NP-MRD: Showing NP-Card for Nortrachelogenin-5'-C-beta-glucoside (NP0138564)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-06-29 17:35:21 UTC

Updated at

2022-06-29 17:35:21 UTC

NP-MRD ID

NP0138564

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Nortrachelogenin-5'-C-beta-glucoside

Description

Nortrachelogenin-5'-C-beta-glucoside 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. Nortrachelogenin-5'-C-beta-glucoside is found in Trachelospermum jasminoides. Based on a literature review very few articles have been published on Nortrachelogenin-5'-C-beta-glucoside.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652306292219352D          

 38 41  0  0  1  0            999 V2000
    1.1454    2.8940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8905    2.1094    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4425    1.4963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1876    0.7117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7396    0.0986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5466    0.2701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8015    1.0548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2495    1.6679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5044    2.4525    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6085    1.2263    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8634    2.0109    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6704    2.1824    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2224    1.5693    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9675    0.7847    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1605    0.6132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5195    0.1716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3265    0.3432    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0294    1.7409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9253    2.9671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3114    2.6240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4847   -0.6860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367   -1.2991    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7041   -1.7840    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4492   -2.5687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6242   -2.5687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3693   -1.7840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5846   -1.5291    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4888   -1.5291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1019   -2.0811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8865   -1.8262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4996   -2.3782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3281   -3.1852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5434   -3.4401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9303   -2.8881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9411   -3.7372    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2842   -2.1233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8973   -2.6753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5887   -0.6860    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
  8  9  1  0  0  0  0
 10  7  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  1  0  0  0  0
 14 15  1  0  0  0  0
 10 15  1  0  0  0  0
 14 16  1  1  0  0  0
 16 17  1  0  0  0  0
 13 18  1  6  0  0  0
 12 19  1  1  0  0  0
 11 20  1  6  0  0  0
  5 21  1  0  0  0  0
 22 21  1  6  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 22 26  1  0  0  0  0
 26 27  2  0  0  0  0
 23 28  1  1  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
 33 34  2  0  0  0  0
 29 34  1  0  0  0  0
 32 35  1  0  0  0  0
 31 36  1  0  0  0  0
 36 37  1  0  0  0  0
 22 38  1  1  0  0  0
M  END

     RDKit          3D

 70 73  0  0  0  0  0  0  0  0999 V2000
    6.8665    2.6212   -1.5606 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3710    2.5863   -0.2306 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6115    2.1883    0.8408 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2979    1.7909    0.7252 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5196    1.3875    1.7886 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0973    0.9800    1.5641 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9783   -0.4667    1.2244 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4918   -1.3457    2.3293 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7087   -2.4987    2.2819 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6613   -2.3518    1.3751 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9495   -3.2888    0.9725 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5492   -0.9260    0.9847 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6850   -0.2713    1.8778 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1634   -0.6880   -0.4389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1949   -1.1747   -0.7890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3326   -2.4050   -1.3927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6063   -2.8940   -1.6891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8000   -4.1042   -2.2872 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7068   -4.9200   -2.6457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7098   -2.1168   -1.3636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9717   -2.6043   -1.6577 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6123   -0.8780   -0.7593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8556   -0.1508   -0.4445 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8011   -0.4956   -1.3521 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0172    0.0946   -1.2863 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.8109   -0.2850   -2.5180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0919    0.2992   -2.5098 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0439    1.5530   -1.0182 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.0310    1.8708   -0.0530 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7363    2.1943   -0.6793 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.2226    2.8727   -1.7963 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6993    1.2665   -0.0973 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6437    1.4880    1.2855 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3317   -0.4487   -0.4911 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1050    1.3875    3.0390 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4177    1.7843    3.1583 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2135    2.1902    2.1135 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5356    2.5899    2.2332 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0250    3.3581   -1.5400 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6492    2.9007   -2.2675 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4502    1.6033   -1.7913 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8537    1.7992   -0.2855 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5160    1.2812    2.4472 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7280    1.5745    0.6958 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5825   -0.6780    0.3177 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3316   -0.8909    3.3463 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5595   -1.6016    2.2446 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1565   -0.9630    2.3441 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2473    0.4120   -0.6288 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9457   -1.1572   -1.0744 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5294   -3.0065   -1.6603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0477   -5.9523   -2.9354 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0584   -4.9636   -1.8504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2423   -4.4209   -3.5333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1456   -3.4931   -2.0966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2225   -0.6584    0.5152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5640   -0.4068   -0.4300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3443    0.0366   -3.4617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0113   -1.3922   -2.4952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2530    0.5433   -1.5447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4271    2.0525   -1.9581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6954    2.5568    0.5766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9566    3.0010    0.0551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8981    3.3463   -2.3041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7253    1.6385   -0.4788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2768    0.7003    1.7341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1799    0.4993   -0.0187 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5338    1.0825    3.8995 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8903    1.7880    4.1466 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9298    2.5787    3.1691 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 18  1  0
 18 17  1  0
 17 16  2  0
 16 15  1  0
 15 14  1  0
 14 12  1  0
 12 13  1  1
 12  7  1  0
  7  6  1  0
  6  5  1  0
  5  4  2  0
  4  3  1  0
  3  2  1  0
  2  1  1  0
  3 37  2  0
 37 38  1  0
 37 36  1  0
 36 35  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 15 34  2  0
 34 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 25 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 22 20  2  0
 20 21  1  0
 20 17  1  0
 10 12  1  0
 32 23  1  0
 35  5  1  0
 19 52  1  0
 19 53  1  0
 19 54  1  0
 16 51  1  0
 14 49  1  0
 14 50  1  0
 13 48  1  0
  7 45  1  6
  6 43  1  0
  6 44  1  0
  4 42  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
 38 70  1  0
 36 69  1  0
 35 68  1  0
  8 46  1  0
  8 47  1  0
 34 67  1  0
 23 56  1  1
 25 57  1  1
 26 58  1  0
 26 59  1  0
 27 60  1  0
 28 61  1  6
 29 62  1  0
 30 63  1  1
 31 64  1  0
 32 65  1  6
 33 66  1  0
 21 55  1  0
M  END


  Mrv1652306292219352D          

 38 41  0  0  1  0            999 V2000
    1.1454    2.8940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8905    2.1094    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4425    1.4963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1876    0.7117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7396    0.0986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5466    0.2701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8015    1.0548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2495    1.6679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5044    2.4525    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6085    1.2263    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.8634    2.0109    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6704    2.1824    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2224    1.5693    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9675    0.7847    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1605    0.6132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5195    0.1716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3265    0.3432    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0294    1.7409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9253    2.9671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3114    2.6240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4847   -0.6860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0367   -1.2991    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7041   -1.7840    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4492   -2.5687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6242   -2.5687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3693   -1.7840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5846   -1.5291    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4888   -1.5291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1019   -2.0811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8865   -1.8262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4996   -2.3782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3281   -3.1852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5434   -3.4401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9303   -2.8881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9411   -3.7372    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2842   -2.1233    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8973   -2.6753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5887   -0.6860    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
  8  9  1  0  0  0  0
 10  7  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  1  0  0  0  0
 14 15  1  0  0  0  0
 10 15  1  0  0  0  0
 14 16  1  1  0  0  0
 16 17  1  0  0  0  0
 13 18  1  6  0  0  0
 12 19  1  1  0  0  0
 11 20  1  6  0  0  0
  5 21  1  0  0  0  0
 22 21  1  6  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 22 26  1  0  0  0  0
 26 27  2  0  0  0  0
 23 28  1  1  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
 33 34  2  0  0  0  0
 29 34  1  0  0  0  0
 32 35  1  0  0  0  0
 31 36  1  0  0  0  0
 36 37  1  0  0  0  0
 22 38  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0138564

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(C[C@]2(O)[C@@H](CC3=CC(OC)=C(O)C=C3)COC2=O)=CC([C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C26H32O12/c1-35-17-7-12(3-4-16(17)28)5-14-11-37-25(33)26(14,34)9-13-6-15(20(29)18(8-13)36-2)24-23(32)22(31)21(30)19(10-27)38-24/h3-4,6-8,14,19,21-24,27-32,34H,5,9-11H2,1-2H3/t14-,19+,21+,22-,23+,24-,26-/m0/s1

> <INCHI_KEY>
SDMZUDFGXDYAQB-GQJHZGJWSA-N

> <FORMULA>
C26H32O12

> <MOLECULAR_WEIGHT>
536.53

> <EXACT_MASS>
536.18937647

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
70

> <JCHEM_AVERAGE_POLARIZABILITY>
53.96029140911425

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
0.20

> <JCHEM_LOGP>
-0.32731424999999936

> <ALOGPS_LOGS>
-2.97

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.07236516362207

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.36184649200209

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9791915009616883

> <JCHEM_POLAR_SURFACE_AREA>
195.59999999999997

> <JCHEM_REFRACTIVITY>
130.2079

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.79e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3S,4S)-3-hydroxy-3-({4-hydroxy-3-methoxy-5-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]phenyl}methyl)-4-[(4-hydroxy-3-methoxyphenyl)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       2.138   5.402   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.662   3.938   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       2.693   2.793   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.217   1.329   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.247   0.184   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.754   0.504   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.230   1.969   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.199   3.113   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       4.675   4.578   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       6.736   2.289   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.212   3.754   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.718   4.074   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.749   2.929   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.273   1.465   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       7.766   1.145   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      10.303   0.320   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      11.809   0.641   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      11.255   3.250   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       9.194   5.539   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       6.181   4.898   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       2.771  -1.281   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.802  -2.425   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.048  -3.330   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.572  -4.795   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       3.032  -4.795   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       2.556  -3.330   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       1.091  -2.854   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       6.512  -2.854   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.657  -3.885   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       9.121  -3.409   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      10.266  -4.439   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       9.946  -5.946   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       8.481  -6.422   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       7.337  -5.391   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      11.090  -6.976   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      11.731  -3.963   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      12.875  -4.994   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       4.832  -1.281   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   21                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   10                                                  
CONECT    8    7    3    9                                                  
CONECT    9    8                                                            
CONECT   10    7   11   15                                                  
CONECT   11   10   12   20                                                  
CONECT   12   11   13   19                                                  
CONECT   13   12   14   18                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14   10                                                       
CONECT   16   14   17                                                       
CONECT   17   16                                                            
CONECT   18   13                                                            
CONECT   19   12                                                            
CONECT   20   11                                                            
CONECT   21    5   22                                                       
CONECT   22   21   23   26   38                                             
CONECT   23   22   24   28                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   22   27                                                  
CONECT   27   26                                                            
CONECT   28   23   29                                                       
CONECT   29   28   30   34                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32   36                                                  
CONECT   32   31   33   35                                                  
CONECT   33   32   34                                                       
CONECT   34   33   29                                                       
CONECT   35   32                                                            
CONECT   36   31   37                                                       
CONECT   37   36                                                            
CONECT   38   22                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   82    0
END

View in JSmol

Synonyms

Value	Source
Nortrachelogenin-5'-C-b-glucoside	Generator
Nortrachelogenin-5'-C-β-glucoside	Generator

Chemical Formula

C₂₆H₃₂O₁₂

Average Mass

536.5300 Da

Monoisotopic Mass

536.18938 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

858127-39-6

SMILES

COC1=CC(C[C@]2(O)[C@@H](CC3=CC(OC)=C(O)C=C3)COC2=O)=CC([C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)=C1O

InChI Identifier

InChI=1S/C26H32O12/c1-35-17-7-12(3-4-16(17)28)5-14-11-37-25(33)26(14,34)9-13-6-15(20(29)18(8-13)36-2)24-23(32)22(31)21(30)19(10-27)38-24/h3-4,6-8,14,19,21-24,27-32,34H,5,9-11H2,1-2H3/t14-,19+,21+,22-,23+,24-,26-/m0/s1

InChI Key

SDMZUDFGXDYAQB-GQJHZGJWSA-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 jasminoides	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
Tetrahydrofuran lignan
Lignan lactone
9,9p-epoxylignan
Furanoid lignan
Phenolic glycoside
Glycosyl compound
C-glycosyl compound
Methoxyphenol
Methoxybenzene
Anisole
Phenoxy compound
Phenol ether
Phenol
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Gamma butyrolactone
Benzenoid
Monosaccharide
Oxane
Tertiary alcohol
Tetrahydrofuran
Secondary alcohol
Lactone
Carboxylic acid ester
Polyol
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Carboxylic acid derivative
Ether
Oxacycle
Dialkyl ether
Primary alcohol
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organooxygen compound
Alcohol
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

95504666

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

154809473

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Nortrachelogenin-5'-C-beta-glucoside (NP0138564)

MOL for NP0138564 (Nortrachelogenin-5'-C-beta-glucoside)

3D MOL for NP0138564 (Nortrachelogenin-5'-C-beta-glucoside)

3D SDF for NP0138564 (Nortrachelogenin-5'-C-beta-glucoside)

3D-SDF for NP0138564 (Nortrachelogenin-5'-C-beta-glucoside)

PDB for NP0138564 (Nortrachelogenin-5'-C-beta-glucoside)

3D PDB for NP0138564 (Nortrachelogenin-5'-C-beta-glucoside)

SMILES for NP0138564 (Nortrachelogenin-5'-C-beta-glucoside)

INCHI for NP0138564 (Nortrachelogenin-5'-C-beta-glucoside)

Structure for NP0138564 (Nortrachelogenin-5'-C-beta-glucoside)

3D Structure for NP0138564 (Nortrachelogenin-5'-C-beta-glucoside)