NP-MRD: Showing NP-Card for 5-[6-(2,4-dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-2-(3-hydroxyphenyl)-1-benzofuran-4,6-diol (NP0285342)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-09 13:28:53 UTC

Updated at

2022-09-09 13:28:53 UTC

NP-MRD ID

NP0285342

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-[6-(2,4-dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-2-(3-hydroxyphenyl)-1-benzofuran-4,6-diol

Description

5-[6-(2,4-Dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-2-(3-hydroxyphenyl)-1-benzofuran-4,6-diol belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety. 5-[6-(2,4-dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-2-(3-hydroxyphenyl)-1-benzofuran-4,6-diol is found in Morus macroura. 5-[6-(2,4-Dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-2-(3-hydroxyphenyl)-1-benzofuran-4,6-diol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171505032D          

 43 48  0  0  0  0            999 V2000
    7.1943    1.8028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4798    2.2153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7653    1.8028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0508    2.2153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0508    3.0403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7653    3.4528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4798    3.0403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7653    4.2778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0508    4.6903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0508    5.5153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7653    5.9278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7653    6.7528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4798    5.5153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4798    4.6903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1943    4.2778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2439    3.2118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6918    2.5987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9889    3.9965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5410    4.6096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2860    5.3942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4791    5.5657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2241    6.3503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9270    4.9526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1820    4.1680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6299    3.5549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3364    1.8028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3364    0.9778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0508    0.5653    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6219    0.5653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9074    0.9778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1228    0.7229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6379    1.3903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1228    2.0578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9074    1.8028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6219    2.2153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1370    2.8828    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8129    1.3903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4004    0.6758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4246    0.6758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8371    1.3903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4246    2.1048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8371    2.8193    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4004    2.1048    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  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
  8 14  1  0  0  0  0
 14 15  1  0  0  0  0
  5 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 18 24  1  0  0  0  0
 24 25  1  0  0  0  0
  4 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  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
 30 34  1  0  0  0  0
 34 35  2  0  0  0  0
 26 35  1  0  0  0  0
 35 36  1  0  0  0  0
 32 37  1  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  2  0  0  0  0
 37 43  1  0  0  0  0
M  END

     RDKit          3D

 71 76  0  0  0  0  0  0  0  0999 V2000
   -0.7511    2.0223   -3.6799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8846    1.3124   -2.3827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5949    0.0519   -2.2604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7530   -0.6498   -0.8716 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5919   -0.6419   -0.3181 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9752   -1.6963    0.5301 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0784   -2.6603    0.9701 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2586   -1.8814    0.9998 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2506   -1.0215    0.6439 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5082   -0.9804    0.9410 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0975    0.0572    0.3315 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5217    0.2750    0.5359 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9197    0.7331    1.7999 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2428    0.8672    2.0785 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1860    0.5537    1.1260 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8072    0.1015   -0.1272 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7402   -0.2127   -1.0882 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4707   -0.0289   -0.4014 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1433    0.7204   -0.3969 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9434    0.0252   -0.1914 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6282    0.2018   -0.6576 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5160    1.2946   -1.4893 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9532   -0.0942   -0.2431 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0994   -1.0545   -0.6689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7020   -0.5870   -1.7055 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4911   -2.2779   -0.0997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0643   -2.8127    1.0889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5321   -3.9681    1.6637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5295   -4.6978    1.0236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0403   -5.8828    1.5747 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9799   -4.2018   -0.1560 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4991   -3.0170   -0.7501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0510   -2.6731   -1.9405 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5019    1.2207   -0.6647 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2148    1.9863    0.3678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9141    1.8973    1.6915 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5179    2.6820    2.6490 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4805    3.6152    2.3091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0790    4.4008    3.3151 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7906    3.7089    0.9840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1835    2.9215    0.0145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5901    3.1182   -1.2947 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3530    2.1049   -1.2327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6651    3.1351   -3.4902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7285    1.9515   -4.2647 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0887    1.7111   -4.2887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2423   -0.5283   -3.0857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9211   -1.7368   -1.2022 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3151   -3.4288    1.5770 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5341   -2.6867    1.6633 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1711    0.9910    2.5646 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5108    1.2326    3.0775 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2411    0.6657    1.3770 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0867   -1.1893   -1.1004 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1514   -0.3707   -1.3605 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2859    1.5764   -0.9982 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2435    1.9118   -1.7563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9409   -0.2149    0.8741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3149   -2.2598    1.6575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1723   -4.3732    2.6089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7126   -6.7972    1.4183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7550   -4.7577   -0.6752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9524   -1.9850   -2.5762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1374    1.0810   -1.5612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1559    1.1996    2.0808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2544    2.5919    3.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7798    5.0733    3.0145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5485    4.4361    0.6935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2342    2.6096   -2.0510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6347    2.2456   -0.4189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8070    3.0840   -1.4932 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 23  1  0
 23 34  1  0
 34 43  1  0
 34 35  1  0
 35 36  2  0
 36 37  1  0
 37 38  2  0
 38 39  1  0
 38 40  1  0
 40 41  2  0
 41 42  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 29 31  1  0
 31 32  2  0
 32 33  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 43  2  1  0
 41 35  1  0
 32 26  1  0
 21  5  1  0
 18 12  1  0
 20  9  1  0
  1 44  1  0
  1 45  1  0
  1 46  1  0
  3 47  1  0
  4 48  1  6
 23 58  1  1
 34 64  1  6
 43 70  1  0
 43 71  1  0
 36 65  1  0
 37 66  1  0
 39 67  1  0
 40 68  1  0
 42 69  1  0
 27 59  1  0
 28 60  1  0
 30 61  1  0
 31 62  1  0
 33 63  1  0
  7 49  1  0
  8 50  1  0
 19 56  1  0
 22 57  1  0
 13 51  1  0
 14 52  1  0
 15 53  1  0
 17 54  1  0
 18 55  1  0
M  END


  Mrv1533004171505032D          

 43 48  0  0  0  0            999 V2000
    7.1943    1.8028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4798    2.2153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7653    1.8028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0508    2.2153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0508    3.0403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7653    3.4528    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4798    3.0403    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7653    4.2778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0508    4.6903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0508    5.5153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7653    5.9278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7653    6.7528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4798    5.5153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4798    4.6903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1943    4.2778    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2439    3.2118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6918    2.5987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9889    3.9965    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5410    4.6096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2860    5.3942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4791    5.5657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2241    6.3503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9270    4.9526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1820    4.1680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6299    3.5549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3364    1.8028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3364    0.9778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0508    0.5653    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6219    0.5653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9074    0.9778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1228    0.7229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6379    1.3903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1228    2.0578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9074    1.8028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6219    2.2153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1370    2.8828    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8129    1.3903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4004    0.6758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4246    0.6758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8371    1.3903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4246    2.1048    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8371    2.8193    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4004    2.1048    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  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
  8 14  1  0  0  0  0
 14 15  1  0  0  0  0
  5 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 18 24  1  0  0  0  0
 24 25  1  0  0  0  0
  4 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  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
 30 34  1  0  0  0  0
 34 35  2  0  0  0  0
 26 35  1  0  0  0  0
 35 36  1  0  0  0  0
 32 37  1  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  2  0  0  0  0
 37 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0285342

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=CC(C(C(C1)C1=CC=C(O)C=C1O)C(=O)C1=CC=C(O)C=C1O)C1=C(O)C=C2OC(=CC2=C1O)C1=CC=CC(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C34H28O9/c1-16-9-23(21-7-5-19(36)12-26(21)38)31(33(41)22-8-6-20(37)13-27(22)39)25(10-16)32-28(40)15-30-24(34(32)42)14-29(43-30)17-3-2-4-18(35)11-17/h2-8,10-15,23,25,31,35-40,42H,9H2,1H3

> <INCHI_KEY>
OPMAIQOGIRTPOM-UHFFFAOYSA-N

> <FORMULA>
C34H28O9

> <MOLECULAR_WEIGHT>
580.589

> <EXACT_MASS>
580.173332482

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
71

> <JCHEM_AVERAGE_POLARIZABILITY>
60.77089711232264

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-[6-(2,4-dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-2-(3-hydroxyphenyl)-1-benzofuran-4,6-diol

> <ALOGPS_LOGP>
4.64

> <JCHEM_LOGP>
6.618873940000001

> <ALOGPS_LOGS>
-4.07

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.093070069945748

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.539970864343151

> <JCHEM_PKA_STRONGEST_BASIC>
-4.9107581036725145

> <JCHEM_POLAR_SURFACE_AREA>
171.82

> <JCHEM_REFRACTIVITY>
160.0699

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.94e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-[6-(2,4-dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-2-(3-hydroxyphenyl)-1-benzofuran-4,6-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0      13.429   3.365   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.096   4.135   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.762   3.365   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.428   4.135   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.428   5.675   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.762   6.445   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.096   5.675   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.762   7.985   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.428   8.755   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.428  10.295   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.762  11.065   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      10.762  12.605   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      12.096  10.295   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.096   8.755   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      13.429   7.985   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       7.922   5.995   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       6.891   4.851   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       7.446   7.460   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.476   8.605   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.001  10.069   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.494  10.389   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       6.018  11.854   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       5.464   9.245   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.940   7.780   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       4.909   6.636   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       8.095   3.365   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.095   1.825   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       9.428   1.055   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       6.761   1.055   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.427   1.825   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       3.963   1.349   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       3.057   2.595   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       3.963   3.841   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       5.427   3.365   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       6.761   4.135   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       5.856   5.381   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0       1.517   2.595   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       0.747   1.262   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -0.793   1.262   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -1.563   2.595   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -0.793   3.929   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      -1.563   5.263   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0       0.747   3.929   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   26                                                  
CONECT    5    4    6   16                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6    2                                                       
CONECT    8    6    9   14                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13    8   15                                                  
CONECT   15   14                                                            
CONECT   16    5   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   24                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   18   25                                                  
CONECT   25   24                                                            
CONECT   26    4   27   35                                                  
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29   31   34                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33   37                                                  
CONECT   33   32   34                                                       
CONECT   34   33   30   35                                                  
CONECT   35   34   26   36                                                  
CONECT   36   35                                                            
CONECT   37   32   38   43                                                  
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41   37                                                       
MASTER        0    0    0    0    0    0    0    0   43    0   96    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₄H₂₈O₉

Average Mass

580.5890 Da

Monoisotopic Mass

580.17333 Da

IUPAC Name

5-[6-(2,4-dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-2-(3-hydroxyphenyl)-1-benzofuran-4,6-diol

Traditional Name

5-[6-(2,4-dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-2-(3-hydroxyphenyl)-1-benzofuran-4,6-diol

CAS Registry Number

Not Available

SMILES

CC1=CC(C(C(C1)C1=CC=C(O)C=C1O)C(=O)C1=CC=C(O)C=C1O)C1=C(O)C=C2OC(=CC2=C1O)C1=CC=CC(O)=C1

InChI Identifier

InChI=1S/C34H28O9/c1-16-9-23(21-7-5-19(36)12-26(21)38)31(33(41)22-8-6-20(37)13-27(22)39)25(10-16)32-28(40)15-30-24(34(32)42)14-29(43-30)17-3-2-4-18(35)11-17/h2-8,10-15,23,25,31,35-40,42H,9H2,1H3

InChI Key

OPMAIQOGIRTPOM-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

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

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Morus laevigata	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
2-phenylbenzofuran
Phenylbenzofuran
Alkyl-phenylketone
Phenylketone
Benzofuran
Benzoyl
Aryl alkyl ketone
Aryl ketone
Resorcinol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Heteroaromatic compound
Furan
Vinylogous acid
Ketone
Oxacycle
Organoheterocyclic compound
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	4.64	ALOGPS
logP	6.62	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	7.54	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	171.82 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	160.07 m³·mol⁻¹	ChemAxon
Polarizability	60.77 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 5-[6-(2,4-dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-2-(3-hydroxyphenyl)-1-benzofuran-4,6-diol (NP0285342)

MOL for NP0285342 (5-[6-(2,4-dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-2-(3-hydroxyphenyl)-1-benzofuran-4,6-diol)

3D MOL for NP0285342 (5-[6-(2,4-dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-2-(3-hydroxyphenyl)-1-benzofuran-4,6-diol)

3D SDF for NP0285342 (5-[6-(2,4-dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-2-(3-hydroxyphenyl)-1-benzofuran-4,6-diol)

3D-SDF for NP0285342 (5-[6-(2,4-dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-2-(3-hydroxyphenyl)-1-benzofuran-4,6-diol)

PDB for NP0285342 (5-[6-(2,4-dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-2-(3-hydroxyphenyl)-1-benzofuran-4,6-diol)

3D PDB for NP0285342 (5-[6-(2,4-dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-2-(3-hydroxyphenyl)-1-benzofuran-4,6-diol)

SMILES for NP0285342 (5-[6-(2,4-dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-2-(3-hydroxyphenyl)-1-benzofuran-4,6-diol)

INCHI for NP0285342 (5-[6-(2,4-dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-2-(3-hydroxyphenyl)-1-benzofuran-4,6-diol)

Structure for NP0285342 (5-[6-(2,4-dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-2-(3-hydroxyphenyl)-1-benzofuran-4,6-diol)

3D Structure for NP0285342 (5-[6-(2,4-dihydroxybenzoyl)-5-(2,4-dihydroxyphenyl)-3-methylcyclohex-2-en-1-yl]-2-(3-hydroxyphenyl)-1-benzofuran-4,6-diol)