NP-MRD: Showing NP-Card for (2r)-2-amino-3-(4-hydroxyphenyl)-4-oxo-2,3-bis(3,4,5-trihydroxybenzoyl)-4-(3,4,5-trihydroxyphenyl)butanoic acid (NP0206949)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-05 03:22:45 UTC

Updated at

2022-09-05 03:22:45 UTC

NP-MRD ID

NP0206949

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2r)-2-amino-3-(4-hydroxyphenyl)-4-oxo-2,3-bis(3,4,5-trihydroxybenzoyl)-4-(3,4,5-trihydroxyphenyl)butanoic acid

Description

(2R)-2-amino-3-(4-hydroxyphenyl)-4-oxo-2,3-bis(3,4,5-trihydroxybenzoyl)-4-(3,4,5-trihydroxyphenyl)butanoic acid belongs to the class of organic compounds known as dibenzylbutane lignans. These are lignan compounds containing a 2,3-dibenzylbutane moiety. (2r)-2-amino-3-(4-hydroxyphenyl)-4-oxo-2,3-bis(3,4,5-trihydroxybenzoyl)-4-(3,4,5-trihydroxyphenyl)butanoic acid is found in Inga laurina. Based on a literature review very few articles have been published on (2R)-2-amino-3-(4-hydroxyphenyl)-4-oxo-2,3-bis(3,4,5-trihydroxybenzoyl)-4-(3,4,5-trihydroxyphenyl)butanoic acid.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052205222D          

 46 49  0  0  1  0            999 V2000
    3.0141    1.3285    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5373    1.8377    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2279    2.2840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8193    3.0729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7948    3.0139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4802    1.8709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6352    2.2169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6108    1.1101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3252    0.6976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3252   -0.1274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2589   -0.4814    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6108   -0.5399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2468   -1.3147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8963   -0.1274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1301   -0.5247    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8963    0.6976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4632    1.4305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8689    2.0662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6543    2.0387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3244    2.7504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5415    2.4903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9247    3.0383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0820    3.3307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0909    3.8464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5405    4.5291    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8739    4.1065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9087    4.9908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4906    3.5585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3998    1.2636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8078    0.5035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1310    1.8449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8709    2.6278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4188    3.2446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5833    4.1039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2269    3.0784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9023    3.6152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4870    2.2954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3265    2.0959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9391    1.6787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6087    0.5863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2254    0.0383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0592   -0.7698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2763   -1.0299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1565   -1.9339    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6596   -0.4819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8258    0.3262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  6  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  2  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
  8 16  1  0  0  0  0
  2 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 20 28  1  0  0  0  0
 17 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  2  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  2  0  0  0  0
 31 39  1  0  0  0  0
 17 40  1  0  0  0  0
 40 41  2  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 43 44  1  0  0  0  0
 43 45  1  0  0  0  0
 45 46  2  0  0  0  0
 40 46  1  0  0  0  0
M  END

     RDKit          3D

 69 72  0  0  0  0  0  0  0  0999 V2000
    1.8311   -0.3551    1.4071 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2804    0.5902    0.4220 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3924    1.8997    1.0409 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3959    2.0356    2.2816 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5063    3.0402    0.2597 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0441    0.4817   -0.8203 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3726    0.6707   -1.8960 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4408    0.1939   -0.9986 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9779   -0.0403   -2.2617 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3025   -0.2759   -2.4699 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7932   -0.5065   -3.7657 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1640   -0.2885   -1.4089 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5245   -0.5330   -1.6394 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7033   -0.0645   -0.1340 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5993   -0.0850    0.9070 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3449    0.1724    0.0343 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1555    0.1004    0.2680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0340    0.7735   -0.6148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2505   -0.0073   -1.7135 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7670    1.9771   -0.7559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6507    2.1285   -1.8430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3717    3.2741   -2.0777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2339    3.3639   -3.1753 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2515    4.3604   -1.2234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9982    5.4875   -1.5042 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3947    4.2217   -0.1641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2290    5.2632    0.7226 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6733    3.0581    0.0596 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0237   -1.2997   -0.3940 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1284   -1.6635   -0.8144 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1391   -2.1460   -0.4956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9809   -3.4144   -1.0896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0250   -4.2782   -1.2249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8859   -5.5379   -1.8106 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2922   -3.9621   -0.7898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3765   -4.8157   -0.9111 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4838   -2.7399   -0.2083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7453   -2.3505    0.2576 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4086   -1.8697   -0.0776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6446   -0.2595    1.6065 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2835   -1.5277    2.0942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6840   -1.9323    3.3291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4484   -1.1630    4.1735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8327   -1.6157    5.4224 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8129    0.0782    3.7174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4135    0.5213    2.4468 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0776    0.0387    2.2965 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3579   -1.1314    1.0166 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8108    2.9637   -0.6899 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2821   -0.0292   -3.1069 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7743   -0.6769   -3.8850 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1600   -0.5416   -0.8507 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3925    0.0619    1.8720 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0541    0.3670    1.0535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8118    1.3289   -2.5630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7711    4.1859   -3.3702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9427    6.2930   -0.9157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7191    6.1250    0.6161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0319    3.0880    0.9373 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0155   -3.6846   -1.4413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9606   -5.7840   -2.1350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2292   -5.7101   -1.3382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5235   -2.9706    0.1673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6253   -0.9379    0.3791 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3032   -2.1637    1.4835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4116   -2.9277    3.7357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3932   -1.0483    6.0384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4130    0.7170    4.3459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7538    1.4769    2.1864 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  1
  3  5  1  0
  3  4  2  0
  2  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  2  0
  2 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 22 24  2  0
 24 25  1  0
 24 26  1  0
 26 27  1  0
 26 28  2  0
 17 29  1  0
 29 30  2  0
 29 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  1  0
 33 35  2  0
 35 36  1  0
 35 37  1  0
 37 38  1  0
 37 39  2  0
 17 40  1  0
 40 41  2  0
 41 42  1  0
 42 43  2  0
 43 44  1  0
 43 45  1  0
 45 46  2  0
 16  8  1  0
 28 20  1  0
 39 31  1  0
 46 40  1  0
  1 47  1  0
  1 48  1  0
  5 49  1  0
  9 50  1  0
 11 51  1  0
 13 52  1  0
 15 53  1  0
 16 54  1  0
 21 55  1  0
 23 56  1  0
 25 57  1  0
 27 58  1  0
 28 59  1  0
 32 60  1  0
 34 61  1  0
 36 62  1  0
 38 63  1  0
 39 64  1  0
 41 65  1  0
 42 66  1  0
 44 67  1  0
 45 68  1  0
 46 69  1  0
M  END


  Mrv1652309052205222D          

 46 49  0  0  1  0            999 V2000
    3.0141    1.3285    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5373    1.8377    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2279    2.2840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8193    3.0729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7948    3.0139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4802    1.8709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6352    2.2169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6108    1.1101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3252    0.6976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3252   -0.1274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2589   -0.4814    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6108   -0.5399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2468   -1.3147    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8963   -0.1274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1301   -0.5247    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8963    0.6976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4632    1.4305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8689    2.0662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6543    2.0387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3244    2.7504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5415    2.4903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9247    3.0383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0820    3.3307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0909    3.8464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5405    4.5291    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8739    4.1065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9087    4.9908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4906    3.5585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3998    1.2636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8078    0.5035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1310    1.8449    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8709    2.6278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4188    3.2446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5833    4.1039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2269    3.0784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9023    3.6152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4870    2.2954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3265    2.0959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9391    1.6787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6087    0.5863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2254    0.0383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0592   -0.7698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2763   -1.0299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1565   -1.9339    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6596   -0.4819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8258    0.3262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  6  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  2  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
  8 16  1  0  0  0  0
  2 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  2  0  0  0  0
 20 28  1  0  0  0  0
 17 29  1  0  0  0  0
 29 30  2  0  0  0  0
 29 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  2  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  2  0  0  0  0
 31 39  1  0  0  0  0
 17 40  1  0  0  0  0
 40 41  2  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 43 44  1  0  0  0  0
 43 45  1  0  0  0  0
 45 46  2  0  0  0  0
 40 46  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0206949

> <DATABASE_NAME>
NP-MRD

> <SMILES>
N[C@@](C(O)=O)(C(=O)C1=CC(O)=C(O)C(O)=C1)C(C(=O)C1=CC(O)=C(O)C(O)=C1)(C(=O)C1=CC(O)=C(O)C(O)=C1)C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C30H23NO15/c31-30(28(45)46,27(44)13-9-20(37)24(41)21(38)10-13)29(14-1-3-15(32)4-2-14,25(42)11-5-16(33)22(39)17(34)6-11)26(43)12-7-18(35)23(40)19(36)8-12/h1-10,32-41H,31H2,(H,45,46)/t30-/m1/s1

> <INCHI_KEY>
VKQAORJORROYTN-SSEXGKCCSA-N

> <FORMULA>
C30H23NO15

> <MOLECULAR_WEIGHT>
637.506

> <EXACT_MASS>
637.106769045

> <JCHEM_ACCEPTOR_COUNT>
16

> <JCHEM_ATOM_COUNT>
69

> <JCHEM_AVERAGE_POLARIZABILITY>
57.47041300003714

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
12

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-2-amino-3-(4-hydroxyphenyl)-4-oxo-2,3-bis(3,4,5-trihydroxybenzoyl)-4-(3,4,5-trihydroxyphenyl)butanoic acid

> <JCHEM_LOGP>
2.289357532666666

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.874792584672412

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.6458643940685915

> <JCHEM_PKA_STRONGEST_BASIC>
-6.03565883833791

> <JCHEM_POLAR_SURFACE_AREA>
316.83000000000004

> <JCHEM_REFRACTIVITY>
154.88019999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-2-amino-3-(4-hydroxyphenyl)-4-oxo-2,3-bis(3,4,5-trihydroxybenzoyl)-4-(3,4,5-trihydroxyphenyl)butanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  N   UNK     0       5.626   2.480   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       6.603   3.430   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.892   4.263   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       8.996   5.736   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       7.084   5.626   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       4.630   3.492   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       3.052   4.138   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       4.873   2.072   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.207   1.302   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.207  -0.238   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       7.950  -0.899   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       4.873  -1.008   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       4.194  -2.454   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       3.540  -0.238   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       2.110  -0.980   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       3.540   1.302   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.331   2.670   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.089   3.857   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      10.555   3.806   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       8.072   5.134   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.611   4.649   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.460   5.672   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       3.886   6.217   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       5.770   7.180   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       4.742   8.454   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       7.231   7.665   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       7.296   9.316   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       8.382   6.643   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      10.080   2.359   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      10.841   0.940   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      11.444   3.444   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      10.959   4.905   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      11.982   6.057   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      12.289   7.661   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      13.490   5.746   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      14.751   6.748   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      13.976   4.285   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      15.543   3.912   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      12.953   3.134   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       8.603   1.094   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       9.754   0.072   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       9.444  -1.437   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       7.982  -1.922   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0       7.759  -3.610   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0       6.831  -0.900   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       7.141   0.609   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    6   17                                             
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6    2    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   16                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14    8                                                       
CONECT   17    2   18   29   40                                             
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   28                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   20                                                       
CONECT   29   17   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32   39                                                  
CONECT   32   31   33                                                       
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   31                                                       
CONECT   40   17   41   46                                                  
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44   45                                                  
CONECT   44   43                                                            
CONECT   45   43   46                                                       
CONECT   46   45   40                                                       
MASTER        0    0    0    0    0    0    0    0   46    0   98    0
END

View in JSmol

Synonyms

Value	Source
(2R)-2-Amino-3-(4-hydroxyphenyl)-4-oxo-2,3-bis(3,4,5-trihydroxybenzoyl)-4-(3,4,5-trihydroxyphenyl)butanoate	Generator

Chemical Formula

C₃₀H₂₃NO₁₅

Average Mass

637.5060 Da

Monoisotopic Mass

637.10677 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

N[C@@](C(O)=O)(C(=O)C1=CC(O)=C(O)C(O)=C1)C(C(=O)C1=CC(O)=C(O)C(O)=C1)(C(=O)C1=CC(O)=C(O)C(O)=C1)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C30H23NO15/c31-30(28(45)46,27(44)13-9-20(37)24(41)21(38)10-13)29(14-1-3-15(32)4-2-14,25(42)11-5-16(33)22(39)17(34)6-11)26(43)12-7-18(35)23(40)19(36)8-12/h1-10,32-41H,31H2,(H,45,46)/t30-/m1/s1

InChI Key

VKQAORJORROYTN-SSEXGKCCSA-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
Inga laurina	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dibenzylbutane lignans. These are lignan compounds containing a 2,3-dibenzylbutane moiety.

Kingdom

Organic compounds

Super Class

Lignans, neolignans and related compounds

Class

Dibenzylbutane lignans

Sub Class

Not Available

Direct Parent

Dibenzylbutane lignans

Alternative Parents

Substituents

Dibenzylbutane lignan skeleton
Retro-dihydrochalcone
Cinnamylphenol
Linear 1,3-diarylpropanoid
Stilbene
Alkyl-phenylketone
3-phenylpropanoic-acid
Butyrophenone
Alpha-amino acid or derivatives
Alpha-amino acid
Phenylketone
Pyrogallol derivative
Benzenetriol
Aryl alkyl ketone
Aryl ketone
Gamma-keto acid
Benzoyl
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
Phenol
Beta-keto acid
Benzenoid
Keto acid
Beta-hydroxy ketone
Beta-aminoketone
Monocyclic benzene moiety
Alpha-aminoketone
Amino acid
Ketone
Amino acid or derivatives
Polyol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary amine
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Carbonyl group
Amine
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

163187041

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2r)-2-amino-3-(4-hydroxyphenyl)-4-oxo-2,3-bis(3,4,5-trihydroxybenzoyl)-4-(3,4,5-trihydroxyphenyl)butanoic acid (NP0206949)

MOL for NP0206949 ((2r)-2-amino-3-(4-hydroxyphenyl)-4-oxo-2,3-bis(3,4,5-trihydroxybenzoyl)-4-(3,4,5-trihydroxyphenyl)butanoic acid)

3D MOL for NP0206949 ((2r)-2-amino-3-(4-hydroxyphenyl)-4-oxo-2,3-bis(3,4,5-trihydroxybenzoyl)-4-(3,4,5-trihydroxyphenyl)butanoic acid)

3D SDF for NP0206949 ((2r)-2-amino-3-(4-hydroxyphenyl)-4-oxo-2,3-bis(3,4,5-trihydroxybenzoyl)-4-(3,4,5-trihydroxyphenyl)butanoic acid)

3D-SDF for NP0206949 ((2r)-2-amino-3-(4-hydroxyphenyl)-4-oxo-2,3-bis(3,4,5-trihydroxybenzoyl)-4-(3,4,5-trihydroxyphenyl)butanoic acid)

PDB for NP0206949 ((2r)-2-amino-3-(4-hydroxyphenyl)-4-oxo-2,3-bis(3,4,5-trihydroxybenzoyl)-4-(3,4,5-trihydroxyphenyl)butanoic acid)

3D PDB for NP0206949 ((2r)-2-amino-3-(4-hydroxyphenyl)-4-oxo-2,3-bis(3,4,5-trihydroxybenzoyl)-4-(3,4,5-trihydroxyphenyl)butanoic acid)

SMILES for NP0206949 ((2r)-2-amino-3-(4-hydroxyphenyl)-4-oxo-2,3-bis(3,4,5-trihydroxybenzoyl)-4-(3,4,5-trihydroxyphenyl)butanoic acid)

INCHI for NP0206949 ((2r)-2-amino-3-(4-hydroxyphenyl)-4-oxo-2,3-bis(3,4,5-trihydroxybenzoyl)-4-(3,4,5-trihydroxyphenyl)butanoic acid)

Structure for NP0206949 ((2r)-2-amino-3-(4-hydroxyphenyl)-4-oxo-2,3-bis(3,4,5-trihydroxybenzoyl)-4-(3,4,5-trihydroxyphenyl)butanoic acid)

3D Structure for NP0206949 ((2r)-2-amino-3-(4-hydroxyphenyl)-4-oxo-2,3-bis(3,4,5-trihydroxybenzoyl)-4-(3,4,5-trihydroxyphenyl)butanoic acid)