NP-MRD: Showing NP-Card for Graecunin D (NP0049402)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-03-17 21:11:58 UTC

Updated at

2022-03-17 21:11:58 UTC

NP-MRD ID

NP0049402

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Graecunin D

Description

Graecunin D belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds. Graecunin D is a very strong basic compound (based on its pKa). Outside of the human body, Graecunin D has been detected, but not quantified in, fenugreeks and herbs and spices. This could make graecunin D a potential biomarker for the consumption of these foods.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02241221012D          

 77 80  0  0  1  0            999 V2000
    8.8423    1.3716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5567    0.9591    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.5567    0.1341    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.8423   -0.2784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3272   -0.9459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1278    0.1341    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4133   -0.2784    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.4133   -1.1034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1278   -1.5159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8815   -1.1804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4335   -1.7935    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0210   -2.5079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2760   -3.2926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7239   -3.9056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9169   -3.7341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6620   -2.9495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2140   -2.3364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6989    0.1341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6989    0.9591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9844   -0.2784    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2699    0.1341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5555   -0.2784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8410    0.1341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5555   -1.1034    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2712   -0.2784    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9857    0.1341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9857    0.9591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7002   -0.2784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4146    0.1341    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1291   -0.2784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1291   -1.1034    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8436    0.1341    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.8436    0.9591    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.5580    1.3716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1291    1.3716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5580   -0.2784    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2725    0.1341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2725    0.9591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9870   -0.2784    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.7015    0.1341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4159   -0.2784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1304    0.1341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1304    0.9591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8449   -0.2784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9870   -1.1034    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7015   -1.5159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4159   -1.1034    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7015   -2.3409    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.0340   -2.8258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2890   -3.6105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1140   -3.6105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3689   -2.8258    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.1535   -2.5709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3250   -1.7639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.7666   -3.1229    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   19.5512   -2.8680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7228   -2.0610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5074   -1.8061    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1097   -1.5090    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5951   -3.9299    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.8105   -4.1849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9900   -4.0986    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6389   -4.9918    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.2520   -5.5439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0367   -5.2889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2082   -4.4819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9928   -4.2270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6059   -4.7790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4344   -5.5860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6497   -5.8409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3905   -4.5241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8543   -5.2468    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.6828   -6.0537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2959   -6.6058    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8982   -6.3087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7266   -7.1156    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   10.2712    1.3716    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  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  7  6  1  1  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  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
  9 17  1  0  0  0  0
  7 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
  3 25  1  6  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  6  0  0  0
 32 36  1  6  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 42 44  1  0  0  0  0
 39 45  1  6  0  0  0
 45 46  1  0  0  0  0
 46 47  2  0  0  0  0
 48 46  1  1  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 48 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  2  0  0  0  0
 53 55  1  0  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
 57 58  2  0  0  0  0
 57 59  1  0  0  0  0
 55 60  1  6  0  0  0
 60 61  1  0  0  0  0
 61 62  2  0  0  0  0
 61 63  1  0  0  0  0
 63 64  1  0  0  0  0
 64 65  1  0  0  0  0
 65 66  2  0  0  0  0
 66 67  1  0  0  0  0
 67 68  2  0  0  0  0
 68 69  1  0  0  0  0
 69 70  2  0  0  0  0
 65 70  1  0  0  0  0
 68 71  1  0  0  0  0
 63 72  1  6  0  0  0
 72 73  1  0  0  0  0
 73 74  2  0  0  0  0
 73 75  1  0  0  0  0
 75 76  1  0  0  0  0
  2 77  1  1  0  0  0
M  CHG  1  76   1
M  END


  Mrv0541 02241221012D          

 77 80  0  0  1  0            999 V2000
    8.8423    1.3716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5567    0.9591    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.5567    0.1341    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.8423   -0.2784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3272   -0.9459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1278    0.1341    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.4133   -0.2784    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.4133   -1.1034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1278   -1.5159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8815   -1.1804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4335   -1.7935    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0210   -2.5079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2760   -3.2926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7239   -3.9056    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9169   -3.7341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6620   -2.9495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2140   -2.3364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6989    0.1341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6989    0.9591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9844   -0.2784    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2699    0.1341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5555   -0.2784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8410    0.1341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5555   -1.1034    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2712   -0.2784    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.9857    0.1341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9857    0.9591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7002   -0.2784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4146    0.1341    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1291   -0.2784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1291   -1.1034    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8436    0.1341    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.8436    0.9591    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.5580    1.3716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1291    1.3716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.5580   -0.2784    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.2725    0.1341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2725    0.9591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9870   -0.2784    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.7015    0.1341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4159   -0.2784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1304    0.1341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1304    0.9591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8449   -0.2784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.9870   -1.1034    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7015   -1.5159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4159   -1.1034    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7015   -2.3409    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.0340   -2.8258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2890   -3.6105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1140   -3.6105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3689   -2.8258    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.1535   -2.5709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3250   -1.7639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.7666   -3.1229    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   19.5512   -2.8680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7228   -2.0610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5074   -1.8061    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1097   -1.5090    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5951   -3.9299    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.8105   -4.1849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9900   -4.0986    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6389   -4.9918    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.2520   -5.5439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0367   -5.2889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2082   -4.4819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9928   -4.2270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6059   -4.7790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4344   -5.5860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6497   -5.8409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3905   -4.5241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8543   -5.2468    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.6828   -6.0537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2959   -6.6058    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8982   -6.3087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7266   -7.1156    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   10.2712    1.3716    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  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  7  6  1  1  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  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
  9 17  1  0  0  0  0
  7 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
  3 25  1  6  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  6  0  0  0
 32 36  1  6  0  0  0
 36 37  1  0  0  0  0
 37 38  2  0  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 42 44  1  0  0  0  0
 39 45  1  6  0  0  0
 45 46  1  0  0  0  0
 46 47  2  0  0  0  0
 48 46  1  1  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 48 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  2  0  0  0  0
 53 55  1  0  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
 57 58  2  0  0  0  0
 57 59  1  0  0  0  0
 55 60  1  6  0  0  0
 60 61  1  0  0  0  0
 61 62  2  0  0  0  0
 61 63  1  0  0  0  0
 63 64  1  0  0  0  0
 64 65  1  0  0  0  0
 65 66  2  0  0  0  0
 66 67  1  0  0  0  0
 67 68  2  0  0  0  0
 68 69  1  0  0  0  0
 69 70  2  0  0  0  0
 65 70  1  0  0  0  0
 68 71  1  0  0  0  0
 63 72  1  6  0  0  0
 72 73  1  0  0  0  0
 73 74  2  0  0  0  0
 73 75  1  0  0  0  0
 75 76  1  0  0  0  0
  2 77  1  1  0  0  0
M  CHG  1  76   1
M  END
> <DATABASE_ID>
NP0049402

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H](O)[C@H](NC(=O)CNC(=O)[C@@H](NC(=O)[C@H](CCC(O)=O)NC(=O)[C@@H]1CCCN1C(=O)[C@H](CC(O)=O)NC(=O)[C@H](CC1=CC=C(O)C=C1)NC(=O)C[NH3+])[C@@H](C)O)C(=O)N[C@@H](CC1=CNC2=CC=CC=C12)C(=O)NCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C48H63N11O18/c1-23(60)40(46(75)51-21-36(64)57-41(24(2)61)47(76)55-32(42(71)52-22-39(69)70)17-26-20-50-29-7-4-3-6-28(26)29)58-43(72)30(13-14-37(65)66)54-45(74)34-8-5-15-59(34)48(77)33(18-38(67)68)56-44(73)31(53-35(63)19-49)16-25-9-11-27(62)12-10-25/h3-4,6-7,9-12,20,23-24,30-34,40-41,50,60-62H,5,8,13-19,21-22,49H2,1-2H3,(H,51,75)(H,52,71)(H,53,63)(H,54,74)(H,55,76)(H,56,73)(H,57,64)(H,58,72)(H,65,66)(H,67,68)(H,69,70)/p+1/t23-,24-,30+,31+,32+,33+,34+,40+,41+/m1/s1

> <INCHI_KEY>
YYYJTUAEGPSBSQ-GZCAAYOFSA-O

> <FORMULA>
C48H64N11O18

> <MOLECULAR_WEIGHT>
1083.0847

> <EXACT_MASS>
1082.443079299

> <JCHEM_ACCEPTOR_COUNT>
18

> <JCHEM_AVERAGE_POLARIZABILITY>
105.36775608186355

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
16

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4S)-4-{[(2S)-1-[(2S)-2-[(2S)-2-(2-azaniumylacetamido)-3-(4-hydroxyphenyl)propanamido]-3-carboxypropanoyl]pyrrolidin-2-yl]formamido}-4-{[(1S,2R)-1-[({[(1S,2R)-1-{[(1S)-1-[(carboxymethyl)carbamoyl]-2-(1H-indol-3-yl)ethyl]carbamoyl}-2-hydroxypropyl]carbamoyl}methyl)carbamoyl]-2-hydroxypropyl]carbamoyl}butanoic acid

> <ALOGPS_LOGP>
-1.06

> <JCHEM_LOGP>
-8.569980557288035

> <ALOGPS_LOGS>
-4.36

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.61958551155898

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.1090547004553084

> <JCHEM_PKA_STRONGEST_BASIC>
7.829372721014732

> <JCHEM_POLAR_SURFACE_AREA>
469.12999999999994

> <JCHEM_REFRACTIVITY>
272.7303000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
29

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.94e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4S)-4-{[(2S)-1-[(2S)-2-[(2S)-2-(2-ammonioacetamido)-3-(4-hydroxyphenyl)propanamido]-3-carboxypropanoyl]pyrrolidin-2-yl]formamido}-4-{[(1S,2R)-1-[({[(1S,2R)-1-{[(1S)-1-(carboxymethylcarbamoyl)-2-(1H-indol-3-yl)ethyl]carbamoyl}-2-hydroxypropyl]carbamoyl}methyl)carbamoyl]-2-hydroxypropyl]carbamoyl}butanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      16.506   2.560   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      17.839   1.790   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      17.839   0.250   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      16.506  -0.520   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      17.411  -1.766   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0      15.172   0.250   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      13.838  -0.520   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.838  -2.060   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      15.172  -2.830   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      16.579  -2.203   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0      17.609  -3.348   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      16.839  -4.681   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      17.315  -6.146   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      16.285  -7.290   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      14.778  -6.970   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      14.302  -5.506   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      15.333  -4.361   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.505   0.250   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      12.505   1.790   0.000  0.00  0.00           O+0
HETATM   20  N   UNK     0      11.171  -0.520   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0       9.837   0.250   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.504  -0.520   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       7.170   0.250   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       8.504  -2.060   0.000  0.00  0.00           O+0
HETATM   25  N   UNK     0      19.173  -0.520   0.000  0.00  0.00           N+0
HETATM   26  C   UNK     0      20.507   0.250   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      20.507   1.790   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      21.840  -0.520   0.000  0.00  0.00           C+0
HETATM   29  N   UNK     0      23.174   0.250   0.000  0.00  0.00           N+0
HETATM   30  C   UNK     0      24.508  -0.520   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      24.508  -2.060   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      25.841   0.250   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      25.841   1.790   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      27.175   2.560   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      24.508   2.560   0.000  0.00  0.00           O+0
HETATM   36  N   UNK     0      27.175  -0.520   0.000  0.00  0.00           N+0
HETATM   37  C   UNK     0      28.509   0.250   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      28.509   1.790   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      29.842  -0.520   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      31.176   0.250   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      32.510  -0.520   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      33.843   0.250   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      33.843   1.790   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0      35.177  -0.520   0.000  0.00  0.00           O+0
HETATM   45  N   UNK     0      29.842  -2.060   0.000  0.00  0.00           N+0
HETATM   46  C   UNK     0      31.176  -2.830   0.000  0.00  0.00           C+0
HETATM   47  O   UNK     0      32.510  -2.060   0.000  0.00  0.00           O+0
HETATM   48  C   UNK     0      31.176  -4.370   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      29.930  -5.275   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      30.406  -6.740   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      31.946  -6.740   0.000  0.00  0.00           C+0
HETATM   52  N   UNK     0      32.422  -5.275   0.000  0.00  0.00           N+0
HETATM   53  C   UNK     0      33.887  -4.799   0.000  0.00  0.00           C+0
HETATM   54  O   UNK     0      34.207  -3.293   0.000  0.00  0.00           O+0
HETATM   55  C   UNK     0      35.031  -5.829   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      36.496  -5.354   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      36.816  -3.847   0.000  0.00  0.00           C+0
HETATM   58  O   UNK     0      38.280  -3.371   0.000  0.00  0.00           O+0
HETATM   59  O   UNK     0      35.671  -2.817   0.000  0.00  0.00           O+0
HETATM   60  N   UNK     0      34.711  -7.336   0.000  0.00  0.00           N+0
HETATM   61  C   UNK     0      33.246  -7.812   0.000  0.00  0.00           C+0
HETATM   62  O   UNK     0      31.715  -7.651   0.000  0.00  0.00           O+0
HETATM   63  C   UNK     0      32.926  -9.318   0.000  0.00  0.00           C+0
HETATM   64  C   UNK     0      34.070 -10.349   0.000  0.00  0.00           C+0
HETATM   65  C   UNK     0      35.535  -9.873   0.000  0.00  0.00           C+0
HETATM   66  C   UNK     0      35.855  -8.366   0.000  0.00  0.00           C+0
HETATM   67  C   UNK     0      37.320  -7.890   0.000  0.00  0.00           C+0
HETATM   68  C   UNK     0      38.464  -8.921   0.000  0.00  0.00           C+0
HETATM   69  C   UNK     0      38.144 -10.427   0.000  0.00  0.00           C+0
HETATM   70  C   UNK     0      36.679 -10.903   0.000  0.00  0.00           C+0
HETATM   71  O   UNK     0      39.929  -8.445   0.000  0.00  0.00           O+0
HETATM   72  N   UNK     0      31.461  -9.794   0.000  0.00  0.00           N+0
HETATM   73  C   UNK     0      31.141 -11.300   0.000  0.00  0.00           C+0
HETATM   74  O   UNK     0      32.286 -12.331   0.000  0.00  0.00           O+0
HETATM   75  C   UNK     0      29.677 -11.776   0.000  0.00  0.00           C+0
HETATM   76  N   UNK     0      29.356 -13.282   0.000  0.00  0.00           N+1
HETATM   77  O   UNK     0      19.173   2.560   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   77                                                  
CONECT    3    2    4   25                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   18                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   17                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12    9                                                  
CONECT   18    7   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25    3   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33   36                                                  
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33                                                            
CONECT   36   32   37                                                       
CONECT   37   36   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   40   45                                                  
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43   44                                                  
CONECT   43   42                                                            
CONECT   44   42                                                            
CONECT   45   39   46                                                       
CONECT   46   45   47   48                                                  
CONECT   47   46                                                            
CONECT   48   46   49   52                                                  
CONECT   49   48   50                                                       
CONECT   50   49   51                                                       
CONECT   51   50   52                                                       
CONECT   52   51   48   53                                                  
CONECT   53   52   54   55                                                  
CONECT   54   53                                                            
CONECT   55   53   56   60                                                  
CONECT   56   55   57                                                       
CONECT   57   56   58   59                                                  
CONECT   58   57                                                            
CONECT   59   57                                                            
CONECT   60   55   61                                                       
CONECT   61   60   62   63                                                  
CONECT   62   61                                                            
CONECT   63   61   64   72                                                  
CONECT   64   63   65                                                       
CONECT   65   64   66   70                                                  
CONECT   66   65   67                                                       
CONECT   67   66   68                                                       
CONECT   68   67   69   71                                                  
CONECT   69   68   70                                                       
CONECT   70   69   65                                                       
CONECT   71   68                                                            
CONECT   72   63   73                                                       
CONECT   73   72   74   75                                                  
CONECT   74   73                                                            
CONECT   75   73   76                                                       
CONECT   76   75                                                            
CONECT   77    2                                                            
MASTER        0    0    0    0    0    0    0    0   77    0  160    0
END

View in JSmol

Synonyms

Value

Source

(4S)-4-({[(2S)-1-[(2S)-2-{[(2S)-2-[(2-azaniumyl-1-hydroxyethylidene)amino]-1-hydroxy-3-(4-hydroxyphenyl)propylidene]amino}-3-carboxypropanoyl]pyrrolidin-2-yl](hydroxy)methylidene}amino)-4-{[(1S,2R)-1-[({[(1S,2R)-1-{[(1S)-1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-(1H-indol-3-yl)ethyl]-C-hydroxycarbonimidoyl}-2-hydroxypropyl]-C-hydroxycarbonimidoyl}methyl)-C-hydroxycarbonimidoyl]-2-hydroxypropyl]-C-hydroxycarbonimidoyl}butanoate

Generator

Chemical Formula

C₄₈H₆₄N₁₁O₁₈

Average Mass

1083.0847 Da

Monoisotopic Mass

1082.44308 Da

IUPAC Name

(4S)-4-{[(2S)-1-[(2S)-2-[(2S)-2-(2-azaniumylacetamido)-3-(4-hydroxyphenyl)propanamido]-3-carboxypropanoyl]pyrrolidin-2-yl]formamido}-4-{[(1S,2R)-1-[({[(1S,2R)-1-{[(1S)-1-[(carboxymethyl)carbamoyl]-2-(1H-indol-3-yl)ethyl]carbamoyl}-2-hydroxypropyl]carbamoyl}methyl)carbamoyl]-2-hydroxypropyl]carbamoyl}butanoic acid

Traditional Name

(4S)-4-{[(2S)-1-[(2S)-2-[(2S)-2-(2-ammonioacetamido)-3-(4-hydroxyphenyl)propanamido]-3-carboxypropanoyl]pyrrolidin-2-yl]formamido}-4-{[(1S,2R)-1-[({[(1S,2R)-1-{[(1S)-1-(carboxymethylcarbamoyl)-2-(1H-indol-3-yl)ethyl]carbamoyl}-2-hydroxypropyl]carbamoyl}methyl)carbamoyl]-2-hydroxypropyl]carbamoyl}butanoic acid

CAS Registry Number

74350-29-1

SMILES

C[C@@H](O)[C@H](NC(=O)CNC(=O)[C@@H](NC(=O)[C@H](CCC(O)=O)NC(=O)[C@@H]1CCCN1C(=O)[C@H](CC(O)=O)NC(=O)[C@H](CC1=CC=C(O)C=C1)NC(=O)C[NH3+])[C@@H](C)O)C(=O)N[C@@H](CC1=CNC2=CC=CC=C12)C(=O)NCC(O)=O

InChI Identifier

InChI=1S/C48H63N11O18/c1-23(60)40(46(75)51-21-36(64)57-41(24(2)61)47(76)55-32(42(71)52-22-39(69)70)17-26-20-50-29-7-4-3-6-28(26)29)58-43(72)30(13-14-37(65)66)54-45(74)34-8-5-15-59(34)48(77)33(18-38(67)68)56-44(73)31(53-35(63)19-49)16-25-9-11-27(62)12-10-25/h3-4,6-7,9-12,20,23-24,30-34,40-41,50,60-62H,5,8,13-19,21-22,49H2,1-2H3,(H,51,75)(H,52,71)(H,53,63)(H,54,74)(H,55,76)(H,56,73)(H,57,64)(H,58,72)(H,65,66)(H,67,68)(H,69,70)/p+1/t23-,24-,30+,31+,32+,33+,34+,40+,41+/m1/s1

InChI Key

YYYJTUAEGPSBSQ-GZCAAYOFSA-O

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Trigonella foenum-graecum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Oligopeptides

Alternative Parents

Substituents

Alpha-oligopeptide
Tyrosine or derivatives
Phenylalanine or derivatives
Glutamic acid or derivatives
Proline or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Triptan
N-substituted-alpha-amino acid
Alpha-amino acid or derivatives
Amphetamine or derivatives
3-alkylindole
Indole
Indole or derivatives
Tricarboxylic acid or derivatives
N-acylpyrrolidine
Pyrrolidine carboxylic acid or derivatives
Pyrrolidine-2-carboxamide
1-hydroxy-2-unsubstituted benzenoid
Phenol
Fatty acyl
Fatty amide
Substituted pyrrole
N-acyl-amine
Benzenoid
Monocyclic benzene moiety
Tertiary carboxylic acid amide
Heteroaromatic compound
Pyrrolidine
Pyrrole
Amino acid
Secondary carboxylic acid amide
Secondary alcohol
Amino acid or derivatives
Carboxamide group
Carboxylic acid
Organoheterocyclic compound
Azacycle
Organic nitrogen compound
Primary amine
Organic oxide
Primary aliphatic amine
Hydrocarbon derivative
Alcohol
Carbonyl group
Organonitrogen compound
Organopnictogen compound
Organooxygen compound
Amine
Organic oxygen compound
Organic cation
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	-1.1	ALOGPS
logP	-8.6	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	3.11	ChemAxon
pKa (Strongest Basic)	7.83	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	18	ChemAxon
Hydrogen Donor Count	16	ChemAxon
Polar Surface Area	469.13 Å²	ChemAxon
Rotatable Bond Count	29	ChemAxon
Refractivity	272.73 m³·mol⁻¹	ChemAxon
Polarizability	105.37 Å³	ChemAxon
Number of Rings	4	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

HMDB0039422

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB019006

KNApSAcK ID

Not Available

Chemspider ID

3571924

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

4369318

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Graecunin D (NP0049402)

MOL for NP0049402 (Graecunin D)

3D MOL for NP0049402 (Graecunin D)

3D SDF for NP0049402 (Graecunin D)

3D-SDF for NP0049402 (Graecunin D)

PDB for NP0049402 (Graecunin D)

3D PDB for NP0049402 (Graecunin D)

SMILES for NP0049402 (Graecunin D)

INCHI for NP0049402 (Graecunin D)

Structure for NP0049402 (Graecunin D)

3D Structure for NP0049402 (Graecunin D)