NP-MRD: Showing NP-Card for (5-{[4,5-dihydroxy-2-(4-hydroxy-2,6-dimethoxyphenoxy)-6-(hydroxymethyl)oxan-3-yl]oxy}-3,4-dihydroxyoxolan-3-yl)methyl 4-hydroxy-3-methoxybenzoate (NP0186121)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-04 01:49:33 UTC

Updated at

2022-09-04 01:49:33 UTC

NP-MRD ID

NP0186121

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(5-{[4,5-dihydroxy-2-(4-hydroxy-2,6-dimethoxyphenoxy)-6-(hydroxymethyl)oxan-3-yl]oxy}-3,4-dihydroxyoxolan-3-yl)methyl 4-hydroxy-3-methoxybenzoate

Description

(5-{[4,5-Dihydroxy-2-(4-hydroxy-2,6-dimethoxyphenoxy)-6-(hydroxymethyl)oxan-3-yl]oxy}-3,4-dihydroxyoxolan-3-yl)methyl 4-hydroxy-3-methoxybenzoate 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. (5-{[4,5-dihydroxy-2-(4-hydroxy-2,6-dimethoxyphenoxy)-6-(hydroxymethyl)oxan-3-yl]oxy}-3,4-dihydroxyoxolan-3-yl)methyl 4-hydroxy-3-methoxybenzoate is found in Glycosmis pentaphylla. In model 2, contains at least two galloyl units C-C coupled to each other, and do not contain a glycosidically linked catechin unit (5-{[4,5-dihydroxy-2-(4-hydroxy-2,6-dimethoxyphenoxy)-6-(hydroxymethyl)oxan-3-yl]oxy}-3,4-dihydroxyoxolan-3-yl)methyl 4-hydroxy-3-methoxybenzoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004151514102D          

 43 46  0  0  0  0            999 V2000
    1.9028    1.8784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1578    1.0937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6058    0.4806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8607   -0.3040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3087   -0.9171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5017   -0.7455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2467    0.0391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7988    0.6522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5438    1.4368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5636   -1.7017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3706   -1.8732    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0116   -2.3148    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2665   -3.0994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1624   -3.0994    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3819   -4.1974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -4.9820    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -4.9820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1830   -5.6495    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1526   -6.4032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9731   -6.4894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4580   -5.8220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3086   -7.2431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1291   -7.3293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8237   -7.9105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1593   -8.6642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6744   -9.3316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0032   -7.8243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3323   -7.0706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1528   -6.9844    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6377   -7.6518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3022   -8.4055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4817   -8.4917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1461   -9.2454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7871   -9.0729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6076   -8.9867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0925   -9.6541    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9431   -8.2330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4582   -7.5656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7938   -6.8119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3088   -6.1445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470   -4.1974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7376   -3.9425    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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  5 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 25 28  1  0  0  0  0
 28 29  1  0  0  0  0
 20 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 32 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 38 39  2  0  0  0  0
 31 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 18 42  1  0  0  0  0
 14 42  1  0  0  0  0
 42 43  1  0  0  0  0
M  END

     RDKit          3D

 77 80  0  0  0  0  0  0  0  0999 V2000
    4.8358   -1.0423    3.2542 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5407    0.1766    3.3865 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6461    0.9802    2.2443 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0934    0.6169    1.0323 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2085    1.4208   -0.0780 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6068    0.9955   -1.3469 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7252    1.7360   -2.3340 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9336   -0.1843   -1.4414 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3065   -0.7252   -2.5609 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1631    0.0448   -3.1293 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5405    1.2971   -3.5427 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5704   -0.7297   -4.2941 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6208   -1.5775   -3.7491 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0375   -0.9108   -2.6871 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3637   -1.7232   -1.6556 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7344   -1.6543   -1.3859 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9846   -1.2551    0.0345 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1638   -0.5023    0.2288 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2063    0.7897    0.7254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3104    1.0383    2.0851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3722   -0.0407    2.9609 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4770    0.2211    4.3376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3502    2.3473    2.5433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2901    3.4350    1.6964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3332    4.7414    2.1968 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1867    3.1784    0.3440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1459    1.8685   -0.1279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0422    1.6120   -1.4862 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9779    2.6942   -2.3823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8930   -2.3222    0.9206 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7994   -3.3231    0.7092 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9125   -3.3283    1.7550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8171   -4.3591    1.5088 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3782   -3.3669   -0.6661 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4522   -2.5313   -0.8646 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3182   -3.0170   -1.6915 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8649   -3.0787   -2.9636 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9838    0.1156   -2.1888 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4148    1.3930   -2.1582 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8854    2.6078    0.0187 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4389    2.9809    1.2151 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3154    2.1681    2.3126 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8910    2.5689    3.5340 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7633   -0.7946    3.1642 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2491   -1.5741    2.3770 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9580   -1.6662    4.1868 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5524   -0.3191    0.9337 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9731   -1.7576   -2.2736 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1064   -0.7945   -3.3565 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8728    2.0010   -3.3274 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3843   -1.3432   -4.7326 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1831   -0.0243   -5.0303 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8793   -0.3758   -3.0677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2315   -0.9286   -2.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1387   -0.5681    0.3339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5071    0.6023    4.5820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3699   -0.7241    4.9197 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7600    0.9815    4.6961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4314    2.5696    3.6014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4454    5.1708    2.4290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1389    4.0110   -0.3322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2464    3.4592   -2.0798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9553    3.2010   -2.5340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6855    2.3302   -3.4044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2513   -4.2996    0.8611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4448   -2.3687    1.8040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4956   -3.5275    2.7717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3955   -5.2081    1.3004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7208   -4.4043   -0.9272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5848   -2.4335   -1.8510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5176   -3.7599   -1.5762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0900   -3.2013   -3.5877 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3920   -0.1408   -1.1719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3040    1.3703   -1.4835 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9827    3.2569   -0.8648 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9846    3.9166    1.3327 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8078    1.9871    4.3331 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5 40  2  0
 40 41  1  0
 41 42  2  0
 42 43  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  6
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 36  1  0
 36 37  1  0
 36 34  1  0
 34 35  1  0
 34 31  1  0
 31 32  1  0
 32 33  1  0
 31 30  1  0
 30 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 20 23  1  0
 23 24  2  0
 24 25  1  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  1  0
 14 38  1  0
 38 39  1  0
 42  3  1  0
 38 10  1  0
 17 16  1  0
 27 19  1  0
  1 44  1  0
  1 45  1  0
  1 46  1  0
  4 47  1  0
 40 75  1  0
 41 76  1  0
 43 77  1  0
  9 48  1  0
  9 49  1  0
 11 50  1  0
 12 51  1  0
 12 52  1  0
 14 53  1  6
 16 54  1  6
 36 71  1  6
 37 72  1  0
 34 69  1  6
 35 70  1  0
 31 65  1  1
 32 66  1  0
 32 67  1  0
 33 68  1  0
 17 55  1  1
 22 56  1  0
 22 57  1  0
 22 58  1  0
 23 59  1  0
 25 60  1  0
 26 61  1  0
 29 62  1  0
 29 63  1  0
 29 64  1  0
 38 73  1  1
 39 74  1  0
M  END


  Mrv1533004151514102D          

 43 46  0  0  0  0            999 V2000
    1.9028    1.8784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1578    1.0937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6058    0.4806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8607   -0.3040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3087   -0.9171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5017   -0.7455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2467    0.0391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7988    0.6522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5438    1.4368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5636   -1.7017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3706   -1.8732    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0116   -2.3148    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2665   -3.0994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1624   -3.0994    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3819   -4.1974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270   -4.9820    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -4.9820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1830   -5.6495    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1526   -6.4032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9731   -6.4894    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4580   -5.8220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3086   -7.2431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1291   -7.3293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8237   -7.9105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1593   -8.6642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6744   -9.3316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0032   -7.8243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3323   -7.0706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1528   -6.9844    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6377   -7.6518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3022   -8.4055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4817   -8.4917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1461   -9.2454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7871   -9.0729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6076   -8.9867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0925   -9.6541    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9431   -8.2330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4582   -7.5656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7938   -6.8119    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3088   -6.1445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0470   -4.1974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7376   -3.9425    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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  5 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 25 28  1  0  0  0  0
 28 29  1  0  0  0  0
 20 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 32 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 38 39  2  0  0  0  0
 31 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 18 42  1  0  0  0  0
 14 42  1  0  0  0  0
 42 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0186121

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(=CC=C1O)C(=O)OCC1(O)COC(OC2C(O)C(O)C(CO)OC2OC2=C(OC)C=C(O)C=C2OC)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C27H34O16/c1-36-15-6-12(4-5-14(15)30)24(34)39-10-27(35)11-40-26(23(27)33)43-22-20(32)19(31)18(9-28)41-25(22)42-21-16(37-2)7-13(29)8-17(21)38-3/h4-8,18-20,22-23,25-26,28-33,35H,9-11H2,1-3H3

> <INCHI_KEY>
APIHCQSTUUDSHL-UHFFFAOYSA-N

> <FORMULA>
C27H34O16

> <MOLECULAR_WEIGHT>
614.553

> <EXACT_MASS>
614.184685015

> <JCHEM_ACCEPTOR_COUNT>
15

> <JCHEM_ATOM_COUNT>
77

> <JCHEM_AVERAGE_POLARIZABILITY>
60.00217034827422

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(5-{[4,5-dihydroxy-2-(4-hydroxy-2,6-dimethoxyphenoxy)-6-(hydroxymethyl)oxan-3-yl]oxy}-3,4-dihydroxyoxolan-3-yl)methyl 4-hydroxy-3-methoxybenzoate

> <ALOGPS_LOGP>
0.20

> <JCHEM_LOGP>
-0.4597312506666663

> <ALOGPS_LOGS>
-2.65

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.879655199243256

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.931383609370739

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810925917909836

> <JCHEM_POLAR_SURFACE_AREA>
232.51999999999995

> <JCHEM_REFRACTIVITY>
140.02689999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.37e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(5-{[4,5-dihydroxy-2-(4-hydroxy-2,6-dimethoxyphenoxy)-6-(hydroxymethyl)oxan-3-yl]oxy}-3,4-dihydroxyoxolan-3-yl)methyl 4-hydroxy-3-methoxybenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-APR-15         0                                  
HETATM    1  C   UNK     0       3.552   3.506   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       4.028   2.042   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.997   0.897   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.473  -0.567   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.443  -1.712   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.936  -1.392   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.461   0.073   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.491   1.217   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.015   2.682   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.919  -3.176   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       4.425  -3.497   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       1.888  -4.321   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       2.364  -5.786   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       0.303  -5.786   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       2.580  -7.835   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       2.104  -9.300   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       0.564  -9.300   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -0.342 -10.546   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       0.285 -11.953   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.816 -12.114   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       2.722 -10.868   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       2.443 -13.520   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       3.974 -13.681   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       1.538 -14.766   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.164 -16.173   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       1.259 -17.419   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       0.006 -14.605   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -0.620 -13.198   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -2.152 -13.037   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -3.057 -14.283   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -2.431 -15.690   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -0.899 -15.851   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      -0.273 -17.258   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -3.336 -16.936   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -4.867 -16.775   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      -5.773 -18.021   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      -5.494 -15.368   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -4.589 -14.122   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      -5.215 -12.716   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      -4.310 -11.470   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       0.088  -7.835   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      -1.377  -7.359   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    3    9                                                  
CONECT    9    8                                                            
CONECT   10    5   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16   42                                             
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   42                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   29                                                  
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   28                                                  
CONECT   26   25   27                                                       
CONECT   27   26                                                            
CONECT   28   25   29                                                       
CONECT   29   28   20   30                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32   39                                                  
CONECT   32   31   33   35                                                  
CONECT   33   32   34                                                       
CONECT   34   33                                                            
CONECT   35   32   36                                                       
CONECT   36   35   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   39                                                       
CONECT   39   38   31   40                                                  
CONECT   40   39   41                                                       
CONECT   41   40                                                            
CONECT   42   18   14   43                                                  
CONECT   43   42                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   92    0
END

View in JSmol

Synonyms

Value	Source
(5-{[4,5-dihydroxy-2-(4-hydroxy-2,6-dimethoxyphenoxy)-6-(hydroxymethyl)oxan-3-yl]oxy}-3,4-dihydroxyoxolan-3-yl)methyl 4-hydroxy-3-methoxybenzoic acid	Generator

Chemical Formula

C₂₇H₃₄O₁₆

Average Mass

614.5530 Da

Monoisotopic Mass

614.18469 Da

IUPAC Name

(5-{[4,5-dihydroxy-2-(4-hydroxy-2,6-dimethoxyphenoxy)-6-(hydroxymethyl)oxan-3-yl]oxy}-3,4-dihydroxyoxolan-3-yl)methyl 4-hydroxy-3-methoxybenzoate

Traditional Name

(5-{[4,5-dihydroxy-2-(4-hydroxy-2,6-dimethoxyphenoxy)-6-(hydroxymethyl)oxan-3-yl]oxy}-3,4-dihydroxyoxolan-3-yl)methyl 4-hydroxy-3-methoxybenzoate

CAS Registry Number

Not Available

SMILES

COC1=CC(=CC=C1O)C(=O)OCC1(O)COC(OC2C(O)C(O)C(CO)OC2OC2=C(OC)C=C(O)C=C2OC)C1O

InChI Identifier

InChI=1S/C27H34O16/c1-36-15-6-12(4-5-14(15)30)24(34)39-10-27(35)11-40-26(23(27)33)43-22-20(32)19(31)18(9-28)41-25(22)42-21-16(37-2)7-13(29)8-17(21)38-3/h4-8,18-20,22-23,25-26,28-33,35H,9-11H2,1-3H3

InChI Key

APIHCQSTUUDSHL-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
Glycosmis pentaphylla	LOTUS Database	35616633

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
Phenolic glycoside
P-hydroxybenzoic acid alkyl ester
P-hydroxybenzoic acid ester
Disaccharide
Glycosyl compound
M-methoxybenzoic acid or derivatives
O-glycosyl compound
Benzoate ester
Methoxyphenol
M-dimethoxybenzene
Dimethoxybenzene
Benzoic acid or derivatives
4-alkoxyphenol
Anisole
Phenoxy compound
Benzoyl
Methoxybenzene
Phenol ether
Phenol
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Oxane
Monocyclic benzene moiety
Tetrahydrofuran
Tertiary alcohol
Secondary alcohol
Carboxylic acid ester
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Acetal
Oxacycle
Carboxylic acid derivative
Ether
Alcohol
Organooxygen compound
Hydrocarbon derivative
Primary alcohol
Organic oxide
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	0.2	ALOGPS
logP	-0.46	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	8.93	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	15	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	232.52 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	140.03 m³·mol⁻¹	ChemAxon
Polarizability	60 Å³	ChemAxon
Number of Rings	4	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 (5-{[4,5-dihydroxy-2-(4-hydroxy-2,6-dimethoxyphenoxy)-6-(hydroxymethyl)oxan-3-yl]oxy}-3,4-dihydroxyoxolan-3-yl)methyl 4-hydroxy-3-methoxybenzoate (NP0186121)

MOL for NP0186121 ((5-{[4,5-dihydroxy-2-(4-hydroxy-2,6-dimethoxyphenoxy)-6-(hydroxymethyl)oxan-3-yl]oxy}-3,4-dihydroxyoxolan-3-yl)methyl 4-hydroxy-3-methoxybenzoate)

3D MOL for NP0186121 ((5-{[4,5-dihydroxy-2-(4-hydroxy-2,6-dimethoxyphenoxy)-6-(hydroxymethyl)oxan-3-yl]oxy}-3,4-dihydroxyoxolan-3-yl)methyl 4-hydroxy-3-methoxybenzoate)

3D SDF for NP0186121 ((5-{[4,5-dihydroxy-2-(4-hydroxy-2,6-dimethoxyphenoxy)-6-(hydroxymethyl)oxan-3-yl]oxy}-3,4-dihydroxyoxolan-3-yl)methyl 4-hydroxy-3-methoxybenzoate)

3D-SDF for NP0186121 ((5-{[4,5-dihydroxy-2-(4-hydroxy-2,6-dimethoxyphenoxy)-6-(hydroxymethyl)oxan-3-yl]oxy}-3,4-dihydroxyoxolan-3-yl)methyl 4-hydroxy-3-methoxybenzoate)

PDB for NP0186121 ((5-{[4,5-dihydroxy-2-(4-hydroxy-2,6-dimethoxyphenoxy)-6-(hydroxymethyl)oxan-3-yl]oxy}-3,4-dihydroxyoxolan-3-yl)methyl 4-hydroxy-3-methoxybenzoate)

3D PDB for NP0186121 ((5-{[4,5-dihydroxy-2-(4-hydroxy-2,6-dimethoxyphenoxy)-6-(hydroxymethyl)oxan-3-yl]oxy}-3,4-dihydroxyoxolan-3-yl)methyl 4-hydroxy-3-methoxybenzoate)

SMILES for NP0186121 ((5-{[4,5-dihydroxy-2-(4-hydroxy-2,6-dimethoxyphenoxy)-6-(hydroxymethyl)oxan-3-yl]oxy}-3,4-dihydroxyoxolan-3-yl)methyl 4-hydroxy-3-methoxybenzoate)

INCHI for NP0186121 ((5-{[4,5-dihydroxy-2-(4-hydroxy-2,6-dimethoxyphenoxy)-6-(hydroxymethyl)oxan-3-yl]oxy}-3,4-dihydroxyoxolan-3-yl)methyl 4-hydroxy-3-methoxybenzoate)

Structure for NP0186121 ((5-{[4,5-dihydroxy-2-(4-hydroxy-2,6-dimethoxyphenoxy)-6-(hydroxymethyl)oxan-3-yl]oxy}-3,4-dihydroxyoxolan-3-yl)methyl 4-hydroxy-3-methoxybenzoate)

3D Structure for NP0186121 ((5-{[4,5-dihydroxy-2-(4-hydroxy-2,6-dimethoxyphenoxy)-6-(hydroxymethyl)oxan-3-yl]oxy}-3,4-dihydroxyoxolan-3-yl)methyl 4-hydroxy-3-methoxybenzoate)