NP-MRD: Showing NP-Card for kadcotrione B (NP0043056)

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Record Information

Version

2.0

Created at

2021-06-21 00:33:51 UTC

Updated at

2021-06-30 00:18:31 UTC

NP-MRD ID

NP0043056

Secondary Accession Numbers

None

Natural Product Identification

Common Name

kadcotrione B

Provided By

JEOL Database JEOL Logo

Description

(Z,6R)-9-[(3S,3aR,5aR,9aS)-3,6,6,9a-tetramethyl-2,7-dioxo-3a,4,5,5a,8,9-hexahydrocyclopenta[a]naphthalen-3-yl]-2,6-dimethyl-7-oxo-non-2-enoic acid belongs to the class of organic compounds known as monoterpenoids. Monoterpenoids are compounds containing a chain of two isoprene units. kadcotrione B is found in Kadsura coccinea. It was first documented in 2002 (PMID: 29437326). Based on a literature review a significant number of articles have been published on (Z,6R)-9-[(3S,3aR,5aR,9aS)-3,6,6,9a-tetramethyl-2,7-dioxo-3a,4,5,5a,8,9-hexahydrocyclopenta[a]naphthalen-3-yl]-2,6-dimethyl-7-oxo-non-2-enoic acid (PMID: 27466641) (PMID: 27253005) (PMID: 26389468) (PMID: 26389426).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212102333D          

 73 75  0  0  0  0            999 V2000
   -4.7128   -0.7205   -1.1448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3052   -2.1383   -0.8455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2964   -3.0703   -1.8196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9906   -4.5392   -1.7571 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7520   -4.9499   -2.5687 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4143   -4.7297   -1.8414 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2924   -5.4936   -2.5459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9999   -3.2600   -1.7684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2438   -2.4658   -2.6786 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1581   -2.8534   -0.5649 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2746   -1.3554   -0.2631 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1725   -0.9153    1.1569 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5000   -1.5524    1.5761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9046   -1.2918    2.1646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2549   -2.4316    2.4499 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5475   -0.1198    2.7682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9697    0.9638    2.2400 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1301    0.6455    1.2485 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4177    1.3571    1.6732 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1911    2.8592    1.8993 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0779    3.1087    2.9499 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0152    4.5930    3.4451 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2885    4.9665    4.1972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2077    5.6362    2.3356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1797    4.7260    4.4443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1018    5.4296    5.4537 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4894    4.0558    4.1021 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2814    2.6056    3.6915 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2776    2.4355    2.5236 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9133    2.9972    1.2307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9147   -2.3370    0.5720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2309   -1.5961    1.4877 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0438   -3.3409    0.7470 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9293   -0.5660   -2.2073 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.9113   -0.0257   -0.8706 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.8578   -5.0497   -2.1980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7521   -4.4448   -3.5431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8525   -6.0229   -2.7803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5084   -5.1170   -0.8203 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.1594   -5.1428   -3.5755 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6625   -5.3593   -2.0265 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.4854   -3.4462    0.2917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3119   -1.0336   -0.4259 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3275   -0.8196   -1.0096 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3112   -1.2608    0.9013 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4427   -2.6464    1.5768 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7778   -1.2738    2.5984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3525   -0.1983    3.4787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1618    1.0524    0.2713 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1886    1.2218    0.9057 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8115    0.9342    2.6052 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9486    3.3420    0.9470 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1424    3.2857    2.2309 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4004    2.5445    3.8428 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1571    4.9855    3.5322 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4938    4.2601    5.0097 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2206    5.9636    4.6491 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5765    5.5714    1.5750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1740    5.5578    1.8377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1721    6.6513    2.7509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1320    4.0829    4.9901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9919    4.6415    3.3279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9204    2.0532    4.5704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2550    2.1722    3.4280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1912    3.1085    0.4167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3895    3.9679    1.3703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7058    2.3298    0.8669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6844   -3.2151    1.6615 H   0  0  0  0  0  0  0  0  0  0  0  0
 27 28  1  0  0  0  0
 25 22  1  0  0  0  0
 22 21  1  0  0  0  0
 29 28  1  0  0  0  0
 29 21  1  0  0  0  0
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  8  6  1  0  0  0  0
  2 31  1  0  0  0  0
  4  3  1  0  0  0  0
 29 17  1  0  0  0  0
 21 20  1  0  0  0  0
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 19 18  1  0  0  0  0
 31 32  2  0  0  0  0
 25 26  2  0  0  0  0
 10  8  1  0  0  0  0
 22 23  1  1  0  0  0
 31 33  1  0  0  0  0
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  3  2  2  0  0  0  0
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 10 11  1  0  0  0  0
 22 24  1  0  0  0  0
 17 18  1  0  0  0  0
  6  5  1  0  0  0  0
 12 11  1  6  0  0  0
 27 25  1  0  0  0  0
  8  9  2  0  0  0  0
 18 12  1  0  0  0  0
 12 14  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 14 15  2  0  0  0  0
  6  7  1  0  0  0  0
 18 54  1  6  0  0  0
  5  4  1  0  0  0  0
 12 13  1  0  0  0  0
 10 46  1  0  0  0  0
 10 47  1  0  0  0  0
  6 42  1  1  0  0  0
  5 40  1  0  0  0  0
  5 41  1  0  0  0  0
  4 38  1  0  0  0  0
  4 39  1  0  0  0  0
  3 37  1  0  0  0  0
  7 43  1  0  0  0  0
  7 44  1  0  0  0  0
  7 45  1  0  0  0  0
  1 34  1  0  0  0  0
  1 35  1  0  0  0  0
  1 36  1  0  0  0  0
 33 73  1  0  0  0  0
 11 48  1  0  0  0  0
 11 49  1  0  0  0  0
 27 66  1  0  0  0  0
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 28 68  1  0  0  0  0
 28 69  1  0  0  0  0
 20 57  1  0  0  0  0
 20 58  1  0  0  0  0
 19 55  1  0  0  0  0
 19 56  1  0  0  0  0
 23 60  1  0  0  0  0
 23 61  1  0  0  0  0
 23 62  1  0  0  0  0
 30 70  1  0  0  0  0
 30 71  1  0  0  0  0
 30 72  1  0  0  0  0
 24 63  1  0  0  0  0
 24 64  1  0  0  0  0
 24 65  1  0  0  0  0
 16 53  1  0  0  0  0
 13 50  1  0  0  0  0
 13 51  1  0  0  0  0
 13 52  1  0  0  0  0
M  END

     RDKit          3D

 73 75  0  0  0  0  0  0  0  0999 V2000
   -4.7128   -0.7205   -1.1448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3052   -2.1383   -0.8455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2964   -3.0703   -1.8196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9906   -4.5392   -1.7571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7520   -4.9499   -2.5687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4143   -4.7297   -1.8414 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2924   -5.4936   -2.5459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9999   -3.2600   -1.7684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2438   -2.4658   -2.6786 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1581   -2.8534   -0.5649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2746   -1.3554   -0.2631 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1725   -0.9153    1.1569 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5000   -1.5524    1.5761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9046   -1.2918    2.1646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2549   -2.4316    2.4499 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5475   -0.1198    2.7682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9697    0.9638    2.2400 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1301    0.6455    1.2485 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4177    1.3571    1.6732 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1911    2.8592    1.8993 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0779    3.1087    2.9499 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0152    4.5930    3.4451 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2885    4.9665    4.1972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2077    5.6362    2.3356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1797    4.7260    4.4443 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.9292   -4.9250   -0.7365 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.3895    3.9679    1.3703 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.6844   -3.2151    1.6615 H   0  0  0  0  0  0  0  0  0  0  0  0
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 25 22  1  0
 22 21  1  0
 29 28  1  0
 29 21  1  0
  2  1  1  0
  8  6  1  0
  2 31  1  0
  4  3  1  0
 29 17  1  0
 21 20  1  0
 20 19  1  0
 19 18  1  0
 31 32  2  0
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 10  8  1  0
 22 23  1  1
 31 33  1  0
 29 30  1  6
  3  2  2  0
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 10 11  1  0
 22 24  1  0
 17 18  1  0
  6  5  1  0
 12 11  1  6
 27 25  1  0
  8  9  2  0
 18 12  1  0
 12 14  1  0
 14 16  1  0
 16 17  2  0
 14 15  2  0
  6  7  1  0
 18 54  1  6
  5  4  1  0
 12 13  1  0
 10 46  1  0
 10 47  1  0
  6 42  1  1
  5 40  1  0
  5 41  1  0
  4 38  1  0
  4 39  1  0
  3 37  1  0
  7 43  1  0
  7 44  1  0
  7 45  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
 33 73  1  0
 11 48  1  0
 11 49  1  0
 27 66  1  0
 27 67  1  0
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 28 69  1  0
 20 57  1  0
 20 58  1  0
 19 55  1  0
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 23 60  1  0
 23 61  1  0
 23 62  1  0
 30 70  1  0
 30 71  1  0
 30 72  1  0
 24 63  1  0
 24 64  1  0
 24 65  1  0
 16 53  1  0
 13 50  1  0
 13 51  1  0
 13 52  1  0
M  END


  Mrv1652306212102333D          

 73 75  0  0  0  0            999 V2000
   -4.7128   -0.7205   -1.1448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3052   -2.1383   -0.8455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2964   -3.0703   -1.8196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9906   -4.5392   -1.7571 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7520   -4.9499   -2.5687 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4143   -4.7297   -1.8414 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2924   -5.4936   -2.5459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9999   -3.2600   -1.7684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2438   -2.4658   -2.6786 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1581   -2.8534   -0.5649 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2746   -1.3554   -0.2631 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1725   -0.9153    1.1569 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5000   -1.5524    1.5761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9046   -1.2918    2.1646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2549   -2.4316    2.4499 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5475   -0.1198    2.7682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9697    0.9638    2.2400 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1301    0.6455    1.2485 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4177    1.3571    1.6732 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1911    2.8592    1.8993 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0779    3.1087    2.9499 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0152    4.5930    3.4451 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2885    4.9665    4.1972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2077    5.6362    2.3356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1797    4.7260    4.4443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1018    5.4296    5.4537 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4894    4.0558    4.1021 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2814    2.6056    3.6915 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2776    2.4355    2.5236 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9133    2.9972    1.2307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9147   -2.3370    0.5720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2309   -1.5961    1.4877 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0438   -3.3409    0.7470 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9293   -0.5660   -2.2073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6141   -0.4536   -0.5829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9113   -0.0257   -0.8706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5813   -2.7435   -2.8209 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.8578   -5.0497   -2.1980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7521   -4.4448   -3.5431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8525   -6.0229   -2.7803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5084   -5.1170   -0.8203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5082   -6.5667   -2.5757 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.6625   -5.3593   -2.0265 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8820   -3.1216   -0.7791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4854   -3.4462    0.2917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3119   -1.0336   -0.4259 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3275   -0.8196   -1.0096 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3112   -1.2608    0.9013 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4427   -2.6464    1.5768 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7778   -1.2738    2.5984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3525   -0.1983    3.4787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1618    1.0524    0.2713 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1886    1.2218    0.9057 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8115    0.9342    2.6052 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9486    3.3420    0.9470 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1424    3.2857    2.2309 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4004    2.5445    3.8428 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1571    4.9855    3.5322 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4938    4.2601    5.0097 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2206    5.9636    4.6491 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5765    5.5714    1.5750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1740    5.5578    1.8377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1721    6.6513    2.7509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1320    4.0829    4.9901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9919    4.6415    3.3279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9204    2.0532    4.5704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2550    2.1722    3.4280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1912    3.1085    0.4167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3895    3.9679    1.3703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7058    2.3298    0.8669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6844   -3.2151    1.6615 H   0  0  0  0  0  0  0  0  0  0  0  0
 27 28  1  0  0  0  0
 25 22  1  0  0  0  0
 22 21  1  0  0  0  0
 29 28  1  0  0  0  0
 29 21  1  0  0  0  0
  2  1  1  0  0  0  0
  8  6  1  0  0  0  0
  2 31  1  0  0  0  0
  4  3  1  0  0  0  0
 29 17  1  0  0  0  0
 21 20  1  0  0  0  0
 20 19  1  0  0  0  0
 19 18  1  0  0  0  0
 31 32  2  0  0  0  0
 25 26  2  0  0  0  0
 10  8  1  0  0  0  0
 22 23  1  1  0  0  0
 31 33  1  0  0  0  0
 29 30  1  6  0  0  0
  3  2  2  0  0  0  0
 21 59  1  1  0  0  0
 10 11  1  0  0  0  0
 22 24  1  0  0  0  0
 17 18  1  0  0  0  0
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 12 11  1  6  0  0  0
 27 25  1  0  0  0  0
  8  9  2  0  0  0  0
 18 12  1  0  0  0  0
 12 14  1  0  0  0  0
 14 16  1  0  0  0  0
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 18 54  1  6  0  0  0
  5  4  1  0  0  0  0
 12 13  1  0  0  0  0
 10 46  1  0  0  0  0
 10 47  1  0  0  0  0
  6 42  1  1  0  0  0
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 33 73  1  0  0  0  0
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 23 60  1  0  0  0  0
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 30 70  1  0  0  0  0
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 16 53  1  0  0  0  0
 13 50  1  0  0  0  0
 13 51  1  0  0  0  0
 13 52  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0043056

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C(=C(\[H])C([H])([H])C([H])([H])[C@]([H])(C(=O)C([H])([H])C([H])([H])[C@@]1(C(=O)C([H])=C2[C@@]1([H])C([H])([H])C([H])([H])[C@@]1([H])C(C(=O)C([H])([H])C([H])([H])[C@]21C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H])C([H])([H])[H])C([H])([H])[H])\C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C28H40O5/c1-17(8-7-9-18(2)25(32)33)21(29)12-14-28(6)19-10-11-22-26(3,4)23(30)13-15-27(22,5)20(19)16-24(28)31/h9,16-17,19,22H,7-8,10-15H2,1-6H3,(H,32,33)/b18-9-/t17-,19-,22+,27-,28+/m1/s1

> <INCHI_KEY>
ZPEYCRDVLYEXNI-OSNCFQLISA-N

> <FORMULA>
C28H40O5

> <MOLECULAR_WEIGHT>
456.623

> <EXACT_MASS>
456.287574388

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
73

> <JCHEM_AVERAGE_POLARIZABILITY>
51.46104788884819

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2Z,6R)-9-[(3S,3aR,5aR,9aS)-3,6,6,9a-tetramethyl-2,7-dioxo-2H,3H,3aH,4H,5H,5aH,6H,7H,8H,9H,9aH-cyclopenta[a]naphthalen-3-yl]-2,6-dimethyl-7-oxonon-2-enoic acid

> <ALOGPS_LOGP>
4.96

> <JCHEM_LOGP>
6.308971147

> <ALOGPS_LOGS>
-5.37

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
18.253783126853715

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.7171888804350806

> <JCHEM_PKA_STRONGEST_BASIC>
-5.190247193851831

> <JCHEM_POLAR_SURFACE_AREA>
88.51

> <JCHEM_REFRACTIVITY>
129.87429999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.93e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2Z,6R)-9-[(3S,3aR,5aR,9aS)-3,6,6,9a-tetramethyl-2,7-dioxo-3aH,4H,5H,5aH,8H,9H-cyclopenta[a]naphthalen-3-yl]-2,6-dimethyl-7-oxonon-2-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 73 75  0  0  0  0  0  0  0  0999 V2000
   -4.7128   -0.7205   -1.1448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3052   -2.1383   -0.8455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2964   -3.0703   -1.8196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9906   -4.5392   -1.7571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7520   -4.9499   -2.5687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4143   -4.7297   -1.8414 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2924   -5.4936   -2.5459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9999   -3.2600   -1.7684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2438   -2.4658   -2.6786 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1581   -2.8534   -0.5649 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.1725   -0.9153    1.1569 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5000   -1.5524    1.5761 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.2549   -2.4316    2.4499 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4177    1.3571    1.6732 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1911    2.8592    1.8993 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0779    3.1087    2.9499 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0152    4.5930    3.4451 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2885    4.9665    4.1972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2077    5.6362    2.3356 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.2814    2.6056    3.6915 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.9147   -2.3370    0.5720 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.7521   -4.4448   -3.5431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8525   -6.0229   -2.7803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5084   -5.1170   -0.8203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5082   -6.5667   -2.5757 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.6625   -5.3593   -2.0265 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8820   -3.1216   -0.7791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4854   -3.4462    0.2917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3119   -1.0336   -0.4259 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3275   -0.8196   -1.0096 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3112   -1.2608    0.9013 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4427   -2.6464    1.5768 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7778   -1.2738    2.5984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3525   -0.1983    3.4787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1618    1.0524    0.2713 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1886    1.2218    0.9057 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8115    0.9342    2.6052 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9486    3.3420    0.9470 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1424    3.2857    2.2309 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4004    2.5445    3.8428 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1571    4.9855    3.5322 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4938    4.2601    5.0097 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2206    5.9636    4.6491 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5765    5.5714    1.5750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1740    5.5578    1.8377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1721    6.6513    2.7509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1320    4.0829    4.9901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9919    4.6415    3.3279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9204    2.0532    4.5704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2550    2.1722    3.4280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1912    3.1085    0.4167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3895    3.9679    1.3703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7058    2.3298    0.8669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6844   -3.2151    1.6615 H   0  0  0  0  0  0  0  0  0  0  0  0
 27 28  1  0
 25 22  1  0
 22 21  1  0
 29 28  1  0
 29 21  1  0
  2  1  1  0
  8  6  1  0
  2 31  1  0
  4  3  1  0
 29 17  1  0
 21 20  1  0
 20 19  1  0
 19 18  1  0
 31 32  2  0
 25 26  2  0
 10  8  1  0
 22 23  1  1
 31 33  1  0
 29 30  1  6
  3  2  2  0
 21 59  1  1
 10 11  1  0
 22 24  1  0
 17 18  1  0
  6  5  1  0
 12 11  1  6
 27 25  1  0
  8  9  2  0
 18 12  1  0
 12 14  1  0
 14 16  1  0
 16 17  2  0
 14 15  2  0
  6  7  1  0
 18 54  1  6
  5  4  1  0
 12 13  1  0
 10 46  1  0
 10 47  1  0
  6 42  1  1
  5 40  1  0
  5 41  1  0
  4 38  1  0
  4 39  1  0
  3 37  1  0
  7 43  1  0
  7 44  1  0
  7 45  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
 33 73  1  0
 11 48  1  0
 11 49  1  0
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 27 67  1  0
 28 68  1  0
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 20 57  1  0
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 19 55  1  0
 19 56  1  0
 23 60  1  0
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 30 70  1  0
 30 71  1  0
 30 72  1  0
 24 63  1  0
 24 64  1  0
 24 65  1  0
 16 53  1  0
 13 50  1  0
 13 51  1  0
 13 52  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0      -4.713  -0.721  -1.145  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.305  -2.138  -0.846  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.296  -3.070  -1.820  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.991  -4.539  -1.757  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.752  -4.950  -2.569  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.414  -4.730  -1.841  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.292  -5.494  -2.546  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.000  -3.260  -1.768  0.00  0.00           C+0
HETATM    9  O   UNK     0      -1.244  -2.466  -2.679  0.00  0.00           O+0
HETATM   10  C   UNK     0      -0.158  -2.853  -0.565  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.275  -1.355  -0.263  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.173  -0.915   1.157  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.500  -1.552   1.576  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.905  -1.292   2.165  0.00  0.00           C+0
HETATM   15  O   UNK     0      -1.255  -2.432   2.450  0.00  0.00           O+0
HETATM   16  C   UNK     0      -1.548  -0.120   2.768  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.970   0.964   2.240  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.130   0.646   1.248  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.418   1.357   1.673  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.191   2.859   1.899  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.078   3.109   2.950  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.015   4.593   3.445  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.289   4.966   4.197  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.208   5.636   2.336  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.180   4.726   4.444  0.00  0.00           C+0
HETATM   26  O   UNK     0      -1.102   5.430   5.454  0.00  0.00           O+0
HETATM   27  C   UNK     0      -2.489   4.056   4.102  0.00  0.00           C+0
HETATM   28  C   UNK     0      -2.281   2.606   3.692  0.00  0.00           C+0
HETATM   29  C   UNK     0      -1.278   2.436   2.524  0.00  0.00           C+0
HETATM   30  C   UNK     0      -1.913   2.997   1.231  0.00  0.00           C+0
HETATM   31  C   UNK     0      -3.915  -2.337   0.572  0.00  0.00           C+0
HETATM   32  O   UNK     0      -4.231  -1.596   1.488  0.00  0.00           O+0
HETATM   33  O   UNK     0      -3.044  -3.341   0.747  0.00  0.00           O+0
HETATM   34  H   UNK     0      -4.929  -0.566  -2.207  0.00  0.00           H+0
HETATM   35  H   UNK     0      -5.614  -0.454  -0.583  0.00  0.00           H+0
HETATM   36  H   UNK     0      -3.911  -0.026  -0.871  0.00  0.00           H+0
HETATM   37  H   UNK     0      -4.581  -2.744  -2.821  0.00  0.00           H+0
HETATM   38  H   UNK     0      -3.929  -4.925  -0.737  0.00  0.00           H+0
HETATM   39  H   UNK     0      -4.858  -5.050  -2.198  0.00  0.00           H+0
HETATM   40  H   UNK     0      -2.752  -4.445  -3.543  0.00  0.00           H+0
HETATM   41  H   UNK     0      -2.853  -6.023  -2.780  0.00  0.00           H+0
HETATM   42  H   UNK     0      -1.508  -5.117  -0.820  0.00  0.00           H+0
HETATM   43  H   UNK     0      -0.508  -6.567  -2.576  0.00  0.00           H+0
HETATM   44  H   UNK     0      -0.159  -5.143  -3.575  0.00  0.00           H+0
HETATM   45  H   UNK     0       0.663  -5.359  -2.026  0.00  0.00           H+0
HETATM   46  H   UNK     0       0.882  -3.122  -0.779  0.00  0.00           H+0
HETATM   47  H   UNK     0      -0.485  -3.446   0.292  0.00  0.00           H+0
HETATM   48  H   UNK     0      -1.312  -1.034  -0.426  0.00  0.00           H+0
HETATM   49  H   UNK     0       0.328  -0.820  -1.010  0.00  0.00           H+0
HETATM   50  H   UNK     0       2.311  -1.261   0.901  0.00  0.00           H+0
HETATM   51  H   UNK     0       1.443  -2.646   1.577  0.00  0.00           H+0
HETATM   52  H   UNK     0       1.778  -1.274   2.598  0.00  0.00           H+0
HETATM   53  H   UNK     0      -2.353  -0.198   3.479  0.00  0.00           H+0
HETATM   54  H   UNK     0      -0.162   1.052   0.271  0.00  0.00           H+0
HETATM   55  H   UNK     0       2.189   1.222   0.906  0.00  0.00           H+0
HETATM   56  H   UNK     0       1.812   0.934   2.605  0.00  0.00           H+0
HETATM   57  H   UNK     0       0.949   3.342   0.947  0.00  0.00           H+0
HETATM   58  H   UNK     0       2.142   3.286   2.231  0.00  0.00           H+0
HETATM   59  H   UNK     0       0.400   2.545   3.843  0.00  0.00           H+0
HETATM   60  H   UNK     0       2.157   4.986   3.532  0.00  0.00           H+0
HETATM   61  H   UNK     0       1.494   4.260   5.010  0.00  0.00           H+0
HETATM   62  H   UNK     0       1.221   5.964   4.649  0.00  0.00           H+0
HETATM   63  H   UNK     0       0.577   5.571   1.575  0.00  0.00           H+0
HETATM   64  H   UNK     0      -1.174   5.558   1.838  0.00  0.00           H+0
HETATM   65  H   UNK     0      -0.172   6.651   2.751  0.00  0.00           H+0
HETATM   66  H   UNK     0      -3.132   4.083   4.990  0.00  0.00           H+0
HETATM   67  H   UNK     0      -2.992   4.641   3.328  0.00  0.00           H+0
HETATM   68  H   UNK     0      -1.920   2.053   4.570  0.00  0.00           H+0
HETATM   69  H   UNK     0      -3.255   2.172   3.428  0.00  0.00           H+0
HETATM   70  H   UNK     0      -1.191   3.108   0.417  0.00  0.00           H+0
HETATM   71  H   UNK     0      -2.389   3.968   1.370  0.00  0.00           H+0
HETATM   72  H   UNK     0      -2.706   2.330   0.867  0.00  0.00           H+0
HETATM   73  H   UNK     0      -2.684  -3.215   1.662  0.00  0.00           H+0
CONECT    1    2   34   35   36                                             
CONECT    2    1   31    3                                                  
CONECT    3    4    2   37                                                  
CONECT    4    3    5   38   39                                             
CONECT    5    6    4   40   41                                             
CONECT    6    8    5    7   42                                             
CONECT    7    6   43   44   45                                             
CONECT    8    6   10    9                                                  
CONECT    9    8                                                            
CONECT   10    8   11   46   47                                             
CONECT   11   10   12   48   49                                             
CONECT   12   11   18   14   13                                             
CONECT   13   12   50   51   52                                             
CONECT   14   12   16   15                                                  
CONECT   15   14                                                            
CONECT   16   14   17   53                                                  
CONECT   17   29   18   16                                                  
CONECT   18   19   17   12   54                                             
CONECT   19   20   18   55   56                                             
CONECT   20   21   19   57   58                                             
CONECT   21   22   29   20   59                                             
CONECT   22   25   21   23   24                                             
CONECT   23   22   60   61   62                                             
CONECT   24   22   63   64   65                                             
CONECT   25   22   26   27                                                  
CONECT   26   25                                                            
CONECT   27   28   25   66   67                                             
CONECT   28   27   29   68   69                                             
CONECT   29   28   21   17   30                                             
CONECT   30   29   70   71   72                                             
CONECT   31    2   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   73                                                       
CONECT   34    1                                                            
CONECT   35    1                                                            
CONECT   36    1                                                            
CONECT   37    3                                                            
CONECT   38    4                                                            
CONECT   39    4                                                            
CONECT   40    5                                                            
CONECT   41    5                                                            
CONECT   42    6                                                            
CONECT   43    7                                                            
CONECT   44    7                                                            
CONECT   45    7                                                            
CONECT   46   10                                                            
CONECT   47   10                                                            
CONECT   48   11                                                            
CONECT   49   11                                                            
CONECT   50   13                                                            
CONECT   51   13                                                            
CONECT   52   13                                                            
CONECT   53   16                                                            
CONECT   54   18                                                            
CONECT   55   19                                                            
CONECT   56   19                                                            
CONECT   57   20                                                            
CONECT   58   20                                                            
CONECT   59   21                                                            
CONECT   60   23                                                            
CONECT   61   23                                                            
CONECT   62   23                                                            
CONECT   63   24                                                            
CONECT   64   24                                                            
CONECT   65   24                                                            
CONECT   66   27                                                            
CONECT   67   27                                                            
CONECT   68   28                                                            
CONECT   69   28                                                            
CONECT   70   30                                                            
CONECT   71   30                                                            
CONECT   72   30                                                            
CONECT   73   33                                                            
MASTER        0    0    0    0    0    0    0    0   73    0  150    0
END

RDKit          3D

73 75  0  0  0  0  0  0  0  0999 V2000
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   -4.3052   -2.1383   -0.8455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2964   -3.0703   -1.8196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9906   -4.5392   -1.7571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7520   -4.9499   -2.5687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4143   -4.7297   -1.8414 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2924   -5.4936   -2.5459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9999   -3.2600   -1.7684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2438   -2.4658   -2.6786 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1581   -2.8534   -0.5649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2746   -1.3554   -0.2631 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1725   -0.9153    1.1569 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5000   -1.5524    1.5761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9046   -1.2918    2.1646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2549   -2.4316    2.4499 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5475   -0.1198    2.7682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9697    0.9638    2.2400 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1301    0.6455    1.2485 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4177    1.3571    1.6732 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1911    2.8592    1.8993 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0779    3.1087    2.9499 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0152    4.5930    3.4451 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2885    4.9665    4.1972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2077    5.6362    2.3356 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.1018    5.4296    5.4537 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4894    4.0558    4.1021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2814    2.6056    3.6915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2776    2.4355    2.5236 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9133    2.9972    1.2307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9147   -2.3370    0.5720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2309   -1.5961    1.4877 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0438   -3.3409    0.7470 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9293   -0.5660   -2.2073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6141   -0.4536   -0.5829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9113   -0.0257   -0.8706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5813   -2.7435   -2.8209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9292   -4.9250   -0.7365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8578   -5.0497   -2.1980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7521   -4.4448   -3.5431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8525   -6.0229   -2.7803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5084   -5.1170   -0.8203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5082   -6.5667   -2.5757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1594   -5.1428   -3.5755 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6625   -5.3593   -2.0265 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8820   -3.1216   -0.7791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4854   -3.4462    0.2917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3119   -1.0336   -0.4259 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3275   -0.8196   -1.0096 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3112   -1.2608    0.9013 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4427   -2.6464    1.5768 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7778   -1.2738    2.5984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3525   -0.1983    3.4787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1618    1.0524    0.2713 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1886    1.2218    0.9057 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8115    0.9342    2.6052 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9486    3.3420    0.9470 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1424    3.2857    2.2309 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4004    2.5445    3.8428 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1571    4.9855    3.5322 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4938    4.2601    5.0097 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2206    5.9636    4.6491 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5765    5.5714    1.5750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1740    5.5578    1.8377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1721    6.6513    2.7509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1320    4.0829    4.9901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9919    4.6415    3.3279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9204    2.0532    4.5704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2550    2.1722    3.4280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1912    3.1085    0.4167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3895    3.9679    1.3703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7058    2.3298    0.8669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6844   -3.2151    1.6615 H   0  0  0  0  0  0  0  0  0  0  0  0
 27 28  1  0
 25 22  1  0
 22 21  1  0
 29 28  1  0
 29 21  1  0
  2  1  1  0
  8  6  1  0
  2 31  1  0
  4  3  1  0
 29 17  1  0
 21 20  1  0
 20 19  1  0
 19 18  1  0
 31 32  2  0
 25 26  2  0
 10  8  1  0
 22 23  1  1
 31 33  1  0
 29 30  1  6
  3  2  2  0
 21 59  1  1
 10 11  1  0
 22 24  1  0
 17 18  1  0
  6  5  1  0
 12 11  1  6
 27 25  1  0
  8  9  2  0
 18 12  1  0
 12 14  1  0
 14 16  1  0
 16 17  2  0
 14 15  2  0
  6  7  1  0
 18 54  1  6
  5  4  1  0
 12 13  1  0
 10 46  1  0
 10 47  1  0
  6 42  1  1
  5 40  1  0
  5 41  1  0
  4 38  1  0
  4 39  1  0
  3 37  1  0
  7 43  1  0
  7 44  1  0
  7 45  1  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
 33 73  1  0
 11 48  1  0
 11 49  1  0
 27 66  1  0
 27 67  1  0
 28 68  1  0
 28 69  1  0
 20 57  1  0
 20 58  1  0
 19 55  1  0
 19 56  1  0
 23 60  1  0
 23 61  1  0
 23 62  1  0
 30 70  1  0
 30 71  1  0
 30 72  1  0
 24 63  1  0
 24 64  1  0
 24 65  1  0
 16 53  1  0
 13 50  1  0
 13 51  1  0
 13 52  1  0
M  END

View in JSmol

Synonyms

Value	Source
(Z,6R)-9-[(3S,3AR,5ar,9as)-3,6,6,9a-tetramethyl-2,7-dioxo-3a,4,5,5a,8,9-hexahydrocyclopenta[a]naphthalen-3-yl]-2,6-dimethyl-7-oxo-non-2-enoate	Generator

Chemical Formula

C₂₈H₄₀O₅

Average Mass

456.6230 Da

Monoisotopic Mass

456.28757 Da

IUPAC Name

(2Z,6R)-9-[(3S,3aR,5aR,9aS)-3,6,6,9a-tetramethyl-2,7-dioxo-2H,3H,3aH,4H,5H,5aH,6H,7H,8H,9H,9aH-cyclopenta[a]naphthalen-3-yl]-2,6-dimethyl-7-oxonon-2-enoic acid

Traditional Name

(2Z,6R)-9-[(3S,3aR,5aR,9aS)-3,6,6,9a-tetramethyl-2,7-dioxo-3aH,4H,5H,5aH,8H,9H-cyclopenta[a]naphthalen-3-yl]-2,6-dimethyl-7-oxonon-2-enoic acid

CAS Registry Number

Not Available

SMILES

[H]OC(=O)C(=C(\[H])C([H])([H])C([H])([H])[C@]([H])(C(=O)C([H])([H])C([H])([H])[C@@]1(C(=O)C([H])=C2[C@@]1([H])C([H])([H])C([H])([H])[C@@]1([H])C(C(=O)C([H])([H])C([H])([H])[C@]21C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H])C([H])([H])[H])C([H])([H])[H])\C([H])([H])[H]

InChI Identifier

InChI=1S/C28H40O5/c1-17(8-7-9-18(2)25(32)33)21(29)12-14-28(6)19-10-11-22-26(3,4)23(30)13-15-27(22,5)20(19)16-24(28)31/h9,16-17,19,22H,7-8,10-15H2,1-6H3,(H,32,33)/b18-9-/t17-,19-,22+,27-,28+/m1/s1

InChI Key

ZPEYCRDVLYEXNI-OSNCFQLISA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, C₅D₅N, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, C₅D₅N, 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
Kadsura coccinea	JEOL database	Liang, C. -Q., et al, J. Nat. Prod. 76, 2350 (2013)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as monoterpenoids. Monoterpenoids are compounds containing a chain of two isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Monoterpenoids

Alternative Parents

Substituents

Monoterpenoid
Medium-chain fatty acid
Branched fatty acid
Methyl-branched fatty acid
Unsaturated fatty acid
Fatty acyl
Fatty acid
Ketone
Cyclic ketone
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Organic oxygen compound
Carbonyl group
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	4.96	ALOGPS
logP	6.31	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	4.72	ChemAxon
pKa (Strongest Basic)	-5.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	88.51 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	129.87 m³·mol⁻¹	ChemAxon
Polarizability	51.46 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

32742359

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

73603981

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Liang, C. -Q., et al. (2013). Liang, C. -Q., et al, J. Nat. Prod. 76, 2350 (2013). J. Nat. Prod..

Showing NP-Card for kadcotrione B (NP0043056)

MOL for NP0043056 (kadcotrione B)

3D MOL for NP0043056 (kadcotrione B)

3D SDF for NP0043056 (kadcotrione B)

3D-SDF for NP0043056 (kadcotrione B)

PDB for NP0043056 (kadcotrione B)

3D PDB for NP0043056 (kadcotrione B)

SMILES for NP0043056 (kadcotrione B)

INCHI for NP0043056 (kadcotrione B)

Structure for NP0043056 (kadcotrione B)

3D Structure for NP0043056 (kadcotrione B)