NP-MRD: Showing NP-Card for 12-epi-diacetylteukotschyn (NP0025454)

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Record Information

Version

2.0

Created at

2021-06-19 17:34:40 UTC

Updated at

2021-06-29 23:50:25 UTC

NP-MRD ID

NP0025454

Secondary Accession Numbers

None

Natural Product Identification

Common Name

12-epi-diacetylteukotschyn

Provided By

JEOL Database JEOL Logo

Description

12-epi-diacetylteukotschyn is found in Teucrium maghrebinum. 12-epi-diacetylteukotschyn was first documented in 2001 (Bruno, M., et al.). Based on a literature review very few articles have been published on (3S,5'S,6aS,7R,8R,10R,10aR,10bR)-10-(acetyloxy)-5'-(furan-3-yl)-8-methyl-2'-oxo-decahydrospiro[naphtho[4,4a-c]furan-7,3'-oxolane]-3-yl acetate.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192119343D          

 62 66  0  0  0  0            999 V2000
    1.7337    5.0292   -2.7600 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2520    4.2969   -1.5606 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4624    4.8164   -0.4734 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4180    2.9819   -1.8486 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9668    2.2007   -0.7865 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4351    0.9494   -1.3222 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5980   -0.1262   -0.8530 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3116    0.5048   -0.2983 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5307   -0.2842    0.8122 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3660   -0.4588    2.0957 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8145    0.8929    2.6367 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6399    1.6440    1.6127 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9139    1.8222    0.2630 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2128   -1.5857    0.3399 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1486   -2.1157    1.4464 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4486   -3.3221    2.0435 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3887   -4.4346    2.3695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7121   -5.5720    1.5729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6272   -6.3058    2.2891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8942   -5.7008    3.4734 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1408   -4.5736    3.5198 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5337   -3.7226    1.0907 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7347   -2.7575    0.1600 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5834   -2.8525   -0.7114 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0515   -1.3160   -0.9511 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6258   -2.5817   -1.6153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2936   -0.5137   -2.0198 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3335    0.7782   -1.4833 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7259    1.6399   -1.0028 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3094    2.4654   -1.9135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3686    3.2875   -1.2461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0205    2.5427   -3.0979 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3172    4.7599   -3.6446 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8416    6.1057   -2.6000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6786    4.7929   -2.9110 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8374    2.7193   -0.3670 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1683   -0.6656   -0.0914 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4479   -0.8015   -1.6960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2859    0.3921    1.1153 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2337   -1.1028    1.9169 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7782   -0.9340    2.8851 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9390    1.4910    2.9178 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4041    0.7460    3.5488 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9020    2.6321    2.0113 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5916    1.1136    1.4773 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1455    2.5932    0.3844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3731   -1.3693    2.2179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1330   -2.3927    1.0523 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0907   -3.0475    2.9574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3180   -5.8258    0.5977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1543   -7.2321    2.1067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2487   -3.9840    4.4202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9151   -0.7050   -0.6500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2885   -2.3063   -2.4437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2158   -3.1867   -0.9225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8356   -3.2167   -2.0287 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4711   -1.1403   -2.4908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0026   -0.2554   -2.8174 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8562    1.2604   -2.3148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9171    3.9164   -0.4748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8475    3.9331   -1.9878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1287    2.6321   -0.8133 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
 17 21  2  0  0  0  0
  9 10  1  0  0  0  0
  9  8  1  0  0  0  0
 22 16  1  0  0  0  0
 16 15  1  0  0  0  0
 14 15  1  0  0  0  0
 21 20  1  0  0  0  0
 20 19  1  0  0  0  0
 19 18  2  0  0  0  0
 18 17  1  0  0  0  0
 16 17  1  0  0  0  0
 11 12  1  0  0  0  0
 25 26  1  0  0  0  0
  9 14  1  0  0  0  0
 23 24  2  0  0  0  0
  8 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 27  1  0  0  0  0
 29 30  1  0  0  0  0
 27 25  1  0  0  0  0
 30 32  2  0  0  0  0
 25 14  1  0  0  0  0
 30 31  1  0  0  0  0
  8 13  1  0  0  0  0
  5  4  1  0  0  0  0
 14 23  1  6  0  0  0
  4  2  1  0  0  0  0
  2  3  2  0  0  0  0
 23 22  1  0  0  0  0
  2  1  1  0  0  0  0
 11 10  1  0  0  0  0
  9 39  1  1  0  0  0
 12 13  1  0  0  0  0
 13 46  1  1  0  0  0
 13  5  1  0  0  0  0
 16 49  1  1  0  0  0
  8  7  1  6  0  0  0
 15 47  1  0  0  0  0
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 11 42  1  0  0  0  0
 11 43  1  0  0  0  0
 12 44  1  0  0  0  0
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 10 40  1  0  0  0  0
 10 41  1  0  0  0  0
 28 59  1  6  0  0  0
 27 57  1  0  0  0  0
 27 58  1  0  0  0  0
 25 53  1  1  0  0  0
  5 36  1  1  0  0  0
  7 37  1  0  0  0  0
  7 38  1  0  0  0  0
 21 52  1  0  0  0  0
 19 51  1  0  0  0  0
 18 50  1  0  0  0  0
 26 54  1  0  0  0  0
 26 55  1  0  0  0  0
 26 56  1  0  0  0  0
 31 60  1  0  0  0  0
 31 61  1  0  0  0  0
 31 62  1  0  0  0  0
  1 33  1  0  0  0  0
  1 34  1  0  0  0  0
  1 35  1  0  0  0  0
M  END

     RDKit          3D

 62 66  0  0  0  0  0  0  0  0999 V2000
    1.7337    5.0292   -2.7600 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2520    4.2969   -1.5606 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4624    4.8164   -0.4734 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4180    2.9819   -1.8486 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9668    2.2007   -0.7865 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4351    0.9494   -1.3222 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5980   -0.1262   -0.8530 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3116    0.5048   -0.2983 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5307   -0.2842    0.8122 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3660   -0.4588    2.0957 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8145    0.8929    2.6367 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6399    1.6440    1.6127 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9139    1.8222    0.2630 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2128   -1.5857    0.3399 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -0.4486   -3.3221    2.0435 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3887   -4.4346    2.3695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7121   -5.5720    1.5729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6272   -6.3058    2.2891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8942   -5.7008    3.4734 O   0  0  0  0  0  0  0  0  0  0  0  0
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    0.3335    0.7782   -1.4833 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7259    1.6399   -1.0028 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3094    2.4654   -1.9135 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.0205    2.5427   -3.0979 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3172    4.7599   -3.6446 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8416    6.1057   -2.6000 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.8374    2.7193   -0.3670 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1683   -0.6656   -0.0914 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.8356   -3.2167   -2.0287 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.8562    1.2604   -2.3148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9171    3.9164   -0.4748 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.1287    2.6321   -0.8133 H   0  0  0  0  0  0  0  0  0  0  0  0
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  1 33  1  0
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  1 35  1  0
M  END


  Mrv1652306192119343D          

 62 66  0  0  0  0            999 V2000
    1.7337    5.0292   -2.7600 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2520    4.2969   -1.5606 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4624    4.8164   -0.4734 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4180    2.9819   -1.8486 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9668    2.2007   -0.7865 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4351    0.9494   -1.3222 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5980   -0.1262   -0.8530 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3116    0.5048   -0.2983 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5307   -0.2842    0.8122 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3660   -0.4588    2.0957 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8145    0.8929    2.6367 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6399    1.6440    1.6127 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9139    1.8222    0.2630 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2128   -1.5857    0.3399 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1486   -2.1157    1.4464 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4486   -3.3221    2.0435 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3887   -4.4346    2.3695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7121   -5.5720    1.5729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6272   -6.3058    2.2891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8942   -5.7008    3.4734 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1408   -4.5736    3.5198 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5337   -3.7226    1.0907 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7347   -2.7575    0.1600 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5834   -2.8525   -0.7114 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0515   -1.3160   -0.9511 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6258   -2.5817   -1.6153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2936   -0.5137   -2.0198 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3335    0.7782   -1.4833 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7259    1.6399   -1.0028 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3094    2.4654   -1.9135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3686    3.2875   -1.2461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0205    2.5427   -3.0979 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3172    4.7599   -3.6446 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8416    6.1057   -2.6000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6786    4.7929   -2.9110 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8374    2.7193   -0.3670 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1683   -0.6656   -0.0914 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4479   -0.8015   -1.6960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2859    0.3921    1.1153 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2337   -1.1028    1.9169 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7782   -0.9340    2.8851 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9390    1.4910    2.9178 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4041    0.7460    3.5488 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9020    2.6321    2.0113 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5916    1.1136    1.4773 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1455    2.5932    0.3844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3731   -1.3693    2.2179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1330   -2.3927    1.0523 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0907   -3.0475    2.9574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3180   -5.8258    0.5977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1543   -7.2321    2.1067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2487   -3.9840    4.4202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9151   -0.7050   -0.6500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2885   -2.3063   -2.4437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2158   -3.1867   -0.9225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8356   -3.2167   -2.0287 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4711   -1.1403   -2.4908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0026   -0.2554   -2.8174 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8562    1.2604   -2.3148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9171    3.9164   -0.4748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8475    3.9331   -1.9878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1287    2.6321   -0.8133 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
 17 21  2  0  0  0  0
  9 10  1  0  0  0  0
  9  8  1  0  0  0  0
 22 16  1  0  0  0  0
 16 15  1  0  0  0  0
 14 15  1  0  0  0  0
 21 20  1  0  0  0  0
 20 19  1  0  0  0  0
 19 18  2  0  0  0  0
 18 17  1  0  0  0  0
 16 17  1  0  0  0  0
 11 12  1  0  0  0  0
 25 26  1  0  0  0  0
  9 14  1  0  0  0  0
 23 24  2  0  0  0  0
  8 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 27  1  0  0  0  0
 29 30  1  0  0  0  0
 27 25  1  0  0  0  0
 30 32  2  0  0  0  0
 25 14  1  0  0  0  0
 30 31  1  0  0  0  0
  8 13  1  0  0  0  0
  5  4  1  0  0  0  0
 14 23  1  6  0  0  0
  4  2  1  0  0  0  0
  2  3  2  0  0  0  0
 23 22  1  0  0  0  0
  2  1  1  0  0  0  0
 11 10  1  0  0  0  0
  9 39  1  1  0  0  0
 12 13  1  0  0  0  0
 13 46  1  1  0  0  0
 13  5  1  0  0  0  0
 16 49  1  1  0  0  0
  8  7  1  6  0  0  0
 15 47  1  0  0  0  0
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 11 42  1  0  0  0  0
 11 43  1  0  0  0  0
 12 44  1  0  0  0  0
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 28 59  1  6  0  0  0
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 27 58  1  0  0  0  0
 25 53  1  1  0  0  0
  5 36  1  1  0  0  0
  7 37  1  0  0  0  0
  7 38  1  0  0  0  0
 21 52  1  0  0  0  0
 19 51  1  0  0  0  0
 18 50  1  0  0  0  0
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 31 60  1  0  0  0  0
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 31 62  1  0  0  0  0
  1 33  1  0  0  0  0
  1 34  1  0  0  0  0
  1 35  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0025454

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C1=C([H])C(=C([H])O1)[C@@]1([H])OC(=O)[C@]2(C1([H])[H])[C@]([H])(C([H])([H])[H])C([H])([H])[C@@]([H])(OC(=O)C([H])([H])[H])[C@@]13C([H])([H])O[C@@]([H])(OC(=O)C([H])([H])[H])[C@]1([H])C([H])([H])C([H])([H])C([H])([H])[C@]23[H]

> <INCHI_IDENTIFIER>
InChI=1S/C24H30O8/c1-13-9-20(30-14(2)25)24-12-29-21(31-15(3)26)17(24)5-4-6-19(24)23(13)10-18(32-22(23)27)16-7-8-28-11-16/h7-8,11,13,17-21H,4-6,9-10,12H2,1-3H3/t13-,17+,18+,19-,20-,21+,23-,24+/m1/s1

> <INCHI_KEY>
UPIGMSCHLUFHCB-YDFCLYLJSA-N

> <FORMULA>
C24H30O8

> <MOLECULAR_WEIGHT>
446.496

> <EXACT_MASS>
446.194067926

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
45.78150469568051

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3S,5'S,6aS,7R,8R,10R,10aR,10bR)-10-(acetyloxy)-5'-(furan-3-yl)-8-methyl-2'-oxo-decahydrospiro[naphtho[1,8a-c]furan-7,3'-oxolane]-3-yl acetate

> <ALOGPS_LOGP>
3.05

> <JCHEM_LOGP>
2.6116252266666655

> <ALOGPS_LOGS>
-3.93

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8730357637256962

> <JCHEM_POLAR_SURFACE_AREA>
101.27000000000001

> <JCHEM_REFRACTIVITY>
109.26979999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.24e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3S,5'S,6aS,7R,8R,10R,10aR,10bR)-10-(acetyloxy)-5'-(furan-3-yl)-8-methyl-2'-oxo-decahydrospiro[naphtho[1,8a-c]furan-7,3'-oxolane]-3-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 62 66  0  0  0  0  0  0  0  0999 V2000
    1.7337    5.0292   -2.7600 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2520    4.2969   -1.5606 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.9668    2.2007   -0.7865 C   0  0  2  0  0  0  0  0  0  0  0  0
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    2.5980   -0.1262   -0.8530 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3116    0.5048   -0.2983 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5307   -0.2842    0.8122 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3660   -0.4588    2.0957 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8145    0.8929    2.6367 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6399    1.6440    1.6127 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9139    1.8222    0.2630 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2128   -1.5857    0.3399 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1486   -2.1157    1.4464 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.7121   -5.5720    1.5729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6272   -6.3058    2.2891 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.5337   -3.7226    1.0907 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7347   -2.7575    0.1600 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5834   -2.8525   -0.7114 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0515   -1.3160   -0.9511 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6258   -2.5817   -1.6153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2936   -0.5137   -2.0198 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3335    0.7782   -1.4833 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7259    1.6399   -1.0028 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3094    2.4654   -1.9135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3686    3.2875   -1.2461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0205    2.5427   -3.0979 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.8416    6.1057   -2.6000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6786    4.7929   -2.9110 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8374    2.7193   -0.3670 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1683   -0.6656   -0.0914 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4479   -0.8015   -1.6960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2859    0.3921    1.1153 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2337   -1.1028    1.9169 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7782   -0.9340    2.8851 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9390    1.4910    2.9178 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4041    0.7460    3.5488 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9020    2.6321    2.0113 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5916    1.1136    1.4773 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1455    2.5932    0.3844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3731   -1.3693    2.2179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1330   -2.3927    1.0523 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0907   -3.0475    2.9574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3180   -5.8258    0.5977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1543   -7.2321    2.1067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2487   -3.9840    4.4202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9151   -0.7050   -0.6500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2885   -2.3063   -2.4437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2158   -3.1867   -0.9225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8356   -3.2167   -2.0287 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4711   -1.1403   -2.4908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0026   -0.2554   -2.8174 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8562    1.2604   -2.3148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9171    3.9164   -0.4748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8475    3.9331   -1.9878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1287    2.6321   -0.8133 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  1  0
  6  7  1  0
 17 21  2  0
  9 10  1  0
  9  8  1  0
 22 16  1  0
 16 15  1  0
 14 15  1  0
 21 20  1  0
 20 19  1  0
 19 18  2  0
 18 17  1  0
 16 17  1  0
 11 12  1  0
 25 26  1  0
  9 14  1  0
 23 24  2  0
  8 28  1  0
 28 29  1  0
 28 27  1  0
 29 30  1  0
 27 25  1  0
 30 32  2  0
 25 14  1  0
 30 31  1  0
  8 13  1  0
  5  4  1  0
 14 23  1  6
  4  2  1  0
  2  3  2  0
 23 22  1  0
  2  1  1  0
 11 10  1  0
  9 39  1  1
 12 13  1  0
 13 46  1  1
 13  5  1  0
 16 49  1  1
  8  7  1  6
 15 47  1  0
 15 48  1  0
 11 42  1  0
 11 43  1  0
 12 44  1  0
 12 45  1  0
 10 40  1  0
 10 41  1  0
 28 59  1  6
 27 57  1  0
 27 58  1  0
 25 53  1  1
  5 36  1  1
  7 37  1  0
  7 38  1  0
 21 52  1  0
 19 51  1  0
 18 50  1  0
 26 54  1  0
 26 55  1  0
 26 56  1  0
 31 60  1  0
 31 61  1  0
 31 62  1  0
  1 33  1  0
  1 34  1  0
  1 35  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       1.734   5.029  -2.760  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.252   4.297  -1.561  0.00  0.00           C+0
HETATM    3  O   UNK     0       2.462   4.816  -0.473  0.00  0.00           O+0
HETATM    4  O   UNK     0       2.418   2.982  -1.849  0.00  0.00           O+0
HETATM    5  C   UNK     0       2.967   2.201  -0.787  0.00  0.00           C+0
HETATM    6  O   UNK     0       3.435   0.949  -1.322  0.00  0.00           O+0
HETATM    7  C   UNK     0       2.598  -0.126  -0.853  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.312   0.505  -0.298  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.531  -0.284   0.812  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.366  -0.459   2.096  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.815   0.893   2.637  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.640   1.644   1.613  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.914   1.822   0.263  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.213  -1.586   0.340  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.149  -2.116   1.446  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.449  -3.322   2.043  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.389  -4.435   2.369  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.712  -5.572   1.573  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.627  -6.306   2.289  0.00  0.00           C+0
HETATM   20  O   UNK     0      -2.894  -5.701   3.473  0.00  0.00           O+0
HETATM   21  C   UNK     0      -2.141  -4.574   3.520  0.00  0.00           C+0
HETATM   22  O   UNK     0       0.534  -3.723   1.091  0.00  0.00           O+0
HETATM   23  C   UNK     0       0.735  -2.757   0.160  0.00  0.00           C+0
HETATM   24  O   UNK     0       1.583  -2.853  -0.711  0.00  0.00           O+0
HETATM   25  C   UNK     0      -1.052  -1.316  -0.951  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.626  -2.582  -1.615  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.294  -0.514  -2.020  0.00  0.00           C+0
HETATM   28  C   UNK     0       0.334   0.778  -1.483  0.00  0.00           C+0
HETATM   29  O   UNK     0      -0.726   1.640  -1.003  0.00  0.00           O+0
HETATM   30  C   UNK     0      -1.309   2.465  -1.914  0.00  0.00           C+0
HETATM   31  C   UNK     0      -2.369   3.288  -1.246  0.00  0.00           C+0
HETATM   32  O   UNK     0      -1.020   2.543  -3.098  0.00  0.00           O+0
HETATM   33  H   UNK     0       2.317   4.760  -3.645  0.00  0.00           H+0
HETATM   34  H   UNK     0       1.842   6.106  -2.600  0.00  0.00           H+0
HETATM   35  H   UNK     0       0.679   4.793  -2.911  0.00  0.00           H+0
HETATM   36  H   UNK     0       3.837   2.719  -0.367  0.00  0.00           H+0
HETATM   37  H   UNK     0       3.168  -0.666  -0.091  0.00  0.00           H+0
HETATM   38  H   UNK     0       2.448  -0.802  -1.696  0.00  0.00           H+0
HETATM   39  H   UNK     0      -0.286   0.392   1.115  0.00  0.00           H+0
HETATM   40  H   UNK     0       2.234  -1.103   1.917  0.00  0.00           H+0
HETATM   41  H   UNK     0       0.778  -0.934   2.885  0.00  0.00           H+0
HETATM   42  H   UNK     0       0.939   1.491   2.918  0.00  0.00           H+0
HETATM   43  H   UNK     0       2.404   0.746   3.549  0.00  0.00           H+0
HETATM   44  H   UNK     0       2.902   2.632   2.011  0.00  0.00           H+0
HETATM   45  H   UNK     0       3.592   1.114   1.477  0.00  0.00           H+0
HETATM   46  H   UNK     0       1.145   2.593   0.384  0.00  0.00           H+0
HETATM   47  H   UNK     0      -1.373  -1.369   2.218  0.00  0.00           H+0
HETATM   48  H   UNK     0      -2.133  -2.393   1.052  0.00  0.00           H+0
HETATM   49  H   UNK     0       0.091  -3.047   2.957  0.00  0.00           H+0
HETATM   50  H   UNK     0      -1.318  -5.826   0.598  0.00  0.00           H+0
HETATM   51  H   UNK     0      -3.154  -7.232   2.107  0.00  0.00           H+0
HETATM   52  H   UNK     0      -2.249  -3.984   4.420  0.00  0.00           H+0
HETATM   53  H   UNK     0      -1.915  -0.705  -0.650  0.00  0.00           H+0
HETATM   54  H   UNK     0      -2.289  -2.306  -2.444  0.00  0.00           H+0
HETATM   55  H   UNK     0      -2.216  -3.187  -0.923  0.00  0.00           H+0
HETATM   56  H   UNK     0      -0.836  -3.217  -2.029  0.00  0.00           H+0
HETATM   57  H   UNK     0       0.471  -1.140  -2.491  0.00  0.00           H+0
HETATM   58  H   UNK     0      -1.003  -0.255  -2.817  0.00  0.00           H+0
HETATM   59  H   UNK     0       0.856   1.260  -2.315  0.00  0.00           H+0
HETATM   60  H   UNK     0      -1.917   3.916  -0.475  0.00  0.00           H+0
HETATM   61  H   UNK     0      -2.848   3.933  -1.988  0.00  0.00           H+0
HETATM   62  H   UNK     0      -3.129   2.632  -0.813  0.00  0.00           H+0
CONECT    1    2   33   34   35                                             
CONECT    2    4    3    1                                                  
CONECT    3    2                                                            
CONECT    4    5    2                                                       
CONECT    5    6    4   13   36                                             
CONECT    6    5    7                                                       
CONECT    7    6    8   37   38                                             
CONECT    8    9   28   13    7                                             
CONECT    9   10    8   14   39                                             
CONECT   10    9   11   40   41                                             
CONECT   11   12   10   42   43                                             
CONECT   12   11   13   44   45                                             
CONECT   13    8   12   46    5                                             
CONECT   14   15    9   25   23                                             
CONECT   15   16   14   47   48                                             
CONECT   16   22   15   17   49                                             
CONECT   17   21   18   16                                                  
CONECT   18   19   17   50                                                  
CONECT   19   20   18   51                                                  
CONECT   20   21   19                                                       
CONECT   21   17   20   52                                                  
CONECT   22   16   23                                                       
CONECT   23   24   14   22                                                  
CONECT   24   23                                                            
CONECT   25   26   27   14   53                                             
CONECT   26   25   54   55   56                                             
CONECT   27   28   25   57   58                                             
CONECT   28    8   29   27   59                                             
CONECT   29   28   30                                                       
CONECT   30   29   32   31                                                  
CONECT   31   30   60   61   62                                             
CONECT   32   30                                                            
CONECT   33    1                                                            
CONECT   34    1                                                            
CONECT   35    1                                                            
CONECT   36    5                                                            
CONECT   37    7                                                            
CONECT   38    7                                                            
CONECT   39    9                                                            
CONECT   40   10                                                            
CONECT   41   10                                                            
CONECT   42   11                                                            
CONECT   43   11                                                            
CONECT   44   12                                                            
CONECT   45   12                                                            
CONECT   46   13                                                            
CONECT   47   15                                                            
CONECT   48   15                                                            
CONECT   49   16                                                            
CONECT   50   18                                                            
CONECT   51   19                                                            
CONECT   52   21                                                            
CONECT   53   25                                                            
CONECT   54   26                                                            
CONECT   55   26                                                            
CONECT   56   26                                                            
CONECT   57   27                                                            
CONECT   58   27                                                            
CONECT   59   28                                                            
CONECT   60   31                                                            
CONECT   61   31                                                            
CONECT   62   31                                                            
MASTER        0    0    0    0    0    0    0    0   62    0  132    0
END

RDKit          3D

62 66  0  0  0  0  0  0  0  0999 V2000
    1.7337    5.0292   -2.7600 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2520    4.2969   -1.5606 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4624    4.8164   -0.4734 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4180    2.9819   -1.8486 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9668    2.2007   -0.7865 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4351    0.9494   -1.3222 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5980   -0.1262   -0.8530 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3116    0.5048   -0.2983 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5307   -0.2842    0.8122 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3660   -0.4588    2.0957 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8145    0.8929    2.6367 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6399    1.6440    1.6127 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9139    1.8222    0.2630 C   0  0  1  0  0  0  0  0  0  0  0  0
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    1.5834   -2.8525   -0.7114 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.6258   -2.5817   -1.6153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2936   -0.5137   -2.0198 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3335    0.7782   -1.4833 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7259    1.6399   -1.0028 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3094    2.4654   -1.9135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3686    3.2875   -1.2461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0205    2.5427   -3.0979 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.8416    6.1057   -2.6000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6786    4.7929   -2.9110 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8374    2.7193   -0.3670 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1683   -0.6656   -0.0914 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4479   -0.8015   -1.6960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2859    0.3921    1.1153 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2337   -1.1028    1.9169 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7782   -0.9340    2.8851 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9390    1.4910    2.9178 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4041    0.7460    3.5488 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9020    2.6321    2.0113 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5916    1.1136    1.4773 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1455    2.5932    0.3844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3731   -1.3693    2.2179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1330   -2.3927    1.0523 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0907   -3.0475    2.9574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3180   -5.8258    0.5977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1543   -7.2321    2.1067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2487   -3.9840    4.4202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9151   -0.7050   -0.6500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2885   -2.3063   -2.4437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2158   -3.1867   -0.9225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8356   -3.2167   -2.0287 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4711   -1.1403   -2.4908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0026   -0.2554   -2.8174 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8562    1.2604   -2.3148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9171    3.9164   -0.4748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8475    3.9331   -1.9878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1287    2.6321   -0.8133 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  1  0
  6  7  1  0
 17 21  2  0
  9 10  1  0
  9  8  1  0
 22 16  1  0
 16 15  1  0
 14 15  1  0
 21 20  1  0
 20 19  1  0
 19 18  2  0
 18 17  1  0
 16 17  1  0
 11 12  1  0
 25 26  1  0
  9 14  1  0
 23 24  2  0
  8 28  1  0
 28 29  1  0
 28 27  1  0
 29 30  1  0
 27 25  1  0
 30 32  2  0
 25 14  1  0
 30 31  1  0
  8 13  1  0
  5  4  1  0
 14 23  1  6
  4  2  1  0
  2  3  2  0
 23 22  1  0
  2  1  1  0
 11 10  1  0
  9 39  1  1
 12 13  1  0
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 13  5  1  0
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  8  7  1  6
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  5 36  1  1
  7 37  1  0
  7 38  1  0
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 26 54  1  0
 26 55  1  0
 26 56  1  0
 31 60  1  0
 31 61  1  0
 31 62  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
M  END

View in JSmol

Synonyms

Value	Source
(3S,5's,6AS,7R,8R,10R,10ar,10BR)-10-(acetyloxy)-5'-(furan-3-yl)-8-methyl-2'-oxo-decahydrospiro[naphtho[4,4a-c]furan-7,3'-oxolane]-3-yl acetic acid	Generator
(3S,7R,10AR)-3b,10b-diacetoxy-8a-methyl-5'b-(3-furanyl)-3,3abeta,4,4',5,5',6,6abeta,9,10-decahydrospiro[naphtho[1,8a-c]furan-7(8H),3'(2'H)-furan]-2'-one	Generator
(3S,7R,10AR)-3β,10β-diacetoxy-8α-methyl-5'β-(3-furanyl)-3,3abeta,4,4',5,5',6,6abeta,9,10-decahydrospiro[naphtho[1,8a-c]furan-7(8H),3'(2'H)-furan]-2'-one	Generator

Chemical Formula

C₂₄H₃₀O₈

Average Mass

446.4960 Da

Monoisotopic Mass

446.19407 Da

IUPAC Name

(3S,5'S,6aS,7R,8R,10R,10aR,10bR)-10-(acetyloxy)-5'-(furan-3-yl)-8-methyl-2'-oxo-decahydrospiro[naphtho[1,8a-c]furan-7,3'-oxolane]-3-yl acetate

Traditional Name

(3S,5'S,6aS,7R,8R,10R,10aR,10bR)-10-(acetyloxy)-5'-(furan-3-yl)-8-methyl-2'-oxo-decahydrospiro[naphtho[1,8a-c]furan-7,3'-oxolane]-3-yl acetate

CAS Registry Number

Not Available

SMILES

[H]C1=C([H])C(=C([H])O1)[C@@]1([H])OC(=O)[C@]2(C1([H])[H])[C@]([H])(C([H])([H])[H])C([H])([H])[C@@]([H])(OC(=O)C([H])([H])[H])[C@@]13C([H])([H])O[C@@]([H])(OC(=O)C([H])([H])[H])[C@]1([H])C([H])([H])C([H])([H])C([H])([H])[C@]23[H]

InChI Identifier

InChI=1S/C24H30O8/c1-13-9-20(30-14(2)25)24-12-29-21(31-15(3)26)17(24)5-4-6-19(24)23(13)10-18(32-22(23)27)16-7-8-28-11-16/h7-8,11,13,17-21H,4-6,9-10,12H2,1-3H3/t13-,17+,18+,19-,20-,21+,23-,24+/m1/s1

InChI Key

UPIGMSCHLUFHCB-YDFCLYLJSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 250 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, 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
Teucrium maghrebinum	JEOL database	Bruno, M., et al, Eur. J. Org. Chem. 2001, 1669

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	3.05	ALOGPS
logP	2.61	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	101.27 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	109.27 m³·mol⁻¹	ChemAxon
Polarizability	45.78 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14396805

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Bruno, M., et al. (2001). Bruno, M., et al, Eur. J. Org. Chem. 2001, 1669. Eur. J. Org. Chem..

Showing NP-Card for 12-epi-diacetylteukotschyn (NP0025454)

MOL for NP0025454 (12-epi-diacetylteukotschyn)

3D MOL for NP0025454 (12-epi-diacetylteukotschyn)

3D SDF for NP0025454 (12-epi-diacetylteukotschyn)

3D-SDF for NP0025454 (12-epi-diacetylteukotschyn)

PDB for NP0025454 (12-epi-diacetylteukotschyn)

3D PDB for NP0025454 (12-epi-diacetylteukotschyn)

SMILES for NP0025454 (12-epi-diacetylteukotschyn)

INCHI for NP0025454 (12-epi-diacetylteukotschyn)

Structure for NP0025454 (12-epi-diacetylteukotschyn)

3D Structure for NP0025454 (12-epi-diacetylteukotschyn)