NP-MRD: Showing NP-Card for {3,4-dihydroxy-6-[4-hydroxy-2-(hydroxymethyl)phenoxy]-5-{[3-(4-hydroxyphenyl)prop-2-enoyl]oxy}oxan-2-yl}methyl benzoate (NP0184867)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-04 00:06:24 UTC

Updated at

2022-09-04 00:06:25 UTC

NP-MRD ID

NP0184867

Secondary Accession Numbers

None

Natural Product Identification

Common Name

{3,4-dihydroxy-6-[4-hydroxy-2-(hydroxymethyl)phenoxy]-5-{[3-(4-hydroxyphenyl)prop-2-enoyl]oxy}oxan-2-yl}methyl benzoate

Description

{3,4-Dihydroxy-6-[4-hydroxy-2-(hydroxymethyl)phenoxy]-5-{[3-(4-hydroxyphenyl)prop-2-enoyl]oxy}oxan-2-yl}methyl benzoate belongs to the class of organic compounds known as pyranoflavonoids. Pyranoflavonoids are compounds containing a pyran ring fused to a 2-phenyl-1,4-benzopyran skeleton. {3,4-Dihydroxy-6-[4-hydroxy-2-(hydroxymethyl)phenoxy]-5-{[3-(4-hydroxyphenyl)prop-2-enoyl]oxy}oxan-2-yl}methyl benzoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004201501552D          

 40 43  0  0  0  0            999 V2000
    4.2868    0.0000    0.0000 O   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
    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 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
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    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  1  0  0  0  0
  5  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  3  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  1  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
 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
 22 23  2  0  0  0  0
 18 23  1  0  0  0  0
 13 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 11 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 32 30  1  4  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  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
M  END

     RDKit          3D

 68 71  0  0  0  0  0  0  0  0999 V2000
   -2.8608    1.3817    2.3465 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8142    0.5253    1.4003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0372    0.0672    0.7492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0106   -0.8094   -0.2190 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1550   -1.3313   -0.9314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9608   -2.2624   -1.9348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0063   -2.7952   -2.6456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2650   -2.3718   -2.3275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3315   -2.8926   -3.0266 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5017   -1.4469   -1.3360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4189   -0.9262   -0.6342 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5662    0.0969    1.0698 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3354    0.4715    1.6357 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4225   -0.6598    2.2139 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3468   -1.8499    2.1827 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7153   -0.9762    1.5198 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5336   -1.7055    0.3513 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5442    0.2520    1.2629 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6862    0.3579    2.2298 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4563   -0.8147    2.1708 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1211   -1.2444    1.0571 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0684   -0.5718   -0.0007 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9126   -2.4751    1.0224 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5658   -2.8568   -0.1263 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3111   -4.0359   -0.1297 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3909   -4.8093    1.0088 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7408   -4.4440    2.1781 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0143   -3.2754    2.1470 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7738    1.4099    1.3290 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5463    1.2240    0.6619 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0906    2.3146    0.1387 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3630    3.3978   -0.3922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6989    4.5146    0.3903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1849    5.6759   -0.1682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3562    5.7731   -1.5266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8417    6.9295   -2.0967 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0431    4.7145   -2.3221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5617    3.5636   -1.7707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2135    2.3986   -2.6128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4671    2.7227   -3.9449 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9652    0.4677    1.0849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0119   -1.1855   -0.5184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9516   -2.5966   -2.1824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8126   -3.5274   -3.4314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7627   -3.7410   -2.6505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5183   -1.1088   -1.0839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5930   -0.1959    0.1505 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5766    1.1962    2.4414 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5845   -0.4895    3.3189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2913   -1.6191    1.9280 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2965   -1.6292    2.2036 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2809   -1.5526   -0.2980 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9485    0.1990    0.2461 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2965    1.2647    2.0096 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2918    0.4738    3.2783 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4842   -2.2260   -1.0092 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8119   -4.3197   -1.0268 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9809   -5.7168    0.9609 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8094   -5.0570    3.0639 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4794   -2.9315    3.0320 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8150    0.4510   -0.1382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5564    4.4166    1.4539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4460    6.5461    0.4402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0962    7.7571   -1.5832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1929    4.8265   -3.4076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8755    1.5160   -2.3800 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8401    2.1244   -2.5493 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1772    3.4209   -4.2727 H   0  0  0  0  0  0  0  0  0  0  0  0
 40 39  1  0
 39 38  1  0
 38 37  2  0
 37 35  1  0
 35 36  1  0
 35 34  2  0
 34 33  1  0
 33 32  2  0
 32 31  1  0
 31 30  1  0
 30 29  1  0
 29 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 18 16  1  0
 16 17  1  0
 16 14  1  0
 14 15  1  0
 14 13  1  0
 13 12  1  0
 12  2  1  0
  2  1  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 32 38  1  0
 13 30  1  0
 11  5  1  0
 28 23  1  0
 40 68  1  0
 39 66  1  0
 39 67  1  0
 37 65  1  0
 36 64  1  0
 34 63  1  0
 33 62  1  0
 30 61  1  6
 18 53  1  6
 19 54  1  0
 19 55  1  0
 24 56  1  0
 25 57  1  0
 26 58  1  0
 27 59  1  0
 28 60  1  0
 16 51  1  1
 17 52  1  0
 14 49  1  1
 15 50  1  0
 13 48  1  1
  3 41  1  0
  4 42  1  0
  6 43  1  0
  7 44  1  0
  9 45  1  0
 10 46  1  0
 11 47  1  0
M  END


  Mrv1533004201501552D          

 40 43  0  0  0  0            999 V2000
    4.2868    0.0000    0.0000 O   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
    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 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
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    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  1  0  0  0  0
  5  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  3  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  1  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
 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
 22 23  2  0  0  0  0
 18 23  1  0  0  0  0
 13 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 11 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 32 30  1  4  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  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
M  END
> <DATABASE_ID>
NP0184867

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OCC1=CC(O)=CC=C1OC1OC(COC(=O)C2=CC=CC=C2)C(O)C(O)C1OC(=O)C=CC1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C29H28O11/c30-15-19-14-21(32)11-12-22(19)38-29-27(40-24(33)13-8-17-6-9-20(31)10-7-17)26(35)25(34)23(39-29)16-37-28(36)18-4-2-1-3-5-18/h1-14,23,25-27,29-32,34-35H,15-16H2

> <INCHI_KEY>
XOPSQCHDLIYRBY-UHFFFAOYSA-N

> <FORMULA>
C29H28O11

> <MOLECULAR_WEIGHT>
552.532

> <EXACT_MASS>
552.163161722

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
68

> <JCHEM_AVERAGE_POLARIZABILITY>
55.246292525927494

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{3,4-dihydroxy-6-[4-hydroxy-2-(hydroxymethyl)phenoxy]-5-{[3-(4-hydroxyphenyl)prop-2-enoyl]oxy}oxan-2-yl}methyl benzoate

> <ALOGPS_LOGP>
2.88

> <JCHEM_LOGP>
3.5563225569999997

> <ALOGPS_LOGS>
-3.86

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.86119257409315

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.215157457034906

> <JCHEM_PKA_STRONGEST_BASIC>
-2.971147822723676

> <JCHEM_POLAR_SURFACE_AREA>
172.20999999999998

> <JCHEM_REFRACTIVITY>
140.35070000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.59e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{3,4-dihydroxy-6-[4-hydroxy-2-(hydroxymethyl)phenoxy]-5-{[3-(4-hydroxyphenyl)prop-2-enoyl]oxy}oxan-2-yl}methyl benzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 20-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-15         0                                  
HETATM    1  O   UNK     0       8.002   0.000   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       4.001  -5.390   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       9.336  -2.310   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      12.003  -2.310   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      13.337  -3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      14.670  -2.310   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      16.004  -3.080   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      17.338  -2.310   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      17.338  -0.770   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      18.672  -3.080   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      20.005  -2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      21.339  -3.080   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      21.339  -4.620   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      20.005  -5.390   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      18.672  -4.620   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      13.337  -4.620   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      14.670  -5.390   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      12.003  -5.390   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      12.003  -6.930   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       9.336  -5.390   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      10.669  -7.700   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       8.002  -9.240   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       6.668 -10.010   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       6.668 -11.550   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       5.335 -12.320   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       4.001 -11.550   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       2.667 -12.320   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       4.001 -10.010   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       5.335  -9.240   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    9                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8    3   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   28                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   24                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   18                                                       
CONECT   24   13   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   11   29                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33                                                       
CONECT   33   32   34                                                       
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                                                       
MASTER        0    0    0    0    0    0    0    0   40    0   86    0
END

View in JSmol

Synonyms

Value	Source
{3,4-dihydroxy-6-[4-hydroxy-2-(hydroxymethyl)phenoxy]-5-{[3-(4-hydroxyphenyl)prop-2-enoyl]oxy}oxan-2-yl}methyl benzoic acid	Generator

Chemical Formula

C₂₉H₂₈O₁₁

Average Mass

552.5320 Da

Monoisotopic Mass

552.16316 Da

IUPAC Name

{3,4-dihydroxy-6-[4-hydroxy-2-(hydroxymethyl)phenoxy]-5-{[3-(4-hydroxyphenyl)prop-2-enoyl]oxy}oxan-2-yl}methyl benzoate

Traditional Name

{3,4-dihydroxy-6-[4-hydroxy-2-(hydroxymethyl)phenoxy]-5-{[3-(4-hydroxyphenyl)prop-2-enoyl]oxy}oxan-2-yl}methyl benzoate

CAS Registry Number

Not Available

SMILES

OCC1=CC(O)=CC=C1OC1OC(COC(=O)C2=CC=CC=C2)C(O)C(O)C1OC(=O)C=CC1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C29H28O11/c30-15-19-14-21(32)11-12-22(19)38-29-27(40-24(33)13-8-17-6-9-20(31)10-7-17)26(35)25(34)23(39-29)16-37-28(36)18-4-2-1-3-5-18/h1-14,23,25-27,29-32,34-35H,15-16H2

InChI Key

XOPSQCHDLIYRBY-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 pyranoflavonoids. Pyranoflavonoids are compounds containing a pyran ring fused to a 2-phenyl-1,4-benzopyran skeleton.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Pyranoflavonoids

Direct Parent

Pyranoflavonoids

Alternative Parents

Substituents

Pyranoflavonoid
4'-hydroxyflavonoid
Flavanone
Hydroxyflavonoid
Monohydroxyflavonoid
Flavan
Pyranochromene
2,2-dimethyl-1-benzopyran
Chromone
Chromane
Benzopyran
1-benzopyran
Aryl alkyl ketone
Resorcinol
Aryl ketone
Phenol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Ketone
Organoheterocyclic compound
Oxacycle
Ether
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	2.88	ALOGPS
logP	3.56	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	9.22	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	172.21 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	140.35 m³·mol⁻¹	ChemAxon
Polarizability	55.25 Å³	ChemAxon
Number of Rings	4	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 {3,4-dihydroxy-6-[4-hydroxy-2-(hydroxymethyl)phenoxy]-5-{[3-(4-hydroxyphenyl)prop-2-enoyl]oxy}oxan-2-yl}methyl benzoate (NP0184867)

MOL for NP0184867 ({3,4-dihydroxy-6-[4-hydroxy-2-(hydroxymethyl)phenoxy]-5-{[3-(4-hydroxyphenyl)prop-2-enoyl]oxy}oxan-2-yl}methyl benzoate)

3D MOL for NP0184867 ({3,4-dihydroxy-6-[4-hydroxy-2-(hydroxymethyl)phenoxy]-5-{[3-(4-hydroxyphenyl)prop-2-enoyl]oxy}oxan-2-yl}methyl benzoate)

3D SDF for NP0184867 ({3,4-dihydroxy-6-[4-hydroxy-2-(hydroxymethyl)phenoxy]-5-{[3-(4-hydroxyphenyl)prop-2-enoyl]oxy}oxan-2-yl}methyl benzoate)

3D-SDF for NP0184867 ({3,4-dihydroxy-6-[4-hydroxy-2-(hydroxymethyl)phenoxy]-5-{[3-(4-hydroxyphenyl)prop-2-enoyl]oxy}oxan-2-yl}methyl benzoate)

PDB for NP0184867 ({3,4-dihydroxy-6-[4-hydroxy-2-(hydroxymethyl)phenoxy]-5-{[3-(4-hydroxyphenyl)prop-2-enoyl]oxy}oxan-2-yl}methyl benzoate)

3D PDB for NP0184867 ({3,4-dihydroxy-6-[4-hydroxy-2-(hydroxymethyl)phenoxy]-5-{[3-(4-hydroxyphenyl)prop-2-enoyl]oxy}oxan-2-yl}methyl benzoate)

SMILES for NP0184867 ({3,4-dihydroxy-6-[4-hydroxy-2-(hydroxymethyl)phenoxy]-5-{[3-(4-hydroxyphenyl)prop-2-enoyl]oxy}oxan-2-yl}methyl benzoate)

INCHI for NP0184867 ({3,4-dihydroxy-6-[4-hydroxy-2-(hydroxymethyl)phenoxy]-5-{[3-(4-hydroxyphenyl)prop-2-enoyl]oxy}oxan-2-yl}methyl benzoate)

Structure for NP0184867 ({3,4-dihydroxy-6-[4-hydroxy-2-(hydroxymethyl)phenoxy]-5-{[3-(4-hydroxyphenyl)prop-2-enoyl]oxy}oxan-2-yl}methyl benzoate)

3D Structure for NP0184867 ({3,4-dihydroxy-6-[4-hydroxy-2-(hydroxymethyl)phenoxy]-5-{[3-(4-hydroxyphenyl)prop-2-enoyl]oxy}oxan-2-yl}methyl benzoate)