NP-MRD: Showing NP-Card for 2,3',4,5',6-pentahydroxybenzophenone 4-O-beta-D-glucopyranoside (NP0043413)

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Record Information

Version

1.0

Created at

2021-06-21 00:49:42 UTC

Updated at

2021-06-30 00:19:04 UTC

NP-MRD ID

NP0043413

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2,3',4,5',6-pentahydroxybenzophenone 4-O-beta-D-glucopyranoside

Provided By

JEOL Database JEOL Logo

Description

(2,6-Dihydroxy-4-(beta-D-glucopyranosyloxy)phenyl)(3,5-dihydroxyphenyl) ketone belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose. 2,3',4,5',6-pentahydroxybenzophenone 4-O-beta-D-glucopyranoside is found in Hypericum humifusum and Hypericum humifusum ssp. austral. It was first documented in 2013 (Rouis, Z., et al.). Based on a literature review very few articles have been published on (2,6-Dihydroxy-4-(beta-D-glucopyranosyloxy)phenyl)(3,5-dihydroxyphenyl) ketone.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212102493D          

 50 52  0  0  0  0            999 V2000
    1.9646   -5.0180    1.9104 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5239   -3.8844    2.1096 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7360   -3.2565    3.4336 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9690   -3.4420    4.0686 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1825   -2.8865    5.3251 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4014   -3.0777    5.9063 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1821   -2.1622    5.9651 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9517   -2.0035    5.3345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0096   -1.2984    5.9985 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7114   -2.5488    4.0759 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7326   -3.2460    1.0278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0339   -4.0663    0.1885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0602   -5.4322    0.3042 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8198   -3.5191   -0.8241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8260   -2.1412   -1.0474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6383   -1.7372   -2.0711 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5774   -0.3639   -2.4803 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1659    0.4919   -1.4966 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1018    1.8792   -1.8799 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6390    2.7034   -0.7068 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9220    2.3459    0.4801 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9071    2.1199   -3.1606 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7916    3.4755   -3.5916 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3980    1.1933   -4.2677 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2474    1.3305   -5.4173 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3682   -0.2615   -3.7997 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7803   -1.0578   -4.8407 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0375   -1.3150   -0.2426 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7395   -1.8668    0.7848 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5290   -1.0387    1.5343 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7585   -4.0135    3.5871 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3985   -2.6562    6.7819 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3375   -1.7249    6.9458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8152   -1.2702    5.4560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2569   -2.4339    3.6011 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6976   -5.6973    0.8756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4195   -4.1778   -1.4477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5284   -0.0911   -2.6630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0461    2.1476   -2.0215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6976    2.4925   -0.5226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5151    3.7769   -0.8759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0516    1.3824    0.5703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9721    1.9222   -2.9856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1899    3.4984   -4.4862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4010    1.5106   -4.5990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9703    0.6177   -6.0289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3925   -0.6310   -3.6649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7155   -1.9664   -4.4854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0190   -0.2416   -0.3945 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4600   -0.1219    1.2164 H   0  0  0  0  0  0  0  0  0  0  0  0
 28 29  2  0  0  0  0
 22 19  1  0  0  0  0
 11 12  2  0  0  0  0
 12 14  1  0  0  0  0
 19 18  1  0  0  0  0
 12 13  1  0  0  0  0
 15 16  1  0  0  0  0
 11 29  1  0  0  0  0
 18 17  1  0  0  0  0
 22 23  1  0  0  0  0
 24 25  1  0  0  0  0
 11  2  1  0  0  0  0
 29 30  1  0  0  0  0
  3  2  1  0  0  0  0
 26 27  1  0  0  0  0
  3 10  2  0  0  0  0
 10  8  1  0  0  0  0
 20 21  1  0  0  0  0
  8  7  2  0  0  0  0
 17 26  1  0  0  0  0
  7  5  1  0  0  0  0
 26 24  1  0  0  0  0
  5  4  2  0  0  0  0
  4  3  1  0  0  0  0
 14 15  2  0  0  0  0
  5  6  1  0  0  0  0
 24 22  1  0  0  0  0
  8  9  1  0  0  0  0
 15 28  1  0  0  0  0
  2  1  2  0  0  0  0
 17 16  1  0  0  0  0
 19 20  1  0  0  0  0
 17 38  1  6  0  0  0
 22 43  1  1  0  0  0
 23 44  1  0  0  0  0
 24 45  1  6  0  0  0
 25 46  1  0  0  0  0
 26 47  1  1  0  0  0
 27 48  1  0  0  0  0
 20 40  1  0  0  0  0
 20 41  1  0  0  0  0
 19 39  1  6  0  0  0
 21 42  1  0  0  0  0
 14 37  1  0  0  0  0
 28 49  1  0  0  0  0
 13 36  1  0  0  0  0
 30 50  1  0  0  0  0
 10 35  1  0  0  0  0
  7 33  1  0  0  0  0
  4 31  1  0  0  0  0
  6 32  1  0  0  0  0
  9 34  1  0  0  0  0
M  END

     RDKit          3D

 50 52  0  0  0  0  0  0  0  0999 V2000
    1.9646   -5.0180    1.9104 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5239   -3.8844    2.1096 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7360   -3.2565    3.4336 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9690   -3.4420    4.0686 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1825   -2.8865    5.3251 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4014   -3.0777    5.9063 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1821   -2.1622    5.9651 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9517   -2.0035    5.3345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0096   -1.2984    5.9985 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7114   -2.5488    4.0759 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7326   -3.2460    1.0278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0339   -4.0663    0.1885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0602   -5.4322    0.3042 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8198   -3.5191   -0.8241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8260   -2.1412   -1.0474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6383   -1.7372   -2.0711 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5774   -0.3639   -2.4803 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1659    0.4919   -1.4966 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1018    1.8792   -1.8799 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6390    2.7034   -0.7068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9220    2.3459    0.4801 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9071    2.1199   -3.1606 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7916    3.4755   -3.5916 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3980    1.1933   -4.2677 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2474    1.3305   -5.4173 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3682   -0.2615   -3.7997 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7803   -1.0578   -4.8407 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0375   -1.3150   -0.2426 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7395   -1.8668    0.7848 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5290   -1.0387    1.5343 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7585   -4.0135    3.5871 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3985   -2.6562    6.7819 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3375   -1.7249    6.9458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8152   -1.2702    5.4560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2569   -2.4339    3.6011 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6976   -5.6973    0.8756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4195   -4.1778   -1.4477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5284   -0.0911   -2.6630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0461    2.1476   -2.0215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6976    2.4925   -0.5226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5151    3.7769   -0.8759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0516    1.3824    0.5703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9721    1.9222   -2.9856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1899    3.4984   -4.4862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4010    1.5106   -4.5990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9703    0.6177   -6.0289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3925   -0.6310   -3.6649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7155   -1.9664   -4.4854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0190   -0.2416   -0.3945 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4600   -0.1219    1.2164 H   0  0  0  0  0  0  0  0  0  0  0  0
 28 29  2  0
 22 19  1  0
 11 12  2  0
 12 14  1  0
 19 18  1  0
 12 13  1  0
 15 16  1  0
 11 29  1  0
 18 17  1  0
 22 23  1  0
 24 25  1  0
 11  2  1  0
 29 30  1  0
  3  2  1  0
 26 27  1  0
  3 10  2  0
 10  8  1  0
 20 21  1  0
  8  7  2  0
 17 26  1  0
  7  5  1  0
 26 24  1  0
  5  4  2  0
  4  3  1  0
 14 15  2  0
  5  6  1  0
 24 22  1  0
  8  9  1  0
 15 28  1  0
  2  1  2  0
 17 16  1  0
 19 20  1  0
 17 38  1  6
 22 43  1  1
 23 44  1  0
 24 45  1  6
 25 46  1  0
 26 47  1  1
 27 48  1  0
 20 40  1  0
 20 41  1  0
 19 39  1  6
 21 42  1  0
 14 37  1  0
 28 49  1  0
 13 36  1  0
 30 50  1  0
 10 35  1  0
  7 33  1  0
  4 31  1  0
  6 32  1  0
  9 34  1  0
M  END


  Mrv1652306212102493D          

 50 52  0  0  0  0            999 V2000
    1.9646   -5.0180    1.9104 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5239   -3.8844    2.1096 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7360   -3.2565    3.4336 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9690   -3.4420    4.0686 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1825   -2.8865    5.3251 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4014   -3.0777    5.9063 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1821   -2.1622    5.9651 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9517   -2.0035    5.3345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0096   -1.2984    5.9985 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7114   -2.5488    4.0759 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7326   -3.2460    1.0278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0339   -4.0663    0.1885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0602   -5.4322    0.3042 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8198   -3.5191   -0.8241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8260   -2.1412   -1.0474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6383   -1.7372   -2.0711 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5774   -0.3639   -2.4803 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1659    0.4919   -1.4966 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1018    1.8792   -1.8799 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6390    2.7034   -0.7068 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9220    2.3459    0.4801 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9071    2.1199   -3.1606 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7916    3.4755   -3.5916 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3980    1.1933   -4.2677 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2474    1.3305   -5.4173 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3682   -0.2615   -3.7997 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7803   -1.0578   -4.8407 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0375   -1.3150   -0.2426 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7395   -1.8668    0.7848 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5290   -1.0387    1.5343 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7585   -4.0135    3.5871 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3985   -2.6562    6.7819 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3375   -1.7249    6.9458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8152   -1.2702    5.4560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2569   -2.4339    3.6011 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6976   -5.6973    0.8756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4195   -4.1778   -1.4477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5284   -0.0911   -2.6630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0461    2.1476   -2.0215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6976    2.4925   -0.5226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5151    3.7769   -0.8759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0516    1.3824    0.5703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9721    1.9222   -2.9856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1899    3.4984   -4.4862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4010    1.5106   -4.5990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9703    0.6177   -6.0289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3925   -0.6310   -3.6649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7155   -1.9664   -4.4854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0190   -0.2416   -0.3945 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4600   -0.1219    1.2164 H   0  0  0  0  0  0  0  0  0  0  0  0
 28 29  2  0  0  0  0
 22 19  1  0  0  0  0
 11 12  2  0  0  0  0
 12 14  1  0  0  0  0
 19 18  1  0  0  0  0
 12 13  1  0  0  0  0
 15 16  1  0  0  0  0
 11 29  1  0  0  0  0
 18 17  1  0  0  0  0
 22 23  1  0  0  0  0
 24 25  1  0  0  0  0
 11  2  1  0  0  0  0
 29 30  1  0  0  0  0
  3  2  1  0  0  0  0
 26 27  1  0  0  0  0
  3 10  2  0  0  0  0
 10  8  1  0  0  0  0
 20 21  1  0  0  0  0
  8  7  2  0  0  0  0
 17 26  1  0  0  0  0
  7  5  1  0  0  0  0
 26 24  1  0  0  0  0
  5  4  2  0  0  0  0
  4  3  1  0  0  0  0
 14 15  2  0  0  0  0
  5  6  1  0  0  0  0
 24 22  1  0  0  0  0
  8  9  1  0  0  0  0
 15 28  1  0  0  0  0
  2  1  2  0  0  0  0
 17 16  1  0  0  0  0
 19 20  1  0  0  0  0
 17 38  1  6  0  0  0
 22 43  1  1  0  0  0
 23 44  1  0  0  0  0
 24 45  1  6  0  0  0
 25 46  1  0  0  0  0
 26 47  1  1  0  0  0
 27 48  1  0  0  0  0
 20 40  1  0  0  0  0
 20 41  1  0  0  0  0
 19 39  1  6  0  0  0
 21 42  1  0  0  0  0
 14 37  1  0  0  0  0
 28 49  1  0  0  0  0
 13 36  1  0  0  0  0
 30 50  1  0  0  0  0
 10 35  1  0  0  0  0
  7 33  1  0  0  0  0
  4 31  1  0  0  0  0
  6 32  1  0  0  0  0
  9 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0043413

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C(=C([H])C(O[H])=C1[H])C(=O)C1=C(O[H])C([H])=C(O[C@]2([H])O[C@]([H])(C([H])([H])O[H])[C@@]([H])(O[H])[C@]([H])(O[H])[C@@]2([H])O[H])C([H])=C1O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C19H20O11/c20-6-13-16(26)17(27)18(28)19(30-13)29-10-4-11(23)14(12(24)5-10)15(25)7-1-8(21)3-9(22)2-7/h1-5,13,16-24,26-28H,6H2/t13-,16-,17+,18-,19-/m1/s1

> <INCHI_KEY>
SILOTFUKVQVHLR-LQDZTQBFSA-N

> <FORMULA>
C19H20O11

> <MOLECULAR_WEIGHT>
424.358

> <EXACT_MASS>
424.100561464

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
40.54317715909423

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S,3R,4S,5S,6R)-2-[4-(3,5-dihydroxybenzoyl)-3,5-dihydroxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

> <ALOGPS_LOGP>
0.05

> <JCHEM_LOGP>
0.9467041516666665

> <ALOGPS_LOGS>
-2.25

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.041983516443178

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.856712055788201

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981092343758653

> <JCHEM_POLAR_SURFACE_AREA>
197.36999999999998

> <JCHEM_REFRACTIVITY>
98.68240000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.36e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3R,4S,5S,6R)-2-[4-(3,5-dihydroxybenzoyl)-3,5-dihydroxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 50 52  0  0  0  0  0  0  0  0999 V2000
    1.9646   -5.0180    1.9104 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5239   -3.8844    2.1096 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7360   -3.2565    3.4336 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9690   -3.4420    4.0686 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1825   -2.8865    5.3251 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4014   -3.0777    5.9063 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1821   -2.1622    5.9651 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9517   -2.0035    5.3345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0096   -1.2984    5.9985 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7114   -2.5488    4.0759 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7326   -3.2460    1.0278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0339   -4.0663    0.1885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0602   -5.4322    0.3042 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8198   -3.5191   -0.8241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8260   -2.1412   -1.0474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6383   -1.7372   -2.0711 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5774   -0.3639   -2.4803 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1659    0.4919   -1.4966 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1018    1.8792   -1.8799 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6390    2.7034   -0.7068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9220    2.3459    0.4801 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9071    2.1199   -3.1606 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7916    3.4755   -3.5916 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3980    1.1933   -4.2677 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2474    1.3305   -5.4173 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3682   -0.2615   -3.7997 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7803   -1.0578   -4.8407 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0375   -1.3150   -0.2426 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7395   -1.8668    0.7848 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5290   -1.0387    1.5343 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7585   -4.0135    3.5871 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3985   -2.6562    6.7819 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3375   -1.7249    6.9458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8152   -1.2702    5.4560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2569   -2.4339    3.6011 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6976   -5.6973    0.8756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4195   -4.1778   -1.4477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5284   -0.0911   -2.6630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0461    2.1476   -2.0215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6976    2.4925   -0.5226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5151    3.7769   -0.8759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0516    1.3824    0.5703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9721    1.9222   -2.9856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1899    3.4984   -4.4862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4010    1.5106   -4.5990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9703    0.6177   -6.0289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3925   -0.6310   -3.6649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7155   -1.9664   -4.4854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0190   -0.2416   -0.3945 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4600   -0.1219    1.2164 H   0  0  0  0  0  0  0  0  0  0  0  0
 28 29  2  0
 22 19  1  0
 11 12  2  0
 12 14  1  0
 19 18  1  0
 12 13  1  0
 15 16  1  0
 11 29  1  0
 18 17  1  0
 22 23  1  0
 24 25  1  0
 11  2  1  0
 29 30  1  0
  3  2  1  0
 26 27  1  0
  3 10  2  0
 10  8  1  0
 20 21  1  0
  8  7  2  0
 17 26  1  0
  7  5  1  0
 26 24  1  0
  5  4  2  0
  4  3  1  0
 14 15  2  0
  5  6  1  0
 24 22  1  0
  8  9  1  0
 15 28  1  0
  2  1  2  0
 17 16  1  0
 19 20  1  0
 17 38  1  6
 22 43  1  1
 23 44  1  0
 24 45  1  6
 25 46  1  0
 26 47  1  1
 27 48  1  0
 20 40  1  0
 20 41  1  0
 19 39  1  6
 21 42  1  0
 14 37  1  0
 28 49  1  0
 13 36  1  0
 30 50  1  0
 10 35  1  0
  7 33  1  0
  4 31  1  0
  6 32  1  0
  9 34  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  O   UNK     0       1.965  -5.018   1.910  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.524  -3.884   2.110  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.736  -3.256   3.434  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.969  -3.442   4.069  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.183  -2.886   5.325  0.00  0.00           C+0
HETATM    6  O   UNK     0       4.401  -3.078   5.906  0.00  0.00           O+0
HETATM    7  C   UNK     0       2.182  -2.162   5.965  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.952  -2.003   5.335  0.00  0.00           C+0
HETATM    9  O   UNK     0      -0.010  -1.298   5.999  0.00  0.00           O+0
HETATM   10  C   UNK     0       0.711  -2.549   4.076  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.733  -3.246   1.028  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.034  -4.066   0.189  0.00  0.00           C+0
HETATM   13  O   UNK     0      -0.060  -5.432   0.304  0.00  0.00           O+0
HETATM   14  C   UNK     0      -0.820  -3.519  -0.824  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.826  -2.141  -1.047  0.00  0.00           C+0
HETATM   16  O   UNK     0      -1.638  -1.737  -2.071  0.00  0.00           O+0
HETATM   17  C   UNK     0      -1.577  -0.364  -2.480  0.00  0.00           C+0
HETATM   18  O   UNK     0      -2.166   0.492  -1.497  0.00  0.00           O+0
HETATM   19  C   UNK     0      -2.102   1.879  -1.880  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.639   2.703  -0.707  0.00  0.00           C+0
HETATM   21  O   UNK     0      -1.922   2.346   0.480  0.00  0.00           O+0
HETATM   22  C   UNK     0      -2.907   2.120  -3.161  0.00  0.00           C+0
HETATM   23  O   UNK     0      -2.792   3.475  -3.592  0.00  0.00           O+0
HETATM   24  C   UNK     0      -2.398   1.193  -4.268  0.00  0.00           C+0
HETATM   25  O   UNK     0      -3.247   1.331  -5.417  0.00  0.00           O+0
HETATM   26  C   UNK     0      -2.368  -0.262  -3.800  0.00  0.00           C+0
HETATM   27  O   UNK     0      -1.780  -1.058  -4.841  0.00  0.00           O+0
HETATM   28  C   UNK     0      -0.038  -1.315  -0.243  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.740  -1.867   0.785  0.00  0.00           C+0
HETATM   30  O   UNK     0       1.529  -1.039   1.534  0.00  0.00           O+0
HETATM   31  H   UNK     0       3.759  -4.013   3.587  0.00  0.00           H+0
HETATM   32  H   UNK     0       4.399  -2.656   6.782  0.00  0.00           H+0
HETATM   33  H   UNK     0       2.337  -1.725   6.946  0.00  0.00           H+0
HETATM   34  H   UNK     0      -0.815  -1.270   5.456  0.00  0.00           H+0
HETATM   35  H   UNK     0      -0.257  -2.434   3.601  0.00  0.00           H+0
HETATM   36  H   UNK     0       0.698  -5.697   0.876  0.00  0.00           H+0
HETATM   37  H   UNK     0      -1.420  -4.178  -1.448  0.00  0.00           H+0
HETATM   38  H   UNK     0      -0.528  -0.091  -2.663  0.00  0.00           H+0
HETATM   39  H   UNK     0      -1.046   2.148  -2.022  0.00  0.00           H+0
HETATM   40  H   UNK     0      -3.698   2.493  -0.523  0.00  0.00           H+0
HETATM   41  H   UNK     0      -2.515   3.777  -0.876  0.00  0.00           H+0
HETATM   42  H   UNK     0      -2.052   1.382   0.570  0.00  0.00           H+0
HETATM   43  H   UNK     0      -3.972   1.922  -2.986  0.00  0.00           H+0
HETATM   44  H   UNK     0      -3.190   3.498  -4.486  0.00  0.00           H+0
HETATM   45  H   UNK     0      -1.401   1.511  -4.599  0.00  0.00           H+0
HETATM   46  H   UNK     0      -2.970   0.618  -6.029  0.00  0.00           H+0
HETATM   47  H   UNK     0      -3.393  -0.631  -3.665  0.00  0.00           H+0
HETATM   48  H   UNK     0      -1.716  -1.966  -4.485  0.00  0.00           H+0
HETATM   49  H   UNK     0      -0.019  -0.242  -0.395  0.00  0.00           H+0
HETATM   50  H   UNK     0       1.460  -0.122   1.216  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2   11    3    1                                                  
CONECT    3    2   10    4                                                  
CONECT    4    5    3   31                                                  
CONECT    5    7    4    6                                                  
CONECT    6    5   32                                                       
CONECT    7    8    5   33                                                  
CONECT    8   10    7    9                                                  
CONECT    9    8   34                                                       
CONECT   10    3    8   35                                                  
CONECT   11   12   29    2                                                  
CONECT   12   11   14   13                                                  
CONECT   13   12   36                                                       
CONECT   14   12   15   37                                                  
CONECT   15   16   14   28                                                  
CONECT   16   15   17                                                       
CONECT   17   18   26   16   38                                             
CONECT   18   19   17                                                       
CONECT   19   22   18   20   39                                             
CONECT   20   21   19   40   41                                             
CONECT   21   20   42                                                       
CONECT   22   19   23   24   43                                             
CONECT   23   22   44                                                       
CONECT   24   25   26   22   45                                             
CONECT   25   24   46                                                       
CONECT   26   27   17   24   47                                             
CONECT   27   26   48                                                       
CONECT   28   29   15   49                                                  
CONECT   29   28   11   30                                                  
CONECT   30   29   50                                                       
CONECT   31    4                                                            
CONECT   32    6                                                            
CONECT   33    7                                                            
CONECT   34    9                                                            
CONECT   35   10                                                            
CONECT   36   13                                                            
CONECT   37   14                                                            
CONECT   38   17                                                            
CONECT   39   19                                                            
CONECT   40   20                                                            
CONECT   41   20                                                            
CONECT   42   21                                                            
CONECT   43   22                                                            
CONECT   44   23                                                            
CONECT   45   24                                                            
CONECT   46   25                                                            
CONECT   47   26                                                            
CONECT   48   27                                                            
CONECT   49   28                                                            
CONECT   50   30                                                            
MASTER        0    0    0    0    0    0    0    0   50    0  104    0
END

RDKit          3D

50 52  0  0  0  0  0  0  0  0999 V2000
    1.9646   -5.0180    1.9104 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5239   -3.8844    2.1096 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7360   -3.2565    3.4336 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9690   -3.4420    4.0686 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1825   -2.8865    5.3251 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4014   -3.0777    5.9063 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1821   -2.1622    5.9651 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9517   -2.0035    5.3345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0096   -1.2984    5.9985 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7114   -2.5488    4.0759 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7326   -3.2460    1.0278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0339   -4.0663    0.1885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0602   -5.4322    0.3042 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8198   -3.5191   -0.8241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8260   -2.1412   -1.0474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6383   -1.7372   -2.0711 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5774   -0.3639   -2.4803 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1659    0.4919   -1.4966 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1018    1.8792   -1.8799 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6390    2.7034   -0.7068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9220    2.3459    0.4801 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9071    2.1199   -3.1606 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7916    3.4755   -3.5916 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3980    1.1933   -4.2677 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2474    1.3305   -5.4173 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3682   -0.2615   -3.7997 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7803   -1.0578   -4.8407 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0375   -1.3150   -0.2426 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7395   -1.8668    0.7848 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5290   -1.0387    1.5343 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7585   -4.0135    3.5871 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3985   -2.6562    6.7819 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3375   -1.7249    6.9458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8152   -1.2702    5.4560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2569   -2.4339    3.6011 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6976   -5.6973    0.8756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4195   -4.1778   -1.4477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5284   -0.0911   -2.6630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0461    2.1476   -2.0215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6976    2.4925   -0.5226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5151    3.7769   -0.8759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0516    1.3824    0.5703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9721    1.9222   -2.9856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1899    3.4984   -4.4862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4010    1.5106   -4.5990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9703    0.6177   -6.0289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3925   -0.6310   -3.6649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7155   -1.9664   -4.4854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0190   -0.2416   -0.3945 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4600   -0.1219    1.2164 H   0  0  0  0  0  0  0  0  0  0  0  0
 28 29  2  0
 22 19  1  0
 11 12  2  0
 12 14  1  0
 19 18  1  0
 12 13  1  0
 15 16  1  0
 11 29  1  0
 18 17  1  0
 22 23  1  0
 24 25  1  0
 11  2  1  0
 29 30  1  0
  3  2  1  0
 26 27  1  0
  3 10  2  0
 10  8  1  0
 20 21  1  0
  8  7  2  0
 17 26  1  0
  7  5  1  0
 26 24  1  0
  5  4  2  0
  4  3  1  0
 14 15  2  0
  5  6  1  0
 24 22  1  0
  8  9  1  0
 15 28  1  0
  2  1  2  0
 17 16  1  0
 19 20  1  0
 17 38  1  6
 22 43  1  1
 23 44  1  0
 24 45  1  6
 25 46  1  0
 26 47  1  1
 27 48  1  0
 20 40  1  0
 20 41  1  0
 19 39  1  6
 21 42  1  0
 14 37  1  0
 28 49  1  0
 13 36  1  0
 30 50  1  0
 10 35  1  0
  7 33  1  0
  4 31  1  0
  6 32  1  0
  9 34  1  0
M  END

View in JSmol

Synonyms

Value	Source
(2,6-Dihydroxy-4-(b-D-glucopyranosyloxy)phenyl)(3,5-dihydroxyphenyl) ketone	Generator
(2,6-Dihydroxy-4-(β-D-glucopyranosyloxy)phenyl)(3,5-dihydroxyphenyl) ketone	Generator

Chemical Formula

C₁₉H₂₀O₁₁

Average Mass

424.3580 Da

Monoisotopic Mass

424.10056 Da

IUPAC Name

(2S,3R,4S,5S,6R)-2-[4-(3,5-dihydroxybenzoyl)-3,5-dihydroxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

Traditional Name

(2S,3R,4S,5S,6R)-2-[4-(3,5-dihydroxybenzoyl)-3,5-dihydroxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C(=C([H])C(O[H])=C1[H])C(=O)C1=C(O[H])C([H])=C(O[C@]2([H])O[C@]([H])(C([H])([H])O[H])[C@@]([H])(O[H])[C@]([H])(O[H])[C@@]2([H])O[H])C([H])=C1O[H]

InChI Identifier

InChI=1S/C19H20O11/c20-6-13-16(26)17(27)18(28)19(30-13)29-10-4-11(23)14(12(24)5-10)15(25)7-1-8(21)3-9(22)2-7/h1-5,13,16-24,26-28H,6H2/t13-,16-,17+,18-,19-/m1/s1

InChI Key

SILOTFUKVQVHLR-LQDZTQBFSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Hypericum humifusum	LOTUS Database	35616633
Hypericum humifusum ssp. austral	JEOL database	Rouis, Z., et al, J. Nat. Prod. 76, 979 (2013)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenolic glycosides. These are organic compounds containing a phenolic structure attached to a glycosyl moiety. Some examples of phenolic structures include lignans, and flavonoids. Among the sugar units found in natural glycosides are D-glucose, L-Fructose, and L rhamnose.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Phenolic glycosides

Alternative Parents

Substituents

Phenolic glycoside
Fatty acyl glycoside
Fatty acyl glycoside of mono- or disaccharide
Benzophenone
Aryl-phenylketone
Diphenylmethane
Alkyl glycoside
Hexose monosaccharide
O-glycosyl compound
Phenoxy compound
Benzoyl
Aryl ketone
Phenol ether
Resorcinol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Oxane
Monosaccharide
Monocyclic benzene moiety
Fatty acyl
Vinylogous acid
Secondary alcohol
Ketone
Polyol
Acetal
Organoheterocyclic compound
Oxacycle
Aldehyde
Alcohol
Organic oxide
Hydrocarbon derivative
Primary alcohol
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	0.05	ALOGPS
logP	0.95	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	6.86	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	197.37 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	98.68 m³·mol⁻¹	ChemAxon
Polarizability	40.54 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

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

71712664

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Rouis, Z., et al. (2013). Rouis, Z., et al, J. Nat. Prod. 76, 979 (2013). J. Nat. Prod..

Showing NP-Card for 2,3',4,5',6-pentahydroxybenzophenone 4-O-beta-D-glucopyranoside (NP0043413)

MOL for NP0043413 (2,3',4,5',6-pentahydroxybenzophenone 4-O-beta-D-glucopyranoside)

3D MOL for NP0043413 (2,3',4,5',6-pentahydroxybenzophenone 4-O-beta-D-glucopyranoside)

3D SDF for NP0043413 (2,3',4,5',6-pentahydroxybenzophenone 4-O-beta-D-glucopyranoside)

3D-SDF for NP0043413 (2,3',4,5',6-pentahydroxybenzophenone 4-O-beta-D-glucopyranoside)

PDB for NP0043413 (2,3',4,5',6-pentahydroxybenzophenone 4-O-beta-D-glucopyranoside)

3D PDB for NP0043413 (2,3',4,5',6-pentahydroxybenzophenone 4-O-beta-D-glucopyranoside)

SMILES for NP0043413 (2,3',4,5',6-pentahydroxybenzophenone 4-O-beta-D-glucopyranoside)

INCHI for NP0043413 (2,3',4,5',6-pentahydroxybenzophenone 4-O-beta-D-glucopyranoside)

Structure for NP0043413 (2,3',4,5',6-pentahydroxybenzophenone 4-O-beta-D-glucopyranoside)

3D Structure for NP0043413 (2,3',4,5',6-pentahydroxybenzophenone 4-O-beta-D-glucopyranoside)