NP-MRD: Showing NP-Card for (2e)-3-[(2s,3r)-3-[(benzoyloxy)methyl]-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-en-1-yl benzoate (NP0207545)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

1.0

Created at

2022-09-05 04:11:44 UTC

Updated at

2022-09-05 04:11:44 UTC

NP-MRD ID

NP0207545

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2e)-3-[(2s,3r)-3-[(benzoyloxy)methyl]-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-en-1-yl benzoate

Description

(2E)-3-[(2S,3R)-3-[(benzoyloxy)methyl]-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-en-1-yl benzoate belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety. (2e)-3-[(2s,3r)-3-[(benzoyloxy)methyl]-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-en-1-yl benzoate is found in Euterpe precatoria. Based on a literature review very few articles have been published on (2E)-3-[(2S,3R)-3-[(benzoyloxy)methyl]-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-en-1-yl benzoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052206112D          

 42 46  0  0  1  0            999 V2000
   -2.6462    0.7310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8212    0.7310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087    0.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    0.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.9521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812   -2.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957   -2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812   -1.1104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9246    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6391   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6391   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9246   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8838   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768   -2.3215    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1781   -3.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3739   -3.7192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9851   -3.2777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2400   -4.0623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0470   -4.2338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5990   -3.6207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3441   -2.8361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5371   -2.6646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837   -1.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087   -1.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8212   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6462   -0.6979    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  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  2  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
 18 19  2  0  0  0  0
 18 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
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 20 25  1  0  0  0  0
 13 26  1  0  0  0  0
 26 27  2  0  0  0  0
  8 27  1  0  0  0  0
 27 28  1  0  0  0  0
  6 28  1  0  0  0  0
 28 29  1  6  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 33 38  1  0  0  0  0
  5 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
  3 41  1  0  0  0  0
 41 42  1  0  0  0  0
M  END

     RDKit          3D

 72 76  0  0  0  0  0  0  0  0999 V2000
   -4.3348    3.7039    3.7762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6297    4.6038    2.7398 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3599    4.2409    1.4223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7981    2.9852    1.1378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5311    2.6219   -0.1456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9234    1.2785   -0.4899 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8981    1.6711   -1.4544 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7881    0.9106   -1.2181 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3298    0.7685   -2.0557 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3799    1.4483   -3.2780 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5361    1.2584   -4.0695 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3526   -0.0490   -1.6351 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2994   -0.7131   -0.4369 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3650   -1.5743    0.0253 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4620   -1.7880   -0.6615 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5126   -2.6907   -0.1124 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7433   -2.0162    0.0593 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9276   -0.9227    0.8682 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9456   -0.4755    1.5092 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2036   -0.2408    1.0316 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3838    0.8446    1.8377 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6382    1.4470    1.9433 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7330    0.9843    1.2525 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5485   -0.1129    0.4384 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3003   -0.7177    0.3291 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1675   -0.5450    0.3687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8748    0.2656   -0.0210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1942    0.6408    0.6119 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7628   -0.4670    1.3871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1212   -1.6530    0.8732 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0414   -2.1756    0.0546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8973   -1.4070   -0.4342 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1125   -3.6055   -0.3104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2068   -4.5237    0.1784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3638   -5.8311   -0.2226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3600   -6.2478   -1.0677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2516   -5.3091   -1.5414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1198   -3.9952   -1.1583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8243    3.5164   -1.1711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3704    4.7465   -0.9401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6280    5.0827    0.3671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1832    6.3331    0.6000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2424    3.4420    3.8136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6439    4.1112    4.7579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8724    2.7550    3.6421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5982    2.3443    1.9924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6971    0.7224   -1.0095 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7388    0.1762   -4.2729 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4598    1.6396   -3.5580 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4828    1.8337   -5.0210 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2062   -0.1350   -2.3133 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2600   -2.0666    0.9779 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6393   -1.3368   -1.6114 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6794   -3.4944   -0.8542 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2275   -3.1323    0.8609 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5265    1.2168    2.3864 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7723    2.3154    2.5913 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.7057    1.4404    1.3257 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3830   -0.5213   -0.1322 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1726   -1.5730   -0.3104 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0750   -1.0457    1.3221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9140    1.4890    1.3374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0046   -0.6886    2.2261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5978    0.0096    2.0309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4305   -4.1917    0.8387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6779   -6.5928    0.1333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4692   -7.2839   -1.3739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0262   -5.6513   -2.2031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8412   -3.2938   -1.5542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5946    3.1833   -2.1731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5828    5.4129   -1.7725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3895    6.6242    1.5357 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0
 10  9  1  0
  9  8  2  0
  8  7  1  0
  7  6  1  0
  6 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  2  0
 31 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  2  0
 36 37  1  0
 37 38  2  0
 28 27  1  0
 27 26  2  0
 26 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 13 12  2  0
  6  5  1  0
  5 39  2  0
 39 40  1  0
 40 41  2  0
 41 42  1  0
 41  3  1  0
  3  2  1  0
  2  1  1  0
  3  4  2  0
 12  9  1  0
  4  5  1  0
 27  8  1  0
 25 20  1  0
 38 33  1  0
 11 48  1  0
 11 49  1  0
 11 50  1  0
  6 47  1  6
 28 62  1  1
 29 63  1  0
 29 64  1  0
 34 65  1  0
 35 66  1  0
 36 67  1  0
 37 68  1  0
 38 69  1  0
 26 61  1  0
 14 52  1  0
 15 53  1  0
 16 54  1  0
 16 55  1  0
 21 56  1  0
 22 57  1  0
 23 58  1  0
 24 59  1  0
 25 60  1  0
 12 51  1  0
 39 70  1  0
 40 71  1  0
 42 72  1  0
  1 43  1  0
  1 44  1  0
  1 45  1  0
  4 46  1  0
M  END


  Mrv1652309052206112D          

 42 46  0  0  1  0            999 V2000
   -2.6462    0.7310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8212    0.7310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087    0.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    0.0165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1712   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.9521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668   -2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812   -2.7604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957   -2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4957   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812   -1.1104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2102   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9246    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6391   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6391   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9246   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8838   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768   -2.3215    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1781   -3.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3739   -3.7192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9851   -3.2777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2400   -4.0623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0470   -4.2338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5990   -3.6207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3441   -2.8361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5371   -2.6646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837   -1.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4087   -1.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8212   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6462   -0.6979    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  1  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  9 12  1  0  0  0  0
 12 13  2  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
 18 19  2  0  0  0  0
 18 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
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 20 25  1  0  0  0  0
 13 26  1  0  0  0  0
 26 27  2  0  0  0  0
  8 27  1  0  0  0  0
 27 28  1  0  0  0  0
  6 28  1  0  0  0  0
 28 29  1  6  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 31 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 33 38  1  0  0  0  0
  5 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
  3 41  1  0  0  0  0
 41 42  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0207545

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C2O[C@@H]([C@@H](COC(=O)C3=CC=CC=C3)C2=CC(\C=C\COC(=O)C2=CC=CC=C2)=C1)C1=CC=C(O)C(OC)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C34H30O8/c1-38-29-20-25(15-16-28(29)35)31-27(21-41-34(37)24-13-7-4-8-14-24)26-18-22(19-30(39-2)32(26)42-31)10-9-17-40-33(36)23-11-5-3-6-12-23/h3-16,18-20,27,31,35H,17,21H2,1-2H3/b10-9+/t27-,31+/m0/s1

> <INCHI_KEY>
VSDDOTKKJQUPSV-UQQQVEQYSA-N

> <FORMULA>
C34H30O8

> <MOLECULAR_WEIGHT>
566.606

> <EXACT_MASS>
566.194067926

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
72

> <JCHEM_AVERAGE_POLARIZABILITY>
61.486570187974735

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E)-3-[(2S,3R)-3-[(benzoyloxy)methyl]-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-en-1-yl benzoate

> <JCHEM_LOGP>
6.823811931000002

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.909974159450417

> <JCHEM_PKA_STRONGEST_BASIC>
-4.4360277081423884

> <JCHEM_POLAR_SURFACE_AREA>
100.52

> <JCHEM_REFRACTIVITY>
158.10089999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-3-[(2S,3R)-3-[(benzoyloxy)methyl]-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-en-1-yl benzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0      -4.940   1.365   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -3.400   1.365   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -2.630   0.031   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.090   0.031   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.320  -1.303   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.126  -0.057   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       4.924   1.777   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       6.258   2.547   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.258  -0.533   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.591  -2.843   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.591  -4.383   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.925  -5.153   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      10.259  -4.383   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      10.259  -2.843   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       8.925  -2.073   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      11.592  -2.073   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      11.592  -0.533   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      12.926   0.237   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      14.260  -0.533   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      14.260  -2.073   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      12.926  -2.843   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.126  -2.549   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.650  -4.013   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       0.143  -4.334   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -0.333  -5.798   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       0.698  -6.943   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      -1.839  -6.118   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -2.315  -7.583   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -3.821  -7.903   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -4.852  -6.759   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -4.376  -5.294   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -2.869  -4.974   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -1.090  -2.637   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -2.630  -2.637   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -3.400  -1.303   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      -4.940  -1.303   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   41                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   39                                                  
CONECT    6    5    7   28                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   27                                                  
CONECT    9    8   10   12                                                  
CONECT   10    9   11                                                       
CONECT   11   10                                                            
CONECT   12    9   13                                                       
CONECT   13   12   14   26                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   25                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   20                                                       
CONECT   26   13   27                                                       
CONECT   27   26    8   28                                                  
CONECT   28   27    6   29                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   34   38                                                  
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   33                                                       
CONECT   39    5   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40    3   42                                                  
CONECT   42   41                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   92    0
END

View in JSmol

Synonyms

Value	Source
(2E)-3-[(2S,3R)-3-[(Benzoyloxy)methyl]-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-en-1-yl benzoic acid	Generator

Chemical Formula

C₃₄H₃₀O₈

Average Mass

566.6060 Da

Monoisotopic Mass

566.19407 Da

IUPAC Name

(2E)-3-[(2S,3R)-3-[(benzoyloxy)methyl]-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-en-1-yl benzoate

Traditional Name

(2E)-3-[(2S,3R)-3-[(benzoyloxy)methyl]-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-en-1-yl benzoate

CAS Registry Number

Not Available

SMILES

COC1=C2O[C@@H]([C@@H](COC(=O)C3=CC=CC=C3)C2=CC(\C=C\COC(=O)C2=CC=CC=C2)=C1)C1=CC=C(O)C(OC)=C1

InChI Identifier

InChI=1S/C34H30O8/c1-38-29-20-25(15-16-28(29)35)31-27(21-41-34(37)24-13-7-4-8-14-24)26-18-22(19-30(39-2)32(26)42-31)10-9-17-40-33(36)23-11-5-3-6-12-23/h3-16,18-20,27,31,35H,17,21H2,1-2H3/b10-9+/t27-,31+/m0/s1

InChI Key

VSDDOTKKJQUPSV-UQQQVEQYSA-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
Euterpe precatoria	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
Neolignan skeleton
Benzoate ester
Methoxyphenol
Benzofuran
Benzoic acid or derivatives
Coumaran
Anisole
Phenoxy compound
Benzoyl
Phenol ether
Styrene
Methoxybenzene
Phenol
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Benzenoid
Carboxylic acid ester
Ether
Carboxylic acid derivative
Oxacycle
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	6.82	ChemAxon
pKa (Strongest Acidic)	9.91	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	100.52 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	158.1 m³·mol⁻¹	ChemAxon
Polarizability	61.49 Å³	ChemAxon
Number of Rings	5	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

20057363

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

22297538

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2e)-3-[(2s,3r)-3-[(benzoyloxy)methyl]-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-en-1-yl benzoate (NP0207545)

MOL for NP0207545 ((2e)-3-[(2s,3r)-3-[(benzoyloxy)methyl]-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-en-1-yl benzoate)

3D MOL for NP0207545 ((2e)-3-[(2s,3r)-3-[(benzoyloxy)methyl]-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-en-1-yl benzoate)

3D SDF for NP0207545 ((2e)-3-[(2s,3r)-3-[(benzoyloxy)methyl]-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-en-1-yl benzoate)

3D-SDF for NP0207545 ((2e)-3-[(2s,3r)-3-[(benzoyloxy)methyl]-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-en-1-yl benzoate)

PDB for NP0207545 ((2e)-3-[(2s,3r)-3-[(benzoyloxy)methyl]-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-en-1-yl benzoate)

3D PDB for NP0207545 ((2e)-3-[(2s,3r)-3-[(benzoyloxy)methyl]-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-en-1-yl benzoate)

SMILES for NP0207545 ((2e)-3-[(2s,3r)-3-[(benzoyloxy)methyl]-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-en-1-yl benzoate)

INCHI for NP0207545 ((2e)-3-[(2s,3r)-3-[(benzoyloxy)methyl]-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-en-1-yl benzoate)

Structure for NP0207545 ((2e)-3-[(2s,3r)-3-[(benzoyloxy)methyl]-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-en-1-yl benzoate)

3D Structure for NP0207545 ((2e)-3-[(2s,3r)-3-[(benzoyloxy)methyl]-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]prop-2-en-1-yl benzoate)