NP-MRD: Showing NP-Card for ananolignan F (NP0035879)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-20 19:12:10 UTC

Updated at

2021-06-30 00:07:11 UTC

NP-MRD ID

NP0035879

Secondary Accession Numbers

None

Natural Product Identification

Common Name

ananolignan F

Provided By

JEOL Database JEOL Logo

Description

Ananolignan F 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) that 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. Ananolignan F is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. ananolignan F is found in Kadsura ananosma. ananolignan F was first documented in 2011 (PMID: 21381710). Based on a literature review very few articles have been published on ananolignan F.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202121123D          

 69 72  0  0  0  0            999 V2000
    2.3134    1.7915    1.8595 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6615    0.8715    0.8346 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6387    0.2516    0.1662 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2799    0.5090    0.3607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7214   -0.1603   -0.3865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3422   -1.1333   -1.3378 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0325   -1.4239   -1.4891 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4145   -2.3997   -2.3857 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7596   -3.5996   -1.6924 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0084   -0.7071   -0.7817 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3409   -0.9917   -0.9752 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8442   -0.2026   -2.0527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3512   -1.8537   -2.1464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2394   -2.7969   -1.5432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1560   -3.4945   -2.3605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1924   -3.2271   -3.7114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3620   -2.3045   -4.2947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4294   -1.6097   -3.5443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6274   -0.6274   -4.0691 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0542   -1.0200   -5.2573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6072   -2.1789   -5.6293 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6802   -3.1213   -5.8103 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0463   -3.8063   -4.5981 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2366   -3.0428   -0.0320 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6069   -4.4308    0.1766 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1053   -5.0276    1.2900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5535   -6.4555    1.3486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3996   -4.4901    2.1308 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2140   -2.1350    0.7844 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6304   -2.0902    0.1873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6499   -0.7177    1.1368 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6093    0.0390    2.0712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1966    0.1291   -0.0917 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2907    1.5479    0.1697 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3805    2.1871   -0.3337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2856    3.6539   -0.0452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3166    1.6590   -0.9155 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7350    1.3032    2.6508 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2414    2.1611    2.3064 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7763    2.6531    1.4495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0382    1.2375    1.1010 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9845   -3.8920   -0.9749 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8473   -4.3983   -2.4352 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7263   -3.5032   -1.1888 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9080   -0.4319   -2.1657 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7505    0.8685   -1.8415 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3444   -0.4488   -2.9959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8475   -4.2225   -1.9468 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9769   -0.4346   -5.3186 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3330   -2.0801   -5.2526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5487   -0.7801   -6.1379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3724   -3.8648   -6.5545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5579   -2.5864   -6.1912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2130   -2.9230    0.3407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6434   -6.4989    1.4153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1294   -6.9324    2.2369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1998   -6.9916    0.4643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3462   -2.6352    1.7553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9938   -3.0986   -0.0363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3446   -1.6582    0.8953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6725   -1.4946   -0.7291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7638   -0.9080    1.7612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5129    0.3712    1.5525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1210    0.9201    2.5011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9156   -0.5961    2.9097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8008   -0.1007   -0.9731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1346    4.1692   -0.5033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3137    3.8208    1.0344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3647    4.0576   -0.4736 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 18  1  0  0  0  0
 16 23  1  0  0  0  0
 23 22  1  0  0  0  0
 22 21  1  0  0  0  0
 21 17  1  0  0  0  0
 18 13  2  0  0  0  0
 29 30  1  0  0  0  0
 31 33  1  0  0  0  0
 24 25  1  0  0  0  0
 33  5  1  0  0  0  0
 31 32  1  0  0  0  0
  5  6  1  0  0  0  0
  3  2  1  0  0  0  0
  6 13  1  0  0  0  0
 10 11  1  0  0  0  0
  6  7  2  0  0  0  0
 18 19  1  0  0  0  0
 11 12  1  0  0  0  0
  7 10  1  0  0  0  0
  7  8  1  0  0  0  0
 14 24  1  0  0  0  0
  8  9  1  0  0  0  0
 10  3  2  0  0  0  0
 19 20  1  0  0  0  0
 13 14  1  0  0  0  0
  2  1  1  0  0  0  0
  3  4  1  0  0  0  0
 33 34  1  0  0  0  0
  4  5  2  0  0  0  0
 34 35  1  0  0  0  0
 17 16  2  0  0  0  0
 35 36  1  0  0  0  0
 24 29  1  0  0  0  0
 35 37  2  0  0  0  0
 14 15  2  0  0  0  0
 25 26  1  0  0  0  0
 15 16  1  0  0  0  0
 26 28  2  0  0  0  0
 29 31  1  0  0  0  0
 26 27  1  0  0  0  0
 24 54  1  1  0  0  0
 29 58  1  1  0  0  0
 31 62  1  1  0  0  0
 33 66  1  6  0  0  0
 15 48  1  0  0  0  0
  4 41  1  0  0  0  0
 22 52  1  0  0  0  0
 22 53  1  0  0  0  0
 30 59  1  0  0  0  0
 30 60  1  0  0  0  0
 30 61  1  0  0  0  0
 32 63  1  0  0  0  0
 32 64  1  0  0  0  0
 32 65  1  0  0  0  0
 12 45  1  0  0  0  0
 12 46  1  0  0  0  0
 12 47  1  0  0  0  0
  9 42  1  0  0  0  0
  9 43  1  0  0  0  0
  9 44  1  0  0  0  0
 20 49  1  0  0  0  0
 20 50  1  0  0  0  0
 20 51  1  0  0  0  0
  1 38  1  0  0  0  0
  1 39  1  0  0  0  0
  1 40  1  0  0  0  0
 36 67  1  0  0  0  0
 36 68  1  0  0  0  0
 36 69  1  0  0  0  0
 27 55  1  0  0  0  0
 27 56  1  0  0  0  0
 27 57  1  0  0  0  0
M  END

     RDKit          3D

 69 72  0  0  0  0  0  0  0  0999 V2000
    2.3134    1.7915    1.8595 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6615    0.8715    0.8346 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6387    0.2516    0.1662 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2799    0.5090    0.3607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7214   -0.1603   -0.3865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3422   -1.1333   -1.3378 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0325   -1.4239   -1.4891 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4145   -2.3997   -2.3857 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7596   -3.5996   -1.6924 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0084   -0.7071   -0.7817 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3409   -0.9917   -0.9752 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8442   -0.2026   -2.0527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3512   -1.8537   -2.1464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2394   -2.7969   -1.5432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1560   -3.4945   -2.3605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1924   -3.2271   -3.7114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3620   -2.3045   -4.2947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4294   -1.6097   -3.5443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6274   -0.6274   -4.0691 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0542   -1.0200   -5.2573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6072   -2.1789   -5.6293 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6802   -3.1213   -5.8103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0463   -3.8063   -4.5981 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2366   -3.0428   -0.0320 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6069   -4.4308    0.1766 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1053   -5.0276    1.2900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5535   -6.4555    1.3486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3996   -4.4901    2.1308 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2140   -2.1350    0.7844 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6304   -2.0902    0.1873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6499   -0.7177    1.1368 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6093    0.0390    2.0712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1966    0.1291   -0.0917 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2907    1.5479    0.1697 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3805    2.1871   -0.3337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2856    3.6539   -0.0452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3166    1.6590   -0.9155 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7350    1.3032    2.6508 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2414    2.1611    2.3064 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7763    2.6531    1.4495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0382    1.2375    1.1010 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9845   -3.8920   -0.9749 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8473   -4.3983   -2.4352 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7263   -3.5032   -1.1888 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9080   -0.4319   -2.1657 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7505    0.8685   -1.8415 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3444   -0.4488   -2.9959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8475   -4.2225   -1.9468 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9769   -0.4346   -5.3186 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3330   -2.0801   -5.2526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5487   -0.7801   -6.1379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3724   -3.8648   -6.5545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5579   -2.5864   -6.1912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2130   -2.9230    0.3407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6434   -6.4989    1.4153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1294   -6.9324    2.2369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1998   -6.9916    0.4643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3462   -2.6352    1.7553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9938   -3.0986   -0.0363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3446   -1.6582    0.8953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6725   -1.4946   -0.7291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7638   -0.9080    1.7612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5129    0.3712    1.5525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1210    0.9201    2.5011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9156   -0.5961    2.9097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8008   -0.1007   -0.9731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1346    4.1692   -0.5033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3137    3.8208    1.0344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3647    4.0576   -0.4736 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 18  1  0
 16 23  1  0
 23 22  1  0
 22 21  1  0
 21 17  1  0
 18 13  2  0
 29 30  1  0
 31 33  1  0
 24 25  1  0
 33  5  1  0
 31 32  1  0
  5  6  1  0
  3  2  1  0
  6 13  1  0
 10 11  1  0
  6  7  2  0
 18 19  1  0
 11 12  1  0
  7 10  1  0
  7  8  1  0
 14 24  1  0
  8  9  1  0
 10  3  2  0
 19 20  1  0
 13 14  1  0
  2  1  1  0
  3  4  1  0
 33 34  1  0
  4  5  2  0
 34 35  1  0
 17 16  2  0
 35 36  1  0
 24 29  1  0
 35 37  2  0
 14 15  2  0
 25 26  1  0
 15 16  1  0
 26 28  2  0
 29 31  1  0
 26 27  1  0
 24 54  1  1
 29 58  1  1
 31 62  1  1
 33 66  1  6
 15 48  1  0
  4 41  1  0
 22 52  1  0
 22 53  1  0
 30 59  1  0
 30 60  1  0
 30 61  1  0
 32 63  1  0
 32 64  1  0
 32 65  1  0
 12 45  1  0
 12 46  1  0
 12 47  1  0
  9 42  1  0
  9 43  1  0
  9 44  1  0
 20 49  1  0
 20 50  1  0
 20 51  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
 36 67  1  0
 36 68  1  0
 36 69  1  0
 27 55  1  0
 27 56  1  0
 27 57  1  0
M  END


  Mrv1652306202121123D          

 69 72  0  0  0  0            999 V2000
    2.3134    1.7915    1.8595 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6615    0.8715    0.8346 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6387    0.2516    0.1662 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2799    0.5090    0.3607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7214   -0.1603   -0.3865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3422   -1.1333   -1.3378 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0325   -1.4239   -1.4891 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4145   -2.3997   -2.3857 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7596   -3.5996   -1.6924 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0084   -0.7071   -0.7817 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3409   -0.9917   -0.9752 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8442   -0.2026   -2.0527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3512   -1.8537   -2.1464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2394   -2.7969   -1.5432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1560   -3.4945   -2.3605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1924   -3.2271   -3.7114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3620   -2.3045   -4.2947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4294   -1.6097   -3.5443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6274   -0.6274   -4.0691 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0542   -1.0200   -5.2573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6072   -2.1789   -5.6293 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6802   -3.1213   -5.8103 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0463   -3.8063   -4.5981 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2366   -3.0428   -0.0320 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6069   -4.4308    0.1766 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1053   -5.0276    1.2900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5535   -6.4555    1.3486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3996   -4.4901    2.1308 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2140   -2.1350    0.7844 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6304   -2.0902    0.1873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6499   -0.7177    1.1368 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6093    0.0390    2.0712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1966    0.1291   -0.0917 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2907    1.5479    0.1697 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3805    2.1871   -0.3337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2856    3.6539   -0.0452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3166    1.6590   -0.9155 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7350    1.3032    2.6508 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2414    2.1611    2.3064 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7763    2.6531    1.4495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0382    1.2375    1.1010 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9845   -3.8920   -0.9749 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8473   -4.3983   -2.4352 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7263   -3.5032   -1.1888 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9080   -0.4319   -2.1657 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7505    0.8685   -1.8415 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3444   -0.4488   -2.9959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8475   -4.2225   -1.9468 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9769   -0.4346   -5.3186 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3330   -2.0801   -5.2526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5487   -0.7801   -6.1379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3724   -3.8648   -6.5545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5579   -2.5864   -6.1912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2130   -2.9230    0.3407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6434   -6.4989    1.4153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1294   -6.9324    2.2369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1998   -6.9916    0.4643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3462   -2.6352    1.7553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9938   -3.0986   -0.0363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3446   -1.6582    0.8953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6725   -1.4946   -0.7291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7638   -0.9080    1.7612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5129    0.3712    1.5525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1210    0.9201    2.5011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9156   -0.5961    2.9097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8008   -0.1007   -0.9731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1346    4.1692   -0.5033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3137    3.8208    1.0344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3647    4.0576   -0.4736 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 18  1  0  0  0  0
 16 23  1  0  0  0  0
 23 22  1  0  0  0  0
 22 21  1  0  0  0  0
 21 17  1  0  0  0  0
 18 13  2  0  0  0  0
 29 30  1  0  0  0  0
 31 33  1  0  0  0  0
 24 25  1  0  0  0  0
 33  5  1  0  0  0  0
 31 32  1  0  0  0  0
  5  6  1  0  0  0  0
  3  2  1  0  0  0  0
  6 13  1  0  0  0  0
 10 11  1  0  0  0  0
  6  7  2  0  0  0  0
 18 19  1  0  0  0  0
 11 12  1  0  0  0  0
  7 10  1  0  0  0  0
  7  8  1  0  0  0  0
 14 24  1  0  0  0  0
  8  9  1  0  0  0  0
 10  3  2  0  0  0  0
 19 20  1  0  0  0  0
 13 14  1  0  0  0  0
  2  1  1  0  0  0  0
  3  4  1  0  0  0  0
 33 34  1  0  0  0  0
  4  5  2  0  0  0  0
 34 35  1  0  0  0  0
 17 16  2  0  0  0  0
 35 36  1  0  0  0  0
 24 29  1  0  0  0  0
 35 37  2  0  0  0  0
 14 15  2  0  0  0  0
 25 26  1  0  0  0  0
 15 16  1  0  0  0  0
 26 28  2  0  0  0  0
 29 31  1  0  0  0  0
 26 27  1  0  0  0  0
 24 54  1  1  0  0  0
 29 58  1  1  0  0  0
 31 62  1  1  0  0  0
 33 66  1  6  0  0  0
 15 48  1  0  0  0  0
  4 41  1  0  0  0  0
 22 52  1  0  0  0  0
 22 53  1  0  0  0  0
 30 59  1  0  0  0  0
 30 60  1  0  0  0  0
 30 61  1  0  0  0  0
 32 63  1  0  0  0  0
 32 64  1  0  0  0  0
 32 65  1  0  0  0  0
 12 45  1  0  0  0  0
 12 46  1  0  0  0  0
 12 47  1  0  0  0  0
  9 42  1  0  0  0  0
  9 43  1  0  0  0  0
  9 44  1  0  0  0  0
 20 49  1  0  0  0  0
 20 50  1  0  0  0  0
 20 51  1  0  0  0  0
  1 38  1  0  0  0  0
  1 39  1  0  0  0  0
  1 40  1  0  0  0  0
 36 67  1  0  0  0  0
 36 68  1  0  0  0  0
 36 69  1  0  0  0  0
 27 55  1  0  0  0  0
 27 56  1  0  0  0  0
 27 57  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0035879

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C1=C2C(=C(OC([H])([H])[H])C3=C1OC([H])([H])O3)C1=C(OC([H])([H])[H])C(OC([H])([H])[H])=C(OC([H])([H])[H])C([H])=C1[C@]([H])(OC(=O)C([H])([H])[H])[C@@]([H])(C([H])([H])[H])[C@@]([H])(C([H])([H])[H])[C@@]2([H])OC(=O)C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C27H32O10/c1-12-13(2)23(37-15(4)29)17-10-19-25(35-11-34-19)27(33-8)21(17)20-16(22(12)36-14(3)28)9-18(30-5)24(31-6)26(20)32-7/h9-10,12-13,22-23H,11H2,1-8H3/t12-,13+,22+,23+/m0/s1

> <INCHI_KEY>
JFBLYFBBLCKNMR-LPWDXZGXSA-N

> <FORMULA>
C27H32O10

> <MOLECULAR_WEIGHT>
516.543

> <EXACT_MASS>
516.19954723

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
69

> <JCHEM_AVERAGE_POLARIZABILITY>
53.61338533178964

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(8R,9S,10R,11R)-11-(acetyloxy)-3,4,5,19-tetramethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.0^{2,7}.0^{14,18}]nonadeca-1(19),2,4,6,12,14(18)-hexaen-8-yl acetate

> <ALOGPS_LOGP>
3.73

> <JCHEM_LOGP>
3.2158481283333344

> <ALOGPS_LOGS>
-4.75

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.199767864655802

> <JCHEM_POLAR_SURFACE_AREA>
107.98000000000002

> <JCHEM_REFRACTIVITY>
130.57330000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.21e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(8R,9S,10R,11R)-11-(acetyloxy)-3,4,5,19-tetramethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.0^{2,7}.0^{14,18}]nonadeca-1(19),2,4,6,12,14(18)-hexaen-8-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 69 72  0  0  0  0  0  0  0  0999 V2000
    2.3134    1.7915    1.8595 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6615    0.8715    0.8346 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6387    0.2516    0.1662 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2799    0.5090    0.3607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7214   -0.1603   -0.3865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3422   -1.1333   -1.3378 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0325   -1.4239   -1.4891 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4145   -2.3997   -2.3857 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7596   -3.5996   -1.6924 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0084   -0.7071   -0.7817 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3409   -0.9917   -0.9752 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8442   -0.2026   -2.0527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3512   -1.8537   -2.1464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2394   -2.7969   -1.5432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1560   -3.4945   -2.3605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1924   -3.2271   -3.7114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3620   -2.3045   -4.2947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4294   -1.6097   -3.5443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6274   -0.6274   -4.0691 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0542   -1.0200   -5.2573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6072   -2.1789   -5.6293 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6802   -3.1213   -5.8103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0463   -3.8063   -4.5981 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2366   -3.0428   -0.0320 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6069   -4.4308    0.1766 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1053   -5.0276    1.2900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5535   -6.4555    1.3486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3996   -4.4901    2.1308 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2140   -2.1350    0.7844 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6304   -2.0902    0.1873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6499   -0.7177    1.1368 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6093    0.0390    2.0712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1966    0.1291   -0.0917 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2907    1.5479    0.1697 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3805    2.1871   -0.3337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2856    3.6539   -0.0452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3166    1.6590   -0.9155 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7350    1.3032    2.6508 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2414    2.1611    2.3064 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7763    2.6531    1.4495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0382    1.2375    1.1010 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9845   -3.8920   -0.9749 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8473   -4.3983   -2.4352 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7263   -3.5032   -1.1888 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9080   -0.4319   -2.1657 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7505    0.8685   -1.8415 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3444   -0.4488   -2.9959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8475   -4.2225   -1.9468 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9769   -0.4346   -5.3186 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3330   -2.0801   -5.2526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5487   -0.7801   -6.1379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3724   -3.8648   -6.5545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5579   -2.5864   -6.1912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2130   -2.9230    0.3407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6434   -6.4989    1.4153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1294   -6.9324    2.2369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1998   -6.9916    0.4643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3462   -2.6352    1.7553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9938   -3.0986   -0.0363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3446   -1.6582    0.8953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6725   -1.4946   -0.7291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7638   -0.9080    1.7612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5129    0.3712    1.5525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1210    0.9201    2.5011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9156   -0.5961    2.9097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8008   -0.1007   -0.9731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1346    4.1692   -0.5033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3137    3.8208    1.0344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3647    4.0576   -0.4736 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 18  1  0
 16 23  1  0
 23 22  1  0
 22 21  1  0
 21 17  1  0
 18 13  2  0
 29 30  1  0
 31 33  1  0
 24 25  1  0
 33  5  1  0
 31 32  1  0
  5  6  1  0
  3  2  1  0
  6 13  1  0
 10 11  1  0
  6  7  2  0
 18 19  1  0
 11 12  1  0
  7 10  1  0
  7  8  1  0
 14 24  1  0
  8  9  1  0
 10  3  2  0
 19 20  1  0
 13 14  1  0
  2  1  1  0
  3  4  1  0
 33 34  1  0
  4  5  2  0
 34 35  1  0
 17 16  2  0
 35 36  1  0
 24 29  1  0
 35 37  2  0
 14 15  2  0
 25 26  1  0
 15 16  1  0
 26 28  2  0
 29 31  1  0
 26 27  1  0
 24 54  1  1
 29 58  1  1
 31 62  1  1
 33 66  1  6
 15 48  1  0
  4 41  1  0
 22 52  1  0
 22 53  1  0
 30 59  1  0
 30 60  1  0
 30 61  1  0
 32 63  1  0
 32 64  1  0
 32 65  1  0
 12 45  1  0
 12 46  1  0
 12 47  1  0
  9 42  1  0
  9 43  1  0
  9 44  1  0
 20 49  1  0
 20 50  1  0
 20 51  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
 36 67  1  0
 36 68  1  0
 36 69  1  0
 27 55  1  0
 27 56  1  0
 27 57  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       2.313   1.792   1.859  0.00  0.00           C+0
HETATM    2  O   UNK     0       2.662   0.872   0.835  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.639   0.252   0.166  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.280   0.509   0.361  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.721  -0.160  -0.387  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.342  -1.133  -1.338  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.032  -1.424  -1.489  0.00  0.00           C+0
HETATM    8  O   UNK     0       1.415  -2.400  -2.386  0.00  0.00           O+0
HETATM    9  C   UNK     0       1.760  -3.600  -1.692  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.008  -0.707  -0.782  0.00  0.00           C+0
HETATM   11  O   UNK     0       3.341  -0.992  -0.975  0.00  0.00           O+0
HETATM   12  C   UNK     0       3.844  -0.203  -2.053  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.351  -1.854  -2.146  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.239  -2.797  -1.543  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.156  -3.494  -2.361  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.192  -3.227  -3.711  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.362  -2.305  -4.295  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.429  -1.610  -3.544  0.00  0.00           C+0
HETATM   19  O   UNK     0      -0.627  -0.627  -4.069  0.00  0.00           O+0
HETATM   20  C   UNK     0       0.054  -1.020  -5.257  0.00  0.00           C+0
HETATM   21  O   UNK     0      -2.607  -2.179  -5.629  0.00  0.00           O+0
HETATM   22  C   UNK     0      -3.680  -3.121  -5.810  0.00  0.00           C+0
HETATM   23  O   UNK     0      -4.046  -3.806  -4.598  0.00  0.00           O+0
HETATM   24  C   UNK     0      -2.237  -3.043  -0.032  0.00  0.00           C+0
HETATM   25  O   UNK     0      -2.607  -4.431   0.177  0.00  0.00           O+0
HETATM   26  C   UNK     0      -2.105  -5.028   1.290  0.00  0.00           C+0
HETATM   27  C   UNK     0      -2.554  -6.455   1.349  0.00  0.00           C+0
HETATM   28  O   UNK     0      -1.400  -4.490   2.131  0.00  0.00           O+0
HETATM   29  C   UNK     0      -3.214  -2.135   0.784  0.00  0.00           C+0
HETATM   30  C   UNK     0      -4.630  -2.090   0.187  0.00  0.00           C+0
HETATM   31  C   UNK     0      -2.650  -0.718   1.137  0.00  0.00           C+0
HETATM   32  C   UNK     0      -3.609   0.039   2.071  0.00  0.00           C+0
HETATM   33  C   UNK     0      -2.197   0.129  -0.092  0.00  0.00           C+0
HETATM   34  O   UNK     0      -2.291   1.548   0.170  0.00  0.00           O+0
HETATM   35  C   UNK     0      -3.381   2.187  -0.334  0.00  0.00           C+0
HETATM   36  C   UNK     0      -3.286   3.654  -0.045  0.00  0.00           C+0
HETATM   37  O   UNK     0      -4.317   1.659  -0.916  0.00  0.00           O+0
HETATM   38  H   UNK     0       1.735   1.303   2.651  0.00  0.00           H+0
HETATM   39  H   UNK     0       3.241   2.161   2.306  0.00  0.00           H+0
HETATM   40  H   UNK     0       1.776   2.653   1.450  0.00  0.00           H+0
HETATM   41  H   UNK     0      -0.038   1.238   1.101  0.00  0.00           H+0
HETATM   42  H   UNK     0       0.985  -3.892  -0.975  0.00  0.00           H+0
HETATM   43  H   UNK     0       1.847  -4.398  -2.435  0.00  0.00           H+0
HETATM   44  H   UNK     0       2.726  -3.503  -1.189  0.00  0.00           H+0
HETATM   45  H   UNK     0       4.908  -0.432  -2.166  0.00  0.00           H+0
HETATM   46  H   UNK     0       3.751   0.869  -1.841  0.00  0.00           H+0
HETATM   47  H   UNK     0       3.344  -0.449  -2.996  0.00  0.00           H+0
HETATM   48  H   UNK     0      -3.848  -4.223  -1.947  0.00  0.00           H+0
HETATM   49  H   UNK     0       0.977  -0.435  -5.319  0.00  0.00           H+0
HETATM   50  H   UNK     0       0.333  -2.080  -5.253  0.00  0.00           H+0
HETATM   51  H   UNK     0      -0.549  -0.780  -6.138  0.00  0.00           H+0
HETATM   52  H   UNK     0      -3.372  -3.865  -6.555  0.00  0.00           H+0
HETATM   53  H   UNK     0      -4.558  -2.586  -6.191  0.00  0.00           H+0
HETATM   54  H   UNK     0      -1.213  -2.923   0.341  0.00  0.00           H+0
HETATM   55  H   UNK     0      -3.643  -6.499   1.415  0.00  0.00           H+0
HETATM   56  H   UNK     0      -2.129  -6.932   2.237  0.00  0.00           H+0
HETATM   57  H   UNK     0      -2.200  -6.992   0.464  0.00  0.00           H+0
HETATM   58  H   UNK     0      -3.346  -2.635   1.755  0.00  0.00           H+0
HETATM   59  H   UNK     0      -4.994  -3.099  -0.036  0.00  0.00           H+0
HETATM   60  H   UNK     0      -5.345  -1.658   0.895  0.00  0.00           H+0
HETATM   61  H   UNK     0      -4.673  -1.495  -0.729  0.00  0.00           H+0
HETATM   62  H   UNK     0      -1.764  -0.908   1.761  0.00  0.00           H+0
HETATM   63  H   UNK     0      -4.513   0.371   1.553  0.00  0.00           H+0
HETATM   64  H   UNK     0      -3.121   0.920   2.501  0.00  0.00           H+0
HETATM   65  H   UNK     0      -3.916  -0.596   2.910  0.00  0.00           H+0
HETATM   66  H   UNK     0      -2.801  -0.101  -0.973  0.00  0.00           H+0
HETATM   67  H   UNK     0      -4.135   4.169  -0.503  0.00  0.00           H+0
HETATM   68  H   UNK     0      -3.314   3.821   1.034  0.00  0.00           H+0
HETATM   69  H   UNK     0      -2.365   4.058  -0.474  0.00  0.00           H+0
CONECT    1    2   38   39   40                                             
CONECT    2    3    1                                                       
CONECT    3    2   10    4                                                  
CONECT    4    3    5   41                                                  
CONECT    5   33    6    4                                                  
CONECT    6    5   13    7                                                  
CONECT    7    6   10    8                                                  
CONECT    8    7    9                                                       
CONECT    9    8   42   43   44                                             
CONECT   10   11    7    3                                                  
CONECT   11   10   12                                                       
CONECT   12   11   45   46   47                                             
CONECT   13   18    6   14                                                  
CONECT   14   24   13   15                                                  
CONECT   15   14   16   48                                                  
CONECT   16   23   17   15                                                  
CONECT   17   18   21   16                                                  
CONECT   18   17   13   19                                                  
CONECT   19   18   20                                                       
CONECT   20   19   49   50   51                                             
CONECT   21   22   17                                                       
CONECT   22   23   21   52   53                                             
CONECT   23   16   22                                                       
CONECT   24   25   14   29   54                                             
CONECT   25   24   26                                                       
CONECT   26   25   28   27                                                  
CONECT   27   26   55   56   57                                             
CONECT   28   26                                                            
CONECT   29   30   24   31   58                                             
CONECT   30   29   59   60   61                                             
CONECT   31   33   32   29   62                                             
CONECT   32   31   63   64   65                                             
CONECT   33   31    5   34   66                                             
CONECT   34   33   35                                                       
CONECT   35   34   36   37                                                  
CONECT   36   35   67   68   69                                             
CONECT   37   35                                                            
CONECT   38    1                                                            
CONECT   39    1                                                            
CONECT   40    1                                                            
CONECT   41    4                                                            
CONECT   42    9                                                            
CONECT   43    9                                                            
CONECT   44    9                                                            
CONECT   45   12                                                            
CONECT   46   12                                                            
CONECT   47   12                                                            
CONECT   48   15                                                            
CONECT   49   20                                                            
CONECT   50   20                                                            
CONECT   51   20                                                            
CONECT   52   22                                                            
CONECT   53   22                                                            
CONECT   54   24                                                            
CONECT   55   27                                                            
CONECT   56   27                                                            
CONECT   57   27                                                            
CONECT   58   29                                                            
CONECT   59   30                                                            
CONECT   60   30                                                            
CONECT   61   30                                                            
CONECT   62   31                                                            
CONECT   63   32                                                            
CONECT   64   32                                                            
CONECT   65   32                                                            
CONECT   66   33                                                            
CONECT   67   36                                                            
CONECT   68   36                                                            
CONECT   69   36                                                            
MASTER        0    0    0    0    0    0    0    0   69    0  144    0
END

RDKit          3D

69 72  0  0  0  0  0  0  0  0999 V2000
    2.3134    1.7915    1.8595 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6615    0.8715    0.8346 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6387    0.2516    0.1662 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2799    0.5090    0.3607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7214   -0.1603   -0.3865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3422   -1.1333   -1.3378 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0325   -1.4239   -1.4891 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4145   -2.3997   -2.3857 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7596   -3.5996   -1.6924 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0084   -0.7071   -0.7817 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3409   -0.9917   -0.9752 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8442   -0.2026   -2.0527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3512   -1.8537   -2.1464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2394   -2.7969   -1.5432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1560   -3.4945   -2.3605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1924   -3.2271   -3.7114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3620   -2.3045   -4.2947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4294   -1.6097   -3.5443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6274   -0.6274   -4.0691 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0542   -1.0200   -5.2573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6072   -2.1789   -5.6293 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6802   -3.1213   -5.8103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0463   -3.8063   -4.5981 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2366   -3.0428   -0.0320 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6069   -4.4308    0.1766 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1053   -5.0276    1.2900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5535   -6.4555    1.3486 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3996   -4.4901    2.1308 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2140   -2.1350    0.7844 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6304   -2.0902    0.1873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6499   -0.7177    1.1368 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.6093    0.0390    2.0712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1966    0.1291   -0.0917 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2907    1.5479    0.1697 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3805    2.1871   -0.3337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2856    3.6539   -0.0452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3166    1.6590   -0.9155 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7350    1.3032    2.6508 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2414    2.1611    2.3064 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7763    2.6531    1.4495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0382    1.2375    1.1010 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9845   -3.8920   -0.9749 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8473   -4.3983   -2.4352 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7263   -3.5032   -1.1888 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9080   -0.4319   -2.1657 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7505    0.8685   -1.8415 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3444   -0.4488   -2.9959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8475   -4.2225   -1.9468 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9769   -0.4346   -5.3186 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3330   -2.0801   -5.2526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5487   -0.7801   -6.1379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3724   -3.8648   -6.5545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5579   -2.5864   -6.1912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2130   -2.9230    0.3407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6434   -6.4989    1.4153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1294   -6.9324    2.2369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1998   -6.9916    0.4643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3462   -2.6352    1.7553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9938   -3.0986   -0.0363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3446   -1.6582    0.8953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6725   -1.4946   -0.7291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7638   -0.9080    1.7612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5129    0.3712    1.5525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1210    0.9201    2.5011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9156   -0.5961    2.9097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8008   -0.1007   -0.9731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1346    4.1692   -0.5033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3137    3.8208    1.0344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3647    4.0576   -0.4736 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 18  1  0
 16 23  1  0
 23 22  1  0
 22 21  1  0
 21 17  1  0
 18 13  2  0
 29 30  1  0
 31 33  1  0
 24 25  1  0
 33  5  1  0
 31 32  1  0
  5  6  1  0
  3  2  1  0
  6 13  1  0
 10 11  1  0
  6  7  2  0
 18 19  1  0
 11 12  1  0
  7 10  1  0
  7  8  1  0
 14 24  1  0
  8  9  1  0
 10  3  2  0
 19 20  1  0
 13 14  1  0
  2  1  1  0
  3  4  1  0
 33 34  1  0
  4  5  2  0
 34 35  1  0
 17 16  2  0
 35 36  1  0
 24 29  1  0
 35 37  2  0
 14 15  2  0
 25 26  1  0
 15 16  1  0
 26 28  2  0
 29 31  1  0
 26 27  1  0
 24 54  1  1
 29 58  1  1
 31 62  1  1
 33 66  1  6
 15 48  1  0
  4 41  1  0
 22 52  1  0
 22 53  1  0
 30 59  1  0
 30 60  1  0
 30 61  1  0
 32 63  1  0
 32 64  1  0
 32 65  1  0
 12 45  1  0
 12 46  1  0
 12 47  1  0
  9 42  1  0
  9 43  1  0
  9 44  1  0
 20 49  1  0
 20 50  1  0
 20 51  1  0
  1 38  1  0
  1 39  1  0
  1 40  1  0
 36 67  1  0
 36 68  1  0
 36 69  1  0
 27 55  1  0
 27 56  1  0
 27 57  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₇H₃₂O₁₀

Average Mass

516.5430 Da

Monoisotopic Mass

516.19955 Da

IUPAC Name

(8R,9S,10R,11R)-11-(acetyloxy)-3,4,5,19-tetramethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.0^{2,7}.0^{14,18}]nonadeca-1(19),2,4,6,12,14(18)-hexaen-8-yl acetate

Traditional Name

(8R,9S,10R,11R)-11-(acetyloxy)-3,4,5,19-tetramethoxy-9,10-dimethyl-15,17-dioxatetracyclo[10.7.0.0^{2,7}.0^{14,18}]nonadeca-1(19),2,4,6,12,14(18)-hexaen-8-yl acetate

CAS Registry Number

Not Available

SMILES

[H]C1=C2C(=C(OC([H])([H])[H])C3=C1OC([H])([H])O3)C1=C(OC([H])([H])[H])C(OC([H])([H])[H])=C(OC([H])([H])[H])C([H])=C1[C@]([H])(OC(=O)C([H])([H])[H])[C@@]([H])(C([H])([H])[H])[C@@]([H])(C([H])([H])[H])[C@@]2([H])OC(=O)C([H])([H])[H]

InChI Identifier

InChI=1S/C27H32O10/c1-12-13(2)23(37-15(4)29)17-10-19-25(35-11-34-19)27(33-8)21(17)20-16(22(12)36-14(3)28)9-18(30-5)24(31-6)26(20)32-7/h9-10,12-13,22-23H,11H2,1-8H3/t12-,13+,22+,23+/m0/s1

InChI Key

JFBLYFBBLCKNMR-LPWDXZGXSA-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
Kadsura ananosma	JEOL database	Yang, J. -H., et al, J. Nat. Prod. 74, 1028 (2011)

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) that 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
Benzodioxole
Anisole
Alkyl aryl ether
Dicarboxylic acid or derivatives
Benzenoid
Carboxylic acid ester
Organoheterocyclic compound
Ether
Acetal
Oxacycle
Carboxylic acid derivative
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

aromatic ether (CHEBI:67443 )
organic heterotetracyclic compound (CHEBI:67443 )
acetate ester (CHEBI:67443 )
oxacycle (CHEBI:67443 )
lignan (CHEBI:67443 )

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	3.73	ALOGPS
logP	3.22	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	107.98 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	130.57 m³·mol⁻¹	ChemAxon
Polarizability	53.61 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

26343266

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

67443

Good Scents ID

Not Available

References

General References

Yang JH, Zhang HY, Wen J, Du X, Chen JH, Zhang HB, Xiao WL, Pu JX, Tang XC, Sun HD: Dibenzocyclooctadiene lignans with antineurodegenerative potential from Kadsura ananosma. J Nat Prod. 2011 May 27;74(5):1028-35. doi: 10.1021/np1009288. Epub 2011 Mar 7. [PubMed:21381710 ]
Yang, J. -H., et al. (2011). Yang, J. -H., et al, J. Nat. Prod. 74, 1028 (2011). J. Nat. Prod..

Showing NP-Card for ananolignan F (NP0035879)

MOL for NP0035879 (ananolignan F)

3D MOL for NP0035879 (ananolignan F)

3D SDF for NP0035879 (ananolignan F)

3D-SDF for NP0035879 (ananolignan F)

PDB for NP0035879 (ananolignan F)

3D PDB for NP0035879 (ananolignan F)

SMILES for NP0035879 (ananolignan F)

INCHI for NP0035879 (ananolignan F)

Structure for NP0035879 (ananolignan F)

3D Structure for NP0035879 (ananolignan F)