NP-MRD: Showing NP-Card for 5-[(2r,3r)-4-[(2r,3r,4r,5s)-4-[(2r,3r)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-2,5-bis(4-hydroxyphenyl)oxolan-3-yl]-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol (NP0326300)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

1.0

Created at

2022-09-12 07:44:04 UTC

Updated at

2022-09-12 07:44:04 UTC

NP-MRD ID

NP0326300

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-[(2r,3r)-4-[(2r,3r,4r,5s)-4-[(2r,3r)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-2,5-bis(4-hydroxyphenyl)oxolan-3-yl]-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol

Description

2Beta,5beta-Bis(4-hydroxyphenyl)-3beta,4alpha-bis[2,3-dihydro-6-hydroxy-2beta-(4-hydroxyphenyl)-3alpha-(3,5-dihydroxyphenyl)benzofuran-4-yl]tetrahydrofuran belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety. 5-[(2r,3r)-4-[(2r,3r,4r,5s)-4-[(2r,3r)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-2,5-bis(4-hydroxyphenyl)oxolan-3-yl]-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol is found in Hopea parviflora. Based on a literature review very few articles have been published on 2beta,5beta-Bis(4-hydroxyphenyl)-3beta,4alpha-bis[2,3-dihydro-6-hydroxy-2beta-(4-hydroxyphenyl)-3alpha-(3,5-dihydroxyphenyl)benzofuran-4-yl]tetrahydrofuran.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309122209442D          

 69 79  0  0  1  0            999 V2000
   -0.7108    1.7249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2576    1.7826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3467    2.5071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2138    2.8445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8269    2.2925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6115    2.5474    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8664    3.3320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6914    3.3320    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1764    3.9995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8408    4.7532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4082    5.3381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1462    5.3344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4805    6.2306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4818    4.5807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9968    3.9132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9464    2.5474    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7310    2.2925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9025    1.4855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6871    1.2306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2014    0.5278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3002    1.7826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1287    2.5896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3441    2.8445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3441    3.6695    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6766    4.1544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9230    3.8189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2555    4.3038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7559    3.7845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3418    5.1243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0954    5.4598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1622    6.4228    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7629    4.9749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1287    3.9245    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3836    4.7091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8316    5.3222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0866    6.1068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8935    6.2783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2557    7.0653    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4456    5.6652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1906    4.8806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6136    3.2570    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    2.0625    0.0000 C   0  0  2  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
    4.4543   -0.7396    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  1  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
   -0.1927    3.4811    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
    1.6155    4.3002    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  2  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
   -2.0253    0.2259    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
    1.6553    1.4855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8707    1.2306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  6  5  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  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
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
  9 15  1  0  0  0  0
  8 16  1  0  0  0  0
 16 17  1  1  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 17 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  1  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  2  0  0  0  0
 25 32  1  0  0  0  0
 24 33  1  0  0  0  0
 33 34  1  6  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 39 40  2  0  0  0  0
 34 40  1  0  0  0  0
 33 41  1  0  0  0  0
 22 41  1  0  0  0  0
 16 42  1  0  0  0  0
  6 42  1  0  0  0  0
 42 43  1  6  0  0  0
 43 44  2  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 45 47  2  0  0  0  0
 47 48  1  0  0  0  0
 48 49  2  0  0  0  0
 43 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  6  0  0  0
 51 52  2  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 53 55  2  0  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
 56 58  2  0  0  0  0
 51 58  1  0  0  0  0
 50 59  1  0  0  0  0
 59 60  1  1  0  0  0
 60 61  2  0  0  0  0
 61 62  1  0  0  0  0
 62 63  2  0  0  0  0
 63 64  1  0  0  0  0
 63 65  1  0  0  0  0
 65 66  2  0  0  0  0
 60 66  1  0  0  0  0
 59 67  1  0  0  0  0
 48 67  1  0  0  0  0
  5 68  1  0  0  0  0
 68 69  2  0  0  0  0
  2 69  1  0  0  0  0
M  END

     RDKit          3D

113123  0  0  0  0  0  0  0  0999 V2000
    3.6311    3.2104   -5.9863 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1082    3.0368   -4.7245 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6598    2.2603   -3.7297 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0782    2.1149   -2.4625 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9213    2.7610   -2.1915 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1555    2.5801   -0.9499 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2397    2.9196   -1.2967 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6788    2.7630   -0.0203 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9786    3.2401    0.4009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0618    3.7126    1.7215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2146    4.1863    2.2792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3665    4.2110    1.5324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5497    4.6918    2.1010 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3235    3.7477    0.2125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1160    3.2725   -0.3228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5108    1.2126    0.0389 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3596    0.7988   -1.1217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9922    1.1592   -2.3837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8488    1.0617   -3.4850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3704    1.4593   -4.7192 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1010    0.5785   -3.2671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4846    0.1940   -1.9708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6282    0.2764   -0.8610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3002   -0.4455    0.1909 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3807   -0.0106    1.5421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3074    0.8466    2.0850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3516    1.2016    3.3933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3063    2.0673    3.8750 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4377    0.7098    4.2947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4752   -0.1623    3.8034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5350   -0.6641    4.7189 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4491   -0.5071    2.4849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6539   -0.8465   -0.3447 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8552   -2.2791   -0.6549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0222   -2.9009   -1.5545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2770   -4.2203   -1.9732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3468   -4.8977   -1.4959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6665   -6.2185   -1.8725 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1833   -4.2873   -0.5960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9257   -2.9723   -0.1793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7160   -0.2680   -1.6474 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0245    1.2424   -0.2492 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6886    1.2875    1.0954 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7175    2.3725    1.9325 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4327    2.4817    3.1212 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3556    3.6567    3.8345 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1782    1.4129    3.5024 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1890    0.2711    2.6919 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4748    0.1786    1.5001 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7914   -1.1636    0.9822 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3583   -1.2108   -0.3944 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5121   -0.5419   -0.6295 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1478   -0.6728   -1.8502 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3159    0.0226   -2.0424 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6374   -1.4627   -2.8365 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4468   -2.1498   -2.6027 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9559   -2.9352   -3.6084 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8122   -2.0110   -1.3615 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9591   -1.6187    1.8190 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1588   -3.0668    1.9456 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4392   -4.0854    1.4463 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8528   -5.4059    1.6310 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9987   -5.7219    2.3227 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3752   -7.0723    2.4798 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7370   -4.6862    2.8364 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3269   -3.4019    2.6525 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8855   -0.8952    2.9787 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3496    3.5647   -3.2049 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9245    3.6971   -4.4260 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2688    3.9190   -6.2872 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5923    1.7426   -3.9662 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5539    1.5357   -1.7221 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4174    3.4277   -0.3266 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0480    3.3111    0.5789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1438    3.6996    2.3489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2311    4.5535    3.3259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4908    5.0098    3.0782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2439    3.7764   -0.3070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1502    2.9578   -1.3618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7179    0.8073    0.9864 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0129    1.3932   -2.5905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4129    1.8055   -4.8117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7702    0.5203   -4.1176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7921   -1.5202    0.2539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0603    1.2616    1.4239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1940    1.6862    4.2394 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4448    0.9860    5.3526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7980   -1.5477    5.1844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6909   -1.1940    2.1149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5143   -0.4355    0.1935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1531   -2.4351   -1.9821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6107   -4.7121   -2.6950 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2857   -6.3425   -2.6914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0432   -4.8357   -0.2224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6386   -2.5722    0.5191 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3943    0.4260   -0.7854 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1838    3.2524    1.6539 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0381    4.4211    3.6458 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7411    1.4759    4.4188 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9064   -1.7810    1.0976 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9447    0.1205    0.0794 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1771   -0.4280   -1.7825 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1280   -1.5754   -3.8123 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2740   -3.9192   -3.6180 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9001   -2.5684   -1.2260 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9129   -1.2842    1.2366 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5330   -3.8242    0.8986 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2685   -6.2047    1.2175 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9705   -7.4539    1.7412 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6613   -4.9149    3.3920 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9566   -2.6149    3.0911 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4375    4.0755   -2.9798 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4801    4.3198   -5.2174 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5 68  1  0
 68 69  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8 16  1  0
 16 42  1  0
 42 43  1  0
 43 44  2  0
 44 45  1  0
 45 46  1  0
 45 47  2  0
 47 48  1  0
 48 49  2  0
 49 50  1  0
 50 59  1  0
 59 67  1  0
 59 60  1  0
 60 61  2  0
 61 62  1  0
 62 63  2  0
 63 64  1  0
 63 65  1  0
 65 66  2  0
 50 51  1  0
 51 52  2  0
 52 53  1  0
 53 54  1  0
 53 55  2  0
 55 56  1  0
 56 57  1  0
 56 58  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 33  1  0
 33 41  1  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 36 37  2  0
 37 38  1  0
 37 39  1  0
 39 40  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 27 29  2  0
 29 30  1  0
 30 31  1  0
 30 32  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 69  2  1  0
 42  6  1  0
 49 43  1  0
 66 60  1  0
 58 51  1  0
 23 17  1  0
 40 34  1  0
 32 25  1  0
 15  9  1  0
 67 48  1  0
 41 22  1  0
  1 70  1  0
  3 71  1  0
  4 72  1  0
 68112  1  0
 69113  1  0
  6 73  1  1
  8 74  1  1
 16 80  1  1
 42 96  1  6
 44 97  1  0
 46 98  1  0
 47 99  1  0
 50100  1  6
 59106  1  6
 61107  1  0
 62108  1  0
 64109  1  0
 65110  1  0
 66111  1  0
 52101  1  0
 54102  1  0
 55103  1  0
 57104  1  0
 58105  1  0
 18 81  1  0
 20 82  1  0
 21 83  1  0
 24 84  1  1
 33 90  1  1
 35 91  1  0
 36 92  1  0
 38 93  1  0
 39 94  1  0
 40 95  1  0
 26 85  1  0
 28 86  1  0
 29 87  1  0
 31 88  1  0
 32 89  1  0
 10 75  1  0
 11 76  1  0
 13 77  1  0
 14 78  1  0
 15 79  1  0
M  END


  Mrv1652309122209442D          

 69 79  0  0  1  0            999 V2000
   -0.7108    1.7249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2576    1.7826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3467    2.5071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2138    2.8445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8269    2.2925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6115    2.5474    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8664    3.3320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6914    3.3320    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1764    3.9995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8408    4.7532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4082    5.3381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1462    5.3344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4805    6.2306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4818    4.5807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9968    3.9132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9464    2.5474    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7310    2.2925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9025    1.4855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6871    1.2306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2014    0.5278    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3002    1.7826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1287    2.5896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3441    2.8445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3441    3.6695    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6766    4.1544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9230    3.8189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2555    4.3038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7559    3.7845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3418    5.1243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0954    5.4598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1622    6.4228    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7629    4.9749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1287    3.9245    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.3836    4.7091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8316    5.3222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0866    6.1068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8935    6.2783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2557    7.0653    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4456    5.6652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1906    4.8806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6136    3.2570    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    2.0625    0.0000 C   0  0  2  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
    4.4543   -0.7396    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  1  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
   -0.1927    3.4811    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
    1.6155    4.3002    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  2  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
   -2.0253    0.2259    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
    1.6553    1.4855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8707    1.2306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  6  5  1  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  1  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
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
  9 15  1  0  0  0  0
  8 16  1  0  0  0  0
 16 17  1  1  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 17 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  1  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  2  0  0  0  0
 25 32  1  0  0  0  0
 24 33  1  0  0  0  0
 33 34  1  6  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 39 40  2  0  0  0  0
 34 40  1  0  0  0  0
 33 41  1  0  0  0  0
 22 41  1  0  0  0  0
 16 42  1  0  0  0  0
  6 42  1  0  0  0  0
 42 43  1  6  0  0  0
 43 44  2  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 45 47  2  0  0  0  0
 47 48  1  0  0  0  0
 48 49  2  0  0  0  0
 43 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  6  0  0  0
 51 52  2  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 53 55  2  0  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
 56 58  2  0  0  0  0
 51 58  1  0  0  0  0
 50 59  1  0  0  0  0
 59 60  1  1  0  0  0
 60 61  2  0  0  0  0
 61 62  1  0  0  0  0
 62 63  2  0  0  0  0
 63 64  1  0  0  0  0
 63 65  1  0  0  0  0
 65 66  2  0  0  0  0
 60 66  1  0  0  0  0
 59 67  1  0  0  0  0
 48 67  1  0  0  0  0
  5 68  1  0  0  0  0
 68 69  2  0  0  0  0
  2 69  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0326300

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1=CC=C(C=C1)[C@H]1O[C@H]([C@H]([C@@H]1C1=CC(O)=CC2=C1[C@H]([C@@H](O2)C1=CC=C(O)C=C1)C1=CC(O)=CC(O)=C1)C1=CC(O)=CC2=C1[C@H]([C@@H](O2)C1=CC=C(O)C=C1)C1=CC(O)=CC(O)=C1)C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C56H44O13/c57-33-9-1-27(2-10-33)53-47(31-17-37(61)21-38(62)18-31)49-43(23-41(65)25-45(49)67-53)51-52(56(30-7-15-36(60)16-8-30)69-55(51)29-5-13-35(59)14-6-29)44-24-42(66)26-46-50(44)48(32-19-39(63)22-40(64)20-32)54(68-46)28-3-11-34(58)12-4-28/h1-26,47-48,51-66H/t47-,48-,51+,52+,53+,54+,55-,56+/m1/s1

> <INCHI_KEY>
DPXIUIZIRAPRIE-ZDSRRIDGSA-N

> <FORMULA>
C56H44O13

> <MOLECULAR_WEIGHT>
924.955

> <EXACT_MASS>
924.278191477

> <JCHEM_ACCEPTOR_COUNT>
13

> <JCHEM_ATOM_COUNT>
113

> <JCHEM_AVERAGE_POLARIZABILITY>
93.41235096834353

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-[(2R,3R)-4-[(2R,3R,4R,5S)-4-[(2R,3R)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-2,5-bis(4-hydroxyphenyl)oxolan-3-yl]-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol

> <JCHEM_LOGP>
10.391196111666668

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
11

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.979997096988082

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.592479818199216

> <JCHEM_PKA_STRONGEST_BASIC>
-5.671534132348616

> <JCHEM_POLAR_SURFACE_AREA>
229.98999999999995

> <JCHEM_REFRACTIVITY>
255.30569999999992

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
5-[(2R,3R)-4-[(2R,3R,4R,5S)-4-[(2R,3R)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-2,5-bis(4-hydroxyphenyl)oxolan-3-yl]-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 12-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-22         0                                  
HETATM    1  O   UNK     0      -1.327   3.220   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       0.481   3.328   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.647   4.680   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.266   5.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.410   4.279   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.875   4.755   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       5.351   6.220   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       6.891   6.220   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.796   7.466   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.169   8.873   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.229   9.964   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.606   9.957   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      10.230  11.631   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      10.233   8.551   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.327   7.305   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.367   4.755   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.831   4.279   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.151   2.773   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.616   2.297   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      11.576   0.985   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      11.760   3.328   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.440   4.834   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.976   5.310   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.976   6.850   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.730   7.755   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       7.323   7.129   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.077   8.034   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       5.144   7.064   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       6.238   9.565   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       7.645  10.192   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       7.769  11.989   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       8.891   9.287   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      11.440   7.326   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      11.916   8.790   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      10.886   9.935   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      11.362  11.399   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      12.868  11.720   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      13.544  13.189   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      13.898  10.575   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      13.422   9.110   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      12.345   6.080   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       6.121   3.850   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM   46  O   UNK     0       8.315  -1.381   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0       6.121  -0.770   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0       3.322   2.016   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0       2.846   3.481   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0       1.340   3.801   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0       0.864   5.265   0.000  0.00  0.00           C+0
HETATM   54  O   UNK     0      -0.360   6.498   0.000  0.00  0.00           O+0
HETATM   55  C   UNK     0       1.895   6.410   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0       3.401   6.090   0.000  0.00  0.00           C+0
HETATM   57  O   UNK     0       3.016   8.027   0.000  0.00  0.00           O+0
HETATM   58  C   UNK     0       3.877   4.625   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0       2.417   0.770   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0       0.877   0.770   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0       0.107  -0.564   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0      -1.433  -0.564   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0      -2.203   0.770   0.000  0.00  0.00           C+0
HETATM   64  O   UNK     0      -3.780   0.422   0.000  0.00  0.00           O+0
HETATM   65  C   UNK     0      -1.433   2.104   0.000  0.00  0.00           C+0
HETATM   66  C   UNK     0       0.107   2.104   0.000  0.00  0.00           C+0
HETATM   67  O   UNK     0       3.322  -0.476   0.000  0.00  0.00           O+0
HETATM   68  C   UNK     0       3.090   2.773   0.000  0.00  0.00           C+0
HETATM   69  C   UNK     0       1.625   2.297   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   69                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   68                                                  
CONECT    6    5    7   42                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   16                                                  
CONECT    9    8   10   15                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14    9                                                       
CONECT   16    8   17   42                                                  
CONECT   17   16   18   23                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23   41                                                  
CONECT   23   22   17   24                                                  
CONECT   24   23   25   33                                                  
CONECT   25   24   26   32                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   25                                                       
CONECT   33   24   34   41                                                  
CONECT   34   33   35   40                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   40                                                       
CONECT   40   39   34                                                       
CONECT   41   33   22                                                       
CONECT   42   16    6   43                                                  
CONECT   43   42   44   49                                                  
CONECT   44   43   45                                                       
CONECT   45   44   46   47                                                  
CONECT   46   45                                                            
CONECT   47   45   48                                                       
CONECT   48   47   49   67                                                  
CONECT   49   48   43   50                                                  
CONECT   50   49   51   59                                                  
CONECT   51   50   52   58                                                  
CONECT   52   51   53                                                       
CONECT   53   52   54   55                                                  
CONECT   54   53                                                            
CONECT   55   53   56                                                       
CONECT   56   55   57   58                                                  
CONECT   57   56                                                            
CONECT   58   56   51                                                       
CONECT   59   50   60   67                                                  
CONECT   60   59   61   66                                                  
CONECT   61   60   62                                                       
CONECT   62   61   63                                                       
CONECT   63   62   64   65                                                  
CONECT   64   63                                                            
CONECT   65   63   66                                                       
CONECT   66   65   60                                                       
CONECT   67   59   48                                                       
CONECT   68    5   69                                                       
CONECT   69   68    2                                                       
MASTER        0    0    0    0    0    0    0    0   69    0  158    0
END

View in JSmol

Synonyms

Value	Source
2b,5b-Bis(4-hydroxyphenyl)-3b,4a-bis[2,3-dihydro-6-hydroxy-2b-(4-hydroxyphenyl)-3a-(3,5-dihydroxyphenyl)benzofuran-4-yl]tetrahydrofuran	Generator
2Β,5β-bis(4-hydroxyphenyl)-3β,4α-bis[2,3-dihydro-6-hydroxy-2β-(4-hydroxyphenyl)-3α-(3,5-dihydroxyphenyl)benzofuran-4-yl]tetrahydrofuran	Generator

Chemical Formula

C₅₆H₄₄O₁₃

Average Mass

924.9550 Da

Monoisotopic Mass

924.27819 Da

IUPAC Name

5-[(2R,3R)-4-[(2R,3R,4R,5S)-4-[(2R,3R)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-2,5-bis(4-hydroxyphenyl)oxolan-3-yl]-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol

Traditional Name

CAS Registry Number

Not Available

SMILES

OC1=CC=C(C=C1)[C@H]1O[C@H]([C@H]([C@@H]1C1=CC(O)=CC2=C1[C@H]([C@@H](O2)C1=CC=C(O)C=C1)C1=CC(O)=CC(O)=C1)C1=CC(O)=CC2=C1[C@H]([C@@H](O2)C1=CC=C(O)C=C1)C1=CC(O)=CC(O)=C1)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C56H44O13/c57-33-9-1-27(2-10-33)53-47(31-17-37(61)21-38(62)18-31)49-43(23-41(65)25-45(49)67-53)51-52(56(30-7-15-36(60)16-8-30)69-55(51)29-5-13-35(59)14-6-29)44-24-42(66)26-46-50(44)48(32-19-39(63)22-40(64)20-32)54(68-46)28-3-11-34(58)12-4-28/h1-26,47-48,51-66H/t47-,48-,51+,52+,53+,54+,55-,56+/m1/s1

InChI Key

DPXIUIZIRAPRIE-ZDSRRIDGSA-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
Hopea parviflora	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
Linear 1,7-diphenylheptane skeleton
Tetrahydrofuran lignan
7,7p-epoxylignan
7,8p-epoxylignan
Furanoid lignan
Dibenzylbutane lignan skeleton
1-phenylcoumaran
Stilbene
Coumaran
Resorcinol
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Benzenoid
Monocyclic benzene moiety
Tetrahydrofuran
Oxacycle
Organoheterocyclic compound
Dialkyl ether
Ether
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	10.39	ChemAxon
pKa (Strongest Acidic)	8.59	ChemAxon
pKa (Strongest Basic)	-5.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	13	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	229.99 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	255.31 m³·mol⁻¹	ChemAxon
Polarizability	93.41 Å³	ChemAxon
Number of Rings	11	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

102353979

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 5-[(2r,3r)-4-[(2r,3r,4r,5s)-4-[(2r,3r)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-2,5-bis(4-hydroxyphenyl)oxolan-3-yl]-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol (NP0326300)

MOL for NP0326300 (5-[(2r,3r)-4-[(2r,3r,4r,5s)-4-[(2r,3r)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-2,5-bis(4-hydroxyphenyl)oxolan-3-yl]-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol)

3D MOL for NP0326300 (5-[(2r,3r)-4-[(2r,3r,4r,5s)-4-[(2r,3r)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-2,5-bis(4-hydroxyphenyl)oxolan-3-yl]-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol)

3D SDF for NP0326300 (5-[(2r,3r)-4-[(2r,3r,4r,5s)-4-[(2r,3r)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-2,5-bis(4-hydroxyphenyl)oxolan-3-yl]-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol)

3D-SDF for NP0326300 (5-[(2r,3r)-4-[(2r,3r,4r,5s)-4-[(2r,3r)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-2,5-bis(4-hydroxyphenyl)oxolan-3-yl]-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol)

PDB for NP0326300 (5-[(2r,3r)-4-[(2r,3r,4r,5s)-4-[(2r,3r)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-2,5-bis(4-hydroxyphenyl)oxolan-3-yl]-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol)

3D PDB for NP0326300 (5-[(2r,3r)-4-[(2r,3r,4r,5s)-4-[(2r,3r)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-2,5-bis(4-hydroxyphenyl)oxolan-3-yl]-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol)

SMILES for NP0326300 (5-[(2r,3r)-4-[(2r,3r,4r,5s)-4-[(2r,3r)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-2,5-bis(4-hydroxyphenyl)oxolan-3-yl]-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol)

INCHI for NP0326300 (5-[(2r,3r)-4-[(2r,3r,4r,5s)-4-[(2r,3r)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-2,5-bis(4-hydroxyphenyl)oxolan-3-yl]-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol)

Structure for NP0326300 (5-[(2r,3r)-4-[(2r,3r,4r,5s)-4-[(2r,3r)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-2,5-bis(4-hydroxyphenyl)oxolan-3-yl]-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol)

3D Structure for NP0326300 (5-[(2r,3r)-4-[(2r,3r,4r,5s)-4-[(2r,3r)-3-(3,5-dihydroxyphenyl)-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-4-yl]-2,5-bis(4-hydroxyphenyl)oxolan-3-yl]-6-hydroxy-2-(4-hydroxyphenyl)-2,3-dihydro-1-benzofuran-3-yl]benzene-1,3-diol)