NP-MRD: Showing NP-Card for 4-{4-[3-(hydroxymethyl)-2-(4-hydroxyphenyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]-hexahydrofuro[3,4-c]furan-1-yl}phenol (NP0248434)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-07 10:42:06 UTC

Updated at

2022-09-07 10:42:06 UTC

NP-MRD ID

NP0248434

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4-{4-[3-(hydroxymethyl)-2-(4-hydroxyphenyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]-hexahydrofuro[3,4-c]furan-1-yl}phenol

Description

4-{4-[3-(Hydroxymethyl)-2-(4-hydroxyphenyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]-hexahydrofuro[3,4-c]furan-1-yl}phenol belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety. 4-{4-[3-(hydroxymethyl)-2-(4-hydroxyphenyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]-hexahydrofuro[3,4-c]furan-1-yl}phenol is found in Broussonetia papyrifera. 4-{4-[3-(Hydroxymethyl)-2-(4-hydroxyphenyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]-hexahydrofuro[3,4-c]furan-1-yl}phenol is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171509322D          

 35 40  0  0  0  0            999 V2000
   -1.1999    5.8359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9449    5.0513    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4969    4.4382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2420    3.6535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7940    3.0405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6010    3.2120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8560    3.9966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6096    4.3322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3241    3.9197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0386    4.3322    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5234    5.1526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7164    5.3242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3039    4.6097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1365    5.7047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9211    5.4497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5342    6.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3627    6.8087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9758    7.3608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5781    7.0637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9650    6.5116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5391    2.2558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0240    1.5884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5391    0.9210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7545    1.1759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7545    2.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0301    2.2558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5151    1.5884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0301    0.9210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2851    0.1363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0921   -0.0352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3470   -0.8198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7950   -1.4329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0499   -2.2175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0120   -1.2614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2670   -0.4768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  3 13  1  0  0  0  0
  7 13  2  0  0  0  0
 11 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 14 20  1  0  0  0  0
  5 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
 24 25  1  0  0  0  0
 21 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 24 28  1  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
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 34 35  2  0  0  0  0
 29 35  1  0  0  0  0
M  END

     RDKit          3D

 63 68  0  0  0  0  0  0  0  0999 V2000
   -0.8609   -4.4685   -0.7704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8796   -3.4964   -0.6680 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5310   -2.1917   -0.3903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2190   -1.8507   -0.2177 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2022   -0.5673    0.0619 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5841   -0.1366    0.2562 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7741    1.0476   -0.4497 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6841    0.8061   -1.4658 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6624   -0.1371   -0.7757 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6413   -1.0936   -0.1257 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4543   -1.5256    1.0801 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0225   -0.3527    1.5101 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2531    0.4694    0.4314 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6730    0.8064    0.3676 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4433    0.7963   -0.7640 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7692    1.1390   -0.6633 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3560    1.4938    0.5370 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6866    1.8392    0.6461 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5891    1.5075    1.6839 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2717    1.1667    1.5825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7925    0.3886    0.1630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1288    0.1004   -0.0015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5044   -1.1934   -0.2793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8767   -1.2286   -0.3982 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4374    0.0696   -0.4849 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7496    0.1634    0.1453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0963    1.2108    0.9524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3643    1.2772    1.5481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2909    0.2823    1.3305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5611    0.3380    1.9205 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9375   -0.7723    0.5159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6917   -0.8361   -0.0685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3756    0.9568    0.0590 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1031    2.0709   -0.9559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1254    2.9763   -1.0639 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3192   -4.6186    0.1791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2794   -5.4507   -1.1228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1272   -4.1075   -1.5206 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5351   -2.6142   -0.3011 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7027    0.1223    1.3453 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1317    0.2719   -2.2689 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1372    1.7468   -1.7720 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3174   -0.6641   -1.4519 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3763   -1.9046   -0.7882 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8175   -1.9843    1.8459 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2786   -2.2044    0.7689 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6975    1.4304    0.6424 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9621    0.5163   -1.6862 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3623    1.1281   -1.5528 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0460    2.7728    0.5526 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0228    1.7782    2.6187 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6882    1.1865    2.5091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5473    1.4304    0.3821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5495    0.2458   -1.5986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4019    2.0102    1.1483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5976    2.1232    2.1796 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3395    0.7866    1.4602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6452   -1.5679    0.3275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4163   -1.6647   -0.7073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5182    1.3325    1.0741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9819    1.5493   -1.9437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1109    2.5478   -0.7557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7828    2.7464   -1.7717 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  1  0
 25 33  1  0
 33 34  1  0
 34 35  1  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  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  2  0
 23  3  1  0
 32 26  1  0
 10  6  1  0
 20 14  1  0
 33 22  1  0
 13  9  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  4 39  1  0
 21 53  1  0
 25 54  1  6
 33 60  1  1
 34 61  1  0
 34 62  1  0
 35 63  1  0
 27 55  1  0
 28 56  1  0
 30 57  1  0
 31 58  1  0
 32 59  1  0
  6 40  1  1
  8 41  1  0
  8 42  1  0
  9 43  1  6
 10 44  1  6
 11 45  1  0
 11 46  1  0
 13 47  1  1
 15 48  1  0
 16 49  1  0
 18 50  1  0
 19 51  1  0
 20 52  1  0
M  END


  Mrv1533004171509322D          

 35 40  0  0  0  0            999 V2000
   -1.1999    5.8359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9449    5.0513    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4969    4.4382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2420    3.6535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7940    3.0405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6010    3.2120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8560    3.9966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6096    4.3322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3241    3.9197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0386    4.3322    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5234    5.1526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7164    5.3242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3039    4.6097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1365    5.7047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9211    5.4497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5342    6.0018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3627    6.8087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9758    7.3608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5781    7.0637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9650    6.5116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5391    2.2558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0240    1.5884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5391    0.9210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7545    1.1759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7545    2.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0301    2.2558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5151    1.5884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0301    0.9210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2851    0.1363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0921   -0.0352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3470   -0.8198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7950   -1.4329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0499   -2.2175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0120   -1.2614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2670   -0.4768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  3 13  1  0  0  0  0
  7 13  2  0  0  0  0
 11 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  2  0  0  0  0
 14 20  1  0  0  0  0
  5 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
 24 25  1  0  0  0  0
 21 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 24 28  1  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
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 34 35  2  0  0  0  0
 29 35  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0248434

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(=CC2=C1OC(C2CO)C1=CC=C(O)C=C1)C1OCC2C1COC2C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C28H28O7/c1-32-24-11-17(10-20-21(12-29)27(35-28(20)24)16-4-8-19(31)9-5-16)26-23-14-33-25(22(23)13-34-26)15-2-6-18(30)7-3-15/h2-11,21-23,25-27,29-31H,12-14H2,1H3

> <INCHI_KEY>
RTNCSBDPDVORAW-UHFFFAOYSA-N

> <FORMULA>
C28H28O7

> <MOLECULAR_WEIGHT>
476.525

> <EXACT_MASS>
476.183503242

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
63

> <JCHEM_AVERAGE_POLARIZABILITY>
51.48234385204228

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-[3-(hydroxymethyl)-5-[4-(4-hydroxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-7-methoxy-2,3-dihydro-1-benzofuran-2-yl]phenol

> <ALOGPS_LOGP>
3.24

> <JCHEM_LOGP>
3.071739177666666

> <ALOGPS_LOGS>
-4.81

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.77283892681646

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.170779474184293

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7158587356330477

> <JCHEM_POLAR_SURFACE_AREA>
97.61000000000001

> <JCHEM_REFRACTIVITY>
128.99410000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.31e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-[3-(hydroxymethyl)-5-[4-(4-hydroxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-7-methoxy-2,3-dihydro-1-benzofuran-2-yl]phenol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0      -2.240  10.894   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.764   9.429   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -2.794   8.285   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.318   6.820   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.349   5.676   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.855   5.996   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.331   7.460   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -6.738   8.087   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -8.072   7.317   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -9.405   8.087   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -6.577   9.618   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -5.071   9.938   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -4.301   8.605   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -7.721  10.649   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -9.186  10.173   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -10.331  11.203   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -10.010  12.710   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0     -11.155  13.740   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -8.546  13.186   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -7.401  12.155   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -2.873   4.211   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -3.778   2.965   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -2.873   1.719   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.408   2.195   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.408   3.735   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.056   4.211   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       0.961   2.965   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       0.056   1.719   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.532   0.254   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.039  -0.066   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.514  -1.530   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       1.484  -2.675   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       1.960  -4.139   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      -0.022  -2.355   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -0.498  -0.890   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   13                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   21                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   13                                                  
CONECT    8    7    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9                                                            
CONECT   11    8   12   14                                                  
CONECT   12   11   13                                                       
CONECT   13   12    3    7                                                  
CONECT   14   11   15   20                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   14                                                       
CONECT   21    5   22   25                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   28                                                  
CONECT   25   24   21   26                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   24   29                                                  
CONECT   29   28   30   35                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35                                                       
CONECT   35   34   29                                                       
MASTER        0    0    0    0    0    0    0    0   35    0   80    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₈H₂₈O₇

Average Mass

476.5250 Da

Monoisotopic Mass

476.18350 Da

IUPAC Name

4-[3-(hydroxymethyl)-5-[4-(4-hydroxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-7-methoxy-2,3-dihydro-1-benzofuran-2-yl]phenol

Traditional Name

4-[3-(hydroxymethyl)-5-[4-(4-hydroxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-7-methoxy-2,3-dihydro-1-benzofuran-2-yl]phenol

CAS Registry Number

Not Available

SMILES

COC1=CC(=CC2=C1OC(C2CO)C1=CC=C(O)C=C1)C1OCC2C1COC2C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C28H28O7/c1-32-24-11-17(10-20-21(12-29)27(35-28(20)24)16-4-8-19(31)9-5-16)26-23-14-33-25(22(23)13-34-26)15-2-6-18(30)7-3-15/h2-11,21-23,25-27,29-31H,12-14H2,1H3

InChI Key

RTNCSBDPDVORAW-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
Broussonetia papyrifera	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
Furanoid lignan
Furofuran lignan skeleton
Norlignan skeleton
Neolignan skeleton
Coumaran
Benzofuran
Anisole
Phenol ether
Furofuran
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Benzenoid
Oxolane
Ether
Dialkyl ether
Organoheterocyclic compound
Oxacycle
Alcohol
Primary alcohol
Hydrocarbon derivative
Organic oxygen compound
Organooxygen 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	3.24	ALOGPS
logP	3.07	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	9.17	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	97.61 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	128.99 m³·mol⁻¹	ChemAxon
Polarizability	51.48 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

56674691

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 4-{4-[3-(hydroxymethyl)-2-(4-hydroxyphenyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]-hexahydrofuro[3,4-c]furan-1-yl}phenol (NP0248434)

MOL for NP0248434 (4-{4-[3-(hydroxymethyl)-2-(4-hydroxyphenyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]-hexahydrofuro[3,4-c]furan-1-yl}phenol)

3D MOL for NP0248434 (4-{4-[3-(hydroxymethyl)-2-(4-hydroxyphenyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]-hexahydrofuro[3,4-c]furan-1-yl}phenol)

3D SDF for NP0248434 (4-{4-[3-(hydroxymethyl)-2-(4-hydroxyphenyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]-hexahydrofuro[3,4-c]furan-1-yl}phenol)

3D-SDF for NP0248434 (4-{4-[3-(hydroxymethyl)-2-(4-hydroxyphenyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]-hexahydrofuro[3,4-c]furan-1-yl}phenol)

PDB for NP0248434 (4-{4-[3-(hydroxymethyl)-2-(4-hydroxyphenyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]-hexahydrofuro[3,4-c]furan-1-yl}phenol)

3D PDB for NP0248434 (4-{4-[3-(hydroxymethyl)-2-(4-hydroxyphenyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]-hexahydrofuro[3,4-c]furan-1-yl}phenol)

SMILES for NP0248434 (4-{4-[3-(hydroxymethyl)-2-(4-hydroxyphenyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]-hexahydrofuro[3,4-c]furan-1-yl}phenol)

INCHI for NP0248434 (4-{4-[3-(hydroxymethyl)-2-(4-hydroxyphenyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]-hexahydrofuro[3,4-c]furan-1-yl}phenol)

Structure for NP0248434 (4-{4-[3-(hydroxymethyl)-2-(4-hydroxyphenyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]-hexahydrofuro[3,4-c]furan-1-yl}phenol)

3D Structure for NP0248434 (4-{4-[3-(hydroxymethyl)-2-(4-hydroxyphenyl)-7-methoxy-2,3-dihydro-1-benzofuran-5-yl]-hexahydrofuro[3,4-c]furan-1-yl}phenol)