NP-MRD: Showing NP-Card for 5,7alpha-epoxy-6alpha,20alpha-dihydroxy-1-oxowitha-2,24-dienolide (NP0025301)

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Record Information

Version

2.0

Created at

2021-06-19 17:27:35 UTC

Updated at

2021-06-29 23:50:10 UTC

NP-MRD ID

NP0025301

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5,7alpha-epoxy-6alpha,20alpha-dihydroxy-1-oxowitha-2,24-dienolide

Provided By

JEOL Database JEOL Logo

Description

5,7alpha-epoxy-6alpha,20alpha-dihydroxy-1-oxowitha-2,24-dienolide is found in Withania somnifera. 5,7alpha-epoxy-6alpha,20alpha-dihydroxy-1-oxowitha-2,24-dienolide was first documented in 2008 (Misra, L., et al.).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192119273D          

 72 77  0  0  0  0            999 V2000
    2.5281    1.6941   -3.8050 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3521    0.7294   -2.9979 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6480    0.4255   -3.2252 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4887    0.9407   -4.3582 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3935   -0.4516   -2.2731 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6137   -0.5515   -2.3121 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6677   -1.1094   -1.3363 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2380   -1.2593   -1.5204 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6613   -1.9610   -0.2406 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9906   -1.1428    1.0172 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3710   -3.2069   -0.1178 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1295   -2.2565   -0.3747 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8140   -3.1424   -1.5922 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6671   -3.4387   -1.4607 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9423   -3.5599    0.0475 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2535   -2.8875    0.5091 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -1.0676   -0.9257    1.5700 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0800   -2.0424    1.9366 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3343   -2.9820    0.7744 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1067   -4.1704    1.3892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5092   -0.6324    0.5519 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0511   -0.3840    1.9684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3265    0.7397   -0.1112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3923    1.4921    0.1668 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3300    1.2161   -1.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4288    0.5069   -1.3609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7597   -0.8216   -0.7625 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -3.7873   -2.2367   -1.3368 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4616   -3.2833   -0.3416 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -5.9662   -3.6652   -0.1334 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.1167    2.2911   -4.5048 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7658    1.1531   -4.3748 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1915    1.6985   -3.9970 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.1302   -1.9433   -2.3726 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3643   -0.2494    1.0977 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.3232   -2.9918   -0.1709 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.5521   -2.6501    2.7223 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4385   -4.8826    0.6271 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4708   -4.7257    2.0894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9776   -1.2781    2.5951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1047   -0.0843    1.9463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5120    0.4234    2.4764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1358    2.1795   -1.5455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1486    0.9139   -2.0682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4912   -0.6767    0.0406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2479   -1.4308   -1.5326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4301   -4.2818   -0.7889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7858   -3.0203    1.4515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8409   -3.6950   -1.1009 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5631   -0.0333   -2.1059 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6737    0.7828   -0.9902 H   0  0  0  0  0  0  0  0  0  0  0  0
 15 14  1  0  0  0  0
 14 13  1  0  0  0  0
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 17 22  1  0  0  0  0
 29 28  1  6  0  0  0
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  2 34  1  0  0  0  0
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  2  1  1  0  0  0  0
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  9 11  1  1  0  0  0
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 23 61  1  0  0  0  0
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 23 63  1  0  0  0  0
 17 53  1  6  0  0  0
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 18 54  1  0  0  0  0
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 27 65  1  0  0  0  0
 15 51  1  1  0  0  0
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 13 48  1  0  0  0  0
 21 58  1  0  0  0  0
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 21 60  1  0  0  0  0
 33 70  1  0  0  0  0
  8 41  1  6  0  0  0
 10 42  1  0  0  0  0
 10 43  1  0  0  0  0
 10 44  1  0  0  0  0
 34 71  1  0  0  0  0
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  4 38  1  0  0  0  0
  4 39  1  0  0  0  0
  4 40  1  0  0  0  0
  1 35  1  0  0  0  0
  1 36  1  0  0  0  0
  1 37  1  0  0  0  0
 11 45  1  0  0  0  0
M  END

     RDKit          3D

 72 77  0  0  0  0  0  0  0  0999 V2000
    2.5281    1.6941   -3.8050 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3521    0.7294   -2.9979 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6480    0.4255   -3.2252 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4887    0.9407   -4.3582 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3935   -0.4516   -2.2731 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6137   -0.5515   -2.3121 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6677   -1.1094   -1.3363 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2380   -1.2593   -1.5204 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6613   -1.9610   -0.2406 C   0  0  2  0  0  0  0  0  0  0  0  0
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    1.1295   -2.2565   -0.3747 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8140   -3.1424   -1.5922 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.9423   -3.5599    0.0475 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2535   -2.8875    0.5091 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -0.0800   -2.0424    1.9366 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3343   -2.9820    0.7744 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1067   -4.1704    1.3892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5092   -0.6324    0.5519 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0511   -0.3840    1.9684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3265    0.7397   -0.1112 C   0  0  0  0  0  0  0  0  0  0  0  0
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 31 68  1  6
 23 61  1  0
 23 62  1  0
 23 63  1  0
 17 53  1  6
 16 52  1  1
 19 56  1  0
 19 57  1  0
 18 54  1  0
 18 55  1  0
 27 65  1  0
 15 51  1  1
 14 49  1  0
 14 50  1  0
 12 46  1  6
 13 47  1  0
 13 48  1  0
 21 58  1  0
 21 59  1  0
 21 60  1  0
 33 70  1  0
  8 41  1  6
 10 42  1  0
 10 43  1  0
 10 44  1  0
 34 71  1  0
 34 72  1  0
  4 38  1  0
  4 39  1  0
  4 40  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
 11 45  1  0
M  END


  Mrv1652306192119273D          

 72 77  0  0  0  0            999 V2000
    2.5281    1.6941   -3.8050 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3521    0.7294   -2.9979 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6480    0.4255   -3.2252 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4887    0.9407   -4.3582 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3935   -0.4516   -2.2731 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6137   -0.5515   -2.3121 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6677   -1.1094   -1.3363 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2380   -1.2593   -1.5204 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6613   -1.9610   -0.2406 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9906   -1.1428    1.0172 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3710   -3.2069   -0.1178 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1295   -2.2565   -0.3747 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8140   -3.1424   -1.5922 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6671   -3.4387   -1.4607 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9423   -3.5599    0.0475 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2535   -2.8875    0.5091 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1103   -1.3526    0.5217 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0676   -0.9257    1.5700 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0800   -2.0424    1.9366 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3343   -2.9820    0.7744 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1067   -4.1704    1.3892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5092   -0.6324    0.5519 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0511   -0.3840    1.9684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3265    0.7397   -0.1112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3923    1.4921    0.1668 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3300    1.2161   -1.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4288    0.5069   -1.3609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7597   -0.8216   -0.7625 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.5118   -1.5313   -0.2406 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7873   -2.2367   -1.3368 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4616   -3.2833   -0.3416 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8047   -2.9534    0.3611 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.9662   -3.6652   -0.1334 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6180    0.0969   -1.8427 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1167    2.2911   -4.5048 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0221    2.4018   -3.1390 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7658    1.1531   -4.3748 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1915    1.6985   -3.9970 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8978    1.3805   -5.1651 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0623    0.1248   -4.8123 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1302   -1.9433   -2.3726 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3643   -0.2494    1.0977 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8781   -1.7416    1.9251 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0380   -0.8215    1.0275 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3232   -2.9918   -0.1709 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6373   -1.2907   -0.5408 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0144   -2.6405   -2.5434 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3901   -4.0741   -1.5765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2354   -2.6266   -1.9241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9356   -4.3579   -1.9924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0424   -4.6321    0.2675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4464   -3.2363    1.5336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6710   -1.0733   -0.4472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5081   -0.0628    1.1891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5367   -0.5898    2.4991 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7885   -1.5941    2.4248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5521   -2.6501    2.7223 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9817   -3.8404    1.9560 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4385   -4.8826    0.6271 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4708   -4.7257    2.0894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9776   -1.2781    2.5951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1047   -0.0843    1.9463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5120    0.4234    2.4764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1358    2.1795   -1.5455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1486    0.9139   -2.0682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4912   -0.6767    0.0406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2479   -1.4308   -1.5326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4301   -4.2818   -0.7889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7858   -3.0203    1.4515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8409   -3.6950   -1.1009 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5631   -0.0333   -2.1059 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6737    0.7828   -0.9902 H   0  0  0  0  0  0  0  0  0  0  0  0
 15 14  1  0  0  0  0
 14 13  1  0  0  0  0
 12 20  1  0  0  0  0
 12 13  1  0  0  0  0
 17 22  1  0  0  0  0
 29 28  1  6  0  0  0
 22 23  1  1  0  0  0
 20 21  1  1  0  0  0
 17 16  1  0  0  0  0
 29 30  1  0  0  0  0
 22 29  1  0  0  0  0
 24 25  2  0  0  0  0
 24 22  1  0  0  0  0
 32 33  1  0  0  0  0
 12  9  1  0  0  0  0
 24 26  1  0  0  0  0
  9  8  1  0  0  0  0
 17 18  1  0  0  0  0
  9 10  1  0  0  0  0
  8  7  1  0  0  0  0
 16 15  1  0  0  0  0
 20 19  1  0  0  0  0
 19 18  1  0  0  0  0
 29 32  1  0  0  0  0
 26 27  2  0  0  0  0
  8 34  1  0  0  0  0
  7  5  1  0  0  0  0
  5  3  1  0  0  0  0
  3  2  2  0  0  0  0
  2 34  1  0  0  0  0
 20 15  1  0  0  0  0
  5  6  2  0  0  0  0
 32 31  1  0  0  0  0
  3  4  1  0  0  0  0
 31 16  1  0  0  0  0
  2  1  1  0  0  0  0
 31 30  1  0  0  0  0
 27 28  1  0  0  0  0
  9 11  1  1  0  0  0
 26 64  1  0  0  0  0
 28 66  1  0  0  0  0
 28 67  1  0  0  0  0
 32 69  1  1  0  0  0
 31 68  1  6  0  0  0
 23 61  1  0  0  0  0
 23 62  1  0  0  0  0
 23 63  1  0  0  0  0
 17 53  1  6  0  0  0
 16 52  1  1  0  0  0
 19 56  1  0  0  0  0
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 18 54  1  0  0  0  0
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 27 65  1  0  0  0  0
 15 51  1  1  0  0  0
 14 49  1  0  0  0  0
 14 50  1  0  0  0  0
 12 46  1  6  0  0  0
 13 47  1  0  0  0  0
 13 48  1  0  0  0  0
 21 58  1  0  0  0  0
 21 59  1  0  0  0  0
 21 60  1  0  0  0  0
 33 70  1  0  0  0  0
  8 41  1  6  0  0  0
 10 42  1  0  0  0  0
 10 43  1  0  0  0  0
 10 44  1  0  0  0  0
 34 71  1  0  0  0  0
 34 72  1  0  0  0  0
  4 38  1  0  0  0  0
  4 39  1  0  0  0  0
  4 40  1  0  0  0  0
  1 35  1  0  0  0  0
  1 36  1  0  0  0  0
  1 37  1  0  0  0  0
 11 45  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0025301

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]1([H])[C@@]2([H])O[C@@]11C([H])([H])C([H])=C([H])C(=O)[C@]1(C([H])([H])[H])[C@@]1([H])C([H])([H])C([H])([H])[C@@]3(C([H])([H])[H])[C@]([H])(C([H])([H])C([H])([H])[C@]3([H])[C@](O[H])(C([H])([H])[H])[C@]3([H])OC(=O)C(=C(C([H])([H])[H])C3([H])[H])C([H])([H])[H])[C@]21[H]

> <INCHI_IDENTIFIER>
InChI=1S/C28H38O6/c1-14-13-20(33-24(31)15(14)2)27(5,32)18-9-8-16-21-17(10-12-25(16,18)3)26(4)19(29)7-6-11-28(26)23(30)22(21)34-28/h6-7,16-18,20-23,30,32H,8-13H2,1-5H3/t16-,17+,18+,20-,21+,22+,23+,25+,26+,27-,28+/m1/s1

> <INCHI_KEY>
YGOTVOWHKMPFMG-LLNAHBQZSA-N

> <FORMULA>
C28H38O6

> <MOLECULAR_WEIGHT>
470.606

> <EXACT_MASS>
470.266838944

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
72

> <JCHEM_AVERAGE_POLARIZABILITY>
51.69863752594604

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,6R,7S,10S,11S,14R,15S,16S,18S)-11-[(1R)-1-[(2R)-4,5-dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]-1-hydroxyethyl]-18-hydroxy-6,10-dimethyl-17-oxapentacyclo[14.1.1.0^{1,6}.0^{7,15}.0^{10,14}]octadec-3-en-5-one

> <ALOGPS_LOGP>
2.73

> <JCHEM_LOGP>
3.7034455059999978

> <ALOGPS_LOGS>
-4.85

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.851791223537884

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.057367583837944

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3314307765321374

> <JCHEM_POLAR_SURFACE_AREA>
93.06

> <JCHEM_REFRACTIVITY>
126.94809999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.63e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,6R,7S,10S,11S,14R,15S,16S,18S)-11-[(1R)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-1-hydroxyethyl]-18-hydroxy-6,10-dimethyl-17-oxapentacyclo[14.1.1.0^{1,6}.0^{7,15}.0^{10,14}]octadec-3-en-5-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 72 77  0  0  0  0  0  0  0  0999 V2000
    2.5281    1.6941   -3.8050 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3521    0.7294   -2.9979 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6480    0.4255   -3.2252 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4887    0.9407   -4.3582 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3935   -0.4516   -2.2731 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6137   -0.5515   -2.3121 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6677   -1.1094   -1.3363 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2380   -1.2593   -1.5204 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6613   -1.9610   -0.2406 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9906   -1.1428    1.0172 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3710   -3.2069   -0.1178 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1295   -2.2565   -0.3747 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8140   -3.1424   -1.5922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6671   -3.4387   -1.4607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9423   -3.5599    0.0475 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2535   -2.8875    0.5091 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1103   -1.3526    0.5217 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0676   -0.9257    1.5700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0800   -2.0424    1.9366 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3343   -2.9820    0.7744 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1067   -4.1704    1.3892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5092   -0.6324    0.5519 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0511   -0.3840    1.9684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3265    0.7397   -0.1112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3923    1.4921    0.1668 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.4288    0.5069   -1.3609 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.4616   -3.2833   -0.3416 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8047   -2.9534    0.3611 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.9662   -3.6652   -0.1334 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6180    0.0969   -1.8427 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1167    2.2911   -4.5048 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0221    2.4018   -3.1390 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.8978    1.3805   -5.1651 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0623    0.1248   -4.8123 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1302   -1.9433   -2.3726 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3643   -0.2494    1.0977 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8781   -1.7416    1.9251 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.3232   -2.9918   -0.1709 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6373   -1.2907   -0.5408 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0144   -2.6405   -2.5434 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3901   -4.0741   -1.5765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2354   -2.6266   -1.9241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9356   -4.3579   -1.9924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0424   -4.6321    0.2675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4464   -3.2363    1.5336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6710   -1.0733   -0.4472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5081   -0.0628    1.1891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5367   -0.5898    2.4991 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7885   -1.5941    2.4248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5521   -2.6501    2.7223 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9817   -3.8404    1.9560 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4385   -4.8826    0.6271 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4708   -4.7257    2.0894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9776   -1.2781    2.5951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1047   -0.0843    1.9463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5120    0.4234    2.4764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1358    2.1795   -1.5455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1486    0.9139   -2.0682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4912   -0.6767    0.0406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2479   -1.4308   -1.5326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4301   -4.2818   -0.7889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7858   -3.0203    1.4515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8409   -3.6950   -1.1009 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5631   -0.0333   -2.1059 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6737    0.7828   -0.9902 H   0  0  0  0  0  0  0  0  0  0  0  0
 15 14  1  0
 14 13  1  0
 12 20  1  0
 12 13  1  0
 17 22  1  0
 29 28  1  6
 22 23  1  1
 20 21  1  1
 17 16  1  0
 29 30  1  0
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 12  9  1  0
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  9  8  1  0
 17 18  1  0
  9 10  1  0
  8  7  1  0
 16 15  1  0
 20 19  1  0
 19 18  1  0
 29 32  1  0
 26 27  2  0
  8 34  1  0
  7  5  1  0
  5  3  1  0
  3  2  2  0
  2 34  1  0
 20 15  1  0
  5  6  2  0
 32 31  1  0
  3  4  1  0
 31 16  1  0
  2  1  1  0
 31 30  1  0
 27 28  1  0
  9 11  1  1
 26 64  1  0
 28 66  1  0
 28 67  1  0
 32 69  1  1
 31 68  1  6
 23 61  1  0
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 19 56  1  0
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 13 48  1  0
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 33 70  1  0
  8 41  1  6
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 10 43  1  0
 10 44  1  0
 34 71  1  0
 34 72  1  0
  4 38  1  0
  4 39  1  0
  4 40  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
 11 45  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       2.528   1.694  -3.805  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.352   0.729  -2.998  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.648   0.426  -3.225  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.489   0.941  -4.358  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.394  -0.452  -2.273  0.00  0.00           C+0
HETATM    6  O   UNK     0       6.614  -0.552  -2.312  0.00  0.00           O+0
HETATM    7  O   UNK     0       4.668  -1.109  -1.336  0.00  0.00           O+0
HETATM    8  C   UNK     0       3.238  -1.259  -1.520  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.661  -1.961  -0.241  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.991  -1.143   1.017  0.00  0.00           C+0
HETATM   11  O   UNK     0       3.371  -3.207  -0.118  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.129  -2.256  -0.375  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.814  -3.142  -1.592  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.667  -3.439  -1.461  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.942  -3.560   0.048  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.253  -2.888   0.509  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.110  -1.353   0.522  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.068  -0.926   1.570  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.080  -2.042   1.937  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.334  -2.982   0.774  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.107  -4.170   1.389  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.509  -0.632   0.552  0.00  0.00           C+0
HETATM   23  C   UNK     0      -4.051  -0.384   1.968  0.00  0.00           C+0
HETATM   24  C   UNK     0      -3.326   0.740  -0.111  0.00  0.00           C+0
HETATM   25  O   UNK     0      -2.392   1.492   0.167  0.00  0.00           O+0
HETATM   26  C   UNK     0      -4.330   1.216  -1.088  0.00  0.00           C+0
HETATM   27  C   UNK     0      -5.429   0.507  -1.361  0.00  0.00           C+0
HETATM   28  C   UNK     0      -5.760  -0.822  -0.763  0.00  0.00           C+0
HETATM   29  C   UNK     0      -4.512  -1.531  -0.241  0.00  0.00           C+0
HETATM   30  O   UNK     0      -3.787  -2.237  -1.337  0.00  0.00           O+0
HETATM   31  C   UNK     0      -3.462  -3.283  -0.342  0.00  0.00           C+0
HETATM   32  C   UNK     0      -4.805  -2.953   0.361  0.00  0.00           C+0
HETATM   33  O   UNK     0      -5.966  -3.665  -0.133  0.00  0.00           O+0
HETATM   34  C   UNK     0       2.618   0.097  -1.843  0.00  0.00           C+0
HETATM   35  H   UNK     0       3.117   2.291  -4.505  0.00  0.00           H+0
HETATM   36  H   UNK     0       2.022   2.402  -3.139  0.00  0.00           H+0
HETATM   37  H   UNK     0       1.766   1.153  -4.375  0.00  0.00           H+0
HETATM   38  H   UNK     0       6.191   1.698  -3.997  0.00  0.00           H+0
HETATM   39  H   UNK     0       4.898   1.381  -5.165  0.00  0.00           H+0
HETATM   40  H   UNK     0       6.062   0.125  -4.812  0.00  0.00           H+0
HETATM   41  H   UNK     0       3.130  -1.943  -2.373  0.00  0.00           H+0
HETATM   42  H   UNK     0       2.364  -0.249   1.098  0.00  0.00           H+0
HETATM   43  H   UNK     0       2.878  -1.742   1.925  0.00  0.00           H+0
HETATM   44  H   UNK     0       4.038  -0.822   1.028  0.00  0.00           H+0
HETATM   45  H   UNK     0       4.323  -2.992  -0.171  0.00  0.00           H+0
HETATM   46  H   UNK     0       0.637  -1.291  -0.541  0.00  0.00           H+0
HETATM   47  H   UNK     0       1.014  -2.640  -2.543  0.00  0.00           H+0
HETATM   48  H   UNK     0       1.390  -4.074  -1.577  0.00  0.00           H+0
HETATM   49  H   UNK     0      -1.235  -2.627  -1.924  0.00  0.00           H+0
HETATM   50  H   UNK     0      -0.936  -4.358  -1.992  0.00  0.00           H+0
HETATM   51  H   UNK     0      -1.042  -4.632   0.268  0.00  0.00           H+0
HETATM   52  H   UNK     0      -2.446  -3.236   1.534  0.00  0.00           H+0
HETATM   53  H   UNK     0      -1.671  -1.073  -0.447  0.00  0.00           H+0
HETATM   54  H   UNK     0      -0.508  -0.063   1.189  0.00  0.00           H+0
HETATM   55  H   UNK     0      -1.537  -0.590   2.499  0.00  0.00           H+0
HETATM   56  H   UNK     0       0.789  -1.594   2.425  0.00  0.00           H+0
HETATM   57  H   UNK     0      -0.552  -2.650   2.722  0.00  0.00           H+0
HETATM   58  H   UNK     0       1.982  -3.840   1.956  0.00  0.00           H+0
HETATM   59  H   UNK     0       1.438  -4.883   0.627  0.00  0.00           H+0
HETATM   60  H   UNK     0       0.471  -4.726   2.089  0.00  0.00           H+0
HETATM   61  H   UNK     0      -3.978  -1.278   2.595  0.00  0.00           H+0
HETATM   62  H   UNK     0      -5.105  -0.084   1.946  0.00  0.00           H+0
HETATM   63  H   UNK     0      -3.512   0.423   2.476  0.00  0.00           H+0
HETATM   64  H   UNK     0      -4.136   2.180  -1.546  0.00  0.00           H+0
HETATM   65  H   UNK     0      -6.149   0.914  -2.068  0.00  0.00           H+0
HETATM   66  H   UNK     0      -6.491  -0.677   0.041  0.00  0.00           H+0
HETATM   67  H   UNK     0      -6.248  -1.431  -1.533  0.00  0.00           H+0
HETATM   68  H   UNK     0      -3.430  -4.282  -0.789  0.00  0.00           H+0
HETATM   69  H   UNK     0      -4.786  -3.020   1.452  0.00  0.00           H+0
HETATM   70  H   UNK     0      -5.841  -3.695  -1.101  0.00  0.00           H+0
HETATM   71  H   UNK     0       1.563  -0.033  -2.106  0.00  0.00           H+0
HETATM   72  H   UNK     0       2.674   0.783  -0.990  0.00  0.00           H+0
CONECT    1    2   35   36   37                                             
CONECT    2    3   34    1                                                  
CONECT    3    5    2    4                                                  
CONECT    4    3   38   39   40                                             
CONECT    5    7    3    6                                                  
CONECT    6    5                                                            
CONECT    7    8    5                                                       
CONECT    8    9    7   34   41                                             
CONECT    9   12    8   10   11                                             
CONECT   10    9   42   43   44                                             
CONECT   11    9   45                                                       
CONECT   12   20   13    9   46                                             
CONECT   13   14   12   47   48                                             
CONECT   14   15   13   49   50                                             
CONECT   15   14   16   20   51                                             
CONECT   16   17   15   31   52                                             
CONECT   17   22   16   18   53                                             
CONECT   18   17   19   54   55                                             
CONECT   19   20   18   56   57                                             
CONECT   20   12   21   19   15                                             
CONECT   21   20   58   59   60                                             
CONECT   22   17   23   29   24                                             
CONECT   23   22   61   62   63                                             
CONECT   24   25   22   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   64                                                  
CONECT   27   26   28   65                                                  
CONECT   28   29   27   66   67                                             
CONECT   29   28   30   22   32                                             
CONECT   30   29   31                                                       
CONECT   31   32   16   30   68                                             
CONECT   32   33   29   31   69                                             
CONECT   33   32   70                                                       
CONECT   34    8    2   71   72                                             
CONECT   35    1                                                            
CONECT   36    1                                                            
CONECT   37    1                                                            
CONECT   38    4                                                            
CONECT   39    4                                                            
CONECT   40    4                                                            
CONECT   41    8                                                            
CONECT   42   10                                                            
CONECT   43   10                                                            
CONECT   44   10                                                            
CONECT   45   11                                                            
CONECT   46   12                                                            
CONECT   47   13                                                            
CONECT   48   13                                                            
CONECT   49   14                                                            
CONECT   50   14                                                            
CONECT   51   15                                                            
CONECT   52   16                                                            
CONECT   53   17                                                            
CONECT   54   18                                                            
CONECT   55   18                                                            
CONECT   56   19                                                            
CONECT   57   19                                                            
CONECT   58   21                                                            
CONECT   59   21                                                            
CONECT   60   21                                                            
CONECT   61   23                                                            
CONECT   62   23                                                            
CONECT   63   23                                                            
CONECT   64   26                                                            
CONECT   65   27                                                            
CONECT   66   28                                                            
CONECT   67   28                                                            
CONECT   68   31                                                            
CONECT   69   32                                                            
CONECT   70   33                                                            
CONECT   71   34                                                            
CONECT   72   34                                                            
MASTER        0    0    0    0    0    0    0    0   72    0  154    0
END

RDKit          3D

72 77  0  0  0  0  0  0  0  0999 V2000
    2.5281    1.6941   -3.8050 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3521    0.7294   -2.9979 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6480    0.4255   -3.2252 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4887    0.9407   -4.3582 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3935   -0.4516   -2.2731 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6137   -0.5515   -2.3121 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6677   -1.1094   -1.3363 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2380   -1.2593   -1.5204 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6613   -1.9610   -0.2406 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9906   -1.1428    1.0172 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3710   -3.2069   -0.1178 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1295   -2.2565   -0.3747 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8140   -3.1424   -1.5922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6671   -3.4387   -1.4607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9423   -3.5599    0.0475 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2535   -2.8875    0.5091 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -3.5092   -0.6324    0.5519 C   0  0  1  0  0  0  0  0  0  0  0  0
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   -4.5118   -1.5313   -0.2406 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7873   -2.2367   -1.3368 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4616   -3.2833   -0.3416 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8047   -2.9534    0.3611 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.9662   -3.6652   -0.1334 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6180    0.0969   -1.8427 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1167    2.2911   -4.5048 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0221    2.4018   -3.1390 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.8978    1.3805   -5.1651 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0623    0.1248   -4.8123 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1302   -1.9433   -2.3726 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3643   -0.2494    1.0977 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8781   -1.7416    1.9251 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0380   -0.8215    1.0275 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3232   -2.9918   -0.1709 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6373   -1.2907   -0.5408 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0144   -2.6405   -2.5434 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3901   -4.0741   -1.5765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2354   -2.6266   -1.9241 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.7885   -1.5941    2.4248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5521   -2.6501    2.7223 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9817   -3.8404    1.9560 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4385   -4.8826    0.6271 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4708   -4.7257    2.0894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9776   -1.2781    2.5951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1047   -0.0843    1.9463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5120    0.4234    2.4764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1358    2.1795   -1.5455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1486    0.9139   -2.0682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4912   -0.6767    0.0406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2479   -1.4308   -1.5326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4301   -4.2818   -0.7889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7858   -3.0203    1.4515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8409   -3.6950   -1.1009 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5631   -0.0333   -2.1059 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6737    0.7828   -0.9902 H   0  0  0  0  0  0  0  0  0  0  0  0
 15 14  1  0
 14 13  1  0
 12 20  1  0
 12 13  1  0
 17 22  1  0
 29 28  1  6
 22 23  1  1
 20 21  1  1
 17 16  1  0
 29 30  1  0
 22 29  1  0
 24 25  2  0
 24 22  1  0
 32 33  1  0
 12  9  1  0
 24 26  1  0
  9  8  1  0
 17 18  1  0
  9 10  1  0
  8  7  1  0
 16 15  1  0
 20 19  1  0
 19 18  1  0
 29 32  1  0
 26 27  2  0
  8 34  1  0
  7  5  1  0
  5  3  1  0
  3  2  2  0
  2 34  1  0
 20 15  1  0
  5  6  2  0
 32 31  1  0
  3  4  1  0
 31 16  1  0
  2  1  1  0
 31 30  1  0
 27 28  1  0
  9 11  1  1
 26 64  1  0
 28 66  1  0
 28 67  1  0
 32 69  1  1
 31 68  1  6
 23 61  1  0
 23 62  1  0
 23 63  1  0
 17 53  1  6
 16 52  1  1
 19 56  1  0
 19 57  1  0
 18 54  1  0
 18 55  1  0
 27 65  1  0
 15 51  1  1
 14 49  1  0
 14 50  1  0
 12 46  1  6
 13 47  1  0
 13 48  1  0
 21 58  1  0
 21 59  1  0
 21 60  1  0
 33 70  1  0
  8 41  1  6
 10 42  1  0
 10 43  1  0
 10 44  1  0
 34 71  1  0
 34 72  1  0
  4 38  1  0
  4 39  1  0
  4 40  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
 11 45  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₈H₃₈O₆

Average Mass

470.6060 Da

Monoisotopic Mass

470.26684 Da

IUPAC Name

(1R,6R,7S,10S,11S,14R,15S,16S,18S)-11-[(1R)-1-[(2R)-4,5-dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]-1-hydroxyethyl]-18-hydroxy-6,10-dimethyl-17-oxapentacyclo[14.1.1.0^{1,6}.0^{7,15}.0^{10,14}]octadec-3-en-5-one

Traditional Name

(1R,6R,7S,10S,11S,14R,15S,16S,18S)-11-[(1R)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-1-hydroxyethyl]-18-hydroxy-6,10-dimethyl-17-oxapentacyclo[14.1.1.0^{1,6}.0^{7,15}.0^{10,14}]octadec-3-en-5-one

CAS Registry Number

Not Available

SMILES

[H]O[C@@]1([H])[C@@]2([H])O[C@@]11C([H])([H])C([H])=C([H])C(=O)[C@]1(C([H])([H])[H])[C@@]1([H])C([H])([H])C([H])([H])[C@@]3(C([H])([H])[H])[C@]([H])(C([H])([H])C([H])([H])[C@]3([H])[C@](O[H])(C([H])([H])[H])[C@]3([H])OC(=O)C(=C(C([H])([H])[H])C3([H])[H])C([H])([H])[H])[C@]21[H]

InChI Identifier

InChI=1S/C28H38O6/c1-14-13-20(33-24(31)15(14)2)27(5,32)18-9-8-16-21-17(10-12-25(16,18)3)26(4)19(29)7-6-11-28(26)23(30)22(21)34-28/h6-7,16-18,20-23,30,32H,8-13H2,1-5H3/t16-,17+,18+,20-,21+,22+,23+,25+,26+,27-,28+/m1/s1

InChI Key

YGOTVOWHKMPFMG-LLNAHBQZSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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, 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, 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
Withania somnifera	JEOL database	Misra, L., et al, Phytochem. 69, 1000(2008)

Chemical Taxonomy

Classification

Not classified

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	2.73	ALOGPS
logP	3.7	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	13.06	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	93.06 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	126.95 m³·mol⁻¹	ChemAxon
Polarizability	51.7 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

Not Available

References

General References

Misra, L., et al. (2008). Misra, L., et al, Phytochem. 69, 1000(2008). Phytochem..

Showing NP-Card for 5,7alpha-epoxy-6alpha,20alpha-dihydroxy-1-oxowitha-2,24-dienolide (NP0025301)

MOL for NP0025301 (5,7alpha-epoxy-6alpha,20alpha-dihydroxy-1-oxowitha-2,24-dienolide)

3D MOL for NP0025301 (5,7alpha-epoxy-6alpha,20alpha-dihydroxy-1-oxowitha-2,24-dienolide)

3D SDF for NP0025301 (5,7alpha-epoxy-6alpha,20alpha-dihydroxy-1-oxowitha-2,24-dienolide)

3D-SDF for NP0025301 (5,7alpha-epoxy-6alpha,20alpha-dihydroxy-1-oxowitha-2,24-dienolide)

PDB for NP0025301 (5,7alpha-epoxy-6alpha,20alpha-dihydroxy-1-oxowitha-2,24-dienolide)

3D PDB for NP0025301 (5,7alpha-epoxy-6alpha,20alpha-dihydroxy-1-oxowitha-2,24-dienolide)

SMILES for NP0025301 (5,7alpha-epoxy-6alpha,20alpha-dihydroxy-1-oxowitha-2,24-dienolide)

INCHI for NP0025301 (5,7alpha-epoxy-6alpha,20alpha-dihydroxy-1-oxowitha-2,24-dienolide)

Structure for NP0025301 (5,7alpha-epoxy-6alpha,20alpha-dihydroxy-1-oxowitha-2,24-dienolide)

3D Structure for NP0025301 (5,7alpha-epoxy-6alpha,20alpha-dihydroxy-1-oxowitha-2,24-dienolide)