NP-MRD: Showing NP-Card for ananolignan C (NP0035876)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-20 19:12:01 UTC

Updated at

2021-06-30 00:07:10 UTC

NP-MRD ID

NP0035876

Secondary Accession Numbers

None

Natural Product Identification

Common Name

ananolignan C

Provided By

JEOL Database JEOL Logo

Description

Ananolignan C 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 C 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 C is found in Kadsura ananosma. ananolignan C was first documented in 2011 (Yang, J. -H., et al.). Based on a literature review very few articles have been published on ananolignan C.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202121123D          

 59 62  0  0  0  0            999 V2000
    5.0248    1.3309    0.1142 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8654    2.0980   -0.1822 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6944    1.4137   -0.3809 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5924    0.0288   -0.5177 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3502   -0.6128   -0.7407 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1772    0.1693   -0.8241 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2778    1.5694   -0.6273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8948    2.2958   -0.6514 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0783    3.1061    0.5088 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5296    2.1832   -0.4641 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6189    3.5511   -0.3439 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7882    4.1315   -1.6376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1412   -0.4468   -1.1019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7867   -1.2939   -0.1529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0595   -1.8291   -0.4549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6427   -1.5335   -1.6667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0233   -0.7394   -2.5970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7815   -0.1811   -2.3447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0898    0.5486   -3.2800 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8590    1.5926   -3.8717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7635   -0.6270   -3.7356 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9154   -1.4251   -3.4056 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8465   -2.0046   -2.0892 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1546   -1.7410    1.1625 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4545   -0.7248    1.8602 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3111   -3.0326    1.0070 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3601   -3.8247    2.3271 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1589   -2.8999    0.4919 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1749   -2.4526    1.5560 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3008   -2.1298   -0.8493 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4965   -2.5893   -1.5027 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3330    0.7366   -0.7520 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8706    0.6986    0.9951 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8365    2.0279    0.3437 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4809   -0.5935   -0.4528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5855    2.6967    1.3982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7395    4.1274    0.3136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1524    3.1485    0.7148 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8541    5.2162   -1.5103 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9294    3.9194   -2.2842 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7148    3.7904   -2.1122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5767   -2.4868    0.2384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1653    2.3811   -4.1799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3657    1.2280   -4.7699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5770    2.0362   -3.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0059   -2.2328   -4.1410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8094   -0.7938   -3.4655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9986   -1.9720    1.8265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8484    0.1283    1.6107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8267   -3.6714    0.2739 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0157   -3.2349    3.1693 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2281   -4.7457    2.2553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3903   -4.1151    2.5619 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4618   -3.9338    0.2596 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1879   -2.4272    1.1404 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9483   -1.4636    1.9613 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2090   -3.1555    2.3943 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4971   -2.4385   -1.5266 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5602   -2.0863   -2.3340 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  2  0  0  0  0
 17 16  2  0  0  0  0
 24 26  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 26 28  1  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
 26 27  1  0  0  0  0
 28 30  1  0  0  0  0
 24 25  1  0  0  0  0
 30  5  1  0  0  0  0
 28 29  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
 30 31  1  0  0  0  0
 24 48  1  1  0  0  0
 26 50  1  6  0  0  0
 28 54  1  6  0  0  0
 30 58  1  6  0  0  0
 15 42  1  0  0  0  0
  4 35  1  0  0  0  0
 22 46  1  0  0  0  0
 22 47  1  0  0  0  0
 27 51  1  0  0  0  0
 27 52  1  0  0  0  0
 27 53  1  0  0  0  0
 25 49  1  0  0  0  0
 29 55  1  0  0  0  0
 29 56  1  0  0  0  0
 29 57  1  0  0  0  0
 12 39  1  0  0  0  0
 12 40  1  0  0  0  0
 12 41  1  0  0  0  0
  9 36  1  0  0  0  0
  9 37  1  0  0  0  0
  9 38  1  0  0  0  0
 20 43  1  0  0  0  0
 20 44  1  0  0  0  0
 20 45  1  0  0  0  0
  1 32  1  0  0  0  0
  1 33  1  0  0  0  0
  1 34  1  0  0  0  0
 31 59  1  0  0  0  0
M  END

     RDKit          3D

 59 62  0  0  0  0  0  0  0  0999 V2000
    5.0248    1.3309    0.1142 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8654    2.0980   -0.1822 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6944    1.4137   -0.3809 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5924    0.0288   -0.5177 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3502   -0.6128   -0.7407 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1772    0.1693   -0.8241 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2778    1.5694   -0.6273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8948    2.2958   -0.6514 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0783    3.1061    0.5088 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5296    2.1832   -0.4641 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6189    3.5511   -0.3439 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7882    4.1315   -1.6376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1412   -0.4468   -1.1019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7867   -1.2939   -0.1529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0595   -1.8291   -0.4549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6427   -1.5335   -1.6667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0233   -0.7394   -2.5970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7815   -0.1811   -2.3447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0898    0.5486   -3.2800 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8590    1.5926   -3.8717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7635   -0.6270   -3.7356 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9154   -1.4251   -3.4056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8465   -2.0046   -2.0892 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1546   -1.7410    1.1625 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4545   -0.7248    1.8602 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3111   -3.0326    1.0070 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3601   -3.8247    2.3271 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1589   -2.8999    0.4919 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1749   -2.4526    1.5560 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3008   -2.1298   -0.8493 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4965   -2.5893   -1.5027 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3330    0.7366   -0.7520 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8706    0.6986    0.9951 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8365    2.0279    0.3437 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4809   -0.5935   -0.4528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5855    2.6967    1.3982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7395    4.1274    0.3136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1524    3.1485    0.7148 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8541    5.2162   -1.5103 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9294    3.9194   -2.2842 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7148    3.7904   -2.1122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5767   -2.4868    0.2384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1653    2.3811   -4.1799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3657    1.2280   -4.7699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5770    2.0362   -3.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0059   -2.2328   -4.1410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8094   -0.7938   -3.4655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9986   -1.9720    1.8265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8484    0.1283    1.6107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8267   -3.6714    0.2739 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0157   -3.2349    3.1693 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2281   -4.7457    2.2553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3903   -4.1151    2.5619 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4618   -3.9338    0.2596 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1879   -2.4272    1.1404 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9483   -1.4636    1.9613 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2090   -3.1555    2.3943 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4971   -2.4385   -1.5266 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5602   -2.0863   -2.3340 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  2  0
 17 16  2  0
 24 26  1  0
 14 15  2  0
 15 16  1  0
 26 28  1  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
 26 27  1  0
 28 30  1  0
 24 25  1  0
 30  5  1  0
 28 29  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
 30 31  1  0
 24 48  1  1
 26 50  1  6
 28 54  1  6
 30 58  1  6
 15 42  1  0
  4 35  1  0
 22 46  1  0
 22 47  1  0
 27 51  1  0
 27 52  1  0
 27 53  1  0
 25 49  1  0
 29 55  1  0
 29 56  1  0
 29 57  1  0
 12 39  1  0
 12 40  1  0
 12 41  1  0
  9 36  1  0
  9 37  1  0
  9 38  1  0
 20 43  1  0
 20 44  1  0
 20 45  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
 31 59  1  0
M  END


  Mrv1652306202121123D          

 59 62  0  0  0  0            999 V2000
    5.0248    1.3309    0.1142 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8654    2.0980   -0.1822 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6944    1.4137   -0.3809 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5924    0.0288   -0.5177 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3502   -0.6128   -0.7407 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1772    0.1693   -0.8241 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2778    1.5694   -0.6273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8948    2.2958   -0.6514 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0783    3.1061    0.5088 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5296    2.1832   -0.4641 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6189    3.5511   -0.3439 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7882    4.1315   -1.6376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1412   -0.4468   -1.1019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7867   -1.2939   -0.1529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0595   -1.8291   -0.4549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6427   -1.5335   -1.6667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0233   -0.7394   -2.5970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7815   -0.1811   -2.3447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0898    0.5486   -3.2800 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8590    1.5926   -3.8717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7635   -0.6270   -3.7356 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9154   -1.4251   -3.4056 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8465   -2.0046   -2.0892 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1546   -1.7410    1.1625 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4545   -0.7248    1.8602 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3111   -3.0326    1.0070 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3601   -3.8247    2.3271 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1589   -2.8999    0.4919 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1749   -2.4526    1.5560 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3008   -2.1298   -0.8493 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4965   -2.5893   -1.5027 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3330    0.7366   -0.7520 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8706    0.6986    0.9951 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8365    2.0279    0.3437 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4809   -0.5935   -0.4528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5855    2.6967    1.3982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7395    4.1274    0.3136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1524    3.1485    0.7148 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8541    5.2162   -1.5103 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9294    3.9194   -2.2842 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7148    3.7904   -2.1122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5767   -2.4868    0.2384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1653    2.3811   -4.1799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3657    1.2280   -4.7699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5770    2.0362   -3.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0059   -2.2328   -4.1410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8094   -0.7938   -3.4655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9986   -1.9720    1.8265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8484    0.1283    1.6107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8267   -3.6714    0.2739 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0157   -3.2349    3.1693 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2281   -4.7457    2.2553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3903   -4.1151    2.5619 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4618   -3.9338    0.2596 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1879   -2.4272    1.1404 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9483   -1.4636    1.9613 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2090   -3.1555    2.3943 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4971   -2.4385   -1.5266 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5602   -2.0863   -2.3340 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  2  0  0  0  0
 17 16  2  0  0  0  0
 24 26  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 26 28  1  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
 26 27  1  0  0  0  0
 28 30  1  0  0  0  0
 24 25  1  0  0  0  0
 30  5  1  0  0  0  0
 28 29  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
 30 31  1  0  0  0  0
 24 48  1  1  0  0  0
 26 50  1  6  0  0  0
 28 54  1  6  0  0  0
 30 58  1  6  0  0  0
 15 42  1  0  0  0  0
  4 35  1  0  0  0  0
 22 46  1  0  0  0  0
 22 47  1  0  0  0  0
 27 51  1  0  0  0  0
 27 52  1  0  0  0  0
 27 53  1  0  0  0  0
 25 49  1  0  0  0  0
 29 55  1  0  0  0  0
 29 56  1  0  0  0  0
 29 57  1  0  0  0  0
 12 39  1  0  0  0  0
 12 40  1  0  0  0  0
 12 41  1  0  0  0  0
  9 36  1  0  0  0  0
  9 37  1  0  0  0  0
  9 38  1  0  0  0  0
 20 43  1  0  0  0  0
 20 44  1  0  0  0  0
 20 45  1  0  0  0  0
  1 32  1  0  0  0  0
  1 33  1  0  0  0  0
  1 34  1  0  0  0  0
 31 59  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0035876

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]1([H])C2=C([H])C3=C(OC([H])([H])O3)C(OC([H])([H])[H])=C2C2=C(OC([H])([H])[H])C(OC([H])([H])[H])=C(OC([H])([H])[H])C([H])=C2[C@@]([H])(O[H])[C@@]([H])(C([H])([H])[H])[C@@]1([H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C23H28O8/c1-10-11(2)19(25)13-8-15-21(31-9-30-15)23(29-6)17(13)16-12(18(10)24)7-14(26-3)20(27-4)22(16)28-5/h7-8,10-11,18-19,24-25H,9H2,1-6H3/t10-,11+,18-,19+/m0/s1

> <INCHI_KEY>
RGJPPASWKJBDTJ-XJSVZPCESA-N

> <FORMULA>
C23H28O8

> <MOLECULAR_WEIGHT>
432.469

> <EXACT_MASS>
432.178417862

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
45.12662176586805

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(8S,9S,10R,11R)-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)-hexaene-8,11-diol

> <ALOGPS_LOGP>
2.26

> <JCHEM_LOGP>
2.333597307666665

> <ALOGPS_LOGS>
-3.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.541800238721837

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.931136795094908

> <JCHEM_PKA_STRONGEST_BASIC>
-3.131933317506519

> <JCHEM_POLAR_SURFACE_AREA>
95.84000000000002

> <JCHEM_REFRACTIVITY>
112.27030000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.46e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(8S,9S,10R,11R)-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)-hexaene-8,11-diol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 59 62  0  0  0  0  0  0  0  0999 V2000
    5.0248    1.3309    0.1142 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8654    2.0980   -0.1822 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6944    1.4137   -0.3809 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5924    0.0288   -0.5177 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3502   -0.6128   -0.7407 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1772    0.1693   -0.8241 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2778    1.5694   -0.6273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8948    2.2958   -0.6514 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0783    3.1061    0.5088 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5296    2.1832   -0.4641 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6189    3.5511   -0.3439 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7882    4.1315   -1.6376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1412   -0.4468   -1.1019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7867   -1.2939   -0.1529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0595   -1.8291   -0.4549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6427   -1.5335   -1.6667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0233   -0.7394   -2.5970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7815   -0.1811   -2.3447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0898    0.5486   -3.2800 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8590    1.5926   -3.8717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7635   -0.6270   -3.7356 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9154   -1.4251   -3.4056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8465   -2.0046   -2.0892 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1546   -1.7410    1.1625 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4545   -0.7248    1.8602 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3111   -3.0326    1.0070 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3601   -3.8247    2.3271 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1589   -2.8999    0.4919 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1749   -2.4526    1.5560 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3008   -2.1298   -0.8493 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4965   -2.5893   -1.5027 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3330    0.7366   -0.7520 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8706    0.6986    0.9951 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8365    2.0279    0.3437 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4809   -0.5935   -0.4528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5855    2.6967    1.3982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7395    4.1274    0.3136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1524    3.1485    0.7148 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8541    5.2162   -1.5103 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9294    3.9194   -2.2842 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7148    3.7904   -2.1122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5767   -2.4868    0.2384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1653    2.3811   -4.1799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3657    1.2280   -4.7699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5770    2.0362   -3.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0059   -2.2328   -4.1410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8094   -0.7938   -3.4655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9986   -1.9720    1.8265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8484    0.1283    1.6107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8267   -3.6714    0.2739 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0157   -3.2349    3.1693 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2281   -4.7457    2.2553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3903   -4.1151    2.5619 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4618   -3.9338    0.2596 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1879   -2.4272    1.1404 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9483   -1.4636    1.9613 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2090   -3.1555    2.3943 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4971   -2.4385   -1.5266 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5602   -2.0863   -2.3340 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  2  0
 17 16  2  0
 24 26  1  0
 14 15  2  0
 15 16  1  0
 26 28  1  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
 26 27  1  0
 28 30  1  0
 24 25  1  0
 30  5  1  0
 28 29  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
 30 31  1  0
 24 48  1  1
 26 50  1  6
 28 54  1  6
 30 58  1  6
 15 42  1  0
  4 35  1  0
 22 46  1  0
 22 47  1  0
 27 51  1  0
 27 52  1  0
 27 53  1  0
 25 49  1  0
 29 55  1  0
 29 56  1  0
 29 57  1  0
 12 39  1  0
 12 40  1  0
 12 41  1  0
  9 36  1  0
  9 37  1  0
  9 38  1  0
 20 43  1  0
 20 44  1  0
 20 45  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
 31 59  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       5.025   1.331   0.114  0.00  0.00           C+0
HETATM    2  O   UNK     0       3.865   2.098  -0.182  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.694   1.414  -0.381  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.592   0.029  -0.518  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.350  -0.613  -0.741  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.177   0.169  -0.824  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.278   1.569  -0.627  0.00  0.00           C+0
HETATM    8  O   UNK     0      -0.895   2.296  -0.651  0.00  0.00           O+0
HETATM    9  C   UNK     0      -1.078   3.106   0.509  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.530   2.183  -0.464  0.00  0.00           C+0
HETATM   11  O   UNK     0       1.619   3.551  -0.344  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.788   4.131  -1.638  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.141  -0.447  -1.102  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.787  -1.294  -0.153  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.059  -1.829  -0.455  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.643  -1.534  -1.667  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.023  -0.739  -2.597  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.782  -0.181  -2.345  0.00  0.00           C+0
HETATM   19  O   UNK     0      -1.090   0.549  -3.280  0.00  0.00           O+0
HETATM   20  C   UNK     0      -1.859   1.593  -3.872  0.00  0.00           C+0
HETATM   21  O   UNK     0      -3.764  -0.627  -3.736  0.00  0.00           O+0
HETATM   22  C   UNK     0      -4.915  -1.425  -3.406  0.00  0.00           C+0
HETATM   23  O   UNK     0      -4.846  -2.005  -2.089  0.00  0.00           O+0
HETATM   24  C   UNK     0      -1.155  -1.741   1.163  0.00  0.00           C+0
HETATM   25  O   UNK     0      -0.455  -0.725   1.860  0.00  0.00           O+0
HETATM   26  C   UNK     0      -0.311  -3.033   1.007  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.360  -3.825   2.327  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.159  -2.900   0.492  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.175  -2.453   1.556  0.00  0.00           C+0
HETATM   30  C   UNK     0       1.301  -2.130  -0.849  0.00  0.00           C+0
HETATM   31  O   UNK     0       2.497  -2.589  -1.503  0.00  0.00           O+0
HETATM   32  H   UNK     0       5.333   0.737  -0.752  0.00  0.00           H+0
HETATM   33  H   UNK     0       4.871   0.699   0.995  0.00  0.00           H+0
HETATM   34  H   UNK     0       5.837   2.028   0.344  0.00  0.00           H+0
HETATM   35  H   UNK     0       3.481  -0.594  -0.453  0.00  0.00           H+0
HETATM   36  H   UNK     0      -0.586   2.697   1.398  0.00  0.00           H+0
HETATM   37  H   UNK     0      -0.740   4.127   0.314  0.00  0.00           H+0
HETATM   38  H   UNK     0      -2.152   3.148   0.715  0.00  0.00           H+0
HETATM   39  H   UNK     0       1.854   5.216  -1.510  0.00  0.00           H+0
HETATM   40  H   UNK     0       0.929   3.919  -2.284  0.00  0.00           H+0
HETATM   41  H   UNK     0       2.715   3.790  -2.112  0.00  0.00           H+0
HETATM   42  H   UNK     0      -3.577  -2.487   0.238  0.00  0.00           H+0
HETATM   43  H   UNK     0      -1.165   2.381  -4.180  0.00  0.00           H+0
HETATM   44  H   UNK     0      -2.366   1.228  -4.770  0.00  0.00           H+0
HETATM   45  H   UNK     0      -2.577   2.036  -3.172  0.00  0.00           H+0
HETATM   46  H   UNK     0      -5.006  -2.233  -4.141  0.00  0.00           H+0
HETATM   47  H   UNK     0      -5.809  -0.794  -3.466  0.00  0.00           H+0
HETATM   48  H   UNK     0      -1.999  -1.972   1.827  0.00  0.00           H+0
HETATM   49  H   UNK     0      -0.848   0.128   1.611  0.00  0.00           H+0
HETATM   50  H   UNK     0      -0.827  -3.671   0.274  0.00  0.00           H+0
HETATM   51  H   UNK     0       0.016  -3.235   3.169  0.00  0.00           H+0
HETATM   52  H   UNK     0       0.228  -4.746   2.255  0.00  0.00           H+0
HETATM   53  H   UNK     0      -1.390  -4.115   2.562  0.00  0.00           H+0
HETATM   54  H   UNK     0       1.462  -3.934   0.260  0.00  0.00           H+0
HETATM   55  H   UNK     0       3.188  -2.427   1.140  0.00  0.00           H+0
HETATM   56  H   UNK     0       1.948  -1.464   1.961  0.00  0.00           H+0
HETATM   57  H   UNK     0       2.209  -3.155   2.394  0.00  0.00           H+0
HETATM   58  H   UNK     0       0.497  -2.438  -1.527  0.00  0.00           H+0
HETATM   59  H   UNK     0       2.560  -2.086  -2.334  0.00  0.00           H+0
CONECT    1    2   32   33   34                                             
CONECT    2    3    1                                                       
CONECT    3    2   10    4                                                  
CONECT    4    5    3   35                                                  
CONECT    5    4   30    6                                                  
CONECT    6    5   13    7                                                  
CONECT    7    6   10    8                                                  
CONECT    8    7    9                                                       
CONECT    9    8   36   37   38                                             
CONECT   10   11    7    3                                                  
CONECT   11   10   12                                                       
CONECT   12   11   39   40   41                                             
CONECT   13   18    6   14                                                  
CONECT   14   15   24   13                                                  
CONECT   15   14   16   42                                                  
CONECT   16   17   15   23                                                  
CONECT   17   16   18   21                                                  
CONECT   18   17   13   19                                                  
CONECT   19   18   20                                                       
CONECT   20   19   43   44   45                                             
CONECT   21   22   17                                                       
CONECT   22   23   21   46   47                                             
CONECT   23   16   22                                                       
CONECT   24   26   25   14   48                                             
CONECT   25   24   49                                                       
CONECT   26   24   28   27   50                                             
CONECT   27   26   51   52   53                                             
CONECT   28   26   30   29   54                                             
CONECT   29   28   55   56   57                                             
CONECT   30   28    5   31   58                                             
CONECT   31   30   59                                                       
CONECT   32    1                                                            
CONECT   33    1                                                            
CONECT   34    1                                                            
CONECT   35    4                                                            
CONECT   36    9                                                            
CONECT   37    9                                                            
CONECT   38    9                                                            
CONECT   39   12                                                            
CONECT   40   12                                                            
CONECT   41   12                                                            
CONECT   42   15                                                            
CONECT   43   20                                                            
CONECT   44   20                                                            
CONECT   45   20                                                            
CONECT   46   22                                                            
CONECT   47   22                                                            
CONECT   48   24                                                            
CONECT   49   25                                                            
CONECT   50   26                                                            
CONECT   51   27                                                            
CONECT   52   27                                                            
CONECT   53   27                                                            
CONECT   54   28                                                            
CONECT   55   29                                                            
CONECT   56   29                                                            
CONECT   57   29                                                            
CONECT   58   30                                                            
CONECT   59   31                                                            
MASTER        0    0    0    0    0    0    0    0   59    0  124    0
END

RDKit          3D

59 62  0  0  0  0  0  0  0  0999 V2000
    5.0248    1.3309    0.1142 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8654    2.0980   -0.1822 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6944    1.4137   -0.3809 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5924    0.0288   -0.5177 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3502   -0.6128   -0.7407 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1772    0.1693   -0.8241 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2778    1.5694   -0.6273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8948    2.2958   -0.6514 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0783    3.1061    0.5088 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5296    2.1832   -0.4641 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6189    3.5511   -0.3439 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7882    4.1315   -1.6376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1412   -0.4468   -1.1019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7867   -1.2939   -0.1529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0595   -1.8291   -0.4549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6427   -1.5335   -1.6667 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0233   -0.7394   -2.5970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7815   -0.1811   -2.3447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0898    0.5486   -3.2800 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8590    1.5926   -3.8717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7635   -0.6270   -3.7356 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9154   -1.4251   -3.4056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8465   -2.0046   -2.0892 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1546   -1.7410    1.1625 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4545   -0.7248    1.8602 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3111   -3.0326    1.0070 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3601   -3.8247    2.3271 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1589   -2.8999    0.4919 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1749   -2.4526    1.5560 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3008   -2.1298   -0.8493 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4965   -2.5893   -1.5027 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3330    0.7366   -0.7520 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8706    0.6986    0.9951 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8365    2.0279    0.3437 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4809   -0.5935   -0.4528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5855    2.6967    1.3982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7395    4.1274    0.3136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1524    3.1485    0.7148 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8541    5.2162   -1.5103 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9294    3.9194   -2.2842 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7148    3.7904   -2.1122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5767   -2.4868    0.2384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1653    2.3811   -4.1799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3657    1.2280   -4.7699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5770    2.0362   -3.1723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0059   -2.2328   -4.1410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8094   -0.7938   -3.4655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9986   -1.9720    1.8265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8484    0.1283    1.6107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8267   -3.6714    0.2739 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0157   -3.2349    3.1693 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2281   -4.7457    2.2553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3903   -4.1151    2.5619 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4618   -3.9338    0.2596 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1879   -2.4272    1.1404 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9483   -1.4636    1.9613 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2090   -3.1555    2.3943 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4971   -2.4385   -1.5266 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5602   -2.0863   -2.3340 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  5  2  0
 17 16  2  0
 24 26  1  0
 14 15  2  0
 15 16  1  0
 26 28  1  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
 26 27  1  0
 28 30  1  0
 24 25  1  0
 30  5  1  0
 28 29  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
 30 31  1  0
 24 48  1  1
 26 50  1  6
 28 54  1  6
 30 58  1  6
 15 42  1  0
  4 35  1  0
 22 46  1  0
 22 47  1  0
 27 51  1  0
 27 52  1  0
 27 53  1  0
 25 49  1  0
 29 55  1  0
 29 56  1  0
 29 57  1  0
 12 39  1  0
 12 40  1  0
 12 41  1  0
  9 36  1  0
  9 37  1  0
  9 38  1  0
 20 43  1  0
 20 44  1  0
 20 45  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
 31 59  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₃H₂₈O₈

Average Mass

432.4690 Da

Monoisotopic Mass

432.17842 Da

IUPAC Name

(8S,9S,10R,11R)-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)-hexaene-8,11-diol

Traditional Name

(8S,9S,10R,11R)-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)-hexaene-8,11-diol

CAS Registry Number

Not Available

SMILES

[H]O[C@@]1([H])C2=C([H])C3=C(OC([H])([H])O3)C(OC([H])([H])[H])=C2C2=C(OC([H])([H])[H])C(OC([H])([H])[H])=C(OC([H])([H])[H])C([H])=C2[C@@]([H])(O[H])[C@@]([H])(C([H])([H])[H])[C@@]1([H])C([H])([H])[H]

InChI Identifier

InChI=1S/C23H28O8/c1-10-11(2)19(25)13-8-15-21(31-9-30-15)23(29-6)17(13)16-12(18(10)24)7-14(26-3)20(27-4)22(16)28-5/h7-8,10-11,18-19,24-25H,9H2,1-6H3/t10-,11+,18-,19+/m0/s1

InChI Key

RGJPPASWKJBDTJ-XJSVZPCESA-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
Benzenoid
Secondary alcohol
Acetal
Oxacycle
Organoheterocyclic compound
Ether
Alcohol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

aromatic ether (CHEBI:67440 )
organic heterotetracyclic compound (CHEBI:67440 )
diol (CHEBI:67440 )
oxacycle (CHEBI:67440 )
lignan (CHEBI:67440 )

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	2.26	ALOGPS
logP	2.33	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	13.93	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	95.84 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	112.27 m³·mol⁻¹	ChemAxon
Polarizability	45.13 Å³	ChemAxon
Number of Rings	4	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

26334632

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

67440

Good Scents ID

Not Available

References

General References

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 C (NP0035876)

MOL for NP0035876 (ananolignan C)

3D MOL for NP0035876 (ananolignan C)

3D SDF for NP0035876 (ananolignan C)

3D-SDF for NP0035876 (ananolignan C)

PDB for NP0035876 (ananolignan C)

3D PDB for NP0035876 (ananolignan C)

SMILES for NP0035876 (ananolignan C)

INCHI for NP0035876 (ananolignan C)

Structure for NP0035876 (ananolignan C)

3D Structure for NP0035876 (ananolignan C)