NP-MRD: Showing NP-Card for negombin B (NP0038862)

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Record Information

Version

2.0

Created at

2021-06-20 21:26:33 UTC

Updated at

2021-06-30 00:11:52 UTC

NP-MRD ID

NP0038862

Secondary Accession Numbers

None

Natural Product Identification

Common Name

negombin B

Provided By

JEOL Database JEOL Logo

Description

Methyl (1R,4aR,5S,6S,8S,8aS)-6-chloro-1-formyl-8-hydroxy-5,8a-dimethyl-5-(4-methylpent-3-en-1-yl)-1,4,4a,5,6,7,8,8a-octahydronaphthalene-2-carboxylate belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units. negombin B is found in Negombata magnifica and Negombata sp.. negombin B was first documented in 2007 (Rudi, A., et al.). Methyl (1R,4aR,5S,6S,8S,8aS)-6-chloro-1-formyl-8-hydroxy-5,8a-dimethyl-5-(4-methylpent-3-en-1-yl)-1,4,4a,5,6,7,8,8a-octahydronaphthalene-2-carboxylate is a strongly basic compound (based on its pKa).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202123263D          

 57 58  0  0  0  0            999 V2000
    1.7732    3.8027    3.5352 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9956    2.7646    2.5815 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2232    1.6679    2.7768 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3728    1.5288    3.6446 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5407    0.6013    1.7880 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9464    0.9144    0.5431 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1469   -0.1026   -0.5450 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5690   -1.5010   -0.2020 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7725   -2.5900   -1.3385 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2630   -2.7835   -1.7317 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0701   -2.1315   -2.6749 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4431   -1.8803   -2.6249 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9544   -1.4490   -3.9739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3024   -0.2071   -4.3642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8292    0.0398   -5.7542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2032    1.0291   -3.5135 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1585   -3.9360   -0.8292 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3840   -5.2986   -1.9800 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.6934   -4.3685    0.5405 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3925   -3.3226    1.6121 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0243   -3.2542    1.7810 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9488   -1.9101    1.2747 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4838   -1.9245    1.5068 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2726   -0.8266    2.2140 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6375   -1.0561    3.6791 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6797   -0.6748    4.2056 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4535    4.6270    3.3039 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9912    3.4482    4.5477 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7454    4.1725    3.4662 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1143    1.9519    0.2597 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2187   -0.1508   -0.7579 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6579    0.2852   -1.4447 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4794   -1.3593   -0.1549 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7691   -1.8329   -1.9177 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3576   -3.3567   -2.6621 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8381   -3.3366   -0.9906 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2589   -2.8811   -3.4559 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5649   -1.2222   -3.0419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9758   -2.7978   -2.3532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7008   -1.1423   -1.8634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0560   -2.2651   -4.6902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1731    0.7326   -6.2912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8948   -0.8805   -6.3442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8325    0.4757   -5.7065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6273    1.7999   -4.0370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2028    1.4259   -3.3086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7062    0.8596   -2.5559 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0730   -3.8278   -0.7411 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7675   -4.5766    0.5014 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2065   -5.3105    0.8272 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8015   -3.6665    2.5697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3379   -4.1330    2.0651 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7279   -2.2608    2.5204 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9407   -0.9391    1.3790 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0073   -2.6124    0.8475 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1791   -0.9300    2.1710 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9013   -1.6430    4.2559 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 20  1  0  0  0  0
 12 13  1  0  0  0  0
 17  9  1  0  0  0  0
 13 14  2  3  0  0  0
 22 24  1  0  0  0  0
 14 15  1  0  0  0  0
  8  7  1  0  0  0  0
 14 16  1  0  0  0  0
  7  6  1  0  0  0  0
  5  3  1  0  0  0  0
  6  5  2  0  0  0  0
  3  4  2  0  0  0  0
 24  5  1  0  0  0  0
  3  2  1  0  0  0  0
  9  8  1  0  0  0  0
 24 25  1  0  0  0  0
 22 20  1  0  0  0  0
 25 26  2  0  0  0  0
 22  8  1  0  0  0  0
 25 57  1  0  0  0  0
  9 10  1  6  0  0  0
 22 23  1  6  0  0  0
 20 21  1  0  0  0  0
  9 11  1  0  0  0  0
 17 18  1  0  0  0  0
 19 17  1  0  0  0  0
  8 33  1  1  0  0  0
 11 12  1  0  0  0  0
  2  1  1  0  0  0  0
 19 49  1  0  0  0  0
 19 50  1  0  0  0  0
 17 48  1  1  0  0  0
 20 51  1  1  0  0  0
  7 31  1  0  0  0  0
  7 32  1  0  0  0  0
  6 30  1  0  0  0  0
 24 56  1  1  0  0  0
 10 34  1  0  0  0  0
 10 35  1  0  0  0  0
 10 36  1  0  0  0  0
 11 37  1  0  0  0  0
 11 38  1  0  0  0  0
 12 39  1  0  0  0  0
 12 40  1  0  0  0  0
 13 41  1  0  0  0  0
 15 42  1  0  0  0  0
 15 43  1  0  0  0  0
 15 44  1  0  0  0  0
 16 45  1  0  0  0  0
 16 46  1  0  0  0  0
 16 47  1  0  0  0  0
 23 53  1  0  0  0  0
 23 54  1  0  0  0  0
 23 55  1  0  0  0  0
 21 52  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
  1 29  1  0  0  0  0
M  END

     RDKit          3D

 57 58  0  0  0  0  0  0  0  0999 V2000
    1.7732    3.8027    3.5352 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9956    2.7646    2.5815 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2232    1.6679    2.7768 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3728    1.5288    3.6446 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5407    0.6013    1.7880 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9464    0.9144    0.5431 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1469   -0.1026   -0.5450 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5690   -1.5010   -0.2020 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7725   -2.5900   -1.3385 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2630   -2.7835   -1.7317 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0701   -2.1315   -2.6749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4431   -1.8803   -2.6249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9544   -1.4490   -3.9739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3024   -0.2071   -4.3642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8292    0.0398   -5.7542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2032    1.0291   -3.5135 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1585   -3.9360   -0.8292 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3840   -5.2986   -1.9800 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.6934   -4.3685    0.5405 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3925   -3.3226    1.6121 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0243   -3.2542    1.7810 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9488   -1.9101    1.2747 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4838   -1.9245    1.5068 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2726   -0.8266    2.2140 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6375   -1.0561    3.6791 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6797   -0.6748    4.2056 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4535    4.6270    3.3039 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9912    3.4482    4.5477 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7454    4.1725    3.4662 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1143    1.9519    0.2597 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2187   -0.1508   -0.7579 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6579    0.2852   -1.4447 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4794   -1.3593   -0.1549 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7691   -1.8329   -1.9177 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3576   -3.3567   -2.6621 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8381   -3.3366   -0.9906 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2589   -2.8811   -3.4559 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5649   -1.2222   -3.0419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9758   -2.7978   -2.3532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7008   -1.1423   -1.8634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0560   -2.2651   -4.6902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1731    0.7326   -6.2912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8948   -0.8805   -6.3442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8325    0.4757   -5.7065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6273    1.7999   -4.0370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2028    1.4259   -3.3086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7062    0.8596   -2.5559 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0730   -3.8278   -0.7411 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7675   -4.5766    0.5014 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2065   -5.3105    0.8272 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8015   -3.6665    2.5697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3379   -4.1330    2.0651 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.0073   -2.6124    0.8475 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1791   -0.9300    2.1710 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9013   -1.6430    4.2559 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 20  1  0
 12 13  1  0
 17  9  1  0
 13 14  2  3
 22 24  1  0
 14 15  1  0
  8  7  1  0
 14 16  1  0
  7  6  1  0
  5  3  1  0
  6  5  2  0
  3  4  2  0
 24  5  1  0
  3  2  1  0
  9  8  1  0
 24 25  1  0
 22 20  1  0
 25 26  2  0
 22  8  1  0
 25 57  1  0
  9 10  1  6
 22 23  1  6
 20 21  1  0
  9 11  1  0
 17 18  1  0
 19 17  1  0
  8 33  1  1
 11 12  1  0
  2  1  1  0
 19 49  1  0
 19 50  1  0
 17 48  1  1
 20 51  1  1
  7 31  1  0
  7 32  1  0
  6 30  1  0
 24 56  1  1
 10 34  1  0
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 11 37  1  0
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 15 42  1  0
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 15 44  1  0
 16 45  1  0
 16 46  1  0
 16 47  1  0
 23 53  1  0
 23 54  1  0
 23 55  1  0
 21 52  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
M  END


  Mrv1652306202123263D          

 57 58  0  0  0  0            999 V2000
    1.7732    3.8027    3.5352 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9956    2.7646    2.5815 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2232    1.6679    2.7768 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3728    1.5288    3.6446 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5407    0.6013    1.7880 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9464    0.9144    0.5431 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1469   -0.1026   -0.5450 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5690   -1.5010   -0.2020 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7725   -2.5900   -1.3385 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2630   -2.7835   -1.7317 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0701   -2.1315   -2.6749 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4431   -1.8803   -2.6249 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9544   -1.4490   -3.9739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3024   -0.2071   -4.3642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8292    0.0398   -5.7542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2032    1.0291   -3.5135 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1585   -3.9360   -0.8292 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3840   -5.2986   -1.9800 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.6934   -4.3685    0.5405 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3925   -3.3226    1.6121 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0243   -3.2542    1.7810 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9488   -1.9101    1.2747 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4838   -1.9245    1.5068 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2726   -0.8266    2.2140 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6375   -1.0561    3.6791 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6797   -0.6748    4.2056 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4535    4.6270    3.3039 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9912    3.4482    4.5477 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7454    4.1725    3.4662 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1143    1.9519    0.2597 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2187   -0.1508   -0.7579 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6579    0.2852   -1.4447 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4794   -1.3593   -0.1549 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7691   -1.8329   -1.9177 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3576   -3.3567   -2.6621 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8381   -3.3366   -0.9906 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2589   -2.8811   -3.4559 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5649   -1.2222   -3.0419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9758   -2.7978   -2.3532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7008   -1.1423   -1.8634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0560   -2.2651   -4.6902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1731    0.7326   -6.2912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8948   -0.8805   -6.3442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8325    0.4757   -5.7065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6273    1.7999   -4.0370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2028    1.4259   -3.3086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7062    0.8596   -2.5559 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0730   -3.8278   -0.7411 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7675   -4.5766    0.5014 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2065   -5.3105    0.8272 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8015   -3.6665    2.5697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3379   -4.1330    2.0651 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7279   -2.2608    2.5204 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9407   -0.9391    1.3790 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0073   -2.6124    0.8475 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1791   -0.9300    2.1710 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9013   -1.6430    4.2559 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 20  1  0  0  0  0
 12 13  1  0  0  0  0
 17  9  1  0  0  0  0
 13 14  2  3  0  0  0
 22 24  1  0  0  0  0
 14 15  1  0  0  0  0
  8  7  1  0  0  0  0
 14 16  1  0  0  0  0
  7  6  1  0  0  0  0
  5  3  1  0  0  0  0
  6  5  2  0  0  0  0
  3  4  2  0  0  0  0
 24  5  1  0  0  0  0
  3  2  1  0  0  0  0
  9  8  1  0  0  0  0
 24 25  1  0  0  0  0
 22 20  1  0  0  0  0
 25 26  2  0  0  0  0
 22  8  1  0  0  0  0
 25 57  1  0  0  0  0
  9 10  1  6  0  0  0
 22 23  1  6  0  0  0
 20 21  1  0  0  0  0
  9 11  1  0  0  0  0
 17 18  1  0  0  0  0
 19 17  1  0  0  0  0
  8 33  1  1  0  0  0
 11 12  1  0  0  0  0
  2  1  1  0  0  0  0
 19 49  1  0  0  0  0
 19 50  1  0  0  0  0
 17 48  1  1  0  0  0
 20 51  1  1  0  0  0
  7 31  1  0  0  0  0
  7 32  1  0  0  0  0
  6 30  1  0  0  0  0
 24 56  1  1  0  0  0
 10 34  1  0  0  0  0
 10 35  1  0  0  0  0
 10 36  1  0  0  0  0
 11 37  1  0  0  0  0
 11 38  1  0  0  0  0
 12 39  1  0  0  0  0
 12 40  1  0  0  0  0
 13 41  1  0  0  0  0
 15 42  1  0  0  0  0
 15 43  1  0  0  0  0
 15 44  1  0  0  0  0
 16 45  1  0  0  0  0
 16 46  1  0  0  0  0
 16 47  1  0  0  0  0
 23 53  1  0  0  0  0
 23 54  1  0  0  0  0
 23 55  1  0  0  0  0
 21 52  1  0  0  0  0
  1 27  1  0  0  0  0
  1 28  1  0  0  0  0
  1 29  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0038862

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C21H31ClO4/c1-13(2)7-6-10-20(3)16-9-8-14(19(25)26-5)15(12-23)21(16,4)18(24)11-17(20)22/h7-8,12,15-18,24H,6,9-11H2,1-5H3/t15-,16-,17-,18-,20-,21+/m0/s1

> <INCHI_KEY>
KSXULPOQIKTIMP-JPRZGNOKSA-N

> <FORMULA>
C21H31ClO4

> <MOLECULAR_WEIGHT>
382.93

> <EXACT_MASS>
382.1910872

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
42.168502191789194

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (1R,4aR,5S,6S,8S,8aS)-6-chloro-1-formyl-8-hydroxy-5,8a-dimethyl-5-(4-methylpent-3-en-1-yl)-1,4,4a,5,6,7,8,8a-octahydronaphthalene-2-carboxylate

> <ALOGPS_LOGP>
4.29

> <JCHEM_LOGP>
3.5503528016666666

> <ALOGPS_LOGS>
-4.72

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.077381687009858

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.087154291139065

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9665239364586187

> <JCHEM_POLAR_SURFACE_AREA>
63.6

> <JCHEM_REFRACTIVITY>
104.64219999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.28e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (1R,4aR,5S,6S,8S,8aS)-6-chloro-1-formyl-8-hydroxy-5,8a-dimethyl-5-(4-methylpent-3-en-1-yl)-1,4,4a,6,7,8-hexahydronaphthalene-2-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 57 58  0  0  0  0  0  0  0  0999 V2000
    1.7732    3.8027    3.5352 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9956    2.7646    2.5815 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2232    1.6679    2.7768 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3728    1.5288    3.6446 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5407    0.6013    1.7880 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9464    0.9144    0.5431 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1469   -0.1026   -0.5450 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5690   -1.5010   -0.2020 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7725   -2.5900   -1.3385 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2630   -2.7835   -1.7317 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0701   -2.1315   -2.6749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4431   -1.8803   -2.6249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9544   -1.4490   -3.9739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3024   -0.2071   -4.3642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8292    0.0398   -5.7542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2032    1.0291   -3.5135 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1585   -3.9360   -0.8292 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3840   -5.2986   -1.9800 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.6934   -4.3685    0.5405 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3925   -3.3226    1.6121 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0243   -3.2542    1.7810 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9488   -1.9101    1.2747 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4838   -1.9245    1.5068 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2726   -0.8266    2.2140 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6375   -1.0561    3.6791 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6797   -0.6748    4.2056 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4535    4.6270    3.3039 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9912    3.4482    4.5477 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7454    4.1725    3.4662 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1143    1.9519    0.2597 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2187   -0.1508   -0.7579 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6579    0.2852   -1.4447 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4794   -1.3593   -0.1549 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7691   -1.8329   -1.9177 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3576   -3.3567   -2.6621 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8381   -3.3366   -0.9906 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2589   -2.8811   -3.4559 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5649   -1.2222   -3.0419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9758   -2.7978   -2.3532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7008   -1.1423   -1.8634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0560   -2.2651   -4.6902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1731    0.7326   -6.2912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8948   -0.8805   -6.3442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8325    0.4757   -5.7065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6273    1.7999   -4.0370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2028    1.4259   -3.3086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7062    0.8596   -2.5559 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0730   -3.8278   -0.7411 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7675   -4.5766    0.5014 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2065   -5.3105    0.8272 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8015   -3.6665    2.5697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3379   -4.1330    2.0651 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7279   -2.2608    2.5204 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9407   -0.9391    1.3790 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0073   -2.6124    0.8475 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1791   -0.9300    2.1710 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9013   -1.6430    4.2559 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 20  1  0
 12 13  1  0
 17  9  1  0
 13 14  2  3
 22 24  1  0
 14 15  1  0
  8  7  1  0
 14 16  1  0
  7  6  1  0
  5  3  1  0
  6  5  2  0
  3  4  2  0
 24  5  1  0
  3  2  1  0
  9  8  1  0
 24 25  1  0
 22 20  1  0
 25 26  2  0
 22  8  1  0
 25 57  1  0
  9 10  1  6
 22 23  1  6
 20 21  1  0
  9 11  1  0
 17 18  1  0
 19 17  1  0
  8 33  1  1
 11 12  1  0
  2  1  1  0
 19 49  1  0
 19 50  1  0
 17 48  1  1
 20 51  1  1
  7 31  1  0
  7 32  1  0
  6 30  1  0
 24 56  1  1
 10 34  1  0
 10 35  1  0
 10 36  1  0
 11 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 13 41  1  0
 15 42  1  0
 15 43  1  0
 15 44  1  0
 16 45  1  0
 16 46  1  0
 16 47  1  0
 23 53  1  0
 23 54  1  0
 23 55  1  0
 21 52  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0       1.773   3.803   3.535  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.996   2.765   2.582  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.223   1.668   2.777  0.00  0.00           C+0
HETATM    4  O   UNK     0       0.373   1.529   3.645  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.541   0.601   1.788  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.946   0.914   0.543  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.147  -0.103  -0.545  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.569  -1.501  -0.202  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.773  -2.590  -1.339  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.263  -2.784  -1.732  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.070  -2.131  -2.675  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.443  -1.880  -2.625  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.954  -1.449  -3.974  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.302  -0.207  -4.364  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.829   0.040  -5.754  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.203   1.029  -3.514  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.159  -3.936  -0.829  0.00  0.00           C+0
HETATM   18 Cl   UNK     0       1.384  -5.299  -1.980  0.00  0.00          Cl+0
HETATM   19  C   UNK     0       1.693  -4.369   0.541  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.393  -3.323   1.612  0.00  0.00           C+0
HETATM   21  O   UNK     0      -0.024  -3.254   1.781  0.00  0.00           O+0
HETATM   22  C   UNK     0       1.949  -1.910   1.275  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.484  -1.925   1.507  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.273  -0.827   2.214  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.638  -1.056   3.679  0.00  0.00           C+0
HETATM   26  O   UNK     0       2.680  -0.675   4.206  0.00  0.00           O+0
HETATM   27  H   UNK     0       2.454   4.627   3.304  0.00  0.00           H+0
HETATM   28  H   UNK     0       1.991   3.448   4.548  0.00  0.00           H+0
HETATM   29  H   UNK     0       0.745   4.173   3.466  0.00  0.00           H+0
HETATM   30  H   UNK     0       2.114   1.952   0.260  0.00  0.00           H+0
HETATM   31  H   UNK     0       3.219  -0.151  -0.758  0.00  0.00           H+0
HETATM   32  H   UNK     0       1.658   0.285  -1.445  0.00  0.00           H+0
HETATM   33  H   UNK     0       0.479  -1.359  -0.155  0.00  0.00           H+0
HETATM   34  H   UNK     0       3.769  -1.833  -1.918  0.00  0.00           H+0
HETATM   35  H   UNK     0       3.358  -3.357  -2.662  0.00  0.00           H+0
HETATM   36  H   UNK     0       3.838  -3.337  -0.991  0.00  0.00           H+0
HETATM   37  H   UNK     0       1.259  -2.881  -3.456  0.00  0.00           H+0
HETATM   38  H   UNK     0       1.565  -1.222  -3.042  0.00  0.00           H+0
HETATM   39  H   UNK     0      -0.976  -2.798  -2.353  0.00  0.00           H+0
HETATM   40  H   UNK     0      -0.701  -1.142  -1.863  0.00  0.00           H+0
HETATM   41  H   UNK     0      -1.056  -2.265  -4.690  0.00  0.00           H+0
HETATM   42  H   UNK     0      -1.173   0.733  -6.291  0.00  0.00           H+0
HETATM   43  H   UNK     0      -1.895  -0.881  -6.344  0.00  0.00           H+0
HETATM   44  H   UNK     0      -2.833   0.476  -5.707  0.00  0.00           H+0
HETATM   45  H   UNK     0      -0.627   1.800  -4.037  0.00  0.00           H+0
HETATM   46  H   UNK     0      -2.203   1.426  -3.309  0.00  0.00           H+0
HETATM   47  H   UNK     0      -0.706   0.860  -2.556  0.00  0.00           H+0
HETATM   48  H   UNK     0       0.073  -3.828  -0.741  0.00  0.00           H+0
HETATM   49  H   UNK     0       2.768  -4.577   0.501  0.00  0.00           H+0
HETATM   50  H   UNK     0       1.206  -5.311   0.827  0.00  0.00           H+0
HETATM   51  H   UNK     0       1.802  -3.667   2.570  0.00  0.00           H+0
HETATM   52  H   UNK     0      -0.338  -4.133   2.065  0.00  0.00           H+0
HETATM   53  H   UNK     0       3.728  -2.261   2.520  0.00  0.00           H+0
HETATM   54  H   UNK     0       3.941  -0.939   1.379  0.00  0.00           H+0
HETATM   55  H   UNK     0       4.007  -2.612   0.848  0.00  0.00           H+0
HETATM   56  H   UNK     0       0.179  -0.930   2.171  0.00  0.00           H+0
HETATM   57  H   UNK     0       0.901  -1.643   4.256  0.00  0.00           H+0
CONECT    1    2   27   28   29                                             
CONECT    2    3    1                                                       
CONECT    3    5    4    2                                                  
CONECT    4    3                                                            
CONECT    5    3    6   24                                                  
CONECT    6    7    5   30                                                  
CONECT    7    8    6   31   32                                             
CONECT    8    7    9   22   33                                             
CONECT    9   17    8   10   11                                             
CONECT   10    9   34   35   36                                             
CONECT   11    9   12   37   38                                             
CONECT   12   13   11   39   40                                             
CONECT   13   12   14   41                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14   42   43   44                                             
CONECT   16   14   45   46   47                                             
CONECT   17    9   18   19   48                                             
CONECT   18   17                                                            
CONECT   19   20   17   49   50                                             
CONECT   20   19   22   21   51                                             
CONECT   21   20   52                                                       
CONECT   22   24   20    8   23                                             
CONECT   23   22   53   54   55                                             
CONECT   24   22    5   25   56                                             
CONECT   25   24   26   57                                                  
CONECT   26   25                                                            
CONECT   27    1                                                            
CONECT   28    1                                                            
CONECT   29    1                                                            
CONECT   30    6                                                            
CONECT   31    7                                                            
CONECT   32    7                                                            
CONECT   33    8                                                            
CONECT   34   10                                                            
CONECT   35   10                                                            
CONECT   36   10                                                            
CONECT   37   11                                                            
CONECT   38   11                                                            
CONECT   39   12                                                            
CONECT   40   12                                                            
CONECT   41   13                                                            
CONECT   42   15                                                            
CONECT   43   15                                                            
CONECT   44   15                                                            
CONECT   45   16                                                            
CONECT   46   16                                                            
CONECT   47   16                                                            
CONECT   48   17                                                            
CONECT   49   19                                                            
CONECT   50   19                                                            
CONECT   51   20                                                            
CONECT   52   21                                                            
CONECT   53   23                                                            
CONECT   54   23                                                            
CONECT   55   23                                                            
CONECT   56   24                                                            
CONECT   57   25                                                            
MASTER        0    0    0    0    0    0    0    0   57    0  116    0
END

RDKit          3D

57 58  0  0  0  0  0  0  0  0999 V2000
    1.7732    3.8027    3.5352 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9956    2.7646    2.5815 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2232    1.6679    2.7768 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3728    1.5288    3.6446 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5407    0.6013    1.7880 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9464    0.9144    0.5431 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1469   -0.1026   -0.5450 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5690   -1.5010   -0.2020 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7725   -2.5900   -1.3385 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.2630   -2.7835   -1.7317 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0701   -2.1315   -2.6749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4431   -1.8803   -2.6249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9544   -1.4490   -3.9739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3024   -0.2071   -4.3642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8292    0.0398   -5.7542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2032    1.0291   -3.5135 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1585   -3.9360   -0.8292 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3840   -5.2986   -1.9800 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.6934   -4.3685    0.5405 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3925   -3.3226    1.6121 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0243   -3.2542    1.7810 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9488   -1.9101    1.2747 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4838   -1.9245    1.5068 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2726   -0.8266    2.2140 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6375   -1.0561    3.6791 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6797   -0.6748    4.2056 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4535    4.6270    3.3039 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9912    3.4482    4.5477 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7454    4.1725    3.4662 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1143    1.9519    0.2597 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2187   -0.1508   -0.7579 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6579    0.2852   -1.4447 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4794   -1.3593   -0.1549 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7691   -1.8329   -1.9177 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3576   -3.3567   -2.6621 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8381   -3.3366   -0.9906 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2589   -2.8811   -3.4559 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5649   -1.2222   -3.0419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9758   -2.7978   -2.3532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7008   -1.1423   -1.8634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0560   -2.2651   -4.6902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1731    0.7326   -6.2912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8948   -0.8805   -6.3442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8325    0.4757   -5.7065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6273    1.7999   -4.0370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2028    1.4259   -3.3086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7062    0.8596   -2.5559 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0730   -3.8278   -0.7411 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7675   -4.5766    0.5014 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2065   -5.3105    0.8272 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8015   -3.6665    2.5697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3379   -4.1330    2.0651 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7279   -2.2608    2.5204 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9407   -0.9391    1.3790 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0073   -2.6124    0.8475 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1791   -0.9300    2.1710 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9013   -1.6430    4.2559 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 20  1  0
 12 13  1  0
 17  9  1  0
 13 14  2  3
 22 24  1  0
 14 15  1  0
  8  7  1  0
 14 16  1  0
  7  6  1  0
  5  3  1  0
  6  5  2  0
  3  4  2  0
 24  5  1  0
  3  2  1  0
  9  8  1  0
 24 25  1  0
 22 20  1  0
 25 26  2  0
 22  8  1  0
 25 57  1  0
  9 10  1  6
 22 23  1  6
 20 21  1  0
  9 11  1  0
 17 18  1  0
 19 17  1  0
  8 33  1  1
 11 12  1  0
  2  1  1  0
 19 49  1  0
 19 50  1  0
 17 48  1  1
 20 51  1  1
  7 31  1  0
  7 32  1  0
  6 30  1  0
 24 56  1  1
 10 34  1  0
 10 35  1  0
 10 36  1  0
 11 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 13 41  1  0
 15 42  1  0
 15 43  1  0
 15 44  1  0
 16 45  1  0
 16 46  1  0
 16 47  1  0
 23 53  1  0
 23 54  1  0
 23 55  1  0
 21 52  1  0
  1 27  1  0
  1 28  1  0
  1 29  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Value	Source
Methyl (1R,4ar,5S,6S,8S,8as)-6-chloro-1-formyl-8-hydroxy-5,8a-dimethyl-5-(4-methylpent-3-en-1-yl)-1,4,4a,5,6,7,8,8a-octahydronaphthalene-2-carboxylic acid	Generator

Chemical Formula

C₂₁H₃₁ClO₄

Average Mass

382.9300 Da

Monoisotopic Mass

382.19109 Da

IUPAC Name

methyl (1R,4aR,5S,6S,8S,8aS)-6-chloro-1-formyl-8-hydroxy-5,8a-dimethyl-5-(4-methylpent-3-en-1-yl)-1,4,4a,5,6,7,8,8a-octahydronaphthalene-2-carboxylate

Traditional Name

methyl (1R,4aR,5S,6S,8S,8aS)-6-chloro-1-formyl-8-hydroxy-5,8a-dimethyl-5-(4-methylpent-3-en-1-yl)-1,4,4a,6,7,8-hexahydronaphthalene-2-carboxylate

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C21H31ClO4/c1-13(2)7-6-10-20(3)16-9-8-14(19(25)26-5)15(12-23)21(16,4)18(24)11-17(20)22/h7-8,12,15-18,24H,6,9-11H2,1-5H3/t15-,16-,17-,18-,20-,21+/m0/s1

InChI Key

KSXULPOQIKTIMP-JPRZGNOKSA-N

Experimental Spectra

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

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Negombata magnifica	LOTUS Database	35616633
Negombata sp.	JEOL database	Rudi, A., et al., Org. Lett. 9, 2337 (2007)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Diterpenoids

Alternative Parents

Substituents

Diterpenoid
Cyclic alcohol
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Carboxylic acid ester
Secondary alcohol
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organohalogen compound
Aldehyde
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
Carbonyl group
Alkyl halide
Alkyl chloride
Organochloride
Organooxygen compound
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	4.29	ALOGPS
logP	3.55	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	14.09	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	63.6 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	104.64 m³·mol⁻¹	ChemAxon
Polarizability	42.17 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

23076282

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Rudi, A., et al. (2007). Rudi, A., et al., Org. Lett. 9, 2337 (2007). Org. Lett..

Showing NP-Card for negombin B (NP0038862)

MOL for NP0038862 (negombin B)

3D MOL for NP0038862 (negombin B)

3D SDF for NP0038862 (negombin B)

3D-SDF for NP0038862 (negombin B)

PDB for NP0038862 (negombin B)

3D PDB for NP0038862 (negombin B)

SMILES for NP0038862 (negombin B)

INCHI for NP0038862 (negombin B)

Structure for NP0038862 (negombin B)

3D Structure for NP0038862 (negombin B)