NP-MRD: Showing NP-Card for phyllanemblinin A (NP0351639)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2025-10-05 01:53:21 UTC

Updated at

2025-10-06 01:00:42 UTC

NP-MRD ID

NP0351639

Natural Product DOI

https://doi.org/10.57994/4704

Secondary Accession Numbers

None

Natural Product Identification

Common Name

phyllanemblinin A

Description

Phyllanemblinin A belongs to the class of organic compounds known as tannins. These are naturally occurring polyphenols which be categorized into four main classes: Hydrolyzable tannin (based on ellagic acid or gallic acid), condensed tannins (made of oligomeric or polymeric proanthocyanidins), complex tannins (made of a catechin bound to a gallotannin or elagitannin), and phlorotannins (oligomers of phloroglucinol). Based on a literature review very few articles have been published on Phyllanemblinin A.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304292203492D          

 44 49  0  0  1  0            999 V2000
    3.1314   -3.5911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3334   -3.8148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7348   -3.2394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9326   -2.4205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7330   -2.1669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3257   -2.7802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0802   -2.4490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1776   -1.6298    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7382   -2.9494    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3562   -2.3875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1805   -2.5083    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.6962   -1.8573    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3907   -1.0815    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.5638   -0.9359    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0081   -0.2969    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1791   -0.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9980    0.3912    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3671   -0.6672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7587   -1.2890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9570   -1.0425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4697   -1.7262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7704   -0.2231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3599    0.3719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1526    0.1345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1562    1.1713    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9771    0.0036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0646   -1.6036    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3243   -1.2395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9127   -0.4426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7270   -0.5751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0193   -1.3466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2489    0.0638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9566    0.8352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4785    1.4741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2928    1.3416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5851    0.5701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0632   -0.0688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3994    0.4376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8147    1.9805    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1862    2.2456    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4847   -3.2751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3009   -3.3951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9429   -3.4706    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1324   -4.6149    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  1  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
 10  9  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
  5 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
  4 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 18 24  2  0  0  0  0
 23 25  1  0  0  0  0
 22 26  1  0  0  0  0
 14 27  1  0  0  0  0
 10 27  1  0  0  0  0
 27 28  1  6  0  0  0
 13 29  1  6  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 32 37  1  0  0  0  0
 36 38  1  0  0  0  0
 35 39  1  0  0  0  0
 34 40  1  0  0  0  0
 11 41  1  6  0  0  0
 41 42  1  0  0  0  0
  3 43  1  0  0  0  0
  2 44  1  0  0  0  0
M  END

     RDKit          3D

 64 69  0  0  0  0  0  0  0  0999 V2000
    4.2455   -0.2345    1.8926 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7139   -0.5049    0.7869 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3427   -0.5619    0.7453 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4957   -0.3398    1.8490 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8440   -1.5388    2.1446 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2225   -1.5229    3.0391 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9460   -2.8398    2.8881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0227   -2.8570    3.7716 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1098   -0.4260    2.7148 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2221    0.0656    3.2282 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1724    0.7205    2.4379 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7185    1.7444    3.0335 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6963    0.4866    1.0769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9227   -0.2701    1.2755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7421   -0.7530    0.3146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8988   -1.4787    0.6095 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3820   -0.4953   -0.9636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1702   -0.9616   -2.0210 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2253    0.2340   -1.1806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7798    0.5876   -2.3334 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7098    1.2873   -2.2477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0369    1.8324   -3.3264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4641    1.6236   -4.6384 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9384    2.5845   -3.0843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2258    3.1610   -4.1285 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5924    2.7316   -1.7855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2742    2.1606   -0.6331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3613    1.4245   -0.8782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3480    0.7422   -0.1886 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4642    2.5822    0.5285 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7506    3.7875    0.9354 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5487    1.9720    1.2726 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5141    0.6877    1.5720 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1428    0.7659    2.9835 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7591    1.9357    3.2413 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5821   -0.7357   -0.3581 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9491   -0.6561   -0.2165 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8490   -0.8587   -1.2424 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2298   -0.7662   -1.0463 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3380   -1.1586   -2.4810 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1697   -1.3725   -3.5461 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9730   -1.2464   -2.6589 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4646   -1.5490   -3.9099 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0896   -1.0384   -1.6118 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0959   -0.1067    2.7801 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2052   -1.4318    4.0678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2209   -3.6345    3.2287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3046   -3.0264    1.8802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8895   -2.9609    3.3156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2999   -0.5491    1.5919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3028   -0.4224    2.2960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1092   -1.6359    1.5820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9411   -0.7937   -2.9902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2807    1.0660   -4.8389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5289    3.0176   -5.0653 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2467    3.4195   -1.6351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2000    0.2032    0.8207 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5449    0.5362    3.7838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2665    2.4681    3.9203 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3996   -0.4182    0.7593 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5424   -0.5434   -0.1162 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1658   -1.3344   -3.5304 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0776   -1.7066   -4.6943 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0158   -1.0979   -1.7095 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  3  1  0
  3  2  1  0
  2  1  2  0
  2 36  1  0
 36 37  2  0
 37 38  1  0
 38 39  1  0
 38 40  2  0
 40 41  1  0
 40 42  1  0
 42 43  1  0
 42 44  2  0
  4 33  1  0
 33 32  1  0
 32 30  1  0
 30 31  2  0
 30 27  1  0
 27 26  2  0
 26 24  1  0
 24 25  1  0
 24 22  2  0
 22 23  1  0
 22 21  1  0
 21 28  2  0
 28 29  1  0
 29 19  2  0
 19 20  1  0
 19 17  1  0
 17 18  1  0
 17 15  2  0
 15 16  1  0
 15 14  1  0
 14 13  2  0
 13 11  1  0
 11 12  2  0
 11 10  1  0
 10  9  1  0
  9 34  1  0
 34 35  1  0
  9  6  1  0
 44 36  1  0
 34 33  1  0
 28 27  1  0
 13 29  1  0
 20 21  1  0
  8 49  1  0
  7 47  1  0
  7 48  1  0
  6 46  1  1
  4 45  1  1
 37 60  1  0
 39 61  1  0
 41 62  1  0
 43 63  1  0
 44 64  1  0
 33 57  1  6
 26 56  1  0
 25 55  1  0
 23 54  1  0
 18 53  1  0
 16 52  1  0
 14 51  1  0
  9 50  1  6
 34 58  1  1
 35 59  1  0
M  END


  Mrv1652304292203492D          

 44 49  0  0  1  0            999 V2000
    3.1314   -3.5911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3334   -3.8148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7348   -3.2394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9326   -2.4205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7330   -2.1669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3257   -2.7802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0802   -2.4490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1776   -1.6298    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7382   -2.9494    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3562   -2.3875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1805   -2.5083    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.6962   -1.8573    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3907   -1.0815    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.5638   -0.9359    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0081   -0.2969    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1791   -0.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9980    0.3912    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3671   -0.6672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7587   -1.2890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9570   -1.0425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4697   -1.7262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7704   -0.2231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3599    0.3719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1526    0.1345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1562    1.1713    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9771    0.0036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0646   -1.6036    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3243   -1.2395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9127   -0.4426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7270   -0.5751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0193   -1.3466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2489    0.0638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9566    0.8352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4785    1.4741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2928    1.3416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5851    0.5701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0632   -0.0688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3994    0.4376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8147    1.9805    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1862    2.2456    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4847   -3.2751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3009   -3.3951    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9429   -3.4706    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1324   -4.6149    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  1  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
 10  9  1  1  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
  5 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
  4 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 18 24  2  0  0  0  0
 23 25  1  0  0  0  0
 22 26  1  0  0  0  0
 14 27  1  0  0  0  0
 10 27  1  0  0  0  0
 27 28  1  6  0  0  0
 13 29  1  6  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 32 37  1  0  0  0  0
 36 38  1  0  0  0  0
 35 39  1  0  0  0  0
 34 40  1  0  0  0  0
 11 41  1  6  0  0  0
 41 42  1  0  0  0  0
  3 43  1  0  0  0  0
  2 44  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0351639

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC[C@H]1O[C@@H](OC(=O)C2=CC(O)=C(O)C(O)=C2)[C@@H]2OC(=O)C3=CC(O)=C(O)C4=C3C3=C(O4)C(O)=C(O)C=C3C(=O)O[C@H]1[C@@H]2O

> <INCHI_IDENTIFIER>
InChI=1S/C27H20O17/c28-5-13-20-19(36)23(27(40-13)44-24(37)6-1-9(29)16(33)10(30)2-6)43-26(39)8-4-12(32)18(35)22-15(8)14-7(25(38)42-20)3-11(31)17(34)21(14)41-22/h1-4,13,19-20,23,27-36H,5H2/t13-,19+,20-,23-,27+/m1/s1

> <INCHI_KEY>
ADCWWONRVSXNJV-NOGSEESMSA-N

> <FORMULA>
C27H20O17

> <MOLECULAR_WEIGHT>
616.44

> <EXACT_MASS>
616.070049184

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
56.773265583565276

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,18R,19S,21R,22S)-6,7,12,13,22-pentahydroxy-21-(hydroxymethyl)-3,16-dioxo-2,17,20,23-tetraoxapentacyclo[16.3.1.1^{8,11}.0^{4,9}.0^{10,15}]tricosa-4,6,8,10,12,14-hexaen-19-yl 3,4,5-trihydroxybenzoate

> <ALOGPS_LOGP>
1.88

> <JCHEM_LOGP>
1.2331585413333335

> <ALOGPS_LOGS>
-2.17

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.499924315523812

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.735461072750751

> <JCHEM_PKA_STRONGEST_BASIC>
-3.709214556104606

> <JCHEM_POLAR_SURFACE_AREA>
283.34

> <JCHEM_REFRACTIVITY>
138.3665

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.15e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,18R,19S,21R,22S)-6,7,12,13,22-pentahydroxy-21-(hydroxymethyl)-3,16-dioxo-2,17,20,23-tetraoxapentacyclo[16.3.1.1^{8,11}.0^{4,9}.0^{10,15}]tricosa-4,6,8,10,12,14-hexaen-19-yl 3,4,5-trihydroxybenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-APR-22         0                                  
HETATM    1  C   UNK     0       5.845  -6.703   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.356  -7.121   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.238  -6.047   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.607  -4.518   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.102  -4.045   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.208  -5.190   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.616  -4.571   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       7.798  -3.042   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       8.845  -5.506   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       9.998  -4.457   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.537  -4.682   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      12.500  -3.467   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      11.929  -2.019   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.386  -1.747   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       9.348  -0.554   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       7.801  -0.772   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       7.463   0.730   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       6.285  -1.246   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.150  -2.406   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.653  -1.946   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.743  -3.222   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       3.305  -0.416   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.405   0.694   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.885   0.251   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       4.025   2.186   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       1.824   0.007   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       9.454  -2.993   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       8.072  -2.314   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      12.904  -0.826   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      14.424  -1.074   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      14.969  -2.514   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      15.398   0.119   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      14.852   1.559   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      15.827   2.752   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      17.347   2.504   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      17.892   1.064   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      16.918  -0.128   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      19.412   0.817   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      18.321   3.697   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0      15.281   4.192   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      12.105  -6.114   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      13.628  -6.338   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0       1.760  -6.479   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0       3.980  -8.615   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   44                                                  
CONECT    3    2    4   43                                                  
CONECT    4    3    5   21                                                  
CONECT    5    4    6   19                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11   27                                                  
CONECT   11   10   12   41                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   29                                                  
CONECT   14   13   15   27                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   24                                                  
CONECT   19   18    5   20                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20    4                                                       
CONECT   22   20   23   26                                                  
CONECT   23   22   24   25                                                  
CONECT   24   23   18                                                       
CONECT   25   23                                                            
CONECT   26   22                                                            
CONECT   27   14   10   28                                                  
CONECT   28   27                                                            
CONECT   29   13   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33   37                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35   40                                                  
CONECT   35   34   36   39                                                  
CONECT   36   35   37   38                                                  
CONECT   37   36   32                                                       
CONECT   38   36                                                            
CONECT   39   35                                                            
CONECT   40   34                                                            
CONECT   41   11   42                                                       
CONECT   42   41                                                            
CONECT   43    3                                                            
CONECT   44    2                                                            
MASTER        0    0    0    0    0    0    0    0   44    0   98    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₇H₂₀O₁₇

Average Mass

616.4400 Da

Monoisotopic Mass

616.07005 Da

IUPAC Name

(1S,18R,19S,21R,22S)-6,7,12,13,22-pentahydroxy-21-(hydroxymethyl)-3,16-dioxo-2,17,20,23-tetraoxapentacyclo[16.3.1.1^{8,11}.0^{4,9}.0^{10,15}]tricosa-4,6,8,10,12,14-hexaen-19-yl 3,4,5-trihydroxybenzoate

Traditional Name

CAS Registry Number

Not Available

SMILES

OC[C@H]1O[C@@H](OC(=O)C2=CC(O)=C(O)C(O)=C2)[C@@H]2OC(=O)C3=CC(O)=C(O)C4=C3C3=C(O4)C(O)=C(O)C=C3C(=O)O[C@H]1[C@@H]2O

InChI Identifier

InChI=1S/C27H20O17/c28-5-13-20-19(36)23(27(40-13)44-24(37)6-1-9(29)16(33)10(30)2-6)43-26(39)8-4-12(32)18(35)22-15(8)14-7(25(38)42-20)3-11(31)17(34)21(14)41-22/h1-4,13,19-20,23,27-36H,5H2/t13-,19+,20-,23-,27+/m1/s1

InChI Key

ADCWWONRVSXNJV-NOGSEESMSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 500 MHz, Deuterium oxide-d2/Dimethyl sulfoxide-d6 (90:10), experimental)	y-matsuo@nagasaki-u.ac.jp	Nagasaki University	Yosuke Matsuo	2025-10-05	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, C2D6OS, experimental)	y-matsuo@nagasaki-u.ac.jp	Nagasaki University	Yosuke Matsuo	2025-10-05	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, Deuterium oxide-d2/Dimethyl sulfoxide-d6 (90:10), experimental)	y-matsuo@nagasaki-u.ac.jp	Nagasaki University	Yosuke Matsuo	2025-10-05	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD3OD, experimental)	y-matsuo@nagasaki-u.ac.jp	Nagasaki University	Yosuke Matsuo	2025-10-05	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 500 MHz, C3D6O, experimental)	y-matsuo@nagasaki-u.ac.jp	Nagasaki University	Yosuke Matsuo	2025-10-05	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 500 MHz, CD3OD, experimental)	y-matsuo@nagasaki-u.ac.jp	Nagasaki University	Yosuke Matsuo	2025-10-05	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 500 MHz, C2D6OS, experimental)	y-matsuo@nagasaki-u.ac.jp	Nagasaki University	Yosuke Matsuo	2025-10-05	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, C3D6O, experimental)	y-matsuo@nagasaki-u.ac.jp	Nagasaki University	Yosuke Matsuo	2025-10-05	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tannins. These are naturally occurring polyphenols which be categorized into four main classes: Hydrolyzable tannin (based on ellagic acid or gallic acid), condensed tannins (made of oligomeric or polymeric proanthocyanidins), complex tannins (made of a catechin bound to a gallotannin or elagitannin), and phlorotannins (oligomers of phloroglucinol).

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Tannins

Sub Class

Not Available

Direct Parent

Tannins

Alternative Parents

Substituents

Tannin
Dibenzofuran
Galloyl ester
Gallic acid or derivatives
P-hydroxybenzoic acid alkyl ester
M-hydroxybenzoic acid ester
P-hydroxybenzoic acid ester
Dihydroxybenzoic acid
Benzoate ester
Pyrogallol derivative
Benzenetriol
Tricarboxylic acid or derivatives
Benzofuran
Benzoic acid or derivatives
Benzoyl
1-hydroxy-4-unsubstituted benzenoid
Phenol
1-hydroxy-2-unsubstituted benzenoid
Oxane
Monocyclic benzene moiety
Benzenoid
Monosaccharide
Furan
Heteroaromatic compound
Secondary alcohol
Carboxylic acid ester
Lactone
Acetal
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Polyol
Alcohol
Hydrocarbon derivative
Primary alcohol
Organic oxygen compound
Organic oxide
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	1.88	ALOGPS
logP	1.23	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	6.74	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	283.34 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	138.37 m³·mol⁻¹	ChemAxon
Polarizability	56.77 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

C00046301

Chemspider ID

9310977

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11135859

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for phyllanemblinin A (NP0351639)

MOL for NP0351639 (phyllanemblinin A)

3D MOL for NP0351639 (phyllanemblinin A)

3D SDF for NP0351639 (phyllanemblinin A)

3D-SDF for NP0351639 (phyllanemblinin A)

PDB for NP0351639 (phyllanemblinin A)

3D PDB for NP0351639 (phyllanemblinin A)

SMILES for NP0351639 (phyllanemblinin A)

INCHI for NP0351639 (phyllanemblinin A)

Structure for NP0351639 (phyllanemblinin A)

3D Structure for NP0351639 (phyllanemblinin A)