NP-MRD: Showing NP-Card for 14-isovaleroxyscorzoaustricin sulfate (NP0035124)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-20 18:39:27 UTC

Updated at

2021-06-30 00:05:56 UTC

NP-MRD ID

NP0035124

Secondary Accession Numbers

None

Natural Product Identification

Common Name

14-isovaleroxyscorzoaustricin sulfate

Provided By

JEOL Database JEOL Logo

Description

[(3S,3aS,4S,9aS,9bR)-3,9-dimethyl-6-{[(3-methylbutanoyl)oxy]methyl}-2,7-dioxo-2H,3H,3aH,4H,5H,7H,9aH,9bH-azuleno[4,5-b]furan-4-yl]oxidanesulfonic acid belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. 14-isovaleroxyscorzoaustricin sulfate is found in Scorzonera austriaca. 14-isovaleroxyscorzoaustricin sulfate was first documented in 2010 (Zhu, Y., et al.). Based on a literature review very few articles have been published on [(3S,3aS,4S,9aS,9bR)-3,9-dimethyl-6-{[(3-methylbutanoyl)oxy]methyl}-2,7-dioxo-2H,3H,3aH,4H,5H,7H,9aH,9bH-azuleno[4,5-b]furan-4-yl]oxidanesulfonic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202120393D          

 56 58  0  0  0  0            999 V2000
   -2.3222    2.2078   -4.0647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1261    0.8524   -3.4719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6551   -0.2021   -4.1489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6902   -1.3724   -3.2666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3157   -2.4805   -3.5961 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2574   -0.9603   -1.9460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4052   -1.7693   -0.8772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0189   -3.2345   -0.8710 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5960   -3.3617   -0.7338 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0855   -3.3451    0.5208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7332   -3.1704    1.5485 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4133   -3.5122    0.4852 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1358   -2.1877    0.7559 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6234   -2.4424    1.0008 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9598   -1.2021   -0.4015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9897   -1.2543    0.4175 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1462   -0.1655    1.1034 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5886   -0.0823    2.4529 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6868   -0.7089    3.6554 S   0  0  1  0  0  6  0  0  0  0  0  0
   -0.2916   -0.5431    3.3129 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2207   -0.2147    4.9030 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0106   -2.2822    3.5696 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3566    1.1999    0.4354 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6868    2.3929    1.1253 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4791    2.9866    2.2806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6079    3.3759   -0.0196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4168    4.5765    0.0669 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7831    2.7199   -1.2049 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7599    1.3079   -0.9668 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5362    0.5262   -2.0492 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5707    2.9111   -3.6963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3180    2.5918   -3.8220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2381    2.1809   -5.1567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3200   -0.2523   -5.1713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5341   -3.7968   -0.0826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3154   -3.7290   -1.8011 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7179   -3.9414   -0.4771 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6659   -4.2601    1.2468 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7175   -1.7267    1.6591 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7679   -3.1115    1.8556 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0977   -2.9013    0.1265 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1480   -1.5061    1.2187 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4953   -0.2681   -0.2000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9060   -0.9494   -0.5503 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3447   -1.6169   -1.3393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1416   -2.0850    1.1167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0088   -0.8863    0.2347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0839   -0.4283    1.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4357   -2.6881    2.8724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4358    1.4129    0.3905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6640    2.1501    1.4362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0102    3.9118    2.6341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5015    3.2384    1.9781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5323    2.3051    3.1322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7038    1.0011   -0.9738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6140    0.7156   -1.9624 H   0  0  0  0  0  0  0  0  0  0  0  0
 26 27  2  0  0  0  0
  4  3  1  0  0  0  0
 24 25  1  0  0  0  0
  3  2  2  0  0  0  0
 30 56  1  6  0  0  0
  6 30  1  0  0  0  0
  2 30  1  0  0  0  0
  4  5  2  0  0  0  0
 23 29  1  0  0  0  0
  7  8  1  0  0  0  0
 17 23  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  7 16  1  0  0  0  0
 10 12  1  0  0  0  0
  6  7  2  0  0  0  0
 12 13  1  0  0  0  0
 16 17  1  0  0  0  0
 13 14  1  0  0  0  0
 29 28  1  0  0  0  0
 10 11  2  0  0  0  0
 28 26  1  0  0  0  0
 13 15  1  0  0  0  0
 26 24  1  0  0  0  0
 17 18  1  0  0  0  0
 23 24  1  0  0  0  0
 19 18  1  6  0  0  0
 30 29  1  0  0  0  0
 19 20  2  0  0  0  0
  2  1  1  0  0  0  0
 19 21  2  0  0  0  0
  6  4  1  0  0  0  0
 19 22  1  0  0  0  0
 16 46  1  0  0  0  0
 16 47  1  0  0  0  0
 17 48  1  1  0  0  0
  3 34  1  0  0  0  0
 23 50  1  6  0  0  0
 29 55  1  1  0  0  0
 24 51  1  1  0  0  0
  1 31  1  0  0  0  0
  1 32  1  0  0  0  0
  1 33  1  0  0  0  0
 25 52  1  0  0  0  0
 25 53  1  0  0  0  0
 25 54  1  0  0  0  0
  8 35  1  0  0  0  0
  8 36  1  0  0  0  0
 12 37  1  0  0  0  0
 12 38  1  0  0  0  0
 13 39  1  1  0  0  0
 14 40  1  0  0  0  0
 14 41  1  0  0  0  0
 14 42  1  0  0  0  0
 15 43  1  0  0  0  0
 15 44  1  0  0  0  0
 15 45  1  0  0  0  0
 22 49  1  0  0  0  0
M  END

     RDKit          3D

 56 58  0  0  0  0  0  0  0  0999 V2000
   -2.3222    2.2078   -4.0647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1261    0.8524   -3.4719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6551   -0.2021   -4.1489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6902   -1.3724   -3.2666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3157   -2.4805   -3.5961 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2574   -0.9603   -1.9460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4052   -1.7693   -0.8772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0189   -3.2345   -0.8710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5960   -3.3617   -0.7338 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0855   -3.3451    0.5208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7332   -3.1704    1.5485 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4133   -3.5122    0.4852 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1358   -2.1877    0.7559 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6234   -2.4424    1.0008 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9598   -1.2021   -0.4015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9897   -1.2543    0.4175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1462   -0.1655    1.1034 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5886   -0.0823    2.4529 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6868   -0.7089    3.6554 S   0  0  1  0  0  6  0  0  0  0  0  0
   -0.2916   -0.5431    3.3129 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2207   -0.2147    4.9030 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0106   -2.2822    3.5696 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3566    1.1999    0.4354 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6868    2.3929    1.1253 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4791    2.9866    2.2806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6079    3.3759   -0.0196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4168    4.5765    0.0669 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7831    2.7199   -1.2049 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7599    1.3079   -0.9668 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5362    0.5262   -2.0492 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5707    2.9111   -3.6963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3180    2.5918   -3.8220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2381    2.1809   -5.1567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3200   -0.2523   -5.1713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5341   -3.7968   -0.0826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3154   -3.7290   -1.8011 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7179   -3.9414   -0.4771 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6659   -4.2601    1.2468 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7175   -1.7267    1.6591 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7679   -3.1115    1.8556 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0977   -2.9013    0.1265 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1480   -1.5061    1.2187 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4953   -0.2681   -0.2000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9060   -0.9494   -0.5503 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3447   -1.6169   -1.3393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1416   -2.0850    1.1167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0088   -0.8863    0.2347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0839   -0.4283    1.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4357   -2.6881    2.8724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4358    1.4129    0.3905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6640    2.1501    1.4362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0102    3.9118    2.6341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5015    3.2384    1.9781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5323    2.3051    3.1322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7038    1.0011   -0.9738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6140    0.7156   -1.9624 H   0  0  0  0  0  0  0  0  0  0  0  0
 26 27  2  0
  4  3  1  0
 24 25  1  0
  3  2  2  0
 30 56  1  6
  6 30  1  0
  2 30  1  0
  4  5  2  0
 23 29  1  0
  7  8  1  0
 17 23  1  0
  8  9  1  0
  9 10  1  0
  7 16  1  0
 10 12  1  0
  6  7  2  0
 12 13  1  0
 16 17  1  0
 13 14  1  0
 29 28  1  0
 10 11  2  0
 28 26  1  0
 13 15  1  0
 26 24  1  0
 17 18  1  0
 23 24  1  0
 19 18  1  6
 30 29  1  0
 19 20  2  0
  2  1  1  0
 19 21  2  0
  6  4  1  0
 19 22  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  1
  3 34  1  0
 23 50  1  6
 29 55  1  1
 24 51  1  1
  1 31  1  0
  1 32  1  0
  1 33  1  0
 25 52  1  0
 25 53  1  0
 25 54  1  0
  8 35  1  0
  8 36  1  0
 12 37  1  0
 12 38  1  0
 13 39  1  1
 14 40  1  0
 14 41  1  0
 14 42  1  0
 15 43  1  0
 15 44  1  0
 15 45  1  0
 22 49  1  0
M  END


  Mrv1652306202120393D          

 56 58  0  0  0  0            999 V2000
   -2.3222    2.2078   -4.0647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1261    0.8524   -3.4719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6551   -0.2021   -4.1489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6902   -1.3724   -3.2666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3157   -2.4805   -3.5961 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2574   -0.9603   -1.9460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4052   -1.7693   -0.8772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0189   -3.2345   -0.8710 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5960   -3.3617   -0.7338 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0855   -3.3451    0.5208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7332   -3.1704    1.5485 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4133   -3.5122    0.4852 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1358   -2.1877    0.7559 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6234   -2.4424    1.0008 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9598   -1.2021   -0.4015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9897   -1.2543    0.4175 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1462   -0.1655    1.1034 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5886   -0.0823    2.4529 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6868   -0.7089    3.6554 S   0  0  1  0  0  6  0  0  0  0  0  0
   -0.2916   -0.5431    3.3129 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2207   -0.2147    4.9030 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0106   -2.2822    3.5696 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3566    1.1999    0.4354 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6868    2.3929    1.1253 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4791    2.9866    2.2806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6079    3.3759   -0.0196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4168    4.5765    0.0669 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7831    2.7199   -1.2049 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7599    1.3079   -0.9668 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5362    0.5262   -2.0492 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5707    2.9111   -3.6963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3180    2.5918   -3.8220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2381    2.1809   -5.1567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3200   -0.2523   -5.1713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5341   -3.7968   -0.0826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3154   -3.7290   -1.8011 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7179   -3.9414   -0.4771 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6659   -4.2601    1.2468 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7175   -1.7267    1.6591 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7679   -3.1115    1.8556 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0977   -2.9013    0.1265 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1480   -1.5061    1.2187 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4953   -0.2681   -0.2000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9060   -0.9494   -0.5503 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3447   -1.6169   -1.3393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1416   -2.0850    1.1167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0088   -0.8863    0.2347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0839   -0.4283    1.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4357   -2.6881    2.8724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4358    1.4129    0.3905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6640    2.1501    1.4362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0102    3.9118    2.6341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5015    3.2384    1.9781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5323    2.3051    3.1322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7038    1.0011   -0.9738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6140    0.7156   -1.9624 H   0  0  0  0  0  0  0  0  0  0  0  0
 26 27  2  0  0  0  0
  4  3  1  0  0  0  0
 24 25  1  0  0  0  0
  3  2  2  0  0  0  0
 30 56  1  6  0  0  0
  6 30  1  0  0  0  0
  2 30  1  0  0  0  0
  4  5  2  0  0  0  0
 23 29  1  0  0  0  0
  7  8  1  0  0  0  0
 17 23  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  7 16  1  0  0  0  0
 10 12  1  0  0  0  0
  6  7  2  0  0  0  0
 12 13  1  0  0  0  0
 16 17  1  0  0  0  0
 13 14  1  0  0  0  0
 29 28  1  0  0  0  0
 10 11  2  0  0  0  0
 28 26  1  0  0  0  0
 13 15  1  0  0  0  0
 26 24  1  0  0  0  0
 17 18  1  0  0  0  0
 23 24  1  0  0  0  0
 19 18  1  6  0  0  0
 30 29  1  0  0  0  0
 19 20  2  0  0  0  0
  2  1  1  0  0  0  0
 19 21  2  0  0  0  0
  6  4  1  0  0  0  0
 19 22  1  0  0  0  0
 16 46  1  0  0  0  0
 16 47  1  0  0  0  0
 17 48  1  1  0  0  0
  3 34  1  0  0  0  0
 23 50  1  6  0  0  0
 29 55  1  1  0  0  0
 24 51  1  1  0  0  0
  1 31  1  0  0  0  0
  1 32  1  0  0  0  0
  1 33  1  0  0  0  0
 25 52  1  0  0  0  0
 25 53  1  0  0  0  0
 25 54  1  0  0  0  0
  8 35  1  0  0  0  0
  8 36  1  0  0  0  0
 12 37  1  0  0  0  0
 12 38  1  0  0  0  0
 13 39  1  1  0  0  0
 14 40  1  0  0  0  0
 14 41  1  0  0  0  0
 14 42  1  0  0  0  0
 15 43  1  0  0  0  0
 15 44  1  0  0  0  0
 15 45  1  0  0  0  0
 22 49  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0035124

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C20H26O9S/c1-9(2)5-15(22)27-8-12-7-14(29-30(24,25)26)17-11(4)20(23)28-19(17)16-10(3)6-13(21)18(12)16/h6,9,11,14,16-17,19H,5,7-8H2,1-4H3,(H,24,25,26)/t11-,14-,16-,17+,19+/m0/s1

> <INCHI_KEY>
KMJQBGIWWPAQCD-AQCOBUHBSA-N

> <FORMULA>
C20H26O9S

> <MOLECULAR_WEIGHT>
442.48

> <EXACT_MASS>
442.129753591

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
42.91114724108878

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[(3S,3aS,4S,9aS,9bR)-3,9-dimethyl-6-{[(3-methylbutanoyl)oxy]methyl}-2,7-dioxo-2H,3H,3aH,4H,5H,7H,9aH,9bH-azuleno[4,5-b]furan-4-yl]oxidanesulfonic acid

> <ALOGPS_LOGP>
0.38

> <JCHEM_LOGP>
1.7688389626666663

> <ALOGPS_LOGS>
-2.79

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.625936282519056

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.6948994137205515

> <JCHEM_PKA_STRONGEST_BASIC>
-6.338214889866421

> <JCHEM_POLAR_SURFACE_AREA>
133.27

> <JCHEM_REFRACTIVITY>
104.98149999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.22e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(3S,3aS,4S,9aS,9bR)-3,9-dimethyl-6-{[(3-methylbutanoyl)oxy]methyl}-2,7-dioxo-3H,3aH,4H,5H,9aH,9bH-azuleno[4,5-b]furan-4-yl]oxidanesulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 56 58  0  0  0  0  0  0  0  0999 V2000
   -2.3222    2.2078   -4.0647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1261    0.8524   -3.4719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6551   -0.2021   -4.1489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6902   -1.3724   -3.2666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3157   -2.4805   -3.5961 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2574   -0.9603   -1.9460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4052   -1.7693   -0.8772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0189   -3.2345   -0.8710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5960   -3.3617   -0.7338 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0855   -3.3451    0.5208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7332   -3.1704    1.5485 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4133   -3.5122    0.4852 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1358   -2.1877    0.7559 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6234   -2.4424    1.0008 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9598   -1.2021   -0.4015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9897   -1.2543    0.4175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1462   -0.1655    1.1034 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5886   -0.0823    2.4529 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6868   -0.7089    3.6554 S   0  0  1  0  0  6  0  0  0  0  0  0
   -0.2916   -0.5431    3.3129 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2207   -0.2147    4.9030 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0106   -2.2822    3.5696 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3566    1.1999    0.4354 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6868    2.3929    1.1253 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4791    2.9866    2.2806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6079    3.3759   -0.0196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4168    4.5765    0.0669 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7831    2.7199   -1.2049 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7599    1.3079   -0.9668 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5362    0.5262   -2.0492 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5707    2.9111   -3.6963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3180    2.5918   -3.8220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2381    2.1809   -5.1567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3200   -0.2523   -5.1713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5341   -3.7968   -0.0826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3154   -3.7290   -1.8011 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7179   -3.9414   -0.4771 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6659   -4.2601    1.2468 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7175   -1.7267    1.6591 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7679   -3.1115    1.8556 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0977   -2.9013    0.1265 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1480   -1.5061    1.2187 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4953   -0.2681   -0.2000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9060   -0.9494   -0.5503 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3447   -1.6169   -1.3393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1416   -2.0850    1.1167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0088   -0.8863    0.2347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0839   -0.4283    1.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4357   -2.6881    2.8724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4358    1.4129    0.3905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6640    2.1501    1.4362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0102    3.9118    2.6341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5015    3.2384    1.9781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5323    2.3051    3.1322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7038    1.0011   -0.9738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6140    0.7156   -1.9624 H   0  0  0  0  0  0  0  0  0  0  0  0
 26 27  2  0
  4  3  1  0
 24 25  1  0
  3  2  2  0
 30 56  1  6
  6 30  1  0
  2 30  1  0
  4  5  2  0
 23 29  1  0
  7  8  1  0
 17 23  1  0
  8  9  1  0
  9 10  1  0
  7 16  1  0
 10 12  1  0
  6  7  2  0
 12 13  1  0
 16 17  1  0
 13 14  1  0
 29 28  1  0
 10 11  2  0
 28 26  1  0
 13 15  1  0
 26 24  1  0
 17 18  1  0
 23 24  1  0
 19 18  1  6
 30 29  1  0
 19 20  2  0
  2  1  1  0
 19 21  2  0
  6  4  1  0
 19 22  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  1
  3 34  1  0
 23 50  1  6
 29 55  1  1
 24 51  1  1
  1 31  1  0
  1 32  1  0
  1 33  1  0
 25 52  1  0
 25 53  1  0
 25 54  1  0
  8 35  1  0
  8 36  1  0
 12 37  1  0
 12 38  1  0
 13 39  1  1
 14 40  1  0
 14 41  1  0
 14 42  1  0
 15 43  1  0
 15 44  1  0
 15 45  1  0
 22 49  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      -2.322   2.208  -4.065  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.126   0.852  -3.472  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.655  -0.202  -4.149  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.690  -1.372  -3.267  0.00  0.00           C+0
HETATM    5  O   UNK     0      -1.316  -2.481  -3.596  0.00  0.00           O+0
HETATM    6  C   UNK     0      -2.257  -0.960  -1.946  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.405  -1.769  -0.877  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.019  -3.235  -0.871  0.00  0.00           C+0
HETATM    9  O   UNK     0      -0.596  -3.362  -0.734  0.00  0.00           O+0
HETATM   10  C   UNK     0      -0.086  -3.345   0.521  0.00  0.00           C+0
HETATM   11  O   UNK     0      -0.733  -3.170   1.549  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.413  -3.512   0.485  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.136  -2.188   0.756  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.623  -2.442   1.001  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.960  -1.202  -0.402  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.990  -1.254   0.418  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.146  -0.166   1.103  0.00  0.00           C+0
HETATM   18  O   UNK     0      -2.589  -0.082   2.453  0.00  0.00           O+0
HETATM   19  S   UNK     0      -1.687  -0.709   3.655  0.00  0.00           S+0
HETATM   20  O   UNK     0      -0.292  -0.543   3.313  0.00  0.00           O+0
HETATM   21  O   UNK     0      -2.221  -0.215   4.903  0.00  0.00           O+0
HETATM   22  O   UNK     0      -2.011  -2.282   3.570  0.00  0.00           O+0
HETATM   23  C   UNK     0      -2.357   1.200   0.435  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.687   2.393   1.125  0.00  0.00           C+0
HETATM   25  C   UNK     0      -2.479   2.987   2.281  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.608   3.376  -0.020  0.00  0.00           C+0
HETATM   27  O   UNK     0      -1.417   4.577   0.067  0.00  0.00           O+0
HETATM   28  O   UNK     0      -1.783   2.720  -1.205  0.00  0.00           O+0
HETATM   29  C   UNK     0      -1.760   1.308  -0.967  0.00  0.00           C+0
HETATM   30  C   UNK     0      -2.536   0.526  -2.049  0.00  0.00           C+0
HETATM   31  H   UNK     0      -1.571   2.911  -3.696  0.00  0.00           H+0
HETATM   32  H   UNK     0      -3.318   2.592  -3.822  0.00  0.00           H+0
HETATM   33  H   UNK     0      -2.238   2.181  -5.157  0.00  0.00           H+0
HETATM   34  H   UNK     0      -1.320  -0.252  -5.171  0.00  0.00           H+0
HETATM   35  H   UNK     0      -2.534  -3.797  -0.083  0.00  0.00           H+0
HETATM   36  H   UNK     0      -2.315  -3.729  -1.801  0.00  0.00           H+0
HETATM   37  H   UNK     0       1.718  -3.941  -0.477  0.00  0.00           H+0
HETATM   38  H   UNK     0       1.666  -4.260   1.247  0.00  0.00           H+0
HETATM   39  H   UNK     0       1.718  -1.727   1.659  0.00  0.00           H+0
HETATM   40  H   UNK     0       3.768  -3.111   1.856  0.00  0.00           H+0
HETATM   41  H   UNK     0       4.098  -2.901   0.127  0.00  0.00           H+0
HETATM   42  H   UNK     0       4.148  -1.506   1.219  0.00  0.00           H+0
HETATM   43  H   UNK     0       2.495  -0.268  -0.200  0.00  0.00           H+0
HETATM   44  H   UNK     0       0.906  -0.949  -0.550  0.00  0.00           H+0
HETATM   45  H   UNK     0       2.345  -1.617  -1.339  0.00  0.00           H+0
HETATM   46  H   UNK     0      -3.142  -2.085   1.117  0.00  0.00           H+0
HETATM   47  H   UNK     0      -4.009  -0.886   0.235  0.00  0.00           H+0
HETATM   48  H   UNK     0      -1.084  -0.428   1.056  0.00  0.00           H+0
HETATM   49  H   UNK     0      -1.436  -2.688   2.872  0.00  0.00           H+0
HETATM   50  H   UNK     0      -3.436   1.413   0.391  0.00  0.00           H+0
HETATM   51  H   UNK     0      -0.664   2.150   1.436  0.00  0.00           H+0
HETATM   52  H   UNK     0      -2.010   3.912   2.634  0.00  0.00           H+0
HETATM   53  H   UNK     0      -3.502   3.238   1.978  0.00  0.00           H+0
HETATM   54  H   UNK     0      -2.532   2.305   3.132  0.00  0.00           H+0
HETATM   55  H   UNK     0      -0.704   1.001  -0.974  0.00  0.00           H+0
HETATM   56  H   UNK     0      -3.614   0.716  -1.962  0.00  0.00           H+0
CONECT    1    2   31   32   33                                             
CONECT    2    3   30    1                                                  
CONECT    3    4    2   34                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6   30    7    4                                                  
CONECT    7    8   16    6                                                  
CONECT    8    7    9   35   36                                             
CONECT    9    8   10                                                       
CONECT   10    9   12   11                                                  
CONECT   11   10                                                            
CONECT   12   10   13   37   38                                             
CONECT   13   12   14   15   39                                             
CONECT   14   13   40   41   42                                             
CONECT   15   13   43   44   45                                             
CONECT   16    7   17   46   47                                             
CONECT   17   23   16   18   48                                             
CONECT   18   17   19                                                       
CONECT   19   18   20   21   22                                             
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   19   49                                                       
CONECT   23   29   17   24   50                                             
CONECT   24   25   26   23   51                                             
CONECT   25   24   52   53   54                                             
CONECT   26   27   28   24                                                  
CONECT   27   26                                                            
CONECT   28   29   26                                                       
CONECT   29   23   28   30   55                                             
CONECT   30   56    6    2   29                                             
CONECT   31    1                                                            
CONECT   32    1                                                            
CONECT   33    1                                                            
CONECT   34    3                                                            
CONECT   35    8                                                            
CONECT   36    8                                                            
CONECT   37   12                                                            
CONECT   38   12                                                            
CONECT   39   13                                                            
CONECT   40   14                                                            
CONECT   41   14                                                            
CONECT   42   14                                                            
CONECT   43   15                                                            
CONECT   44   15                                                            
CONECT   45   15                                                            
CONECT   46   16                                                            
CONECT   47   16                                                            
CONECT   48   17                                                            
CONECT   49   22                                                            
CONECT   50   23                                                            
CONECT   51   24                                                            
CONECT   52   25                                                            
CONECT   53   25                                                            
CONECT   54   25                                                            
CONECT   55   29                                                            
CONECT   56   30                                                            
MASTER        0    0    0    0    0    0    0    0   56    0  116    0
END

RDKit          3D

56 58  0  0  0  0  0  0  0  0999 V2000
   -2.3222    2.2078   -4.0647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1261    0.8524   -3.4719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6551   -0.2021   -4.1489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6902   -1.3724   -3.2666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3157   -2.4805   -3.5961 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2574   -0.9603   -1.9460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4052   -1.7693   -0.8772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0189   -3.2345   -0.8710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5960   -3.3617   -0.7338 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0855   -3.3451    0.5208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7332   -3.1704    1.5485 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4133   -3.5122    0.4852 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1358   -2.1877    0.7559 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6234   -2.4424    1.0008 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9598   -1.2021   -0.4015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9897   -1.2543    0.4175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1462   -0.1655    1.1034 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5886   -0.0823    2.4529 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6868   -0.7089    3.6554 S   0  0  1  0  0  6  0  0  0  0  0  0
   -0.2916   -0.5431    3.3129 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2207   -0.2147    4.9030 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0106   -2.2822    3.5696 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3566    1.1999    0.4354 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6868    2.3929    1.1253 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4791    2.9866    2.2806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6079    3.3759   -0.0196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4168    4.5765    0.0669 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7831    2.7199   -1.2049 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7599    1.3079   -0.9668 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5362    0.5262   -2.0492 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5707    2.9111   -3.6963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3180    2.5918   -3.8220 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2381    2.1809   -5.1567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3200   -0.2523   -5.1713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5341   -3.7968   -0.0826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3154   -3.7290   -1.8011 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7179   -3.9414   -0.4771 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6659   -4.2601    1.2468 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7175   -1.7267    1.6591 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7679   -3.1115    1.8556 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0977   -2.9013    0.1265 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1480   -1.5061    1.2187 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4953   -0.2681   -0.2000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9060   -0.9494   -0.5503 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3447   -1.6169   -1.3393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1416   -2.0850    1.1167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0088   -0.8863    0.2347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0839   -0.4283    1.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4357   -2.6881    2.8724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4358    1.4129    0.3905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6640    2.1501    1.4362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0102    3.9118    2.6341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5015    3.2384    1.9781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5323    2.3051    3.1322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7038    1.0011   -0.9738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6140    0.7156   -1.9624 H   0  0  0  0  0  0  0  0  0  0  0  0
 26 27  2  0
  4  3  1  0
 24 25  1  0
  3  2  2  0
 30 56  1  6
  6 30  1  0
  2 30  1  0
  4  5  2  0
 23 29  1  0
  7  8  1  0
 17 23  1  0
  8  9  1  0
  9 10  1  0
  7 16  1  0
 10 12  1  0
  6  7  2  0
 12 13  1  0
 16 17  1  0
 13 14  1  0
 29 28  1  0
 10 11  2  0
 28 26  1  0
 13 15  1  0
 26 24  1  0
 17 18  1  0
 23 24  1  0
 19 18  1  6
 30 29  1  0
 19 20  2  0
  2  1  1  0
 19 21  2  0
  6  4  1  0
 19 22  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  1
  3 34  1  0
 23 50  1  6
 29 55  1  1
 24 51  1  1
  1 31  1  0
  1 32  1  0
  1 33  1  0
 25 52  1  0
 25 53  1  0
 25 54  1  0
  8 35  1  0
  8 36  1  0
 12 37  1  0
 12 38  1  0
 13 39  1  1
 14 40  1  0
 14 41  1  0
 14 42  1  0
 15 43  1  0
 15 44  1  0
 15 45  1  0
 22 49  1  0
M  END

View in JSmol

Synonyms

Value	Source
[(3S,3AS,4S,9as,9BR)-3,9-dimethyl-6-{[(3-methylbutanoyl)oxy]methyl}-2,7-dioxo-2H,3H,3ah,4H,5H,7H,9ah,9BH-azuleno[4,5-b]furan-4-yl]oxidanesulfonate	Generator
[(3S,3AS,4S,9as,9BR)-3,9-dimethyl-6-{[(3-methylbutanoyl)oxy]methyl}-2,7-dioxo-2H,3H,3ah,4H,5H,7H,9ah,9BH-azuleno[4,5-b]furan-4-yl]oxidanesulphonate	Generator
[(3S,3AS,4S,9as,9BR)-3,9-dimethyl-6-{[(3-methylbutanoyl)oxy]methyl}-2,7-dioxo-2H,3H,3ah,4H,5H,7H,9ah,9BH-azuleno[4,5-b]furan-4-yl]oxidanesulphonic acid	Generator

Chemical Formula

C₂₀H₂₆O₉S

Average Mass

442.4800 Da

Monoisotopic Mass

442.12975 Da

IUPAC Name

[(3S,3aS,4S,9aS,9bR)-3,9-dimethyl-6-{[(3-methylbutanoyl)oxy]methyl}-2,7-dioxo-2H,3H,3aH,4H,5H,7H,9aH,9bH-azuleno[4,5-b]furan-4-yl]oxidanesulfonic acid

Traditional Name

[(3S,3aS,4S,9aS,9bR)-3,9-dimethyl-6-{[(3-methylbutanoyl)oxy]methyl}-2,7-dioxo-3H,3aH,4H,5H,9aH,9bH-azuleno[4,5-b]furan-4-yl]oxidanesulfonic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C20H26O9S/c1-9(2)5-15(22)27-8-12-7-14(29-30(24,25)26)17-11(4)20(23)28-19(17)16-10(3)6-13(21)18(12)16/h6,9,11,14,16-17,19H,5,7-8H2,1-4H3,(H,24,25,26)/t11-,14-,16-,17+,19+/m0/s1

InChI Key

KMJQBGIWWPAQCD-AQCOBUHBSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, acetone-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, acetone-d6, 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
Scorzonera austriaca	JEOL database	Zhu, Y., et al, J. Nat. Prod. 73, 237 (2010)

Chemical Taxonomy

Classification

Not classified

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	0.38	ALOGPS
logP	1.77	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	-1.7	ChemAxon
pKa (Strongest Basic)	-6.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	133.27 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	104.98 m³·mol⁻¹	ChemAxon
Polarizability	42.91 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

46183867

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Zhu, Y., et al. (2010). Zhu, Y., et al, J. Nat. Prod. 73, 237 (2010). J. Nat. Prod..

Showing NP-Card for 14-isovaleroxyscorzoaustricin sulfate (NP0035124)

MOL for NP0035124 (14-isovaleroxyscorzoaustricin sulfate)

3D MOL for NP0035124 (14-isovaleroxyscorzoaustricin sulfate)

3D SDF for NP0035124 (14-isovaleroxyscorzoaustricin sulfate)

3D-SDF for NP0035124 (14-isovaleroxyscorzoaustricin sulfate)

PDB for NP0035124 (14-isovaleroxyscorzoaustricin sulfate)

3D PDB for NP0035124 (14-isovaleroxyscorzoaustricin sulfate)

SMILES for NP0035124 (14-isovaleroxyscorzoaustricin sulfate)

INCHI for NP0035124 (14-isovaleroxyscorzoaustricin sulfate)

Structure for NP0035124 (14-isovaleroxyscorzoaustricin sulfate)

3D Structure for NP0035124 (14-isovaleroxyscorzoaustricin sulfate)