[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C23H28O10/c1-9-8-14(25)16-11(3)17(32-21(28)22(6)12(4)33-22)18(31-13(5)24)15(10(2)20(27)30-7)19(26)23(9,16)29/h8,12,15,17-19,26,29H,2H2,1,3-7H3/t12-,15-,17-,18-,19+,22+,23-/m1/s1

> <INCHI_KEY>
ZIGGQJDFJHQSDS-OLDUNERVSA-N

> <FORMULA>
C23H28O10

> <MOLECULAR_WEIGHT>
464.467

> <EXACT_MASS>
464.168247102

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
61

> <JCHEM_AVERAGE_POLARIZABILITY>
46.254221712617806

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5R,6R,7S,8S,8aR)-6-(acetyloxy)-8,8a-dihydroxy-7-(3-methoxy-3-oxoprop-1-en-2-yl)-1,4-dimethyl-3-oxo-3,5,6,7,8,8a-hexahydroazulen-5-yl (2S,3R)-2,3-dimethyloxirane-2-carboxylate

> <ALOGPS_LOGP>
0.98

> <JCHEM_LOGP>
0.6538272396666664

> <ALOGPS_LOGS>
-3.07

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.277877195006006

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.428337509377677

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4732578870810125

> <JCHEM_POLAR_SURFACE_AREA>
148.96

> <JCHEM_REFRACTIVITY>
112.36709999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.94e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(5R,6R,7S,8S,8aR)-6-(acetyloxy)-8,8a-dihydroxy-7-(3-methoxy-3-oxoprop-1-en-2-yl)-1,4-dimethyl-3-oxo-5,6,7,8-tetrahydroazulen-5-yl (2S,3R)-2,3-dimethyloxirane-2-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 61 63  0  0  0  0  0  0  0  0999 V2000
    2.7213   -0.8534    3.5056 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4662   -1.0680    2.2016 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0606   -2.2424    1.5009 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2928   -2.2433    0.3019 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2493   -3.2761    2.3555 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7021   -4.4724    1.7208 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5524   -0.1463    1.3709 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3987    0.6835    0.3535 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3041    1.4761    1.1716 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6188    1.6886   -0.5575 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8467    2.5666    0.2572 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5167    2.5512   -1.4281 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5154    3.5173   -0.8826 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2936    2.3931   -2.7377 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2071    1.4262   -2.9065 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8077    1.0728   -3.9992 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7170    1.0014   -1.5603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3186    0.1729   -1.3123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1237   -0.5356   -2.3754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7248   -0.1063    0.1285 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9882   -0.8096    0.1145 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8820   -0.4735    1.0802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7302    0.3713    1.9508 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1285   -1.2815    0.9762 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9944   -1.1194   -0.2372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9738   -2.6553    1.3999 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7226   -1.8131    2.2786 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.1523   -2.1881    2.4373 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3478   -0.9697    0.8353 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2768   -1.5943    1.9975 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4277   -2.9462    1.9744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0819   -3.4117    3.2387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0415   -3.6903    1.0854 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2880   -0.0085    4.0331 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3625   -1.5099    4.0874 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7880   -5.2496    2.4852 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6881   -4.3170    1.2718 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9806   -4.8058    0.9682 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1313    0.5767    2.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0158    0.0441   -0.2861 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0344    0.8872    1.4388 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4608    2.8810    0.9488 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8848    4.1908   -1.6642 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3835    2.9955   -0.4710 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0719    4.1429   -0.1025 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7720    2.8818   -3.5693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1374   -0.1238   -2.4187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7026   -0.4777   -3.3778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1890   -1.6057   -2.1473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8621    0.8439    0.6552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3862   -1.1195   -1.1477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5320   -0.1673   -0.1882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7295   -1.9228   -0.3419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2704   -1.5022    3.2128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2840   -2.7754    3.3517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7706   -1.2892    2.5208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5268   -2.7900    1.6040 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7012   -1.7371    0.1361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5230   -4.3988    3.0751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8862   -2.7281    3.5229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3374   -3.4691    4.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  2  0
 12 10  1  0
 12 13  1  0
 20 29  1  0
 10 11  1  1
  7 29  1  0
 29 30  1  0
  7  8  1  0
 20 21  1  0
 21 22  1  0
 17 15  1  0
 24 22  1  1
 10 17  1  0
 22 23  2  0
 26 24  1  0
 27 26  1  0
 24 27  1  0
 15 14  1  0
 17 18  2  0
  8  9  1  0
 27 28  1  0
  3  2  1  0
 24 25  1  0
  7  2  1  0
 30 31  1  0
 10  8  1  0
 31 32  1  0
 18 19  1  0
 31 33  2  0
 14 12  2  0
  3  5  1  0
  2  1  2  3
  5  6  1  0
 18 20  1  0
 15 16  2  0
 14 46  1  0
 20 50  1  1
 29 58  1  6
  7 39  1  1
  8 40  1  6
  9 41  1  0
 19 47  1  0
 19 48  1  0
 19 49  1  0
  1 34  1  0
  1 35  1  0
 13 43  1  0
 13 44  1  0
 13 45  1  0
 11 42  1  0
 27 54  1  1
 28 55  1  0
 28 56  1  0
 28 57  1  0
 25 51  1  0
 25 52  1  0
 25 53  1  0
 32 59  1  0
 32 60  1  0
 32 61  1  0
  6 36  1  0
  6 37  1  0
  6 38  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0       2.721  -0.853   3.506  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.466  -1.068   2.202  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.061  -2.242   1.501  0.00  0.00           C+0
HETATM    4  O   UNK     0       3.293  -2.243   0.302  0.00  0.00           O+0
HETATM    5  O   UNK     0       3.249  -3.276   2.356  0.00  0.00           O+0
HETATM    6  C   UNK     0       3.702  -4.472   1.721  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.552  -0.146   1.371  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.399   0.684   0.354  0.00  0.00           C+0
HETATM    9  O   UNK     0       3.304   1.476   1.172  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.619   1.689  -0.558  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.847   2.567   0.257  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.517   2.551  -1.428  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.515   3.517  -0.883  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.294   2.393  -2.738  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.207   1.426  -2.906  0.00  0.00           C+0
HETATM   16  O   UNK     0       0.808   1.073  -3.999  0.00  0.00           O+0
HETATM   17  C   UNK     0       0.717   1.001  -1.560  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.319   0.173  -1.312  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.124  -0.536  -2.375  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.725  -0.106   0.129  0.00  0.00           C+0
HETATM   21  O   UNK     0      -1.988  -0.810   0.115  0.00  0.00           O+0
HETATM   22  C   UNK     0      -2.882  -0.474   1.080  0.00  0.00           C+0
HETATM   23  O   UNK     0      -2.730   0.371   1.951  0.00  0.00           O+0
HETATM   24  C   UNK     0      -4.128  -1.282   0.976  0.00  0.00           C+0
HETATM   25  C   UNK     0      -4.994  -1.119  -0.237  0.00  0.00           C+0
HETATM   26  O   UNK     0      -3.974  -2.655   1.400  0.00  0.00           O+0
HETATM   27  C   UNK     0      -4.723  -1.813   2.279  0.00  0.00           C+0
HETATM   28  C   UNK     0      -6.152  -2.188   2.437  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.348  -0.970   0.835  0.00  0.00           C+0
HETATM   30  O   UNK     0      -0.277  -1.594   1.998  0.00  0.00           O+0
HETATM   31  C   UNK     0      -0.428  -2.946   1.974  0.00  0.00           C+0
HETATM   32  C   UNK     0      -1.082  -3.412   3.239  0.00  0.00           C+0
HETATM   33  O   UNK     0      -0.042  -3.690   1.085  0.00  0.00           O+0
HETATM   34  H   UNK     0       2.288  -0.009   4.033  0.00  0.00           H+0
HETATM   35  H   UNK     0       3.362  -1.510   4.087  0.00  0.00           H+0
HETATM   36  H   UNK     0       3.788  -5.250   2.485  0.00  0.00           H+0
HETATM   37  H   UNK     0       4.688  -4.317   1.272  0.00  0.00           H+0
HETATM   38  H   UNK     0       2.981  -4.806   0.968  0.00  0.00           H+0
HETATM   39  H   UNK     0       1.131   0.577   2.087  0.00  0.00           H+0
HETATM   40  H   UNK     0       3.016   0.044  -0.286  0.00  0.00           H+0
HETATM   41  H   UNK     0       4.034   0.887   1.439  0.00  0.00           H+0
HETATM   42  H   UNK     0       1.461   2.881   0.949  0.00  0.00           H+0
HETATM   43  H   UNK     0       3.885   4.191  -1.664  0.00  0.00           H+0
HETATM   44  H   UNK     0       4.383   2.995  -0.471  0.00  0.00           H+0
HETATM   45  H   UNK     0       3.072   4.143  -0.103  0.00  0.00           H+0
HETATM   46  H   UNK     0       2.772   2.882  -3.569  0.00  0.00           H+0
HETATM   47  H   UNK     0      -2.137  -0.124  -2.419  0.00  0.00           H+0
HETATM   48  H   UNK     0      -0.703  -0.478  -3.378  0.00  0.00           H+0
HETATM   49  H   UNK     0      -1.189  -1.606  -2.147  0.00  0.00           H+0
HETATM   50  H   UNK     0      -0.862   0.844   0.655  0.00  0.00           H+0
HETATM   51  H   UNK     0      -4.386  -1.119  -1.148  0.00  0.00           H+0
HETATM   52  H   UNK     0      -5.532  -0.167  -0.188  0.00  0.00           H+0
HETATM   53  H   UNK     0      -5.729  -1.923  -0.342  0.00  0.00           H+0
HETATM   54  H   UNK     0      -4.270  -1.502   3.213  0.00  0.00           H+0
HETATM   55  H   UNK     0      -6.284  -2.775   3.352  0.00  0.00           H+0
HETATM   56  H   UNK     0      -6.771  -1.289   2.521  0.00  0.00           H+0
HETATM   57  H   UNK     0      -6.527  -2.790   1.604  0.00  0.00           H+0
HETATM   58  H   UNK     0       0.701  -1.737   0.136  0.00  0.00           H+0
HETATM   59  H   UNK     0      -1.523  -4.399   3.075  0.00  0.00           H+0
HETATM   60  H   UNK     0      -1.886  -2.728   3.523  0.00  0.00           H+0
HETATM   61  H   UNK     0      -0.337  -3.469   4.036  0.00  0.00           H+0
CONECT    1    2   34   35                                                  
CONECT    2    3    7    1                                                  
CONECT    3    4    2    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5   36   37   38                                             
CONECT    7   29    8    2   39                                             
CONECT    8    7    9   10   40                                             
CONECT    9    8   41                                                       
CONECT   10   12   11   17    8                                             
CONECT   11   10   42                                                       
CONECT   12   10   13   14                                                  
CONECT   13   12   43   44   45                                             
CONECT   14   15   12   46                                                  
CONECT   15   17   14   16                                                  
CONECT   16   15                                                            
CONECT   17   15   10   18                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18   47   48   49                                             
CONECT   20   29   21   18   50                                             
CONECT   21   20   22                                                       
CONECT   22   21   24   23                                                  
CONECT   23   22                                                            
CONECT   24   22   26   27   25                                             
CONECT   25   24   51   52   53                                             
CONECT   26   24   27                                                       
CONECT   27   26   24   28   54                                             
CONECT   28   27   55   56   57                                             
CONECT   29   20    7   30   58                                             
CONECT   30   29   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31   59   60   61                                             
CONECT   33   31                                                            
CONECT   34    1                                                            
CONECT   35    1                                                            
CONECT   36    6                                                            
CONECT   37    6                                                            
CONECT   38    6                                                            
CONECT   39    7                                                            
CONECT   40    8                                                            
CONECT   41    9                                                            
CONECT   42   11                                                            
CONECT   43   13                                                            
CONECT   44   13                                                            
CONECT   45   13                                                            
CONECT   46   14                                                            
CONECT   47   19                                                            
CONECT   48   19                                                            
CONECT   49   19                                                            
CONECT   50   20                                                            
CONECT   51   25                                                            
CONECT   52   25                                                            
CONECT   53   25                                                            
CONECT   54   27                                                            
CONECT   55   28                                                            
CONECT   56   28                                                            
CONECT   57   28                                                            
CONECT   58   29                                                            
CONECT   59   32                                                            
CONECT   60   32                                                            
CONECT   61   32                                                            
MASTER        0    0    0    0    0    0    0    0   61    0  126    0
END

RDKit          3D

61 63  0  0  0  0  0  0  0  0999 V2000
    2.7213   -0.8534    3.5056 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4662   -1.0680    2.2016 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0606   -2.2424    1.5009 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2928   -2.2433    0.3019 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2493   -3.2761    2.3555 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7021   -4.4724    1.7208 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5524   -0.1463    1.3709 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3987    0.6835    0.3535 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3041    1.4761    1.1716 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6188    1.6886   -0.5575 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8467    2.5666    0.2572 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5167    2.5512   -1.4281 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5154    3.5173   -0.8826 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2936    2.3931   -2.7377 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2071    1.4262   -2.9065 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8077    1.0728   -3.9992 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7170    1.0014   -1.5603 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3186    0.1729   -1.3123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1237   -0.5356   -2.3754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7248   -0.1063    0.1285 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9882   -0.8096    0.1145 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8820   -0.4735    1.0802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7302    0.3713    1.9508 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1285   -1.2815    0.9762 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9944   -1.1194   -0.2372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9738   -2.6553    1.3999 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7226   -1.8131    2.2786 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.1523   -2.1881    2.4373 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3478   -0.9697    0.8353 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2768   -1.5943    1.9975 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4277   -2.9462    1.9744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0819   -3.4117    3.2387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0415   -3.6903    1.0854 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2880   -0.0085    4.0331 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3625   -1.5099    4.0874 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7880   -5.2496    2.4852 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6881   -4.3170    1.2718 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9806   -4.8058    0.9682 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1313    0.5767    2.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0158    0.0441   -0.2861 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0344    0.8872    1.4388 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4608    2.8810    0.9488 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8848    4.1908   -1.6642 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3835    2.9955   -0.4710 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0719    4.1429   -0.1025 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7720    2.8818   -3.5693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1374   -0.1238   -2.4187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7026   -0.4777   -3.3778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1890   -1.6057   -2.1473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8621    0.8439    0.6552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3862   -1.1195   -1.1477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5320   -0.1673   -0.1882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7295   -1.9228   -0.3419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2704   -1.5022    3.2128 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2840   -2.7754    3.3517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7706   -1.2892    2.5208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5268   -2.7900    1.6040 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7012   -1.7371    0.1361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5230   -4.3988    3.0751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8862   -2.7281    3.5229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3374   -3.4691    4.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  2  0
 12 10  1  0
 12 13  1  0
 20 29  1  0
 10 11  1  1
  7 29  1  0
 29 30  1  0
  7  8  1  0
 20 21  1  0
 21 22  1  0
 17 15  1  0
 24 22  1  1
 10 17  1  0
 22 23  2  0
 26 24  1  0
 27 26  1  0
 24 27  1  0
 15 14  1  0
 17 18  2  0
  8  9  1  0
 27 28  1  0
  3  2  1  0
 24 25  1  0
  7  2  1  0
 30 31  1  0
 10  8  1  0
 31 32  1  0
 18 19  1  0
 31 33  2  0
 14 12  2  0
  3  5  1  0
  2  1  2  3
  5  6  1  0
 18 20  1  0
 15 16  2  0
 14 46  1  0
 20 50  1  1
 29 58  1  6
  7 39  1  1
  8 40  1  6
  9 41  1  0
 19 47  1  0
 19 48  1  0
 19 49  1  0
  1 34  1  0
  1 35  1  0
 13 43  1  0
 13 44  1  0
 13 45  1  0
 11 42  1  0
 27 54  1  1
 28 55  1  0
 28 56  1  0
 28 57  1  0
 25 51  1  0
 25 52  1  0
 25 53  1  0
 32 59  1  0
 32 60  1  0
 32 61  1  0
  6 36  1  0
  6 37  1  0
  6 38  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₃H₂₈O₁₀

Average Mass

464.4670 Da

Monoisotopic Mass

464.16825 Da

IUPAC Name

(5R,6R,7S,8S,8aR)-6-(acetyloxy)-8,8a-dihydroxy-7-(3-methoxy-3-oxoprop-1-en-2-yl)-1,4-dimethyl-3-oxo-3,5,6,7,8,8a-hexahydroazulen-5-yl (2S,3R)-2,3-dimethyloxirane-2-carboxylate

Traditional Name

(5R,6R,7S,8S,8aR)-6-(acetyloxy)-8,8a-dihydroxy-7-(3-methoxy-3-oxoprop-1-en-2-yl)-1,4-dimethyl-3-oxo-5,6,7,8-tetrahydroazulen-5-yl (2S,3R)-2,3-dimethyloxirane-2-carboxylate

CAS Registry Number

Not Available

SMILES

[H]O[C@@]1([H])[C@]([H])(C(=C([H])[H])C(=O)OC([H])([H])[H])[C@@]([H])(OC(=O)C([H])([H])[H])[C@]([H])(OC(=O)[C@]2(O[C@]2([H])C([H])([H])[H])C([H])([H])[H])C(=C2C(=O)C([H])=C(C([H])([H])[H])[C@]12O[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C23H28O10/c1-9-8-14(25)16-11(3)17(32-21(28)22(6)12(4)33-22)18(31-13(5)24)15(10(2)20(27)30-7)19(26)23(9,16)29/h8,12,15,17-19,26,29H,2H2,1,3-7H3/t12-,15-,17-,18-,19+,22+,23-/m1/s1

InChI Key

ZIGGQJDFJHQSDS-OLDUNERVSA-N

Experimental Spectra

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

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Balsamorhiza macrophylla	JEOL database	Mohamed, A. E. H., et al, Chem. Pharm. Bull. 54, 152 (2000)
Balsamorhiza sagittata	JEOL database	Mohamed, A. E. H., et al, Chem. Pharm. Bull. 54, 152 (2000)

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	0.98	ALOGPS
logP	0.65	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	12.43	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	148.96 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	112.37 m³·mol⁻¹	ChemAxon
Polarizability	46.25 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

Not Available

References

General References

Mohamed, A. E. H., et al. (2000). Mohamed, A. E. H., et al, Chem. Pharm. Bull. 54, 152 (2000). Chem. Pharm. Bull..

Showing NP-Card for methyl-9beta-(epoxyangeloyloxy)-5alpha,6alpha-dihydroxy-2-oxo-3,4-dehydro+ (NP0029499)

MOL for NP0029499 (methyl-9beta-(epoxyangeloyloxy)-5alpha,6alpha-dihydroxy-2-oxo-3,4-dehydro+)

3D MOL for NP0029499 (methyl-9beta-(epoxyangeloyloxy)-5alpha,6alpha-dihydroxy-2-oxo-3,4-dehydro+)

3D SDF for NP0029499 (methyl-9beta-(epoxyangeloyloxy)-5alpha,6alpha-dihydroxy-2-oxo-3,4-dehydro+)

3D-SDF for NP0029499 (methyl-9beta-(epoxyangeloyloxy)-5alpha,6alpha-dihydroxy-2-oxo-3,4-dehydro+)

PDB for NP0029499 (methyl-9beta-(epoxyangeloyloxy)-5alpha,6alpha-dihydroxy-2-oxo-3,4-dehydro+)

3D PDB for NP0029499 (methyl-9beta-(epoxyangeloyloxy)-5alpha,6alpha-dihydroxy-2-oxo-3,4-dehydro+)

SMILES for NP0029499 (methyl-9beta-(epoxyangeloyloxy)-5alpha,6alpha-dihydroxy-2-oxo-3,4-dehydro+)

INCHI for NP0029499 (methyl-9beta-(epoxyangeloyloxy)-5alpha,6alpha-dihydroxy-2-oxo-3,4-dehydro+)

Structure for NP0029499 (methyl-9beta-(epoxyangeloyloxy)-5alpha,6alpha-dihydroxy-2-oxo-3,4-dehydro+)

3D Structure for NP0029499 (methyl-9beta-(epoxyangeloyloxy)-5alpha,6alpha-dihydroxy-2-oxo-3,4-dehydro+)