NP-MRD: Showing NP-Card for 1,2-bis[(3,4,5-trihydroxy-6-{[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy}oxan-2-yl)methyl] 3,4-bis(4-hydroxyphenyl)cyclobutane-1,2-dicarboxylate (NP0195400)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-04 13:15:18 UTC

Updated at

2022-09-04 13:15:18 UTC

NP-MRD ID

NP0195400

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1,2-bis[(3,4,5-trihydroxy-6-{[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy}oxan-2-yl)methyl] 3,4-bis(4-hydroxyphenyl)cyclobutane-1,2-dicarboxylate

Description

1,2-Bis[(3,4,5-trihydroxy-6-{[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl]oxy}oxan-2-yl)methyl] 3,4-bis(4-hydroxyphenyl)cyclobutane-1,2-dicarboxylate belongs to the class of organic compounds known as stilbene glycosides. Stilbene glycosides are compounds structurally characterized by the presence of a carbohydrate moiety glycosidically linked to the stilbene skeleton. 1,2-bis[(3,4,5-trihydroxy-6-{[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy}oxan-2-yl)methyl] 3,4-bis(4-hydroxyphenyl)cyclobutane-1,2-dicarboxylate is found in Stachys aegyptiaca and Stachys byzantina. 1,2-Bis[(3,4,5-trihydroxy-6-{[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl]oxy}oxan-2-yl)methyl] 3,4-bis(4-hydroxyphenyl)cyclobutane-1,2-dicarboxylate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004181502442D          

 84 94  0  0  0  0            999 V2000
   -2.8579   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6548    2.2615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8683    3.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0714    3.2719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6589    3.9864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0714    4.7008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6589    5.4153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8339    5.4153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4214    6.1298    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4214    4.7008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8339    3.9864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5828    3.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2972    3.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0117    3.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0117    4.2959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7262    4.7084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2972    4.7084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5828    4.2959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0673    1.5470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6548    0.8325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8923    1.5470    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3048    0.8325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1298    0.8325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5423    0.1181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3673    0.1181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7798   -0.5964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6048   -0.5964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0173   -1.3109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8423   -1.3109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2548   -2.0254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2548   -0.5964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0798   -0.5964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4923   -1.3109    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4923    0.1181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0798    0.8325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2548    0.8325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8423    0.1181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0173    0.1181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4923    1.5470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3173    1.5470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7298    2.2615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3173    2.9759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7298    3.6904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4923    2.9759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0798    2.2615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7798    0.8325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6048    0.8325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3673    1.5470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7798    2.2615    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5423    1.5470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1298    2.2615    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 12 18  1  0  0  0  0
 10 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 19 25  1  0  0  0  0
  9 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  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  1  0  0  0  0
 36 38  2  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 39 41  1  0  0  0  0
 41 42  2  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 38 44  1  0  0  0  0
 44 45  2  0  0  0  0
 34 45  1  0  0  0  0
 42 46  1  0  0  0  0
 46 47  2  0  0  0  0
 47 48  1  0  0  0  0
 48 49  2  0  0  0  0
 49 50  1  0  0  0  0
 49 51  1  0  0  0  0
 51 52  2  0  0  0  0
 46 52  1  0  0  0  0
 32 53  1  0  0  0  0
 53 54  1  0  0  0  0
 53 55  1  0  0  0  0
 55 56  1  0  0  0  0
 55 57  1  0  0  0  0
 30 57  1  0  0  0  0
 57 58  1  0  0  0  0
  3 59  1  0  0  0  0
 59 60  1  0  0  0  0
 60 61  1  0  0  0  0
 61 62  1  0  0  0  0
 62 63  2  0  0  0  0
 63 64  1  0  0  0  0
 64 65  1  0  0  0  0
 64 66  2  0  0  0  0
 66 67  1  0  0  0  0
 67 68  2  0  0  0  0
 67 69  1  0  0  0  0
 69 70  2  0  0  0  0
 70 71  1  0  0  0  0
 71 72  1  0  0  0  0
 66 72  1  0  0  0  0
 72 73  2  0  0  0  0
 62 73  1  0  0  0  0
 70 74  1  0  0  0  0
 74 75  2  0  0  0  0
 75 76  1  0  0  0  0
 76 77  2  0  0  0  0
 77 78  1  0  0  0  0
 77 79  1  0  0  0  0
 79 80  2  0  0  0  0
 74 80  1  0  0  0  0
 60 81  1  0  0  0  0
 81 82  1  0  0  0  0
 81 83  1  0  0  0  0
  2 83  1  0  0  0  0
 83 84  1  0  0  0  0
M  END

     RDKit          3D

136146  0  0  0  0  0  0  0  0999 V2000
   -1.9853    1.8417   -1.2094 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1154    1.9140    0.0370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3883    2.1334    0.5290 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4982    2.2649   -0.3774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8260    0.9918   -1.1024 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.3158    0.0404   -0.2077 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5962   -0.3750   -0.5594 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.4985    0.6515   -0.7320 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8564    0.5690   -0.5175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6500    1.6667   -0.7136 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0448    1.6786   -0.5267 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7414    2.8168   -0.7481 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6586    0.5040   -0.1162 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0349    0.4458    0.0864 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.7934    1.4274   -0.0832 O   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5777   -0.7806    0.5002 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7608   -1.8382    0.6834 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2501   -3.1302    1.1086 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3855   -4.2113    1.2877 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8401   -5.4478    1.6945 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.1925   -5.6479    1.9380 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.6874   -6.8922    2.3532 O   0  0  0  0  0  0  0  0  0  0  0  0
  -15.0714   -4.5979    1.7687 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.5765   -3.3432    1.3518 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4653   -1.7174    0.4743 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8806   -0.6044    0.0862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4973   -0.5811   -0.1089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3815   -1.1255   -1.9000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.2199   -1.8633   -1.7591 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1349   -0.0717   -2.9646 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.3749    0.2176   -3.5275 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6019    1.2019   -2.3473 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.7242    1.7546   -3.3245 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9002    1.7581    0.8736 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3646    1.9372    0.0698 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4571    1.0299    0.4635 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3306    0.1653    1.3631 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6837    1.1225   -0.1776 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7762    0.3074    0.1357 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9023    0.7524   -0.8370 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9955    0.0290   -0.5705 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5873   -0.7535   -1.5050 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.9554   -0.9691   -1.2925 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6258   -2.1117   -1.0352 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0574   -3.3590   -0.9597 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8155   -4.4780   -0.6883 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2329   -5.7540   -0.6103 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1600   -4.4026   -0.4833 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9617   -5.4799   -0.2094 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4372   -6.6230   -0.1411 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3248   -5.3051   -0.0127 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8737   -4.0512   -0.0929 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3018   -3.7859    0.1031 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1794   -4.7939    0.3820 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5429   -4.5880    0.5788 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0364   -3.3002    0.4885 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3991   -3.0441    0.6812 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1557   -2.2729    0.2059 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8106   -2.4987    0.0146 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0628   -3.0526   -0.3582 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7736   -3.1559   -0.5521 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9904   -2.0349   -0.8274 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3616   -0.4218   -2.9430 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.5824   -0.0718   -3.5231 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4027    0.6824   -3.2140 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9450    1.9538   -3.1741 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2846    0.5814   -2.2071 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.3365    1.5862   -2.3853 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4557    3.3434    0.6255 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7725    3.8317    1.0164 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5305    3.2886    2.0132 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7923    3.7856    2.3620 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3099    4.8801    1.6738 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5611    5.4027    1.9954 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5412    5.4201    0.6729 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2965    4.9334    0.3249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4892    2.9125    1.7163 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5504    3.8771    2.0821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2769    4.5955    1.1683 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2708    5.4805    1.5227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5817    5.6826    2.8692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5890    6.5816    3.2136 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8620    4.9705    3.7923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8601    4.0785    3.4166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3541    2.6094    0.2084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2107    3.0566   -1.1188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8310    0.5371   -1.4326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9410   -1.1502    0.1183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1930    2.6144   -1.0392 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6578    3.0606   -0.6961 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.6286   -0.8265    0.6538 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3296   -4.0143    1.0832 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1487   -6.2439    1.8221 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.7442   -7.1026    3.3620 H   0  0  0  0  0  0  0  0  0  0  0  0
  -16.1335   -4.7068    1.9478 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.2990   -2.5501    1.2307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9302   -1.4732    0.0612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2319   -1.7702   -2.0751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1389   -2.2717   -0.8413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4635   -0.4217   -3.7417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9962   -0.5655   -3.4861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4133    1.9453   -2.2686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2576    1.0370   -3.8105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8872    0.7962    1.4675 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1790    1.9523   -1.0326 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2032    0.5039    1.1452 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5857   -0.7630    0.0551 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0001    1.8526   -0.6934 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1048   -1.7762   -1.3763 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9970   -3.5120   -1.1102 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2325   -5.8067   -0.7611 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.9577   -6.1443    0.2016 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.8734   -5.8301    0.4707 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.1905   -5.4090    0.7937 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.7056   -2.8410    1.6268 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.5537   -1.2748    0.1388 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.1502   -1.6554   -0.2084 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5241   -1.0883   -0.8655 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0178   -1.3158   -3.5374 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0489    0.5019   -2.8804 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9512    0.5328   -4.2227 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1959    2.5972   -3.1406 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7686   -0.4128   -2.3001 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3225    1.8049   -3.3553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0890    4.0306   -0.0833 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1565    2.4523    2.5586 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3709    3.3434    3.1501 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6517    6.1491    2.7029 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9853    6.2782    0.1534 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7283    5.3934   -0.4685 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0939    2.5631    2.6031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0579    4.4676    0.1131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8424    6.0441    0.7912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2770    7.5550    3.3638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1147    5.1378    4.8501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3384    3.5547    4.2049 H   0  0  0  0  0  0  0  0  0  0  0  0
 68 67  1  0
 67 40  1  0
 40 39  1  0
 39 38  1  0
 38 36  1  0
 36 37  2  0
 36 35  1  0
 35 34  1  0
 34 77  1  0
 77 69  1  0
 69 70  1  0
 70 71  2  0
 71 72  1  0
 72 73  2  0
 73 74  1  0
 73 75  1  0
 75 76  2  0
 77 78  1  0
 78 79  2  0
 79 80  1  0
 80 81  2  0
 81 82  1  0
 81 83  1  0
 83 84  2  0
 34  2  1  0
  2  1  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  2  0
 17 25  1  0
 25 26  1  0
 26 27  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
  7 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
 44 45  2  0
 45 46  1  0
 46 47  1  0
 46 48  2  0
 48 49  1  0
 49 50  2  0
 49 51  1  0
 51 52  2  0
 52 60  1  0
 60 61  1  0
 61 62  2  0
 52 53  1  0
 53 54  2  0
 54 55  1  0
 55 56  2  0
 56 57  1  0
 56 58  1  0
 58 59  2  0
 42 63  1  0
 63 64  1  0
 63 65  1  0
 65 66  1  0
 65 67  1  0
 69 35  1  0
 76 70  1  0
 84 78  1  0
 32  5  1  0
 62 44  1  0
 59 53  1  0
 27  9  1  0
 24 18  1  0
 61 48  1  0
 26 13  1  0
 68124  1  0
 67123  1  1
 40108  1  1
 39106  1  0
 39107  1  0
 35105  1  6
 34104  1  1
 77131  1  1
 69125  1  6
 71126  1  0
 72127  1  0
 74128  1  0
 75129  1  0
 76130  1  0
 79132  1  0
 80133  1  0
 82134  1  0
 83135  1  0
 84136  1  0
  4 85  1  0
  4 86  1  0
  5 87  1  6
  7 88  1  1
 10 89  1  0
 12 90  1  0
 16 91  1  0
 27 97  1  0
 19 92  1  0
 20 93  1  0
 22 94  1  0
 23 95  1  0
 24 96  1  0
 28 98  1  6
 29 99  1  0
 30100  1  6
 31101  1  0
 32102  1  1
 33103  1  0
 42109  1  6
 45110  1  0
 47111  1  0
 51112  1  0
 62118  1  0
 54113  1  0
 55114  1  0
 57115  1  0
 58116  1  0
 59117  1  0
 63119  1  6
 64120  1  0
 65121  1  6
 66122  1  0
M  END


  Mrv1533004181502442D          

 84 94  0  0  0  0            999 V2000
   -2.8579   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6548    2.2615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8683    3.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0714    3.2719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6589    3.9864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0714    4.7008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6589    5.4153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8339    5.4153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4214    6.1298    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4214    4.7008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8339    3.9864    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5828    3.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2972    3.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0117    3.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0117    4.2959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7262    4.7084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2972    4.7084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5828    4.2959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0673    1.5470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6548    0.8325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8923    1.5470    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3048    0.8325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1298    0.8325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5423    0.1181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3673    0.1181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7798   -0.5964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6048   -0.5964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0173   -1.3109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8423   -1.3109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2548   -2.0254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2548   -0.5964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0798   -0.5964    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4923   -1.3109    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4923    0.1181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0798    0.8325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2548    0.8325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8423    0.1181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0173    0.1181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4923    1.5470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3173    1.5470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7298    2.2615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3173    2.9759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7298    3.6904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4923    2.9759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0798    2.2615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7798    0.8325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6048    0.8325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3673    1.5470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7798    2.2615    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5423    1.5470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1298    2.2615    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 12 18  1  0  0  0  0
 10 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 19 25  1  0  0  0  0
  9 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  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  1  0  0  0  0
 36 38  2  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 39 41  1  0  0  0  0
 41 42  2  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 38 44  1  0  0  0  0
 44 45  2  0  0  0  0
 34 45  1  0  0  0  0
 42 46  1  0  0  0  0
 46 47  2  0  0  0  0
 47 48  1  0  0  0  0
 48 49  2  0  0  0  0
 49 50  1  0  0  0  0
 49 51  1  0  0  0  0
 51 52  2  0  0  0  0
 46 52  1  0  0  0  0
 32 53  1  0  0  0  0
 53 54  1  0  0  0  0
 53 55  1  0  0  0  0
 55 56  1  0  0  0  0
 55 57  1  0  0  0  0
 30 57  1  0  0  0  0
 57 58  1  0  0  0  0
  3 59  1  0  0  0  0
 59 60  1  0  0  0  0
 60 61  1  0  0  0  0
 61 62  1  0  0  0  0
 62 63  2  0  0  0  0
 63 64  1  0  0  0  0
 64 65  1  0  0  0  0
 64 66  2  0  0  0  0
 66 67  1  0  0  0  0
 67 68  2  0  0  0  0
 67 69  1  0  0  0  0
 69 70  2  0  0  0  0
 70 71  1  0  0  0  0
 71 72  1  0  0  0  0
 66 72  1  0  0  0  0
 72 73  2  0  0  0  0
 62 73  1  0  0  0  0
 70 74  1  0  0  0  0
 74 75  2  0  0  0  0
 75 76  1  0  0  0  0
 76 77  2  0  0  0  0
 77 78  1  0  0  0  0
 77 79  1  0  0  0  0
 79 80  2  0  0  0  0
 74 80  1  0  0  0  0
 60 81  1  0  0  0  0
 81 82  1  0  0  0  0
 81 83  1  0  0  0  0
  2 83  1  0  0  0  0
 83 84  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0195400

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1C(COC(=O)C2C(C(C2C2=CC=C(O)C=C2)C2=CC=C(O)C=C2)C(=O)OCC2OC(OC3=CC(O)=C4C(=O)C=C(OC4=C3)C3=CC=C(O)C=C3)C(O)C(O)C2O)OC(OC2=CC(O)=C3C(=O)C=C(OC3=C2)C2=CC=C(O)C=C2)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C60H52O24/c61-29-9-1-25(2-10-29)39-21-37(67)47-35(65)17-33(19-41(47)81-39)79-59-55(73)53(71)51(69)43(83-59)23-77-57(75)49-45(27-5-13-31(63)14-6-27)46(28-7-15-32(64)16-8-28)50(49)58(76)78-24-44-52(70)54(72)56(74)60(84-44)80-34-18-36(66)48-38(68)22-40(82-42(48)20-34)26-3-11-30(62)12-4-26/h1-22,43-46,49-56,59-66,69-74H,23-24H2

> <INCHI_KEY>
VLKZMOAGAREVTL-UHFFFAOYSA-N

> <FORMULA>
C60H52O24

> <MOLECULAR_WEIGHT>
1157.052

> <EXACT_MASS>
1156.284852554

> <JCHEM_ACCEPTOR_COUNT>
22

> <JCHEM_ATOM_COUNT>
136

> <JCHEM_AVERAGE_POLARIZABILITY>
116.20185594898722

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
12

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1,2-bis(3,4,5-trihydroxy-6-{[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl]oxy}oxan-2-yl)methyl 3,4-bis(4-hydroxyphenyl)cyclobutane-1,2-dicarboxylate

> <ALOGPS_LOGP>
4.73

> <JCHEM_LOGP>
4.6644635113333335

> <ALOGPS_LOGS>
-4.31

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
11

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.561143830197593

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.993900231953825

> <JCHEM_PKA_STRONGEST_BASIC>
-3.9540586217371834

> <JCHEM_POLAR_SURFACE_AREA>
384.88000000000005

> <JCHEM_REFRACTIVITY>
287.26499999999993

> <JCHEM_ROTATABLE_BOND_COUNT>
16

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.72e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,2-bis(3,4,5-trihydroxy-6-{[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy}oxan-2-yl)methyl 3,4-bis(4-hydroxyphenyl)cyclobutane-1,2-dicarboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 18-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   18-APR-15         0                                  
HETATM    1  O   UNK     0      -5.335  -0.000   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -4.001   2.310   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -2.667   4.620   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -5.335   4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -6.822   4.221   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -7.221   5.709   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -5.733   6.108   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.963   7.441   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -5.733   8.775   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.963  10.109   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.423  10.109   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -2.653  11.442   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -2.653   8.775   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.423   7.441   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -8.555   6.479   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -9.888   5.709   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0     -11.222   6.479   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0     -11.222   8.019   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0     -12.556   8.789   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -9.888   8.789   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -8.555   8.019   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -7.592   2.888   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -6.822   1.554   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -9.132   2.888   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -9.902   1.554   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0     -11.442   1.554   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0     -12.212   0.220   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0     -13.752   0.220   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0     -14.522  -1.113   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0     -16.062  -1.113   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0     -16.832  -2.447   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0     -18.372  -2.447   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0     -19.142  -3.781   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0     -19.142  -1.113   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0     -20.682  -1.113   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0     -21.452  -2.447   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0     -21.452   0.220   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0     -20.682   1.554   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0     -19.142   1.554   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0     -18.372   0.220   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0     -16.832   0.220   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0     -21.452   2.888   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0     -22.992   2.888   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0     -23.762   4.221   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0     -22.992   5.555   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0     -23.762   6.889   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0     -21.452   5.555   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0     -20.682   4.221   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0     -14.522   1.554   0.000  0.00  0.00           C+0
HETATM   54  O   UNK     0     -16.062   1.554   0.000  0.00  0.00           O+0
HETATM   55  C   UNK     0     -13.752   2.888   0.000  0.00  0.00           C+0
HETATM   56  O   UNK     0     -14.522   4.221   0.000  0.00  0.00           O+0
HETATM   57  C   UNK     0     -12.212   2.888   0.000  0.00  0.00           C+0
HETATM   58  O   UNK     0     -11.442   4.221   0.000  0.00  0.00           O+0
HETATM   59  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   60  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   61  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   62  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   64  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   65  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM   66  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   67  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   68  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   69  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   70  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   71  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   72  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   73  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   74  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   75  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   76  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   77  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   78  O   UNK     0      12.003  -5.390   0.000  0.00  0.00           O+0
HETATM   79  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   80  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   81  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   82  O   UNK     0      -2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   83  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   84  O   UNK     0      -5.335  -3.080   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   83                                                  
CONECT    3    2    4   59                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   11                                                  
CONECT    9    8   10   26                                                  
CONECT   10    9   11   19                                                  
CONECT   11   10    8   12                                                  
CONECT   12   11   13   18                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   12                                                       
CONECT   19   10   20   25                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   19                                                       
CONECT   26    9   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   57                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33   53                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35   45                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   39   44                                                  
CONECT   39   38   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39   42                                                       
CONECT   42   41   43   46                                                  
CONECT   43   42   44                                                       
CONECT   44   43   38   45                                                  
CONECT   45   44   34                                                       
CONECT   46   42   47   52                                                  
CONECT   47   46   48                                                       
CONECT   48   47   49                                                       
CONECT   49   48   50   51                                                  
CONECT   50   49                                                            
CONECT   51   49   52                                                       
CONECT   52   51   46                                                       
CONECT   53   32   54   55                                                  
CONECT   54   53                                                            
CONECT   55   53   56   57                                                  
CONECT   56   55                                                            
CONECT   57   55   30   58                                                  
CONECT   58   57                                                            
CONECT   59    3   60                                                       
CONECT   60   59   61   81                                                  
CONECT   61   60   62                                                       
CONECT   62   61   63   73                                                  
CONECT   63   62   64                                                       
CONECT   64   63   65   66                                                  
CONECT   65   64                                                            
CONECT   66   64   67   72                                                  
CONECT   67   66   68   69                                                  
CONECT   68   67                                                            
CONECT   69   67   70                                                       
CONECT   70   69   71   74                                                  
CONECT   71   70   72                                                       
CONECT   72   71   66   73                                                  
CONECT   73   72   62                                                       
CONECT   74   70   75   80                                                  
CONECT   75   74   76                                                       
CONECT   76   75   77                                                       
CONECT   77   76   78   79                                                  
CONECT   78   77                                                            
CONECT   79   77   80                                                       
CONECT   80   79   74                                                       
CONECT   81   60   82   83                                                  
CONECT   82   81                                                            
CONECT   83   81    2   84                                                  
CONECT   84   83                                                            
MASTER        0    0    0    0    0    0    0    0   84    0  188    0
END

View in JSmol

Synonyms

Value	Source
1,2-Bis[(3,4,5-trihydroxy-6-{[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl]oxy}oxan-2-yl)methyl] 3,4-bis(4-hydroxyphenyl)cyclobutane-1,2-dicarboxylic acid	Generator

Chemical Formula

C₆₀H₅₂O₂₄

Average Mass

1157.0520 Da

Monoisotopic Mass

1156.28485 Da

IUPAC Name

1,2-bis(3,4,5-trihydroxy-6-{[5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl]oxy}oxan-2-yl)methyl 3,4-bis(4-hydroxyphenyl)cyclobutane-1,2-dicarboxylate

Traditional Name

1,2-bis(3,4,5-trihydroxy-6-{[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy}oxan-2-yl)methyl 3,4-bis(4-hydroxyphenyl)cyclobutane-1,2-dicarboxylate

CAS Registry Number

Not Available

SMILES

OC1C(COC(=O)C2C(C(C2C2=CC=C(O)C=C2)C2=CC=C(O)C=C2)C(=O)OCC2OC(OC3=CC(O)=C4C(=O)C=C(OC4=C3)C3=CC=C(O)C=C3)C(O)C(O)C2O)OC(OC2=CC(O)=C3C(=O)C=C(OC3=C2)C2=CC=C(O)C=C2)C(O)C1O

InChI Identifier

InChI=1S/C60H52O24/c61-29-9-1-25(2-10-29)39-21-37(67)47-35(65)17-33(19-41(47)81-39)79-59-55(73)53(71)51(69)43(83-59)23-77-57(75)49-45(27-5-13-31(63)14-6-27)46(28-7-15-32(64)16-8-28)50(49)58(76)78-24-44-52(70)54(72)56(74)60(84-44)80-34-18-36(66)48-38(68)22-40(82-42(48)20-34)26-3-11-30(62)12-4-26/h1-22,43-46,49-56,59-66,69-74H,23-24H2

InChI Key

VLKZMOAGAREVTL-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Stachys aegyptiaca	LOTUS Database	35616633
Stachys byzantina	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as stilbene glycosides. Stilbene glycosides are compounds structurally characterized by the presence of a carbohydrate moiety glycosidically linked to the stilbene skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Stilbenes

Sub Class

Stilbene glycosides

Direct Parent

Stilbene glycosides

Alternative Parents

Substituents

Lignan glycoside
Stilbene glycoside
Flavonoid-7-o-glycoside
Flavonoid o-glycoside
Cyclobutane lignan skeleton
Saccharolipid
Dibenzylbutane lignan skeleton
4'-hydroxyflavonoid
5-hydroxyflavonoid
Hydroxyflavonoid
Flavone
Phenolic glycoside
Glycosyl compound
O-glycosyl compound
Chromone
1-benzopyran
Benzopyran
Phenol
1-hydroxy-2-unsubstituted benzenoid
Pyranone
1-hydroxy-4-unsubstituted benzenoid
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Benzenoid
Pyran
Monosaccharide
Oxane
Vinylogous acid
Heteroaromatic compound
Carboxylic acid ester
Secondary alcohol
Acetal
Organoheterocyclic compound
Oxacycle
Carboxylic acid derivative
Polyol
Organic oxide
Carbonyl group
Hydrocarbon derivative
Alcohol
Organooxygen compound
Organic oxygen 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	4.73	ALOGPS
logP	4.66	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	6.99	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	22	ChemAxon
Hydrogen Donor Count	12	ChemAxon
Polar Surface Area	384.88 Å²	ChemAxon
Rotatable Bond Count	16	ChemAxon
Refractivity	287.26 m³·mol⁻¹	ChemAxon
Polarizability	116.2 Å³	ChemAxon
Number of Rings	11	ChemAxon
Bioavailability	No	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 1,2-bis[(3,4,5-trihydroxy-6-{[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy}oxan-2-yl)methyl] 3,4-bis(4-hydroxyphenyl)cyclobutane-1,2-dicarboxylate (NP0195400)

MOL for NP0195400 (1,2-bis[(3,4,5-trihydroxy-6-{[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy}oxan-2-yl)methyl] 3,4-bis(4-hydroxyphenyl)cyclobutane-1,2-dicarboxylate)

3D MOL for NP0195400 (1,2-bis[(3,4,5-trihydroxy-6-{[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy}oxan-2-yl)methyl] 3,4-bis(4-hydroxyphenyl)cyclobutane-1,2-dicarboxylate)

3D SDF for NP0195400 (1,2-bis[(3,4,5-trihydroxy-6-{[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy}oxan-2-yl)methyl] 3,4-bis(4-hydroxyphenyl)cyclobutane-1,2-dicarboxylate)

3D-SDF for NP0195400 (1,2-bis[(3,4,5-trihydroxy-6-{[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy}oxan-2-yl)methyl] 3,4-bis(4-hydroxyphenyl)cyclobutane-1,2-dicarboxylate)

PDB for NP0195400 (1,2-bis[(3,4,5-trihydroxy-6-{[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy}oxan-2-yl)methyl] 3,4-bis(4-hydroxyphenyl)cyclobutane-1,2-dicarboxylate)

3D PDB for NP0195400 (1,2-bis[(3,4,5-trihydroxy-6-{[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy}oxan-2-yl)methyl] 3,4-bis(4-hydroxyphenyl)cyclobutane-1,2-dicarboxylate)

SMILES for NP0195400 (1,2-bis[(3,4,5-trihydroxy-6-{[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy}oxan-2-yl)methyl] 3,4-bis(4-hydroxyphenyl)cyclobutane-1,2-dicarboxylate)

INCHI for NP0195400 (1,2-bis[(3,4,5-trihydroxy-6-{[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy}oxan-2-yl)methyl] 3,4-bis(4-hydroxyphenyl)cyclobutane-1,2-dicarboxylate)

Structure for NP0195400 (1,2-bis[(3,4,5-trihydroxy-6-{[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy}oxan-2-yl)methyl] 3,4-bis(4-hydroxyphenyl)cyclobutane-1,2-dicarboxylate)

3D Structure for NP0195400 (1,2-bis[(3,4,5-trihydroxy-6-{[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy}oxan-2-yl)methyl] 3,4-bis(4-hydroxyphenyl)cyclobutane-1,2-dicarboxylate)