NP-MRD: Showing NP-Card for marlignan D (NP0039424)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-20 21:51:39 UTC

Updated at

2021-06-30 00:12:45 UTC

NP-MRD ID

NP0039424

Secondary Accession Numbers

None

Natural Product Identification

Common Name

marlignan D

Provided By

JEOL Database JEOL Logo

Description

Marlignan D belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit. marlignan D is found in Schisandra wilsoniana. marlignan D was first documented in 2010 (Yang, G.-Y., et al.). Based on a literature review very few articles have been published on Marlignan D.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202123513D          

 57 59  0  0  0  0            999 V2000
   -1.3112    5.7878    2.1439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3103    4.7640    2.0960 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7468    3.5715    1.7107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6713    2.5718    2.6745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1727    2.7752    3.9296 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0837    1.3505    2.3859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5393    1.1054    1.1101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6134    2.1018    0.1096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2796    3.3183    0.4150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4239    4.2419   -0.5976 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7946    4.5375   -0.8668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0026    1.9043   -1.2269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4975    0.9580   -2.1608 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1044    0.8835   -3.4371 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1628    1.7120   -3.7804 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7004    1.5916   -5.0320 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6669    2.6434   -2.8821 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7102    3.4104   -3.3388 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5304    4.8055   -3.0886 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1218    2.6978   -1.5944 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6700    3.5500   -0.6587 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7822    2.9203   -0.0198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6249   -0.0301   -1.8802 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7459    0.5660   -1.2328 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2261   -1.3527   -1.1658 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0677   -2.0634   -1.8817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0413   -1.2565    0.3793 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7662   -2.6368    0.9979 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0453   -0.2653    0.8440 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4248    5.4614    2.7001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0316    6.1203    1.1399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7416    6.6445    2.6713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6076    3.6487    3.8957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0529    0.5843    3.1571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4541    3.6787   -0.6965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8722    4.8141   -1.9227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1241    5.3951   -0.2736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2498    0.1685   -4.1776 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4409    2.2289   -5.0543 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4765    5.1070   -3.1013 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0407    5.3515   -3.8883 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0052    5.0863   -2.1444 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1352    3.5903    0.7698 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4969    1.9708    0.4456 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6065    2.7641   -0.7236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0278   -0.3248   -2.8591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7222    1.5164   -1.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1007   -2.0104   -1.2922 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0416   -3.0952   -1.5338 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8882   -1.5552   -1.7266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2549   -2.1191   -2.9595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0104   -0.9439    0.7938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4935   -3.3768    0.6482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8464   -2.5879    2.0897 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2395   -2.9969    0.7584 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8852   -0.2138    0.1439 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4995   -0.6124    1.7826 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 23  1  0  0  0  0
  8  7  1  0  0  0  0
 29 27  1  0  0  0  0
 23 25  1  0  0  0  0
 12 20  2  0  0  0  0
 27 25  1  0  0  0  0
 27 28  1  0  0  0  0
 20 17  1  0  0  0  0
 25 26  1  0  0  0  0
  7  6  2  0  0  0  0
 15 16  1  0  0  0  0
 17 15  2  0  0  0  0
  4  5  1  0  0  0  0
  9 10  1  0  0  0  0
  9  8  2  0  0  0  0
  3  2  1  0  0  0  0
 15 14  1  0  0  0  0
  2  1  1  0  0  0  0
  6  4  1  0  0  0  0
 20 21  1  0  0  0  0
 14 13  2  0  0  0  0
 13 12  1  0  0  0  0
 21 22  1  0  0  0  0
  8 12  1  0  0  0  0
 17 18  1  0  0  0  0
  4  3  2  0  0  0  0
 18 19  1  0  0  0  0
  7 29  1  0  0  0  0
 10 11  1  0  0  0  0
  3  9  1  0  0  0  0
 23 24  1  0  0  0  0
  6 34  1  0  0  0  0
 14 38  1  0  0  0  0
 29 56  1  0  0  0  0
 29 57  1  0  0  0  0
 23 46  1  6  0  0  0
 27 52  1  1  0  0  0
 25 48  1  1  0  0  0
 28 53  1  0  0  0  0
 28 54  1  0  0  0  0
 28 55  1  0  0  0  0
 26 49  1  0  0  0  0
 26 50  1  0  0  0  0
 26 51  1  0  0  0  0
 16 39  1  0  0  0  0
  5 33  1  0  0  0  0
  1 30  1  0  0  0  0
  1 31  1  0  0  0  0
  1 32  1  0  0  0  0
 22 43  1  0  0  0  0
 22 44  1  0  0  0  0
 22 45  1  0  0  0  0
 19 40  1  0  0  0  0
 19 41  1  0  0  0  0
 19 42  1  0  0  0  0
 11 35  1  0  0  0  0
 11 36  1  0  0  0  0
 11 37  1  0  0  0  0
 24 47  1  0  0  0  0
M  END

     RDKit          3D

 57 59  0  0  0  0  0  0  0  0999 V2000
   -1.3112    5.7878    2.1439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3103    4.7640    2.0960 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7468    3.5715    1.7107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6713    2.5718    2.6745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1727    2.7752    3.9296 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0837    1.3505    2.3859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5393    1.1054    1.1101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6134    2.1018    0.1096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2796    3.3183    0.4150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4239    4.2419   -0.5976 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7946    4.5375   -0.8668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0026    1.9043   -1.2269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4975    0.9580   -2.1608 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1044    0.8835   -3.4371 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1628    1.7120   -3.7804 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7004    1.5916   -5.0320 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6669    2.6434   -2.8821 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7102    3.4104   -3.3388 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5304    4.8055   -3.0886 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1218    2.6978   -1.5944 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6700    3.5500   -0.6587 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7822    2.9203   -0.0198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6249   -0.0301   -1.8802 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7459    0.5660   -1.2328 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2261   -1.3527   -1.1658 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0677   -2.0634   -1.8817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0413   -1.2565    0.3793 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7662   -2.6368    0.9979 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0453   -0.2653    0.8440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4248    5.4614    2.7001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0316    6.1203    1.1399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7416    6.6445    2.6713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6076    3.6487    3.8957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0529    0.5843    3.1571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4541    3.6787   -0.6965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8722    4.8141   -1.9227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1241    5.3951   -0.2736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2498    0.1685   -4.1776 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4409    2.2289   -5.0543 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4765    5.1070   -3.1013 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0407    5.3515   -3.8883 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0052    5.0863   -2.1444 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1352    3.5903    0.7698 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4969    1.9708    0.4456 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6065    2.7641   -0.7236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0278   -0.3248   -2.8591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7222    1.5164   -1.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1007   -2.0104   -1.2922 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0416   -3.0952   -1.5338 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8882   -1.5552   -1.7266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2549   -2.1191   -2.9595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0104   -0.9439    0.7938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4935   -3.3768    0.6482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8464   -2.5879    2.0897 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2395   -2.9969    0.7584 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8852   -0.2138    0.1439 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4995   -0.6124    1.7826 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 23  1  0
  8  7  1  0
 29 27  1  0
 23 25  1  0
 12 20  2  0
 27 25  1  0
 27 28  1  0
 20 17  1  0
 25 26  1  0
  7  6  2  0
 15 16  1  0
 17 15  2  0
  4  5  1  0
  9 10  1  0
  9  8  2  0
  3  2  1  0
 15 14  1  0
  2  1  1  0
  6  4  1  0
 20 21  1  0
 14 13  2  0
 13 12  1  0
 21 22  1  0
  8 12  1  0
 17 18  1  0
  4  3  2  0
 18 19  1  0
  7 29  1  0
 10 11  1  0
  3  9  1  0
 23 24  1  0
  6 34  1  0
 14 38  1  0
 29 56  1  0
 29 57  1  0
 23 46  1  6
 27 52  1  1
 25 48  1  1
 28 53  1  0
 28 54  1  0
 28 55  1  0
 26 49  1  0
 26 50  1  0
 26 51  1  0
 16 39  1  0
  5 33  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
 22 43  1  0
 22 44  1  0
 22 45  1  0
 19 40  1  0
 19 41  1  0
 19 42  1  0
 11 35  1  0
 11 36  1  0
 11 37  1  0
 24 47  1  0
M  END


  Mrv1652306202123513D          

 57 59  0  0  0  0            999 V2000
   -1.3112    5.7878    2.1439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3103    4.7640    2.0960 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7468    3.5715    1.7107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6713    2.5718    2.6745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1727    2.7752    3.9296 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0837    1.3505    2.3859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5393    1.1054    1.1101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6134    2.1018    0.1096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2796    3.3183    0.4150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4239    4.2419   -0.5976 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7946    4.5375   -0.8668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0026    1.9043   -1.2269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4975    0.9580   -2.1608 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1044    0.8835   -3.4371 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1628    1.7120   -3.7804 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7004    1.5916   -5.0320 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6669    2.6434   -2.8821 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7102    3.4104   -3.3388 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5304    4.8055   -3.0886 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1218    2.6978   -1.5944 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6700    3.5500   -0.6587 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7822    2.9203   -0.0198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6249   -0.0301   -1.8802 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7459    0.5660   -1.2328 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2261   -1.3527   -1.1658 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0677   -2.0634   -1.8817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0413   -1.2565    0.3793 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7662   -2.6368    0.9979 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0453   -0.2653    0.8440 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4248    5.4614    2.7001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0316    6.1203    1.1399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7416    6.6445    2.6713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6076    3.6487    3.8957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0529    0.5843    3.1571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4541    3.6787   -0.6965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8722    4.8141   -1.9227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1241    5.3951   -0.2736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2498    0.1685   -4.1776 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4409    2.2289   -5.0543 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4765    5.1070   -3.1013 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0407    5.3515   -3.8883 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0052    5.0863   -2.1444 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1352    3.5903    0.7698 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4969    1.9708    0.4456 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6065    2.7641   -0.7236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0278   -0.3248   -2.8591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7222    1.5164   -1.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1007   -2.0104   -1.2922 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0416   -3.0952   -1.5338 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8882   -1.5552   -1.7266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2549   -2.1191   -2.9595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0104   -0.9439    0.7938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4935   -3.3768    0.6482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8464   -2.5879    2.0897 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2395   -2.9969    0.7584 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8852   -0.2138    0.1439 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4995   -0.6124    1.7826 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 23  1  0  0  0  0
  8  7  1  0  0  0  0
 29 27  1  0  0  0  0
 23 25  1  0  0  0  0
 12 20  2  0  0  0  0
 27 25  1  0  0  0  0
 27 28  1  0  0  0  0
 20 17  1  0  0  0  0
 25 26  1  0  0  0  0
  7  6  2  0  0  0  0
 15 16  1  0  0  0  0
 17 15  2  0  0  0  0
  4  5  1  0  0  0  0
  9 10  1  0  0  0  0
  9  8  2  0  0  0  0
  3  2  1  0  0  0  0
 15 14  1  0  0  0  0
  2  1  1  0  0  0  0
  6  4  1  0  0  0  0
 20 21  1  0  0  0  0
 14 13  2  0  0  0  0
 13 12  1  0  0  0  0
 21 22  1  0  0  0  0
  8 12  1  0  0  0  0
 17 18  1  0  0  0  0
  4  3  2  0  0  0  0
 18 19  1  0  0  0  0
  7 29  1  0  0  0  0
 10 11  1  0  0  0  0
  3  9  1  0  0  0  0
 23 24  1  0  0  0  0
  6 34  1  0  0  0  0
 14 38  1  0  0  0  0
 29 56  1  0  0  0  0
 29 57  1  0  0  0  0
 23 46  1  6  0  0  0
 27 52  1  1  0  0  0
 25 48  1  1  0  0  0
 28 53  1  0  0  0  0
 28 54  1  0  0  0  0
 28 55  1  0  0  0  0
 26 49  1  0  0  0  0
 26 50  1  0  0  0  0
 26 51  1  0  0  0  0
 16 39  1  0  0  0  0
  5 33  1  0  0  0  0
  1 30  1  0  0  0  0
  1 31  1  0  0  0  0
  1 32  1  0  0  0  0
 22 43  1  0  0  0  0
 22 44  1  0  0  0  0
 22 45  1  0  0  0  0
 19 40  1  0  0  0  0
 19 41  1  0  0  0  0
 19 42  1  0  0  0  0
 11 35  1  0  0  0  0
 11 36  1  0  0  0  0
 11 37  1  0  0  0  0
 24 47  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0039424

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(OC([H])([H])[H])C(OC([H])([H])[H])=C2C3=C(OC([H])([H])[H])C(OC([H])([H])[H])=C(O[H])C([H])=C3[C@]([H])(O[H])[C@@]([H])(C([H])([H])[H])[C@@]([H])(C([H])([H])[H])C([H])([H])C2=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C22H28O7/c1-10-7-12-8-14(23)19(26-3)21(28-5)16(12)17-13(18(25)11(10)2)9-15(24)20(27-4)22(17)29-6/h8-11,18,23-25H,7H2,1-6H3/t10-,11-,18+/m0/s1

> <INCHI_KEY>
FQZMTUCBAKMGJM-LDLUMPKVSA-N

> <FORMULA>
C22H28O7

> <MOLECULAR_WEIGHT>
404.459

> <EXACT_MASS>
404.183503242

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
42.361922617817086

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(8R,9S,10S)-3,4,15,16-tetramethoxy-9,10-dimethyltricyclo[10.4.0.0^{2,7}]hexadeca-1(16),2,4,6,12,14-hexaene-5,8,14-triol

> <ALOGPS_LOGP>
2.74

> <JCHEM_LOGP>
3.256090533666666

> <ALOGPS_LOGS>
-3.93

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.260045302640734

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.56868945269206

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1266858440630214

> <JCHEM_POLAR_SURFACE_AREA>
97.61000000000001

> <JCHEM_REFRACTIVITY>
109.02669999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.76e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(8R,9S,10S)-3,4,15,16-tetramethoxy-9,10-dimethyltricyclo[10.4.0.0^{2,7}]hexadeca-1(16),2,4,6,12,14-hexaene-5,8,14-triol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 57 59  0  0  0  0  0  0  0  0999 V2000
   -1.3112    5.7878    2.1439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3103    4.7640    2.0960 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7468    3.5715    1.7107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6713    2.5718    2.6745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1727    2.7752    3.9296 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0837    1.3505    2.3859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5393    1.1054    1.1101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6134    2.1018    0.1096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2796    3.3183    0.4150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4239    4.2419   -0.5976 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7946    4.5375   -0.8668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0026    1.9043   -1.2269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4975    0.9580   -2.1608 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1044    0.8835   -3.4371 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1628    1.7120   -3.7804 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7004    1.5916   -5.0320 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6669    2.6434   -2.8821 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7102    3.4104   -3.3388 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5304    4.8055   -3.0886 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1218    2.6978   -1.5944 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6700    3.5500   -0.6587 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7822    2.9203   -0.0198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6249   -0.0301   -1.8802 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7459    0.5660   -1.2328 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2261   -1.3527   -1.1658 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0677   -2.0634   -1.8817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0413   -1.2565    0.3793 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7662   -2.6368    0.9979 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0453   -0.2653    0.8440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4248    5.4614    2.7001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0316    6.1203    1.1399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7416    6.6445    2.6713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6076    3.6487    3.8957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0529    0.5843    3.1571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4541    3.6787   -0.6965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8722    4.8141   -1.9227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1241    5.3951   -0.2736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2498    0.1685   -4.1776 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4409    2.2289   -5.0543 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4765    5.1070   -3.1013 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0407    5.3515   -3.8883 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0052    5.0863   -2.1444 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1352    3.5903    0.7698 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4969    1.9708    0.4456 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6065    2.7641   -0.7236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0278   -0.3248   -2.8591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7222    1.5164   -1.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1007   -2.0104   -1.2922 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0416   -3.0952   -1.5338 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8882   -1.5552   -1.7266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2549   -2.1191   -2.9595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0104   -0.9439    0.7938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4935   -3.3768    0.6482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8464   -2.5879    2.0897 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2395   -2.9969    0.7584 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8852   -0.2138    0.1439 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4995   -0.6124    1.7826 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 23  1  0
  8  7  1  0
 29 27  1  0
 23 25  1  0
 12 20  2  0
 27 25  1  0
 27 28  1  0
 20 17  1  0
 25 26  1  0
  7  6  2  0
 15 16  1  0
 17 15  2  0
  4  5  1  0
  9 10  1  0
  9  8  2  0
  3  2  1  0
 15 14  1  0
  2  1  1  0
  6  4  1  0
 20 21  1  0
 14 13  2  0
 13 12  1  0
 21 22  1  0
  8 12  1  0
 17 18  1  0
  4  3  2  0
 18 19  1  0
  7 29  1  0
 10 11  1  0
  3  9  1  0
 23 24  1  0
  6 34  1  0
 14 38  1  0
 29 56  1  0
 29 57  1  0
 23 46  1  6
 27 52  1  1
 25 48  1  1
 28 53  1  0
 28 54  1  0
 28 55  1  0
 26 49  1  0
 26 50  1  0
 26 51  1  0
 16 39  1  0
  5 33  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
 22 43  1  0
 22 44  1  0
 22 45  1  0
 19 40  1  0
 19 41  1  0
 19 42  1  0
 11 35  1  0
 11 36  1  0
 11 37  1  0
 24 47  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      -1.311   5.788   2.144  0.00  0.00           C+0
HETATM    2  O   UNK     0      -2.310   4.764   2.096  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.747   3.571   1.711  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.671   2.572   2.675  0.00  0.00           C+0
HETATM    5  O   UNK     0      -2.173   2.775   3.930  0.00  0.00           O+0
HETATM    6  C   UNK     0      -1.084   1.351   2.386  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.539   1.105   1.110  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.613   2.102   0.110  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.280   3.318   0.415  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.424   4.242  -0.598  0.00  0.00           O+0
HETATM   11  C   UNK     0      -2.795   4.537  -0.867  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.003   1.904  -1.227  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.498   0.958  -2.161  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.104   0.884  -3.437  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.163   1.712  -3.780  0.00  0.00           C+0
HETATM   16  O   UNK     0       1.700   1.592  -5.032  0.00  0.00           O+0
HETATM   17  C   UNK     0       1.667   2.643  -2.882  0.00  0.00           C+0
HETATM   18  O   UNK     0       2.710   3.410  -3.339  0.00  0.00           O+0
HETATM   19  C   UNK     0       2.530   4.806  -3.089  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.122   2.698  -1.594  0.00  0.00           C+0
HETATM   21  O   UNK     0       1.670   3.550  -0.659  0.00  0.00           O+0
HETATM   22  C   UNK     0       2.782   2.920  -0.020  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.625  -0.030  -1.880  0.00  0.00           C+0
HETATM   24  O   UNK     0      -2.746   0.566  -1.233  0.00  0.00           O+0
HETATM   25  C   UNK     0      -1.226  -1.353  -1.166  0.00  0.00           C+0
HETATM   26  C   UNK     0      -0.068  -2.063  -1.882  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.041  -1.256   0.379  0.00  0.00           C+0
HETATM   28  C   UNK     0      -0.766  -2.637   0.998  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.045  -0.265   0.844  0.00  0.00           C+0
HETATM   30  H   UNK     0      -0.425   5.461   2.700  0.00  0.00           H+0
HETATM   31  H   UNK     0      -1.032   6.120   1.140  0.00  0.00           H+0
HETATM   32  H   UNK     0      -1.742   6.644   2.671  0.00  0.00           H+0
HETATM   33  H   UNK     0      -2.608   3.649   3.896  0.00  0.00           H+0
HETATM   34  H   UNK     0      -1.053   0.584   3.157  0.00  0.00           H+0
HETATM   35  H   UNK     0      -3.454   3.679  -0.697  0.00  0.00           H+0
HETATM   36  H   UNK     0      -2.872   4.814  -1.923  0.00  0.00           H+0
HETATM   37  H   UNK     0      -3.124   5.395  -0.274  0.00  0.00           H+0
HETATM   38  H   UNK     0      -0.250   0.169  -4.178  0.00  0.00           H+0
HETATM   39  H   UNK     0       2.441   2.229  -5.054  0.00  0.00           H+0
HETATM   40  H   UNK     0       1.476   5.107  -3.101  0.00  0.00           H+0
HETATM   41  H   UNK     0       3.041   5.351  -3.888  0.00  0.00           H+0
HETATM   42  H   UNK     0       3.005   5.086  -2.144  0.00  0.00           H+0
HETATM   43  H   UNK     0       3.135   3.590   0.770  0.00  0.00           H+0
HETATM   44  H   UNK     0       2.497   1.971   0.446  0.00  0.00           H+0
HETATM   45  H   UNK     0       3.607   2.764  -0.724  0.00  0.00           H+0
HETATM   46  H   UNK     0      -2.028  -0.325  -2.859  0.00  0.00           H+0
HETATM   47  H   UNK     0      -2.722   1.516  -1.433  0.00  0.00           H+0
HETATM   48  H   UNK     0      -2.101  -2.010  -1.292  0.00  0.00           H+0
HETATM   49  H   UNK     0       0.042  -3.095  -1.534  0.00  0.00           H+0
HETATM   50  H   UNK     0       0.888  -1.555  -1.727  0.00  0.00           H+0
HETATM   51  H   UNK     0      -0.255  -2.119  -2.959  0.00  0.00           H+0
HETATM   52  H   UNK     0      -2.010  -0.944   0.794  0.00  0.00           H+0
HETATM   53  H   UNK     0      -1.494  -3.377   0.648  0.00  0.00           H+0
HETATM   54  H   UNK     0      -0.846  -2.588   2.090  0.00  0.00           H+0
HETATM   55  H   UNK     0       0.240  -2.997   0.758  0.00  0.00           H+0
HETATM   56  H   UNK     0       0.885  -0.214   0.144  0.00  0.00           H+0
HETATM   57  H   UNK     0       0.500  -0.612   1.783  0.00  0.00           H+0
CONECT    1    2   30   31   32                                             
CONECT    2    3    1                                                       
CONECT    3    2    4    9                                                  
CONECT    4    5    6    3                                                  
CONECT    5    4   33                                                       
CONECT    6    7    4   34                                                  
CONECT    7    8    6   29                                                  
CONECT    8    7    9   12                                                  
CONECT    9   10    8    3                                                  
CONECT   10    9   11                                                       
CONECT   11   10   35   36   37                                             
CONECT   12   20   13    8                                                  
CONECT   13   23   14   12                                                  
CONECT   14   15   13   38                                                  
CONECT   15   16   17   14                                                  
CONECT   16   15   39                                                       
CONECT   17   20   15   18                                                  
CONECT   18   17   19                                                       
CONECT   19   18   40   41   42                                             
CONECT   20   12   17   21                                                  
CONECT   21   20   22                                                       
CONECT   22   21   43   44   45                                             
CONECT   23   13   25   24   46                                             
CONECT   24   23   47                                                       
CONECT   25   23   27   26   48                                             
CONECT   26   25   49   50   51                                             
CONECT   27   29   25   28   52                                             
CONECT   28   27   53   54   55                                             
CONECT   29   27    7   56   57                                             
CONECT   30    1                                                            
CONECT   31    1                                                            
CONECT   32    1                                                            
CONECT   33    5                                                            
CONECT   34    6                                                            
CONECT   35   11                                                            
CONECT   36   11                                                            
CONECT   37   11                                                            
CONECT   38   14                                                            
CONECT   39   16                                                            
CONECT   40   19                                                            
CONECT   41   19                                                            
CONECT   42   19                                                            
CONECT   43   22                                                            
CONECT   44   22                                                            
CONECT   45   22                                                            
CONECT   46   23                                                            
CONECT   47   24                                                            
CONECT   48   25                                                            
CONECT   49   26                                                            
CONECT   50   26                                                            
CONECT   51   26                                                            
CONECT   52   27                                                            
CONECT   53   28                                                            
CONECT   54   28                                                            
CONECT   55   28                                                            
CONECT   56   29                                                            
CONECT   57   29                                                            
MASTER        0    0    0    0    0    0    0    0   57    0  118    0
END

RDKit          3D

57 59  0  0  0  0  0  0  0  0999 V2000
   -1.3112    5.7878    2.1439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3103    4.7640    2.0960 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7468    3.5715    1.7107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6713    2.5718    2.6745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1727    2.7752    3.9296 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0837    1.3505    2.3859 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5393    1.1054    1.1101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6134    2.1018    0.1096 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2796    3.3183    0.4150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4239    4.2419   -0.5976 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7946    4.5375   -0.8668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0026    1.9043   -1.2269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4975    0.9580   -2.1608 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1044    0.8835   -3.4371 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1628    1.7120   -3.7804 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7004    1.5916   -5.0320 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6669    2.6434   -2.8821 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7102    3.4104   -3.3388 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5304    4.8055   -3.0886 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1218    2.6978   -1.5944 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6700    3.5500   -0.6587 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7822    2.9203   -0.0198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6249   -0.0301   -1.8802 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7459    0.5660   -1.2328 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2261   -1.3527   -1.1658 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0677   -2.0634   -1.8817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0413   -1.2565    0.3793 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7662   -2.6368    0.9979 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0453   -0.2653    0.8440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4248    5.4614    2.7001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0316    6.1203    1.1399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7416    6.6445    2.6713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6076    3.6487    3.8957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0529    0.5843    3.1571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4541    3.6787   -0.6965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8722    4.8141   -1.9227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1241    5.3951   -0.2736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2498    0.1685   -4.1776 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4409    2.2289   -5.0543 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4765    5.1070   -3.1013 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0407    5.3515   -3.8883 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0052    5.0863   -2.1444 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1352    3.5903    0.7698 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4969    1.9708    0.4456 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6065    2.7641   -0.7236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0278   -0.3248   -2.8591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7222    1.5164   -1.4329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1007   -2.0104   -1.2922 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0416   -3.0952   -1.5338 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8882   -1.5552   -1.7266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2549   -2.1191   -2.9595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0104   -0.9439    0.7938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4935   -3.3768    0.6482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8464   -2.5879    2.0897 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2395   -2.9969    0.7584 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8852   -0.2138    0.1439 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4995   -0.6124    1.7826 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 23  1  0
  8  7  1  0
 29 27  1  0
 23 25  1  0
 12 20  2  0
 27 25  1  0
 27 28  1  0
 20 17  1  0
 25 26  1  0
  7  6  2  0
 15 16  1  0
 17 15  2  0
  4  5  1  0
  9 10  1  0
  9  8  2  0
  3  2  1  0
 15 14  1  0
  2  1  1  0
  6  4  1  0
 20 21  1  0
 14 13  2  0
 13 12  1  0
 21 22  1  0
  8 12  1  0
 17 18  1  0
  4  3  2  0
 18 19  1  0
  7 29  1  0
 10 11  1  0
  3  9  1  0
 23 24  1  0
  6 34  1  0
 14 38  1  0
 29 56  1  0
 29 57  1  0
 23 46  1  6
 27 52  1  1
 25 48  1  1
 28 53  1  0
 28 54  1  0
 28 55  1  0
 26 49  1  0
 26 50  1  0
 26 51  1  0
 16 39  1  0
  5 33  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
 22 43  1  0
 22 44  1  0
 22 45  1  0
 19 40  1  0
 19 41  1  0
 19 42  1  0
 11 35  1  0
 11 36  1  0
 11 37  1  0
 24 47  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₂₈O₇

Average Mass

404.4590 Da

Monoisotopic Mass

404.18350 Da

IUPAC Name

(8R,9S,10S)-3,4,15,16-tetramethoxy-9,10-dimethyltricyclo[10.4.0.0^{2,7}]hexadeca-1(16),2,4,6,12,14-hexaene-5,8,14-triol

Traditional Name

(8R,9S,10S)-3,4,15,16-tetramethoxy-9,10-dimethyltricyclo[10.4.0.0^{2,7}]hexadeca-1(16),2,4,6,12,14-hexaene-5,8,14-triol

CAS Registry Number

Not Available

SMILES

[H]OC1=C(OC([H])([H])[H])C(OC([H])([H])[H])=C2C3=C(OC([H])([H])[H])C(OC([H])([H])[H])=C(O[H])C([H])=C3[C@]([H])(O[H])[C@@]([H])(C([H])([H])[H])[C@@]([H])(C([H])([H])[H])C([H])([H])C2=C1[H]

InChI Identifier

InChI=1S/C22H28O7/c1-10-7-12-8-14(23)19(26-3)21(28-5)16(12)17-13(18(25)11(10)2)9-15(24)20(27-4)22(17)29-6/h8-11,18,23-25H,7H2,1-6H3/t10-,11-,18+/m0/s1

InChI Key

FQZMTUCBAKMGJM-LDLUMPKVSA-N

Experimental Spectra

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

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Schisandra wilsoniana	JEOL database	Yang, G.-Y., et al, J. Nat. Prod. 73, 915 (2010)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydrolyzable tannins. These are tannins with a structure characterized by either of the following models. In model 1, the structure contains galloyl units (in some cases, shikimic acid units) are linked to diverse polyol carbohydrate-, catechin-, or triterpenoid units. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Tannins

Sub Class

Hydrolyzable tannins

Direct Parent

Hydrolyzable tannins

Alternative Parents

Substituents

Hydrolyzable tannin
Dibenzocyclooctane lignan
Anisole
Phenol ether
Phenol
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Secondary alcohol
Polyol
Ether
Organooxygen compound
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Aromatic homopolycyclic compound

Molecular Framework

Aromatic 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	2.74	ALOGPS
logP	3.26	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	9.57	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	97.61 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	109.03 m³·mol⁻¹	ChemAxon
Polarizability	42.36 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	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

24672044

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

46832248

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Yang, G.-Y., et al. (2010). Yang, G.-Y., et al, J. Nat. Prod. 73, 915 (2010). J. Nat. Prod..

Showing NP-Card for marlignan D (NP0039424)

MOL for NP0039424 (marlignan D)

3D MOL for NP0039424 (marlignan D)

3D SDF for NP0039424 (marlignan D)

3D-SDF for NP0039424 (marlignan D)

PDB for NP0039424 (marlignan D)

3D PDB for NP0039424 (marlignan D)

SMILES for NP0039424 (marlignan D)

INCHI for NP0039424 (marlignan D)

Structure for NP0039424 (marlignan D)

3D Structure for NP0039424 (marlignan D)