NP-MRD: Showing NP-Card for (2s,3r,4s,5s,6r)-2-{4-[(1e)-2-[(2s,3s)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-2,3-dihydro-1-benzofuran-4-yl]ethenyl]phenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol (NP0247232)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-07 09:00:22 UTC

Updated at

2022-09-07 09:00:22 UTC

NP-MRD ID

NP0247232

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s,3r,4s,5s,6r)-2-{4-[(1e)-2-[(2s,3s)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-2,3-dihydro-1-benzofuran-4-yl]ethenyl]phenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

Description

Gnemonoside E belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety. (2s,3r,4s,5s,6r)-2-{4-[(1e)-2-[(2s,3s)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-2,3-dihydro-1-benzofuran-4-yl]ethenyl]phenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol is found in Gnetum gnemonoides. (2s,3r,4s,5s,6r)-2-{4-[(1e)-2-[(2s,3s)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-2,3-dihydro-1-benzofuran-4-yl]ethenyl]phenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol was first documented in 2002 (PMID: 12045334). Based on a literature review very few articles have been published on Gnemonoside E.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072211002D          

 56 62  0  0  1  0            999 V2000
    1.8500    8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    7.4250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2789    7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    6.1875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9934    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5249    1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7179    2.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4630    2.8207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3440    2.9922    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0150    3.4338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8220    3.2623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3740    3.8754    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0769    2.4777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4699    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0574   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7676   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1801    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0051    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4176    1.1270    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2426    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6551    1.8414    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4801    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8926    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2426    2.5559    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6551    3.2704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4176    2.5559    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0051    3.2704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0051    1.8414    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1801    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7676    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0574    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    5.7750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5645    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500    6.1875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1355    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500    7.0125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1355    7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  1  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 13 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  1  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 21 28  1  0  0  0  0
 20 29  1  0  0  0  0
 29 30  1  6  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 35 34  1  6  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  6  0  0  0
 38 39  1  0  0  0  0
 37 40  1  0  0  0  0
 40 41  1  1  0  0  0
 40 42  1  0  0  0  0
 42 43  1  6  0  0  0
 42 44  1  0  0  0  0
 35 44  1  0  0  0  0
 44 45  1  1  0  0  0
 33 46  1  0  0  0  0
 46 47  2  0  0  0  0
 30 47  1  0  0  0  0
 29 48  1  0  0  0  0
 18 48  1  0  0  0  0
 10 49  1  0  0  0  0
 49 50  2  0  0  0  0
  7 50  1  0  0  0  0
  5 51  1  0  0  0  0
 51 52  1  6  0  0  0
 51 53  1  0  0  0  0
 53 54  1  1  0  0  0
 53 55  1  0  0  0  0
  3 55  1  0  0  0  0
 55 56  1  6  0  0  0
M  END

     RDKit          3D

 98104  0  0  0  0  0  0  0  0999 V2000
   -9.9400    4.3304   -1.5388 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7673    2.9591   -1.5464 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8282    2.4711   -2.6302 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.6095    3.0438   -2.4232 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5319    2.1847   -2.5312 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.4966    1.3874   -1.4079 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4224    1.0701   -0.5867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6120    0.2489    0.5089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5630   -0.0980    1.3602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2745    0.3457    1.1761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1499    0.0085    2.0457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2034   -0.7177    3.1155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1622   -1.1184    4.0371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5763   -1.4598    5.3409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6956   -1.8590    6.3104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1314   -2.1945    7.6025 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6483   -1.9335    6.0138 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0949   -1.6105    4.7489 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1874   -1.2147    3.7857 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9435   -1.0805    2.5448 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3394   -1.6401    1.3254 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5122   -0.9969    0.1309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0333   -1.5064   -1.0528 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1231   -0.8820   -2.2683 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7627   -2.6839   -1.0169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9370   -3.3299    0.1823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6694   -4.5076    0.2031 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3810   -2.8001    1.3559 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2213   -1.8414    2.8501 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3421   -1.5187    1.9741 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0556   -0.3470    2.0988 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1089   -0.1111    1.2484 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4928   -0.9818    0.2755 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5218   -0.8271   -0.6056 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4072    0.2419   -0.7117 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.4492    0.6953   -2.0245 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1341    1.9093   -2.0359 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.9520    2.6722   -3.3278 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6335    2.9857   -3.5959 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6170    1.6915   -1.8006 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.1473    2.6683   -0.9554 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8750    0.3051   -1.2411 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.0840   -0.5723   -2.2845 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8140   -0.1675   -0.3064 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.1258    0.2902    0.9659 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7521   -2.1594    0.1724 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6974   -2.4250    1.0035 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4027   -1.6004    4.2069 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0940    1.1758    0.0652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1359    1.5140   -0.7705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7097    1.2291   -3.7192 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.7237    1.8703   -4.9316 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8995    0.3367   -3.5735 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.5800   -0.9377   -3.1085 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8525    0.9613   -2.5934 C   0  0  2  0  0  0  0  0  0  0  0  0
  -10.1577    0.5490   -2.9385 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1409    4.6142   -2.4853 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7148    2.3820   -1.5067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2433    2.7167   -0.5732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3043    2.8191   -3.5920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5622    2.6815   -2.6563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6214   -0.1316    0.6993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7651   -0.7562    2.2192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2061    0.4589    1.7993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2206   -1.0973    3.3512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6440   -1.4003    5.5836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4970   -2.4841    8.3079 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3333   -2.2479    6.7883 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2102   -0.0354    2.3708 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0791   -0.0668    0.0534 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9276   -1.1238   -2.8526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1993   -3.1006   -1.9396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1182   -5.3573    0.0617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5310   -3.3192    2.2660 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9235   -2.9273    2.7584 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7646    0.3515    2.8614 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6634    0.8210    1.3647 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1252    1.0559    0.0023 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7238    2.5253   -1.2148 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4641    2.1635   -4.1714 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4992    3.6464   -3.2180 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0690    2.8480   -2.7835 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1623    1.7645   -2.7634 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1901    2.2662   -0.0453 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8612    0.3806   -0.6957 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7583   -1.4891   -2.0990 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8813   -1.2840   -0.2783 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3894   -0.4392    1.5630 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0150   -2.8853   -0.5828 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1610   -3.3479    0.8812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0794    1.5395   -0.0987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9367    2.1716   -1.6345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8030    0.5540   -3.7304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4376    2.5107   -5.0825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3809    0.2203   -4.5579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3825   -1.5019   -3.2206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6571    0.5454   -1.5875 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5382   -0.0645   -2.2795 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 29  1  0
 29 48  1  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  2  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 37 40  1  0
 40 41  1  0
 40 42  1  0
 42 43  1  0
 42 44  1  0
 44 45  1  0
 33 46  1  0
 46 47  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 25 26  1  0
 26 27  1  0
 26 28  2  0
 10 49  1  0
 49 50  2  0
  5 51  1  0
 51 52  1  0
 51 53  1  0
 53 54  1  0
 53 55  1  0
 55 56  1  0
 55  3  1  0
 50  7  1  0
 19 13  1  0
 47 30  1  0
 28 21  1  0
 48 18  1  0
 44 35  1  0
  1 57  1  0
  2 58  1  0
  2 59  1  0
  3 60  1  6
  5 61  1  6
  8 62  1  0
  9 63  1  0
 11 64  1  0
 12 65  1  0
 14 66  1  0
 16 67  1  0
 17 68  1  0
 20 69  1  6
 29 75  1  1
 31 76  1  0
 32 77  1  0
 35 78  1  1
 37 79  1  1
 38 80  1  0
 38 81  1  0
 39 82  1  0
 40 83  1  6
 41 84  1  0
 42 85  1  1
 43 86  1  0
 44 87  1  1
 45 88  1  0
 46 89  1  0
 47 90  1  0
 22 70  1  0
 24 71  1  0
 25 72  1  0
 27 73  1  0
 28 74  1  0
 49 91  1  0
 50 92  1  0
 51 93  1  6
 52 94  1  0
 53 95  1  6
 54 96  1  0
 55 97  1  1
 56 98  1  0
M  END


  Mrv1652309072211002D          

 56 62  0  0  1  0            999 V2000
    1.8500    8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    7.4250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2789    7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    6.1875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9934    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5249    1.8646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7179    2.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4630    2.8207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3440    2.9922    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0150    3.4338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8220    3.2623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3740    3.8754    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0769    2.4777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4699    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0574   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7676   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1801    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0051    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4176    1.1270    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2426    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6551    1.8414    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4801    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8926    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2426    2.5559    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6551    3.2704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4176    2.5559    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0051    3.2704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0051    1.8414    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1801    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7676    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0574    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    5.7750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5645    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500    6.1875    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1355    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500    7.0125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1355    7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  1  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 13 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  1  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 21 28  1  0  0  0  0
 20 29  1  0  0  0  0
 29 30  1  6  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 35 34  1  6  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  6  0  0  0
 38 39  1  0  0  0  0
 37 40  1  0  0  0  0
 40 41  1  1  0  0  0
 40 42  1  0  0  0  0
 42 43  1  6  0  0  0
 42 44  1  0  0  0  0
 35 44  1  0  0  0  0
 44 45  1  1  0  0  0
 33 46  1  0  0  0  0
 46 47  2  0  0  0  0
 30 47  1  0  0  0  0
 29 48  1  0  0  0  0
 18 48  1  0  0  0  0
 10 49  1  0  0  0  0
 49 50  2  0  0  0  0
  7 50  1  0  0  0  0
  5 51  1  0  0  0  0
 51 52  1  6  0  0  0
 51 53  1  0  0  0  0
 53 54  1  1  0  0  0
 53 55  1  0  0  0  0
  3 55  1  0  0  0  0
 55 56  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0247232

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC[C@H]1O[C@@H](OC2=CC=C(\C=C\C3=CC(O)=CC4=C3[C@@H]([C@H](O4)C3=CC=C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C=C3)C3=CC(O)=CC(O)=C3)C=C2)[C@H](O)[C@@H](O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C40H42O16/c41-16-28-32(46)34(48)36(50)39(55-28)52-25-7-2-18(3-8-25)1-4-20-11-24(45)15-27-30(20)31(21-12-22(43)14-23(44)13-21)38(54-27)19-5-9-26(10-6-19)53-40-37(51)35(49)33(47)29(17-42)56-40/h1-15,28-29,31-51H,16-17H2/b4-1+/t28-,29-,31+,32-,33-,34+,35+,36-,37-,38-,39-,40-/m1/s1

> <INCHI_KEY>
ZYDYBBVQQUAKSD-DLSZBKKWSA-N

> <FORMULA>
C40H42O16

> <MOLECULAR_WEIGHT>
778.76

> <EXACT_MASS>
778.247285272

> <JCHEM_ACCEPTOR_COUNT>
16

> <JCHEM_ATOM_COUNT>
98

> <JCHEM_AVERAGE_POLARIZABILITY>
78.27399353785586

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
11

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3R,4S,5S,6R)-2-{4-[(E)-2-[(2S,3S)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-2,3-dihydro-1-benzofuran-4-yl]ethenyl]phenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <JCHEM_LOGP>
1.4243582833333337

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.38523637030383

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.754012045134905

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6483953456291944

> <JCHEM_POLAR_SURFACE_AREA>
268.67999999999995

> <JCHEM_REFRACTIVITY>
194.32829999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3R,4S,5S,6R)-2-{4-[(E)-2-[(2S,3S)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-2,3-dihydro-1-benzofuran-4-yl]ethenyl]phenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  O   UNK     0       3.453  16.170   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       4.787  15.400   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.787  13.860   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       6.121  13.090   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       6.121  11.550   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       7.454  10.780   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       7.454   9.240   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.788   8.470   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.788   6.930   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.454   6.160   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.454   4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.121   3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       8.788  -0.770   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.322   2.016   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.846   3.481   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.340   3.801   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.864   5.265   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -0.642   5.586   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       1.895   6.410   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.401   6.090   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       4.432   7.234   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       3.877   4.625   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.417   0.770   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       0.877   0.770   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       0.107  -0.564   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -1.433  -0.564   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -2.203   0.770   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -3.743   0.770   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      -4.513   2.104   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      -6.053   2.104   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      -6.823   3.437   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -8.363   3.437   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      -9.133   2.104   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      -6.053   4.771   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      -6.823   6.105   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0      -4.513   4.771   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      -3.743   6.105   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0      -3.743   3.437   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0      -2.203   3.437   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0      -1.433   2.104   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       0.107   2.104   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0       3.322  -0.476   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0       6.121   6.930   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0       6.121   8.470   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0       4.787  10.780   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0       4.787   9.240   0.000  0.00  0.00           O+0
HETATM   53  C   UNK     0       3.453  11.550   0.000  0.00  0.00           C+0
HETATM   54  O   UNK     0       2.120  10.780   0.000  0.00  0.00           O+0
HETATM   55  C   UNK     0       3.453  13.090   0.000  0.00  0.00           C+0
HETATM   56  O   UNK     0       2.120  13.860   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   55                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   51                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   50                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   49                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   19                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19   48                                                  
CONECT   19   18   13   20                                                  
CONECT   20   19   21   29                                                  
CONECT   21   20   22   28                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   21                                                       
CONECT   29   20   30   48                                                  
CONECT   30   29   31   47                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34   46                                                  
CONECT   34   33   35                                                       
CONECT   35   34   36   44                                                  
CONECT   36   35   37                                                       
CONECT   37   36   38   40                                                  
CONECT   38   37   39                                                       
CONECT   39   38                                                            
CONECT   40   37   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40   43   44                                                  
CONECT   43   42                                                            
CONECT   44   42   35   45                                                  
CONECT   45   44                                                            
CONECT   46   33   47                                                       
CONECT   47   46   30                                                       
CONECT   48   29   18                                                       
CONECT   49   10   50                                                       
CONECT   50   49    7                                                       
CONECT   51    5   52   53                                                  
CONECT   52   51                                                            
CONECT   53   51   54   55                                                  
CONECT   54   53                                                            
CONECT   55   53    3   56                                                  
CONECT   56   55                                                            
MASTER        0    0    0    0    0    0    0    0   56    0  124    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₄₀H₄₂O₁₆

Average Mass

778.7600 Da

Monoisotopic Mass

778.24729 Da

IUPAC Name

(2S,3R,4S,5S,6R)-2-{4-[(E)-2-[(2S,3S)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-2,3-dihydro-1-benzofuran-4-yl]ethenyl]phenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

Traditional Name

CAS Registry Number

Not Available

SMILES

OC[C@H]1O[C@@H](OC2=CC=C(\C=C\C3=CC(O)=CC4=C3[C@@H]([C@H](O4)C3=CC=C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C=C3)C3=CC(O)=CC(O)=C3)C=C2)[C@H](O)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C40H42O16/c41-16-28-32(46)34(48)36(50)39(55-28)52-25-7-2-18(3-8-25)1-4-20-11-24(45)15-27-30(20)31(21-12-22(43)14-23(44)13-21)38(54-27)19-5-9-26(10-6-19)53-40-37(51)35(49)33(47)29(17-42)56-40/h1-15,28-29,31-51H,16-17H2/b4-1+/t28-,29-,31+,32-,33-,34+,35+,36-,37-,38-,39-,40-/m1/s1

InChI Key

ZYDYBBVQQUAKSD-DLSZBKKWSA-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
Gnetum gnemonoides	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

2-arylbenzofuran flavonoids

Sub Class

Not Available

Direct Parent

2-arylbenzofuran flavonoids

Alternative Parents

Substituents

2-arylbenzofuran flavonoid
Stilbene glycoside
Fatty acyl glycoside
Fatty acyl glycoside of mono- or disaccharide
1-phenylcoumaran
Phenolic glycoside
Stilbene
Alkyl glycoside
Glycosyl compound
O-glycosyl compound
Coumaran
Phenoxy compound
Phenol ether
Resorcinol
Styrene
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Benzenoid
Fatty acyl
Monocyclic benzene moiety
Monosaccharide
Oxane
Secondary alcohol
Organoheterocyclic compound
Oxacycle
Ether
Acetal
Polyol
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Alcohol
Primary alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	1.42	ChemAxon
pKa (Strongest Acidic)	8.75	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	11	ChemAxon
Polar Surface Area	268.68 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	194.33 m³·mol⁻¹	ChemAxon
Polarizability	78.27 Å³	ChemAxon
Number of Rings	7	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

9193362

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11018178

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Iliya I, Tanaka T, Iinuma M, Ali Z, Furasawa M, Nakaya K, Shirataki Y, Murata J, Darnaedi D: Stilbene derivatives from two species of Gnetaceae. Chem Pharm Bull (Tokyo). 2002 Jun;50(6):796-801. doi: 10.1248/cpb.50.796. [PubMed:12045334 ]
LOTUS database [Link]

Showing NP-Card for (2s,3r,4s,5s,6r)-2-{4-[(1e)-2-[(2s,3s)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-2,3-dihydro-1-benzofuran-4-yl]ethenyl]phenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol (NP0247232)

MOL for NP0247232 ((2s,3r,4s,5s,6r)-2-{4-[(1e)-2-[(2s,3s)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-2,3-dihydro-1-benzofuran-4-yl]ethenyl]phenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D MOL for NP0247232 ((2s,3r,4s,5s,6r)-2-{4-[(1e)-2-[(2s,3s)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-2,3-dihydro-1-benzofuran-4-yl]ethenyl]phenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D SDF for NP0247232 ((2s,3r,4s,5s,6r)-2-{4-[(1e)-2-[(2s,3s)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-2,3-dihydro-1-benzofuran-4-yl]ethenyl]phenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D-SDF for NP0247232 ((2s,3r,4s,5s,6r)-2-{4-[(1e)-2-[(2s,3s)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-2,3-dihydro-1-benzofuran-4-yl]ethenyl]phenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

PDB for NP0247232 ((2s,3r,4s,5s,6r)-2-{4-[(1e)-2-[(2s,3s)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-2,3-dihydro-1-benzofuran-4-yl]ethenyl]phenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D PDB for NP0247232 ((2s,3r,4s,5s,6r)-2-{4-[(1e)-2-[(2s,3s)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-2,3-dihydro-1-benzofuran-4-yl]ethenyl]phenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

SMILES for NP0247232 ((2s,3r,4s,5s,6r)-2-{4-[(1e)-2-[(2s,3s)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-2,3-dihydro-1-benzofuran-4-yl]ethenyl]phenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

INCHI for NP0247232 ((2s,3r,4s,5s,6r)-2-{4-[(1e)-2-[(2s,3s)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-2,3-dihydro-1-benzofuran-4-yl]ethenyl]phenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

Structure for NP0247232 ((2s,3r,4s,5s,6r)-2-{4-[(1e)-2-[(2s,3s)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-2,3-dihydro-1-benzofuran-4-yl]ethenyl]phenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol)

3D Structure for NP0247232 ((2s,3r,4s,5s,6r)-2-{4-[(1e)-2-[(2s,3s)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-{[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-2,3-dihydro-1-benzofuran-4-yl]ethenyl]phenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol)