NP-MRD: Showing NP-Card for Matairesinol 4'-O-beta-gentiobioside (NP0138636)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-06-29 17:38:41 UTC

Updated at

2022-06-29 17:38:41 UTC

NP-MRD ID

NP0138636

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Matairesinol 4'-O-beta-gentiobioside

Description

Matairesinol 4'-O-beta-gentiobioside belongs to the class of organic compounds known as lignan glycosides. These are aromatic polycyclic compounds containing a carbohydrate component glycosidically linked to a lignan moiety. They include 1-aryltetralin lactones. Matairesinol 4'-O-beta-gentiobioside is found in Trachelospermum asiaticum. Matairesinol 4'-O-beta-gentiobioside was first documented in 2012 (PMID: 22993985). Based on a literature review very few articles have been published on Matairesinol 4'-O-beta-gentiobioside.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652306292219382D          

 48 52  0  0  1  0            999 V2000
    4.8946   -3.7741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1801   -4.1866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1801   -5.0116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8946   -5.4241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8946   -6.2491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1801   -6.6616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656   -6.2491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656   -5.4241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512   -6.6616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512   -7.4866    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4186   -7.9715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1637   -8.7562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387   -8.7562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8538   -9.4236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0837   -7.9715    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2991   -7.7166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1276   -6.9096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7407   -6.3576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5692   -5.5506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7845   -5.2957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1714   -5.8477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3430   -6.6547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6130   -4.4887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1716   -4.2338    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7847   -4.7858    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5693   -4.5309    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7409   -3.7239    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1278   -3.1719    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3431   -3.4268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2993   -2.3649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6862   -1.8128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8577   -1.0059    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6423   -0.7509    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8139    0.0560    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2008    0.6081    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4162    0.3531    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2446   -0.4538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1969    0.9052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0254    1.7121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3723    1.4150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5985    0.3110    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2554   -1.3030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5255   -3.4689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1824   -5.0829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6132   -5.5928    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1823   -4.9986    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0107   -4.1916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6091   -5.0116    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
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  7  9  1  0  0  0  0
 10  9  1  1  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
 13 15  1  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  6  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 17 22  1  0  0  0  0
 20 23  1  0  0  0  0
 24 23  1  1  0  0  0
 24 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
 28 29  1  0  0  0  0
 24 29  1  0  0  0  0
 28 30  1  1  0  0  0
 30 31  1  0  0  0  0
 32 31  1  1  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 32 37  1  0  0  0  0
 36 38  1  1  0  0  0
 38 39  1  0  0  0  0
 35 40  1  6  0  0  0
 34 41  1  1  0  0  0
 33 42  1  6  0  0  0
 27 43  1  6  0  0  0
 26 44  1  1  0  0  0
 25 45  1  6  0  0  0
 19 46  1  0  0  0  0
 46 47  1  0  0  0  0
  4 48  1  0  0  0  0
M  END

     RDKit          3D

 90 94  0  0  0  0  0  0  0  0999 V2000
   10.0774    4.5481   -0.6817 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0153    3.4818   -0.0281 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9358    2.3490    0.6670 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6486    1.8859    1.0319 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4842    0.7085    1.7580 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0957    0.2371    2.0819 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5776   -0.4665    0.8363 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3311   -1.6483    0.4086 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4109   -2.7187    0.4043 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2178   -2.3327    0.9751 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3749   -3.1199    1.4701 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1365   -0.8279    0.8846 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5278   -0.4188   -0.4410 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1158   -0.6616   -0.6109 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2275    0.3490   -0.3213 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8477    0.2079   -0.5018 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3539   -0.9742   -0.9836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9768   -1.1955   -1.1942 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0510   -0.3174   -1.0176 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9269   -0.8808   -0.0937 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0919   -0.1500    0.0811 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.3119   -1.0037    0.1819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4229   -0.1895    0.3730 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6010   -0.9302    0.4940 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.5396   -0.7053   -0.4582 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5195    0.2066   -0.2161 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.2053    1.6145   -0.6677 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3121    2.3930   -0.3247 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0637    0.2706    1.1683 C   0  0  1  0  0  0  0  0  0  0  0  0
  -11.4629    0.2226    1.2003 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5492   -0.8028    2.0853 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.8129   -0.3520    3.3969 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0495   -0.8265    1.9214 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.6011   -1.9205    2.6946 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3187    0.9412   -0.9050 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7283    2.1562   -0.4867 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9749    0.6071   -2.3258 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.9732   -0.0921   -3.0019 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7128   -0.1832   -2.3817 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7941    0.5369   -3.1637 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2406   -2.0176   -1.2838 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7655   -3.2241   -1.7705 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6737   -4.2598   -2.0695 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5996   -1.8400   -1.0916 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6002    0.0022    2.1164 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8576    0.4560    1.7598 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0303    1.6151    1.0434 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3357    2.0092    0.7181 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4806    5.4162   -0.2045 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5380    4.4669   -1.7053 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0865    4.9971   -0.9729 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7506    2.4149    0.7697 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4948    1.0718    2.4131 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2436   -0.5800    2.8292 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6942    0.3048   -0.0180 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2299   -1.9024    1.0198 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7568   -1.4871   -0.6221 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5750   -0.4562    1.7559 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7896    0.6641   -0.5745 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1120   -0.9357   -1.2512 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5678    1.3065    0.0656 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1818    1.0247   -0.2615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7097    0.6823   -0.6926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9749    0.3559    1.0849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5015   -1.5657   -0.7723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2221   -1.6925    1.0592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2770   -2.0114    0.3716 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3936   -0.1040   -0.8706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1439    1.6305   -1.7772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3264    2.0382   -0.1903 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2042    3.3465   -0.5295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7908    1.2509    1.6576 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8105    0.6639    0.3785 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0329   -1.7817    1.9338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3843    0.5411    3.4497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6344    0.0678    2.4360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8376   -1.6900    3.2573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4252    1.1771   -0.8982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1934    2.8834   -1.0144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8793    1.5991   -2.8602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5118   -0.6474   -3.6948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8561   -1.2170   -2.7512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5676    0.0611   -4.0044 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4502   -3.9748   -2.7805 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1279   -5.1459   -2.4908 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2059   -4.6553   -1.1686 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2505   -2.6901   -1.3432 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4791   -0.9113    2.7005 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.7171   -0.1284    2.0560 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4636    2.8732    0.1835 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3 47  2  0
 47 48  1  0
 47 46  1  0
 46 45  2  0
 45  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 44  2  0
 44 41  1  0
 41 42  1  0
 42 43  1  0
 41 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 26 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
 31 33  1  0
 33 34  1  0
 21 35  1  0
 35 36  1  0
 35 37  1  0
 37 38  1  0
 37 39  1  0
 39 40  1  0
 17 16  1  0
 16 15  2  0
  5  4  2  0
  4  3  1  0
 12  7  1  0
 15 14  1  0
 39 19  1  0
 33 24  1  0
  1 49  1  0
  1 50  1  0
  1 51  1  0
 48 90  1  0
 46 89  1  0
 45 88  1  0
  6 53  1  0
  6 54  1  0
  7 55  1  6
  8 56  1  0
  8 57  1  0
 12 58  1  1
 13 59  1  0
 13 60  1  0
 44 87  1  0
 43 84  1  0
 43 85  1  0
 43 86  1  0
 19 63  1  1
 21 64  1  1
 22 65  1  0
 22 66  1  0
 24 67  1  6
 26 68  1  6
 27 69  1  0
 27 70  1  0
 28 71  1  0
 29 72  1  1
 30 73  1  0
 31 74  1  6
 32 75  1  0
 33 76  1  1
 34 77  1  0
 35 78  1  6
 36 79  1  0
 37 80  1  6
 38 81  1  0
 39 82  1  6
 40 83  1  0
 16 62  1  0
 15 61  1  0
  4 52  1  0
M  END


  Mrv1652306292219382D          

 48 52  0  0  1  0            999 V2000
    4.8946   -3.7741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1801   -4.1866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1801   -5.0116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8946   -5.4241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8946   -6.2491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1801   -6.6616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656   -6.2491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656   -5.4241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512   -6.6616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7512   -7.4866    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4186   -7.9715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1637   -8.7562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3387   -8.7562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8538   -9.4236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0837   -7.9715    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2991   -7.7166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1276   -6.9096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7407   -6.3576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5692   -5.5506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7845   -5.2957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1714   -5.8477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3430   -6.6547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6130   -4.4887    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1716   -4.2338    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7847   -4.7858    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5693   -4.5309    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7409   -3.7239    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1278   -3.1719    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3431   -3.4268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2993   -2.3649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6862   -1.8128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8577   -1.0059    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6423   -0.7509    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8139    0.0560    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2008    0.6081    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4162    0.3531    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2446   -0.4538    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1969    0.9052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0254    1.7121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3723    1.4150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5985    0.3110    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2554   -1.3030    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5255   -3.4689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1824   -5.0829    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6132   -5.5928    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1823   -4.9986    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0107   -4.1916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6091   -5.0116    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
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  7  9  1  0  0  0  0
 10  9  1  1  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
 13 15  1  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  6  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 17 22  1  0  0  0  0
 20 23  1  0  0  0  0
 24 23  1  1  0  0  0
 24 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
 28 29  1  0  0  0  0
 24 29  1  0  0  0  0
 28 30  1  1  0  0  0
 30 31  1  0  0  0  0
 32 31  1  1  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 32 37  1  0  0  0  0
 36 38  1  1  0  0  0
 38 39  1  0  0  0  0
 35 40  1  6  0  0  0
 34 41  1  1  0  0  0
 33 42  1  6  0  0  0
 27 43  1  6  0  0  0
 26 44  1  1  0  0  0
 25 45  1  6  0  0  0
 19 46  1  0  0  0  0
 46 47  1  0  0  0  0
  4 48  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0138636

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(O)C=CC(C[C@H]2COC(=O)[C@@H]2CC2=CC(OC)=C(O[C@@H]3O[C@H](CO[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)[C@@H](O)[C@H](O)[C@H]3O)C=C2)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C32H42O16/c1-42-20-9-14(3-5-18(20)34)7-16-12-44-30(41)17(16)8-15-4-6-19(21(10-15)43-2)46-32-29(40)27(38)25(36)23(48-32)13-45-31-28(39)26(37)24(35)22(11-33)47-31/h3-6,9-10,16-17,22-29,31-40H,7-8,11-13H2,1-2H3/t16-,17+,22+,23+,24+,25+,26-,27-,28+,29+,31+,32+/m0/s1

> <INCHI_KEY>
SSZQYOJANKKXOX-QFYIXHTHSA-N

> <FORMULA>
C32H42O16

> <MOLECULAR_WEIGHT>
682.672

> <EXACT_MASS>
682.247285272

> <JCHEM_ACCEPTOR_COUNT>
15

> <JCHEM_ATOM_COUNT>
90

> <JCHEM_AVERAGE_POLARIZABILITY>
67.27783291717941

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3R,4R)-4-[(4-hydroxy-3-methoxyphenyl)methyl]-3-[(3-methoxy-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}phenyl)methyl]oxolan-2-one

> <ALOGPS_LOGP>
0.06

> <JCHEM_LOGP>
-0.7471212279999996

> <ALOGPS_LOGS>
-2.92

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.908549377269953

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.941172108385846

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981083422322401

> <JCHEM_POLAR_SURFACE_AREA>
243.51999999999995

> <JCHEM_REFRACTIVITY>
160.19210000000007

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.12e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3R,4R)-4-[(4-hydroxy-3-methoxyphenyl)methyl]-3-[(3-methoxy-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxan-2-yl]oxy}phenyl)methyl]oxolan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-JUN-22         0                                  
HETATM    1  C   UNK     0       9.137  -7.045   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       7.803  -7.815   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       7.803  -9.355   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.137 -10.125   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.137 -11.665   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.803 -12.435   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.469 -11.665   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.469 -10.125   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.136 -12.435   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.136 -13.975   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.381 -14.880   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       5.906 -16.345   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       4.366 -16.345   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       3.460 -17.591   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       3.890 -14.880   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.425 -14.404   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.105 -12.898   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.249 -11.867   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.929 -10.361   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.464  -9.885   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.320 -10.916   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       0.640 -12.422   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       1.144  -8.379   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -0.320  -7.903   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.465  -8.933   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -2.929  -8.458   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -3.250  -6.951   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -2.105  -5.921   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -0.641  -6.397   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -2.425  -4.414   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -1.281  -3.384   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -1.601  -1.878   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -3.066  -1.402   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -3.386   0.105   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -2.241   1.135   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -0.777   0.659   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      -0.457  -0.847   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       0.368   1.690   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       0.047   3.196   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0      -2.562   2.641   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0      -4.851   0.580   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      -4.210  -2.432   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0      -4.714  -6.475   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0      -4.074  -9.488   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0      -1.145 -10.440   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0       4.074  -9.331   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0       3.753  -7.824   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0      10.470  -9.355   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5   48                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7    3                                                       
CONECT    9    7   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   10   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   46                                                  
CONECT   20   19   21   23                                                  
CONECT   21   20   22                                                       
CONECT   22   21   17                                                       
CONECT   23   20   24                                                       
CONECT   24   23   25   29                                                  
CONECT   25   24   26   45                                                  
CONECT   26   25   27   44                                                  
CONECT   27   26   28   43                                                  
CONECT   28   27   29   30                                                  
CONECT   29   28   24                                                       
CONECT   30   28   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33   37                                                  
CONECT   33   32   34   42                                                  
CONECT   34   33   35   41                                                  
CONECT   35   34   36   40                                                  
CONECT   36   35   37   38                                                  
CONECT   37   36   32                                                       
CONECT   38   36   39                                                       
CONECT   39   38                                                            
CONECT   40   35                                                            
CONECT   41   34                                                            
CONECT   42   33                                                            
CONECT   43   27                                                            
CONECT   44   26                                                            
CONECT   45   25                                                            
CONECT   46   19   47                                                       
CONECT   47   46                                                            
CONECT   48    4                                                            
MASTER        0    0    0    0    0    0    0    0   48    0  104    0
END

View in JSmol

Synonyms

Value	Source
Matairesinol 4'-O-b-gentiobioside	Generator
Matairesinol 4'-O-β-gentiobioside	Generator

Chemical Formula

C₃₂H₄₂O₁₆

Average Mass

682.6720 Da

Monoisotopic Mass

682.24729 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

106647-14-7

SMILES

COC1=C(O)C=CC(C[C@H]2COC(=O)[C@@H]2CC2=CC(OC)=C(O[C@@H]3O[C@H](CO[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)[C@@H](O)[C@H](O)[C@H]3O)C=C2)=C1

InChI Identifier

InChI=1S/C32H42O16/c1-42-20-9-14(3-5-18(20)34)7-16-12-44-30(41)17(16)8-15-4-6-19(21(10-15)43-2)46-32-29(40)27(38)25(36)23(48-32)13-45-31-28(39)26(37)24(35)22(11-33)47-31/h3-6,9-10,16-17,22-29,31-40H,7-8,11-13H2,1-2H3/t16-,17+,22+,23+,24+,25+,26-,27-,28+,29+,31+,32+/m0/s1

InChI Key

SSZQYOJANKKXOX-QFYIXHTHSA-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
Trachelospermum asiaticum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as lignan glycosides. These are aromatic polycyclic compounds containing a carbohydrate component glycosidically linked to a lignan moiety. They include 1-aryltetralin lactones.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Lignan glycosides

Sub Class

Not Available

Direct Parent

Lignan glycosides

Alternative Parents

Substituents

Lignan glycoside
Dibenzylbutyrolactone
Lignan lactone
Tetrahydrofuran lignan
9,9p-epoxylignan
Furanoid lignan
Fatty acyl glycoside
Fatty acyl glycoside of mono- or disaccharide
Phenolic glycoside
Alkyl glycoside
Disaccharide
Glycosyl compound
O-glycosyl compound
Methoxyphenol
Methoxybenzene
Anisole
Phenoxy compound
Phenol ether
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Fatty acyl
Gamma butyrolactone
Benzenoid
Monocyclic benzene moiety
Oxane
Oxolane
Secondary alcohol
Carboxylic acid ester
Lactone
Organoheterocyclic compound
Polyol
Monocarboxylic acid or derivatives
Oxacycle
Carboxylic acid derivative
Acetal
Ether
Carbonyl group
Primary alcohol
Hydrocarbon derivative
Alcohol
Organooxygen compound
Organic oxygen compound
Organic oxide
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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

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

10270394

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21636142

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Jing L, Yu N, Zhao Y, Li Y: [Trace chemical constituents contained in Trachelospermum jasminoides and structure identification]. Zhongguo Zhong Yao Za Zhi. 2012 Jun;37(11):1581-5. [PubMed:22993985 ]

Showing NP-Card for Matairesinol 4'-O-beta-gentiobioside (NP0138636)

MOL for NP0138636 (Matairesinol 4'-O-beta-gentiobioside)

3D MOL for NP0138636 (Matairesinol 4'-O-beta-gentiobioside)

3D SDF for NP0138636 (Matairesinol 4'-O-beta-gentiobioside)

3D-SDF for NP0138636 (Matairesinol 4'-O-beta-gentiobioside)

PDB for NP0138636 (Matairesinol 4'-O-beta-gentiobioside)

3D PDB for NP0138636 (Matairesinol 4'-O-beta-gentiobioside)

SMILES for NP0138636 (Matairesinol 4'-O-beta-gentiobioside)

INCHI for NP0138636 (Matairesinol 4'-O-beta-gentiobioside)

Structure for NP0138636 (Matairesinol 4'-O-beta-gentiobioside)

3D Structure for NP0138636 (Matairesinol 4'-O-beta-gentiobioside)