NP-MRD: Showing NP-Card for 3-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]propyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate (NP0256101)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-07 20:49:21 UTC

Updated at

2022-09-07 20:49:21 UTC

NP-MRD ID

NP0256101

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]propyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

Description

3-[2-(4-Hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]propyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety. 3-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]propyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate is found in Hibiscus cannabinus. 3-[2-(4-Hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]propyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004231523062D          

 39 42  0  0  0  0            999 V2000
   -3.5724    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 O   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 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
   -1.4289   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    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
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0714   -2.2201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5564   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0714   -3.5549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3264   -4.3396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7744   -4.9527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3814   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7939   -2.1730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6189   -2.1730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0314   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8564   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6189   -3.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0314   -4.3164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6189   -5.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7939   -3.6020    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
   -3.5724   -2.0625    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
   -4.2868   -0.8250    0.0000 O   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
  6  5  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 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  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 16 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 22 25  1  0  0  0  0
 19 25  1  0  0  0  0
 25 26  2  0  0  0  0
 14 26  1  0  0  0  0
 21 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 32 35  2  0  0  0  0
 27 35  1  0  0  0  0
  5 36  2  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
  3 38  1  0  0  0  0
 38 39  1  0  0  0  0
M  END

     RDKit          3D

 71 74  0  0  0  0  0  0  0  0999 V2000
   10.8551    1.7270    2.2537 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2016    0.6756    1.7940 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5609   -0.3234    1.3538 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1741   -0.3285    1.0980 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4833   -1.4016    0.6175 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0743   -1.3412    0.3788 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2975   -2.2323   -0.1756 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8433   -1.9837   -0.3431 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4417   -0.8483    0.0976 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0312   -2.9080   -0.9202 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6162   -2.6478   -1.0221 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0599   -2.5762    0.3643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3485   -2.3398    0.5111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0722   -1.1703    0.0385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5545    0.0068   -0.4394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3381    1.0888   -0.8304 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8869    2.2893   -1.3067 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4737    2.5966   -1.4878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7382    0.9480   -0.7237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2732   -0.2170   -0.2463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4901   -1.2555    0.1253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7643    0.0314   -0.1920 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.9360    0.8980    1.0484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9699    1.9048    1.0970 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8983    0.9957   -1.3841 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.2018    1.6850   -1.1965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3920    3.0079   -1.4816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6014    3.6331   -1.2938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6481    2.9096   -0.8061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8970    3.5268   -0.5974 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5156    1.5481   -0.4972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5194    0.8146   -0.0195 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2325   -0.1407    0.4322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2601    0.9500   -0.7071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7760    1.8434   -1.0439 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1889   -2.5756    0.3612 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5508   -2.6245    0.5979 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2253   -1.5410    1.0794 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5980   -1.5566    1.3342 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6195    2.1879    1.5455 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4152    1.5345    3.2208 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1732    2.6009    2.4589 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6463    0.6109    1.2999 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5554   -0.4133    0.7024 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6602   -3.1990   -0.5383 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2407   -3.5569   -1.5666 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4741   -1.7788   -1.6411 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2594   -3.6585    0.8027 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7106   -1.9684    1.0507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9339   -3.2305    0.0366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6416   -2.4554    1.6324 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5196    0.1252   -0.5332 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8509    3.2436   -0.6250 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6328    3.2195   -2.4172 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1526    1.7364   -1.5500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9044   -2.1916    0.5036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3635   -0.8449   -0.2434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6914    0.2555    1.9540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9296    1.2803    1.2235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3330    2.8001    1.3022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7522    0.5345   -2.3446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5513    3.6021   -1.8766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7600    4.6823   -1.5210 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6404    2.9410   -0.2230 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0619    0.0968    1.1789 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7225   -0.8342   -0.3248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6145   -0.9034    1.0317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1911   -0.1224   -0.4571 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6286   -3.3985   -0.0168 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0740   -3.5608    0.3888 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1165   -2.4033    1.1600 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 17  1  0
 17 16  1  0
 16 19  2  0
 19 35  1  0
 35 25  1  0
 25 22  1  0
 22 23  1  0
 23 24  1  0
 22 20  1  0
 20 21  2  0
 21 14  1  0
 14 13  1  0
 13 12  1  0
 12 11  1  0
 11 10  1  0
 10  8  1  0
  8  9  2  0
  8  7  1  0
  7  6  2  0
  6  5  1  0
  5 36  2  0
 36 37  1  0
 37 38  2  0
 38 39  1  0
 38  3  1  0
  3  2  1  0
  2  1  1  0
  3  4  2  0
 14 15  2  0
 25 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  1  0
 32 33  1  0
 31 34  2  0
 15 16  1  0
 34 26  1  0
 20 19  1  0
  4  5  1  0
 18 53  1  0
 18 54  1  0
 18 55  1  0
 25 61  1  6
 22 57  1  6
 23 58  1  0
 23 59  1  0
 24 60  1  0
 21 56  1  0
 13 50  1  0
 13 51  1  0
 12 48  1  0
 12 49  1  0
 11 46  1  0
 11 47  1  0
  7 45  1  0
  6 44  1  0
 36 69  1  0
 37 70  1  0
 39 71  1  0
  1 40  1  0
  1 41  1  0
  1 42  1  0
  4 43  1  0
 15 52  1  0
 27 62  1  0
 28 63  1  0
 30 64  1  0
 33 65  1  0
 33 66  1  0
 33 67  1  0
 34 68  1  0
M  END


  Mrv1533004231523062D          

 39 42  0  0  0  0            999 V2000
   -3.5724    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.0000    0.0000 O   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 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
   -1.4289   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    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
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0714   -2.2201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5564   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0714   -3.5549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3264   -4.3396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7744   -4.9527    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3814   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7939   -2.1730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6189   -2.1730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0314   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8564   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6189   -3.6020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0314   -4.3164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6189   -5.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7939   -3.6020    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
   -3.5724   -2.0625    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
   -4.2868   -0.8250    0.0000 O   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
  6  5  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 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  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 16 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 22 25  1  0  0  0  0
 19 25  1  0  0  0  0
 25 26  2  0  0  0  0
 14 26  1  0  0  0  0
 21 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 32 35  2  0  0  0  0
 27 35  1  0  0  0  0
  5 36  2  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
  3 38  1  0  0  0  0
 38 39  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0256101

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C2OC(C(CO)C2=CC(CCCOC(=O)C=CC2=CC=C(O)C(OC)=C2)=C1)C1=CC=C(O)C(OC)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C30H32O9/c1-35-25-14-18(6-9-23(25)32)7-11-28(34)38-12-4-5-19-13-21-22(17-31)29(39-30(21)27(15-19)37-3)20-8-10-24(33)26(16-20)36-2/h6-11,13-16,22,29,31-33H,4-5,12,17H2,1-3H3

> <INCHI_KEY>
KOBORJOWBMUJED-UHFFFAOYSA-N

> <FORMULA>
C30H32O9

> <MOLECULAR_WEIGHT>
536.577

> <EXACT_MASS>
536.20463261

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
71

> <JCHEM_AVERAGE_POLARIZABILITY>
58.47013485859489

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]propyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

> <ALOGPS_LOGP>
4.02

> <JCHEM_LOGP>
4.529180561

> <ALOGPS_LOGS>
-5.25

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.190429037281435

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.587348039022348

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7136507375860104

> <JCHEM_POLAR_SURFACE_AREA>
123.91000000000003

> <JCHEM_REFRACTIVITY>
145.50609999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.05e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]propyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

> <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      -6.668   0.770   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -5.335   0.000   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -5.335  -1.540   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      -4.001  -3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.667  -6.160   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -1.334  -8.470   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       0.000  -6.160   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667  -6.160   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335  -6.160   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.668  -3.850   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       8.002  -1.540   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       9.467  -4.144   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      10.372  -5.390   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.467  -6.636   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.943  -8.101   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       8.912  -9.245   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       8.002  -6.160   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      11.912  -5.390   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      12.682  -4.056   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      14.222  -4.056   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      14.992  -5.390   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      16.532  -5.390   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      14.222  -6.724   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      14.992  -8.057   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      14.222  -9.391   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      12.682  -6.724   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -6.668  -3.850   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      -8.002  -1.540   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   38                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   36                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   26                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   19                                                  
CONECT   17   16   18                                                       
CONECT   18   17                                                            
CONECT   19   16   20   25                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   27                                                  
CONECT   22   21   23   25                                                  
CONECT   23   22   24                                                       
CONECT   24   23                                                            
CONECT   25   22   19   26                                                  
CONECT   26   25   14                                                       
CONECT   27   21   28   35                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33   35                                                  
CONECT   33   32   34                                                       
CONECT   34   33                                                            
CONECT   35   32   27                                                       
CONECT   36    5   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37    3   39                                                  
CONECT   39   38                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   84    0
END

View in JSmol

Synonyms

Value	Source
3-[2-(4-Hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]propyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoic acid	Generator

Chemical Formula

C₃₀H₃₂O₉

Average Mass

536.5770 Da

Monoisotopic Mass

536.20463 Da

IUPAC Name

3-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]propyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

Traditional Name

3-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]propyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

CAS Registry Number

Not Available

SMILES

COC1=C2OC(C(CO)C2=CC(CCCOC(=O)C=CC2=CC=C(O)C(OC)=C2)=C1)C1=CC=C(O)C(OC)=C1

InChI Identifier

InChI=1S/C30H32O9/c1-35-25-14-18(6-9-23(25)32)7-11-28(34)38-12-4-5-19-13-21-22(17-31)29(39-30(21)27(15-19)37-3)20-8-10-24(33)26(16-20)36-2/h6-11,13-16,22,29,31-33H,4-5,12,17H2,1-3H3

InChI Key

KOBORJOWBMUJED-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
Hibiscus cannabinus	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
Norlignan skeleton
Neolignan skeleton
Cinnamic acid or derivatives
Coumaric acid or derivatives
Hydroxycinnamic acid or derivatives
Cinnamic acid ester
Methoxyphenol
Benzofuran
Coumaran
Anisole
Phenoxy compound
Methoxybenzene
Phenol ether
Styrene
Phenol
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Fatty acid ester
Monocyclic benzene moiety
Benzenoid
Fatty acyl
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Oxacycle
Ether
Organooxygen compound
Carbonyl group
Alcohol
Primary alcohol
Hydrocarbon derivative
Organic oxygen 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	4.02	ALOGPS
logP	4.53	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	9.59	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	123.91 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	145.51 m³·mol⁻¹	ChemAxon
Polarizability	58.47 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-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]propyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate (NP0256101)

MOL for NP0256101 (3-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]propyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate)

3D MOL for NP0256101 (3-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]propyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate)

3D SDF for NP0256101 (3-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]propyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate)

3D-SDF for NP0256101 (3-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]propyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate)

PDB for NP0256101 (3-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]propyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate)

3D PDB for NP0256101 (3-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]propyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate)

SMILES for NP0256101 (3-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]propyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate)

INCHI for NP0256101 (3-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]propyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate)

Structure for NP0256101 (3-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]propyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate)

3D Structure for NP0256101 (3-[2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]propyl 3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate)