NP-MRD: Showing NP-Card for 5-[(2r,3s)-7-hydroxy-2-(hydroxymethyl)-4-(prop-2-en-1-yl)-6-[4-(prop-2-en-1-yl)phenoxy]-2,3-dihydro-1-benzofuran-3-yl]-5'-(prop-2-en-1-yl)-[1,1'-biphenyl]-2,2'-diol (NP0173438)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-03 10:34:23 UTC

Updated at

2022-09-03 10:34:23 UTC

NP-MRD ID

NP0173438

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5-[(2r,3s)-7-hydroxy-2-(hydroxymethyl)-4-(prop-2-en-1-yl)-6-[4-(prop-2-en-1-yl)phenoxy]-2,3-dihydro-1-benzofuran-3-yl]-5'-(prop-2-en-1-yl)-[1,1'-biphenyl]-2,2'-diol

Description

Magnolignan H belongs to the class of organic compounds known as 1-phenylcoumarans. 1-Phenylcoumarans are compounds containing a coumaran ring system substituted at the 1-position with phenyl group. 5-[(2r,3s)-7-hydroxy-2-(hydroxymethyl)-4-(prop-2-en-1-yl)-6-[4-(prop-2-en-1-yl)phenoxy]-2,3-dihydro-1-benzofuran-3-yl]-5'-(prop-2-en-1-yl)-[1,1'-biphenyl]-2,2'-diol is found in Magnolia officinalis. Based on a literature review very few articles have been published on Magnolignan H.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309032212342D          

 42 46  0  0  1  0            999 V2000
    5.4957    5.6479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    6.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    5.6479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    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
    2.6378    0.6979    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
    3.3523   -0.5396    0.0000 C   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
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1712    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    0.8085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8838    0.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4358   -0.5422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1809   -1.3268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3739   -1.4984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1190   -2.2830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1781   -0.8853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9851   -1.0568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2400   -1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0470   -2.0129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3020   -2.7976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1089   -2.9691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3639   -3.7537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5990   -1.3998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3441   -0.6152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5371   -0.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2822    0.3409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768   -0.1006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  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  2  0  0  0  0
 11 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
  9 17  1  0  0  0  0
 17 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  6  0  0  0
 21 22  1  0  0  0  0
 20 23  1  0  0  0  0
 15 23  1  0  0  0  0
 23 24  1  6  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 32 36  2  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 30 38  1  0  0  0  0
 38 39  1  0  0  0  0
 29 40  2  0  0  0  0
 24 40  1  0  0  0  0
  7 41  1  0  0  0  0
 41 42  2  0  0  0  0
  4 42  1  0  0  0  0
M  END

     RDKit          3D

 76 80  0  0  0  0  0  0  0  0999 V2000
   10.1744   -2.2848   -2.2886 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2241   -2.4956   -1.3939 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8011   -2.6809   -1.7812 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0268   -1.5904   -1.1185 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4579   -1.7235    0.1287 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7461   -0.7113    0.7326 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5671    0.5125    0.0983 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8581    1.5347    0.6899 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5077    1.7311    0.6804 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8473    1.7456    1.8919 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4626    1.9414    1.9597 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7731    1.9487    3.2892 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0610    0.6763    3.5387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2366    0.6435    3.7469 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7383    2.1238    0.8035 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3842    2.1137   -0.4319 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7569    1.9151   -0.4377 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3807    1.9079   -1.6757 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4353    2.3208   -1.4557 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5855    3.1019   -0.8286 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8601    3.1308   -1.5975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5638    3.6910   -2.8619 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6945    2.3520    0.4808 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3510    1.0409    0.2987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6774   -0.1201   -0.0154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3054   -1.3224   -0.2015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6639   -1.4222   -0.0798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3448   -2.6254   -0.2605 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3950   -0.2876    0.2348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8500   -0.4061    0.3264 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5584   -1.0042   -0.7207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9302   -1.0805   -0.6263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6663   -1.7102   -1.7340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7781   -3.1682   -1.4957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2601   -3.7175   -0.4207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5504   -0.5660    0.4929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8645    0.0188    1.5187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4709    0.1046    1.4406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8540    0.6998    2.5083 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7436    0.9079    0.4170 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1318    0.6538   -1.1449 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8555   -0.3765   -1.7591 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9961   -2.2318   -3.3520 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1998   -2.1537   -1.9676 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4641   -2.5386   -0.3396 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6349   -2.5870   -2.8598 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4669   -3.6501   -1.3531 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6063   -2.6919    0.6189 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3041   -0.8361    1.7177 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3466    1.6099    2.8406 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0436    2.7831    3.3289 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5047    2.1544    4.1090 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6067   -0.2489    3.5514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8134    1.5722    3.7379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7741   -0.2762    3.9311 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8866    2.0387   -2.5487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2511    4.1193   -0.6213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5368    3.8464   -1.1114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3102    2.1465   -1.7753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7893    4.3126   -2.7542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1789    2.9647    1.2524 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3977   -0.1022   -0.1241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7035   -2.2074   -0.4501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8927   -3.4849   -0.4873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9795   -1.3726   -1.5471 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2437   -1.4803   -2.7214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7172   -1.3069   -1.7400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2979   -3.7759   -2.2299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7370   -3.1121    0.3189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3361   -4.7819   -0.2362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6441   -0.6183    0.5832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3773    0.4126    2.3830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9045    0.8626    2.6944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3068    1.7997    0.6493 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0564    1.5617   -1.7085 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2936   -0.2509   -2.7374 H   0  0  0  0  0  0  0  0  0  0  0  0
 22 21  1  0
 21 20  1  0
 20 19  1  0
 19 16  1  0
 16 17  2  0
 17 18  1  0
 17  9  1  0
  9  8  1  0
  8  7  1  0
  7  6  2  0
  6  5  1  0
  5  4  2  0
  4  3  1  0
  3  2  1  0
  2  1  2  3
  4 42  1  0
 42 41  2  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  3
 11 15  2  0
 15 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 27 29  1  0
 29 40  2  0
 29 30  1  0
 30 31  2  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  2  3
 32 36  2  0
 36 37  1  0
 37 38  2  0
 38 39  1  0
 23 20  1  0
 40 24  1  0
 38 30  1  0
 15 16  1  0
 41  7  1  0
 22 60  1  0
 21 58  1  0
 21 59  1  0
 20 57  1  1
 18 56  1  0
  6 49  1  0
  5 48  1  0
  3 46  1  0
  3 47  1  0
  2 45  1  0
  1 43  1  0
  1 44  1  0
 42 76  1  0
 41 75  1  0
 10 50  1  0
 12 51  1  0
 12 52  1  0
 13 53  1  0
 14 54  1  0
 14 55  1  0
 23 61  1  1
 25 62  1  0
 26 63  1  0
 28 64  1  0
 40 74  1  0
 31 65  1  0
 33 66  1  0
 33 67  1  0
 34 68  1  0
 35 69  1  0
 35 70  1  0
 36 71  1  0
 37 72  1  0
 39 73  1  0
M  END


  Mrv1652309032212342D          

 42 46  0  0  1  0            999 V2000
    5.4957    5.6479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    6.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    5.6479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7812    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    3.1729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0668    2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    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
    2.6378    0.6979    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
    3.3523   -0.5396    0.0000 C   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
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1712    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5837    0.8085    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8838    0.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4358   -0.5422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1809   -1.3268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3739   -1.4984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1190   -2.2830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1781   -0.8853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9851   -1.0568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2400   -1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0470   -2.0129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3020   -2.7976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1089   -2.9691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3639   -3.7537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5990   -1.3998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3441   -0.6152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5371   -0.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2822    0.3409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768   -0.1006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  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  2  0  0  0  0
 11 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
  9 17  1  0  0  0  0
 17 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  6  0  0  0
 21 22  1  0  0  0  0
 20 23  1  0  0  0  0
 15 23  1  0  0  0  0
 23 24  1  6  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 32 36  2  0  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 30 38  1  0  0  0  0
 38 39  1  0  0  0  0
 29 40  2  0  0  0  0
 24 40  1  0  0  0  0
  7 41  1  0  0  0  0
 41 42  2  0  0  0  0
  4 42  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0173438

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC[C@@H]1OC2=C(O)C(OC3=CC=C(CC=C)C=C3)=CC(CC=C)=C2[C@@H]1C1=CC=C(O)C(=C1)C1=CC(CC=C)=CC=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C36H34O6/c1-4-7-22-10-14-26(15-11-22)41-31-20-24(9-6-3)34-33(32(21-37)42-36(34)35(31)40)25-13-17-30(39)28(19-25)27-18-23(8-5-2)12-16-29(27)38/h4-6,10-20,32-33,37-40H,1-3,7-9,21H2/t32-,33+/m0/s1

> <INCHI_KEY>
YGUKSKZCBFPXIC-JHOUSYSJSA-N

> <FORMULA>
C36H34O6

> <MOLECULAR_WEIGHT>
562.662

> <EXACT_MASS>
562.235538815

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
76

> <JCHEM_AVERAGE_POLARIZABILITY>
61.295965843060515

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-[(2R,3S)-7-hydroxy-2-(hydroxymethyl)-4-(prop-2-en-1-yl)-6-[4-(prop-2-en-1-yl)phenoxy]-2,3-dihydro-1-benzofuran-3-yl]-5'-(prop-2-en-1-yl)-[1,1'-biphenyl]-2,2'-diol

> <ALOGPS_LOGP>
6.55

> <JCHEM_LOGP>
8.256433692666668

> <ALOGPS_LOGS>
-5.41

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.15691035838198

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.60246210723421

> <JCHEM_PKA_STRONGEST_BASIC>
-2.962120456626546

> <JCHEM_POLAR_SURFACE_AREA>
99.38000000000001

> <JCHEM_REFRACTIVITY>
166.54149999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.19e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-[(2R,3S)-7-hydroxy-2-(hydroxymethyl)-4-(prop-2-en-1-yl)-6-[4-(prop-2-en-1-yl)phenoxy]-2,3-dihydro-1-benzofuran-3-yl]-5'-(prop-2-en-1-yl)-[1,1'-biphenyl]-2,2'-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 03-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-22         0                                  
HETATM    1  C   UNK     0      10.259  10.543   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.925  11.313   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.591  10.543   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.591   9.003   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.925   8.233   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.925   6.693   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.591   5.923   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       7.591   4.383   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.924  -0.237   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.258  -1.007   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.258  -2.547   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       4.924   5.923   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       2.126   4.089   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.320   2.843   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -1.090   1.509   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       2.126   1.597   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.650   0.132   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.680  -1.012   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.204  -2.477   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.698  -2.797   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       0.222  -4.262   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -0.333  -1.652   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -1.839  -1.973   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -2.315  -3.437   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -3.821  -3.757   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -4.297  -5.222   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -5.803  -5.542   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -6.279  -7.007   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -4.852  -2.613   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -4.376  -1.148   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -2.869  -0.828   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      -2.393   0.636   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       0.143  -0.188   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       6.258   6.693   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       6.258   8.233   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   42                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   41                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   17                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   15                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13                                                            
CONECT   15   11   16   23                                                  
CONECT   16   15   17   19                                                  
CONECT   17   16    9   18                                                  
CONECT   18   17                                                            
CONECT   19   16   20                                                       
CONECT   20   19   21   23                                                  
CONECT   21   20   22                                                       
CONECT   22   21                                                            
CONECT   23   20   15   24                                                  
CONECT   24   23   25   40                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   40                                                  
CONECT   30   29   31   38                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33   36                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34                                                            
CONECT   36   32   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   30   39                                                  
CONECT   39   38                                                            
CONECT   40   29   24                                                       
CONECT   41    7   42                                                       
CONECT   42   41    4                                                       
MASTER        0    0    0    0    0    0    0    0   42    0   92    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₆H₃₄O₆

Average Mass

562.6620 Da

Monoisotopic Mass

562.23554 Da

IUPAC Name

5-[(2R,3S)-7-hydroxy-2-(hydroxymethyl)-4-(prop-2-en-1-yl)-6-[4-(prop-2-en-1-yl)phenoxy]-2,3-dihydro-1-benzofuran-3-yl]-5'-(prop-2-en-1-yl)-[1,1'-biphenyl]-2,2'-diol

Traditional Name

5-[(2R,3S)-7-hydroxy-2-(hydroxymethyl)-4-(prop-2-en-1-yl)-6-[4-(prop-2-en-1-yl)phenoxy]-2,3-dihydro-1-benzofuran-3-yl]-5'-(prop-2-en-1-yl)-[1,1'-biphenyl]-2,2'-diol

CAS Registry Number

Not Available

SMILES

OC[C@@H]1OC2=C(O)C(OC3=CC=C(CC=C)C=C3)=CC(CC=C)=C2[C@@H]1C1=CC=C(O)C(=C1)C1=CC(CC=C)=CC=C1O

InChI Identifier

InChI=1S/C36H34O6/c1-4-7-22-10-14-26(15-11-22)41-31-20-24(9-6-3)34-33(32(21-37)42-36(34)35(31)40)25-13-17-30(39)28(19-25)27-18-23(8-5-2)12-16-29(27)38/h4-6,10-20,32-33,37-40H,1-3,7-9,21H2/t32-,33+/m0/s1

InChI Key

YGUKSKZCBFPXIC-JHOUSYSJSA-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
Magnolia officinalis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-phenylcoumarans. 1-Phenylcoumarans are compounds containing a coumaran ring system substituted at the 1-position with phenyl group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Coumarans

Sub Class

1-phenylcoumarans

Direct Parent

1-phenylcoumarans

Alternative Parents

Substituents

1-phenylcoumaran
Biphenyl
Diaryl ether
Phenoxy compound
Phenol ether
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Ether
Oxacycle
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Alcohol
Primary alcohol
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	6.55	ALOGPS
logP	8.26	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	8.6	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	99.38 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	166.54 m³·mol⁻¹	ChemAxon
Polarizability	61.3 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

C00051433

Chemspider ID

331591

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

373767

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 5-[(2r,3s)-7-hydroxy-2-(hydroxymethyl)-4-(prop-2-en-1-yl)-6-[4-(prop-2-en-1-yl)phenoxy]-2,3-dihydro-1-benzofuran-3-yl]-5'-(prop-2-en-1-yl)-[1,1'-biphenyl]-2,2'-diol (NP0173438)

MOL for NP0173438 (5-[(2r,3s)-7-hydroxy-2-(hydroxymethyl)-4-(prop-2-en-1-yl)-6-[4-(prop-2-en-1-yl)phenoxy]-2,3-dihydro-1-benzofuran-3-yl]-5'-(prop-2-en-1-yl)-[1,1'-biphenyl]-2,2'-diol)

3D MOL for NP0173438 (5-[(2r,3s)-7-hydroxy-2-(hydroxymethyl)-4-(prop-2-en-1-yl)-6-[4-(prop-2-en-1-yl)phenoxy]-2,3-dihydro-1-benzofuran-3-yl]-5'-(prop-2-en-1-yl)-[1,1'-biphenyl]-2,2'-diol)

3D SDF for NP0173438 (5-[(2r,3s)-7-hydroxy-2-(hydroxymethyl)-4-(prop-2-en-1-yl)-6-[4-(prop-2-en-1-yl)phenoxy]-2,3-dihydro-1-benzofuran-3-yl]-5'-(prop-2-en-1-yl)-[1,1'-biphenyl]-2,2'-diol)

3D-SDF for NP0173438 (5-[(2r,3s)-7-hydroxy-2-(hydroxymethyl)-4-(prop-2-en-1-yl)-6-[4-(prop-2-en-1-yl)phenoxy]-2,3-dihydro-1-benzofuran-3-yl]-5'-(prop-2-en-1-yl)-[1,1'-biphenyl]-2,2'-diol)

PDB for NP0173438 (5-[(2r,3s)-7-hydroxy-2-(hydroxymethyl)-4-(prop-2-en-1-yl)-6-[4-(prop-2-en-1-yl)phenoxy]-2,3-dihydro-1-benzofuran-3-yl]-5'-(prop-2-en-1-yl)-[1,1'-biphenyl]-2,2'-diol)

3D PDB for NP0173438 (5-[(2r,3s)-7-hydroxy-2-(hydroxymethyl)-4-(prop-2-en-1-yl)-6-[4-(prop-2-en-1-yl)phenoxy]-2,3-dihydro-1-benzofuran-3-yl]-5'-(prop-2-en-1-yl)-[1,1'-biphenyl]-2,2'-diol)

SMILES for NP0173438 (5-[(2r,3s)-7-hydroxy-2-(hydroxymethyl)-4-(prop-2-en-1-yl)-6-[4-(prop-2-en-1-yl)phenoxy]-2,3-dihydro-1-benzofuran-3-yl]-5'-(prop-2-en-1-yl)-[1,1'-biphenyl]-2,2'-diol)

INCHI for NP0173438 (5-[(2r,3s)-7-hydroxy-2-(hydroxymethyl)-4-(prop-2-en-1-yl)-6-[4-(prop-2-en-1-yl)phenoxy]-2,3-dihydro-1-benzofuran-3-yl]-5'-(prop-2-en-1-yl)-[1,1'-biphenyl]-2,2'-diol)

Structure for NP0173438 (5-[(2r,3s)-7-hydroxy-2-(hydroxymethyl)-4-(prop-2-en-1-yl)-6-[4-(prop-2-en-1-yl)phenoxy]-2,3-dihydro-1-benzofuran-3-yl]-5'-(prop-2-en-1-yl)-[1,1'-biphenyl]-2,2'-diol)

3D Structure for NP0173438 (5-[(2r,3s)-7-hydroxy-2-(hydroxymethyl)-4-(prop-2-en-1-yl)-6-[4-(prop-2-en-1-yl)phenoxy]-2,3-dihydro-1-benzofuran-3-yl]-5'-(prop-2-en-1-yl)-[1,1'-biphenyl]-2,2'-diol)