NP-MRD: Showing NP-Card for 5-hydroxy-2-[5-hydroxy-3-(4-hydroxyphenyl)-7-methoxy-4-oxo-2,3-dihydro-1-benzopyran-2-yl]-7-methoxy-3-(4-methoxyphenyl)-2,3-dihydro-1-benzopyran-4-one (NP0247543)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-07 09:26:01 UTC

Updated at

2022-09-07 09:26:01 UTC

NP-MRD ID

NP0247543

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-hydroxy-2-[5-hydroxy-3-(4-hydroxyphenyl)-7-methoxy-4-oxo-2,3-dihydro-1-benzopyran-2-yl]-7-methoxy-3-(4-methoxyphenyl)-2,3-dihydro-1-benzopyran-4-one

Description

5-Hydroxy-2-[5-hydroxy-7-methoxy-3-(4-methoxyphenyl)-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl]-3-(4-hydroxyphenyl)-7-methoxy-3,4-dihydro-2H-1-benzopyran-4-one belongs to the class of organic compounds known as 7-o-methylated isoflavonoids. These are isoflavonoids with methoxy groups attached to the C7 atom of the isoflavonoid backbone. Isoflavonoids are natural products derived from 3-phenylchromen-4-one. 5-Hydroxy-2-[5-hydroxy-7-methoxy-3-(4-methoxyphenyl)-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl]-3-(4-hydroxyphenyl)-7-methoxy-3,4-dihydro-2H-1-benzopyran-4-one is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004231519252D          

 43 48  0  0  0  0            999 V2000
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 14 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 12 20  1  0  0  0  0
 20 21  1  0  0  0  0
  9 21  1  0  0  0  0
 21 22  2  0  0  0  0
 10 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 27 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  2  0  0  0  0
 25 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 23 36  1  0  0  0  0
 36 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
 40 42  1  0  0  0  0
 42 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
    3.4636    6.1149   -0.8631 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0986    5.6249    0.4270 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7150    4.2822    0.4910 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3452    3.7206    1.7025 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9616    2.3783    1.7703 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9421    1.5891    0.6456 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5355    0.1731    0.7683 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7206   -0.6340    0.2984 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8417   -0.1294    0.0822 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5327   -2.0854    0.0875 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5733   -2.9688    0.1857 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8562   -2.5954    0.4857 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3360   -4.3328   -0.0264 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0626   -4.7343   -0.3257 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8386   -6.0894   -0.5339 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8684   -7.0309   -0.4455 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0387   -3.8207   -0.4164 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2291   -2.4529   -0.2133 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2135   -1.5411   -0.3030 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4270   -0.1813   -0.2007 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7793    0.6777   -0.0639 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5817    0.4835   -1.2374 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7299    1.2273   -1.4568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0767    1.7389   -2.6868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2557    2.4693   -2.7822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6666    3.0129   -3.9894 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8555    2.8068   -5.1288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0540    2.6777   -1.6861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7134    2.1641   -0.4328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5095    2.3760    0.6567 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5407    1.4377   -0.3431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0722    0.8450    0.8908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8865    0.5814    1.8040 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6244    0.5200    1.1383 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5873   -0.7962    1.8010 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0303   -1.9541    1.2136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9826   -3.1778    1.8708 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4824   -3.2557    3.1452 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4281   -4.4987    3.8269 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0343   -2.1096    3.7510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0956   -0.9221    3.0753 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3007    2.1208   -0.5503 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6807    3.4570   -0.6077 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3352    5.4970   -1.1885 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7725    7.1675   -0.8419 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6441    5.9063   -1.5795 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3672    4.3581    2.5763 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6826    2.0005    2.7576 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3479   -0.1228    1.7953 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2000   -1.7005    0.6775 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1717   -5.0407    0.0519 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3184   -6.9906    0.5838 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6976   -6.8368   -1.1647 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5288   -8.0683   -0.5932 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0226   -4.1230   -0.6522 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8782    0.1256   -1.2044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3945    1.7376   -0.1569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4404    1.5694   -3.5443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8923    3.3475   -5.0355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6229    1.7227   -5.2481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4328    3.1386   -6.0163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9739    3.2455   -1.7529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3598    2.0830    1.5631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2976    1.3375    1.8571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4423   -1.9279    0.1904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3405   -4.0988    1.3898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2630   -4.7367    4.3839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6429   -2.1546    4.7406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7292   -0.0423    3.5964 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3030    1.5456   -1.4596 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9675    3.8918   -1.5504 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6 42  1  0
 42 43  2  0
  6  7  1  0
  7 20  1  0
 20 19  1  0
 19 18  1  0
 18 17  2  0
 17 14  1  0
 14 15  1  0
 15 16  1  0
 14 13  2  0
 13 11  1  0
 11 12  1  0
 11 10  2  0
 10  8  1  0
  8  9  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 25 28  2  0
 28 29  1  0
 29 30  1  0
 29 31  2  0
 31 32  1  0
 32 33  2  0
 32 34  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
 43  3  1  0
  8  7  1  0
 34 21  1  0
 41 35  1  0
 10 18  1  0
 31 23  1  0
  1 44  1  0
  1 45  1  0
  1 46  1  0
  4 47  1  0
  5 48  1  0
 42 70  1  0
 43 71  1  0
  7 49  1  1
 20 56  1  6
 17 55  1  0
 16 52  1  0
 16 53  1  0
 16 54  1  0
 13 51  1  0
 12 50  1  0
 21 57  1  6
 24 58  1  0
 27 59  1  0
 27 60  1  0
 27 61  1  0
 28 62  1  0
 30 63  1  0
 34 64  1  1
 36 65  1  0
 37 66  1  0
 39 67  1  0
 40 68  1  0
 41 69  1  0
M  END


  Mrv1533004231519252D          

 43 48  0  0  0  0            999 V2000
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 14 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
 12 20  1  0  0  0  0
 20 21  1  0  0  0  0
  9 21  1  0  0  0  0
 21 22  2  0  0  0  0
 10 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 27 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  2  0  0  0  0
 25 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 23 36  1  0  0  0  0
 36 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
 40 42  1  0  0  0  0
 42 43  2  0  0  0  0
 37 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0247543

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C(C=C1)C1C(OC2=CC(OC)=CC(O)=C2C1=O)C1OC2=CC(OC)=CC(O)=C2C(=O)C1C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C33H28O10/c1-39-19-10-6-17(7-11-19)27-31(38)29-23(36)13-21(41-3)15-25(29)43-33(27)32-26(16-4-8-18(34)9-5-16)30(37)28-22(35)12-20(40-2)14-24(28)42-32/h4-15,26-27,32-36H,1-3H3

> <INCHI_KEY>
XAUSQNNRKWXTIE-UHFFFAOYSA-N

> <FORMULA>
C33H28O10

> <MOLECULAR_WEIGHT>
584.577

> <EXACT_MASS>
584.168247102

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
71

> <JCHEM_AVERAGE_POLARIZABILITY>
59.71765522688296

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-hydroxy-2-[5-hydroxy-3-(4-hydroxyphenyl)-7-methoxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl]-7-methoxy-3-(4-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one

> <ALOGPS_LOGP>
4.73

> <JCHEM_LOGP>
5.841007592666665

> <ALOGPS_LOGS>
-4.97

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.880139519159654

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.32830434788039

> <JCHEM_PKA_STRONGEST_BASIC>
-4.3703778931354424

> <JCHEM_POLAR_SURFACE_AREA>
140.98000000000002

> <JCHEM_REFRACTIVITY>
154.17129999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.26e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-hydroxy-2-[5-hydroxy-3-(4-hydroxyphenyl)-7-methoxy-4-oxo-2,3-dihydro-1-benzopyran-2-yl]-7-methoxy-3-(4-methoxyphenyl)-2,3-dihydro-1-benzopyran-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 23-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-APR-15         0                                  
HETATM    1  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       5.335   4.620   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -5.335   0.000   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -6.668  -0.770   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -8.002   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -4.001   3.850   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -1.334   3.850   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       8.002  -0.000   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      -4.001  -5.390   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    9                                                  
CONECT    7    6    8                                                       
CONECT    8    7    3                                                       
CONECT    9    6   10   21                                                  
CONECT   10    9   11   23                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   20                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15                                                            
CONECT   17   14   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   12   21                                                  
CONECT   21   20    9   22                                                  
CONECT   22   21                                                            
CONECT   23   10   24   36                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26   33                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   30                                                  
CONECT   28   27   29                                                       
CONECT   29   28                                                            
CONECT   30   27   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   25   34                                                  
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34   23   37                                                  
CONECT   37   36   38   43                                                  
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40   43                                                       
CONECT   43   42   37                                                       
MASTER        0    0    0    0    0    0    0    0   43    0   96    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₃H₂₈O₁₀

Average Mass

584.5770 Da

Monoisotopic Mass

584.16825 Da

IUPAC Name

5-hydroxy-2-[5-hydroxy-3-(4-hydroxyphenyl)-7-methoxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl]-7-methoxy-3-(4-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

5-hydroxy-2-[5-hydroxy-3-(4-hydroxyphenyl)-7-methoxy-4-oxo-2,3-dihydro-1-benzopyran-2-yl]-7-methoxy-3-(4-methoxyphenyl)-2,3-dihydro-1-benzopyran-4-one

CAS Registry Number

Not Available

SMILES

COC1=CC=C(C=C1)C1C(OC2=CC(OC)=CC(O)=C2C1=O)C1OC2=CC(OC)=CC(O)=C2C(=O)C1C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C33H28O10/c1-39-19-10-6-17(7-11-19)27-31(38)29-23(36)13-21(41-3)15-25(29)43-33(27)32-26(16-4-8-18(34)9-5-16)30(37)28-22(35)12-20(40-2)14-24(28)42-32/h4-15,26-27,32-36H,1-3H3

InChI Key

XAUSQNNRKWXTIE-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

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 7-o-methylated isoflavonoids. These are isoflavonoids with methoxy groups attached to the C7 atom of the isoflavonoid backbone. Isoflavonoids are natural products derived from 3-phenylchromen-4-one.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

O-methylated isoflavonoids

Direct Parent

7-O-methylated isoflavonoids

Alternative Parents

Substituents

4p-methoxyisoflavonoid
7-methoxyisoflavonoid-skeleton
Hydroxyisoflavonoid
Isoflavanone
Isoflavan
Chromone
Chromane
Benzopyran
1-benzopyran
Phenoxy compound
Anisole
Phenol ether
Methoxybenzene
Aryl ketone
Aryl alkyl ketone
Phenol
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Vinylogous acid
Ketone
Oxacycle
Ether
Organoheterocyclic compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen 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	4.73	ALOGPS
logP	5.84	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	8.33	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	140.98 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	154.17 m³·mol⁻¹	ChemAxon
Polarizability	59.72 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	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 5-hydroxy-2-[5-hydroxy-3-(4-hydroxyphenyl)-7-methoxy-4-oxo-2,3-dihydro-1-benzopyran-2-yl]-7-methoxy-3-(4-methoxyphenyl)-2,3-dihydro-1-benzopyran-4-one (NP0247543)

MOL for NP0247543 (5-hydroxy-2-[5-hydroxy-3-(4-hydroxyphenyl)-7-methoxy-4-oxo-2,3-dihydro-1-benzopyran-2-yl]-7-methoxy-3-(4-methoxyphenyl)-2,3-dihydro-1-benzopyran-4-one)

3D MOL for NP0247543 (5-hydroxy-2-[5-hydroxy-3-(4-hydroxyphenyl)-7-methoxy-4-oxo-2,3-dihydro-1-benzopyran-2-yl]-7-methoxy-3-(4-methoxyphenyl)-2,3-dihydro-1-benzopyran-4-one)

3D SDF for NP0247543 (5-hydroxy-2-[5-hydroxy-3-(4-hydroxyphenyl)-7-methoxy-4-oxo-2,3-dihydro-1-benzopyran-2-yl]-7-methoxy-3-(4-methoxyphenyl)-2,3-dihydro-1-benzopyran-4-one)

3D-SDF for NP0247543 (5-hydroxy-2-[5-hydroxy-3-(4-hydroxyphenyl)-7-methoxy-4-oxo-2,3-dihydro-1-benzopyran-2-yl]-7-methoxy-3-(4-methoxyphenyl)-2,3-dihydro-1-benzopyran-4-one)

PDB for NP0247543 (5-hydroxy-2-[5-hydroxy-3-(4-hydroxyphenyl)-7-methoxy-4-oxo-2,3-dihydro-1-benzopyran-2-yl]-7-methoxy-3-(4-methoxyphenyl)-2,3-dihydro-1-benzopyran-4-one)

3D PDB for NP0247543 (5-hydroxy-2-[5-hydroxy-3-(4-hydroxyphenyl)-7-methoxy-4-oxo-2,3-dihydro-1-benzopyran-2-yl]-7-methoxy-3-(4-methoxyphenyl)-2,3-dihydro-1-benzopyran-4-one)

SMILES for NP0247543 (5-hydroxy-2-[5-hydroxy-3-(4-hydroxyphenyl)-7-methoxy-4-oxo-2,3-dihydro-1-benzopyran-2-yl]-7-methoxy-3-(4-methoxyphenyl)-2,3-dihydro-1-benzopyran-4-one)

INCHI for NP0247543 (5-hydroxy-2-[5-hydroxy-3-(4-hydroxyphenyl)-7-methoxy-4-oxo-2,3-dihydro-1-benzopyran-2-yl]-7-methoxy-3-(4-methoxyphenyl)-2,3-dihydro-1-benzopyran-4-one)

Structure for NP0247543 (5-hydroxy-2-[5-hydroxy-3-(4-hydroxyphenyl)-7-methoxy-4-oxo-2,3-dihydro-1-benzopyran-2-yl]-7-methoxy-3-(4-methoxyphenyl)-2,3-dihydro-1-benzopyran-4-one)

3D Structure for NP0247543 (5-hydroxy-2-[5-hydroxy-3-(4-hydroxyphenyl)-7-methoxy-4-oxo-2,3-dihydro-1-benzopyran-2-yl]-7-methoxy-3-(4-methoxyphenyl)-2,3-dihydro-1-benzopyran-4-one)