NP-MRD: Showing NP-Card for 2-amino-3-(4-{[5,5'-bis(2-amino-2-carboxyethyl)-[1,1'-biphenyl]-2,2'-diyl]oxy}phenyl)propanoic acid (NP0324386)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-12 04:25:54 UTC

Updated at

2022-09-12 04:25:54 UTC

NP-MRD ID

NP0324386

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-amino-3-(4-{[5,5'-bis(2-amino-2-carboxyethyl)-[1,1'-biphenyl]-2,2'-diyl]oxy}phenyl)propanoic acid

Description

Pulcherosine belongs to the class of organic compounds known as fatty acyl glycosides of mono- and disaccharides. Fatty acyl glycosides of mono- and disaccharides are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol or of a phosphorylated alcohol (phosphoprenols), a hydroxy fatty acid or to one carboxyl group of a fatty acid (ester linkage) or to an amino alcohol. Pulcherosine is a very strong basic compound (based on its pKa). Outside of the human body, Pulcherosine has been detected, but not quantified in, herbs and spices. 2-amino-3-(4-{[5,5'-bis(2-amino-2-carboxyethyl)-[1,1'-biphenyl]-2,2'-diyl]oxy}phenyl)propanoic acid is found in Heliocidaris crassispina. This could make pulcherosine a potential biomarker for the consumption of these foods.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 05061312032D          

 39 41  0  0  0  0            999 V2000
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    7.4250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    8.2500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  2  2  0  0  0  0
  6  3  2  0  0  0  0
 13  1  2  0  0  0  0
 13  2  1  0  0  0  0
 13  9  1  0  0  0  0
 14  3  1  0  0  0  0
 14  7  2  0  0  0  0
 14 10  1  0  0  0  0
 15  8  2  0  0  0  0
 15 11  1  0  0  0  0
 15 12  1  0  0  0  0
 16  4  2  0  0  0  0
 16  5  1  0  0  0  0
 17  7  1  0  0  0  0
 18  8  1  0  0  0  0
 18 17  1  0  0  0  0
 19  9  1  0  0  0  0
 20 10  1  0  0  0  0
 21 11  1  0  0  0  0
 22  6  1  0  0  0  0
 22 17  2  0  0  0  0
 23 12  2  0  0  0  0
 24 18  2  0  0  0  0
 24 23  1  0  0  0  0
 25 19  1  0  0  0  0
 26 20  1  0  0  0  0
 27 21  1  0  0  0  0
 28 19  1  0  0  0  0
 29 20  1  0  0  0  0
 30 21  1  0  0  0  0
 31 22  1  0  0  0  0
 32 24  1  0  0  0  0
 33 25  2  0  0  0  0
 34 25  1  0  0  0  0
 35 26  2  0  0  0  0
 36 26  1  0  0  0  0
 37 27  2  0  0  0  0
 38 27  1  0  0  0  0
 39 16  1  0  0  0  0
 39 23  1  0  0  0  0
M  END

     RDKit          3D

 68 70  0  0  0  0  0  0  0  0999 V2000
    6.7956   -3.6458   -0.3135 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9691   -2.6088    0.3487 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6088   -2.5767   -0.3481 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7706   -1.5509    0.3000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7432   -0.2428   -0.1594 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9334    0.6865    0.4847 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1432    0.3789    1.5710 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3570    1.3150    2.1859 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1652    1.7082    1.6017 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0365    3.0788    1.3208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0999    3.5906    0.7389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1632    5.0476    0.4688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6705    5.4089   -0.9184 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7882    6.8438   -1.0384 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7339    5.0313   -1.1535 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0460    3.8186   -1.1383 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6761    6.0154   -1.3854 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1062    2.7096    0.4418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0259    1.3538    0.6991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0713    0.4068    0.3273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8044   -0.6663   -0.5073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8507   -1.4900   -0.8620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6601   -2.6599   -1.7599 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3461   -3.9326   -0.9928 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4180   -4.2668   -0.0751 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1568   -5.0717   -1.9222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2446   -5.0608   -2.7969 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9878   -6.1704   -1.8396 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1242   -1.2537   -0.4004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3933   -0.2005    0.4209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3501    0.6401    0.7890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6404    1.7045    1.6296 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8784    0.8592    1.2841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6808   -0.4741    1.5930 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1740   -0.9126    2.0214 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9773   -1.8461    1.3865 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6729   -1.3113    0.2700 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2634   -0.3075    0.8848 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8296   -1.1831   -0.5082 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6971   -3.7525    0.1660 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2051   -4.5283   -0.2410 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8699   -2.9374    1.4024 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7258   -2.3200   -1.4064 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1293   -3.5734   -0.1974 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3418    0.0333   -1.0096 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9027    1.7186    0.1337 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8690    3.7376    1.5823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5771    5.5713    1.2629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2056    5.3980    0.5888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3606    4.8944   -1.6362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7628    7.1639   -1.1953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4718    7.2717   -0.1191 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2522    6.4405   -0.6867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9823    3.1144   -0.0207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8146   -0.8309   -0.8645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7812   -2.4673   -2.4178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5364   -2.8673   -2.3993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4333   -3.7466   -0.3910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0671   -4.9811   -0.4650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0828   -4.4892    0.8805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9215   -6.2108   -2.2273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9450   -1.8971   -0.6771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3665    0.0026    0.7895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9634    2.3515    1.9704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3856   -1.1658    1.4181 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5753   -1.1834    2.8736 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9903   -2.8623    1.7555 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6641   -1.0497   -1.5183 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  1  0
 15 17  1  0
 15 16  2  0
 11 18  2  0
 18 19  1  0
 19 33  2  0
 33 34  1  0
 19 20  1  0
 20 31  2  0
 31 32  1  0
 31 30  1  0
 30 29  2  0
 29 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 26 28  1  0
 26 27  2  0
 22 21  2  0
  7 35  1  0
 35 36  2  0
  2 37  1  0
 37 39  1  0
 37 38  2  0
 36  4  1  0
 33  9  1  0
 21 20  1  0
  1 40  1  0
  1 41  1  0
  2 42  1  1
  3 43  1  0
  3 44  1  0
  5 45  1  0
  6 46  1  0
 10 47  1  0
 12 48  1  0
 12 49  1  0
 13 50  1  6
 14 51  1  0
 14 52  1  0
 17 53  1  0
 18 54  1  0
 34 65  1  0
 32 64  1  0
 30 63  1  0
 29 62  1  0
 23 56  1  0
 23 57  1  0
 24 58  1  1
 25 59  1  0
 25 60  1  0
 28 61  1  0
 21 55  1  0
 35 66  1  0
 36 67  1  0
 39 68  1  0
M  END


  Mrv0541 05061312032D          

 39 41  0  0  0  0            999 V2000
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    7.4250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    8.2500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  2  2  0  0  0  0
  6  3  2  0  0  0  0
 13  1  2  0  0  0  0
 13  2  1  0  0  0  0
 13  9  1  0  0  0  0
 14  3  1  0  0  0  0
 14  7  2  0  0  0  0
 14 10  1  0  0  0  0
 15  8  2  0  0  0  0
 15 11  1  0  0  0  0
 15 12  1  0  0  0  0
 16  4  2  0  0  0  0
 16  5  1  0  0  0  0
 17  7  1  0  0  0  0
 18  8  1  0  0  0  0
 18 17  1  0  0  0  0
 19  9  1  0  0  0  0
 20 10  1  0  0  0  0
 21 11  1  0  0  0  0
 22  6  1  0  0  0  0
 22 17  2  0  0  0  0
 23 12  2  0  0  0  0
 24 18  2  0  0  0  0
 24 23  1  0  0  0  0
 25 19  1  0  0  0  0
 26 20  1  0  0  0  0
 27 21  1  0  0  0  0
 28 19  1  0  0  0  0
 29 20  1  0  0  0  0
 30 21  1  0  0  0  0
 31 22  1  0  0  0  0
 32 24  1  0  0  0  0
 33 25  2  0  0  0  0
 34 25  1  0  0  0  0
 35 26  2  0  0  0  0
 36 26  1  0  0  0  0
 37 27  2  0  0  0  0
 38 27  1  0  0  0  0
 39 16  1  0  0  0  0
 39 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0324386

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NC(CC1=CC=C(OC2=CC(CC(N)C(O)=O)=CC(=C2O)C2=C(O)C=CC(CC(N)C(O)=O)=C2)C=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C27H29N3O9/c28-19(25(33)34)9-13-1-4-16(5-2-13)39-23-12-15(11-21(30)27(37)38)8-18(24(23)32)17-7-14(3-6-22(17)31)10-20(29)26(35)36/h1-8,12,19-21,31-32H,9-11,28-30H2,(H,33,34)(H,35,36)(H,37,38)

> <INCHI_KEY>
YLKSMWKXSSBSNR-UHFFFAOYSA-N

> <FORMULA>
C27H29N3O9

> <MOLECULAR_WEIGHT>
539.5339

> <EXACT_MASS>
539.190379541

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_AVERAGE_POLARIZABILITY>
54.71418781660211

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-amino-3-{4-[5-(2-amino-2-carboxyethyl)-3-[5-(2-amino-2-carboxyethyl)-2-hydroxyphenyl]-2-hydroxyphenoxy]phenyl}propanoic acid

> <ALOGPS_LOGP>
-3.10

> <JCHEM_LOGP>
-4.961650762274437

> <ALOGPS_LOGS>
-4.73

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
1.546102000499654

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.0624279365553382

> <JCHEM_PKA_STRONGEST_BASIC>
10.016625544431161

> <JCHEM_POLAR_SURFACE_AREA>
239.64999999999995

> <JCHEM_REFRACTIVITY>
138.5717

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.99e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-amino-3-{4-[5-(2-amino-2-carboxyethyl)-3-[5-(2-amino-2-carboxyethyl)-2-hydroxyphenyl]-2-hydroxyphenoxy]phenyl}propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001  11.550   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667  10.780   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335   9.240   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668  11.550   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335  10.780   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001   8.470   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.668  13.090   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.002  13.860   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   28  N   UNK     0       4.001  -2.310   0.000  0.00  0.00           N+0
HETATM   29  N   UNK     0       5.335  13.860   0.000  0.00  0.00           N+0
HETATM   30  N   UNK     0       0.000   1.540   0.000  0.00  0.00           N+0
HETATM   31  O   UNK     0       1.334   8.470   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       6.668   6.930   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       4.001  -5.390   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       6.668  -5.390   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       8.002  15.400   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       9.336  13.090   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
CONECT    1    4   13                                                       
CONECT    2    5   13                                                       
CONECT    3    6   14                                                       
CONECT    4    1   16                                                       
CONECT    5    2   16                                                       
CONECT    6    3   22                                                       
CONECT    7   14   17                                                       
CONECT    8   15   18                                                       
CONECT    9   13   19                                                       
CONECT   10   14   20                                                       
CONECT   11   15   21                                                       
CONECT   12   15   23                                                       
CONECT   13    1    2    9                                                  
CONECT   14    3    7   10                                                  
CONECT   15    8   11   12                                                  
CONECT   16    4    5   39                                                  
CONECT   17    7   18   22                                                  
CONECT   18    8   17   24                                                  
CONECT   19    9   25   28                                                  
CONECT   20   10   26   29                                                  
CONECT   21   11   27   30                                                  
CONECT   22    6   17   31                                                  
CONECT   23   12   24   39                                                  
CONECT   24   18   23   32                                                  
CONECT   25   19   33   34                                                  
CONECT   26   20   35   36                                                  
CONECT   27   21   37   38                                                  
CONECT   28   19                                                            
CONECT   29   20                                                            
CONECT   30   21                                                            
CONECT   31   22                                                            
CONECT   32   24                                                            
CONECT   33   25                                                            
CONECT   34   25                                                            
CONECT   35   26                                                            
CONECT   36   26                                                            
CONECT   37   27                                                            
CONECT   38   27                                                            
CONECT   39   16   23                                                       
MASTER        0    0    0    0    0    0    0    0   39    0   82    0
END

View in JSmol

Synonyms

Value	Source
5-(4''-(2-Carboxy-2-aminoethyl)phenoxy)-3,3'-dityrosine	HMDB
5-[4-(2-Amino-2-carboxyethyl)phenoxy]-3,3'-dityrosine	HMDB
2-Amino-3-(4-{[5,5'-bis(2-amino-2-carboxyethyl)-[1,1'-biphenyl]-2,2'-diyl]oxy}phenyl)propanoate	Generator
Pulcherosine	MeSH

Chemical Formula

C₂₇H₂₉N₃O₉

Average Mass

539.5339 Da

Monoisotopic Mass

539.19038 Da

IUPAC Name

2-amino-3-{4-[5-(2-amino-2-carboxyethyl)-3-[5-(2-amino-2-carboxyethyl)-2-hydroxyphenyl]-2-hydroxyphenoxy]phenyl}propanoic acid

Traditional Name

2-amino-3-{4-[5-(2-amino-2-carboxyethyl)-3-[5-(2-amino-2-carboxyethyl)-2-hydroxyphenyl]-2-hydroxyphenoxy]phenyl}propanoic acid

CAS Registry Number

Not Available

SMILES

NC(CC1=CC=C(OC2=CC(CC(N)C(O)=O)=CC(=C2O)C2=C(O)C=CC(CC(N)C(O)=O)=C2)C=C1)C(O)=O

InChI Identifier

InChI=1S/C27H29N3O9/c28-19(25(33)34)9-13-1-4-16(5-2-13)39-23-12-15(11-21(30)27(37)38)8-18(24(23)32)17-7-14(3-6-22(17)31)10-20(29)26(35)36/h1-8,12,19-21,31-32H,9-11,28-30H2,(H,33,34)(H,35,36)(H,37,38)

InChI Key

YLKSMWKXSSBSNR-UHFFFAOYSA-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
Heliocidaris crassispina	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty acyl glycosides of mono- and disaccharides. Fatty acyl glycosides of mono- and disaccharides are compounds composed of a mono- or disaccharide moiety linked to one hydroxyl group of a fatty alcohol or of a phosphorylated alcohol (phosphoprenols), a hydroxy fatty acid or to one carboxyl group of a fatty acid (ester linkage) or to an amino alcohol.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl glycosides

Direct Parent

Fatty acyl glycosides of mono- and disaccharides

Alternative Parents

Substituents

Fatty acyl glycoside of mono- or disaccharide
Jasmonic acid
Alkyl glycoside
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Monosaccharide
Oxane
Ketone
Cyclic ketone
Secondary alcohol
Monocarboxylic acid or derivatives
Acetal
Organoheterocyclic compound
Oxacycle
Carboxylic acid
Carboxylic acid derivative
Polyol
Alcohol
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Organooxygen compound
Primary alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic 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
logP	-3.1	ALOGPS
logP	-5	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	1.06	ChemAxon
pKa (Strongest Basic)	10.02	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	239.65 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	138.57 m³·mol⁻¹	ChemAxon
Polarizability	54.71 Å³	ChemAxon
Number of Rings	3	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

HMDB0040703

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB020505

KNApSAcK ID

Not Available

Chemspider ID

110806

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

124402

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-amino-3-(4-{[5,5'-bis(2-amino-2-carboxyethyl)-[1,1'-biphenyl]-2,2'-diyl]oxy}phenyl)propanoic acid (NP0324386)

MOL for NP0324386 (2-amino-3-(4-{[5,5'-bis(2-amino-2-carboxyethyl)-[1,1'-biphenyl]-2,2'-diyl]oxy}phenyl)propanoic acid)

3D MOL for NP0324386 (2-amino-3-(4-{[5,5'-bis(2-amino-2-carboxyethyl)-[1,1'-biphenyl]-2,2'-diyl]oxy}phenyl)propanoic acid)

3D SDF for NP0324386 (2-amino-3-(4-{[5,5'-bis(2-amino-2-carboxyethyl)-[1,1'-biphenyl]-2,2'-diyl]oxy}phenyl)propanoic acid)

3D-SDF for NP0324386 (2-amino-3-(4-{[5,5'-bis(2-amino-2-carboxyethyl)-[1,1'-biphenyl]-2,2'-diyl]oxy}phenyl)propanoic acid)

PDB for NP0324386 (2-amino-3-(4-{[5,5'-bis(2-amino-2-carboxyethyl)-[1,1'-biphenyl]-2,2'-diyl]oxy}phenyl)propanoic acid)

3D PDB for NP0324386 (2-amino-3-(4-{[5,5'-bis(2-amino-2-carboxyethyl)-[1,1'-biphenyl]-2,2'-diyl]oxy}phenyl)propanoic acid)

SMILES for NP0324386 (2-amino-3-(4-{[5,5'-bis(2-amino-2-carboxyethyl)-[1,1'-biphenyl]-2,2'-diyl]oxy}phenyl)propanoic acid)

INCHI for NP0324386 (2-amino-3-(4-{[5,5'-bis(2-amino-2-carboxyethyl)-[1,1'-biphenyl]-2,2'-diyl]oxy}phenyl)propanoic acid)

Structure for NP0324386 (2-amino-3-(4-{[5,5'-bis(2-amino-2-carboxyethyl)-[1,1'-biphenyl]-2,2'-diyl]oxy}phenyl)propanoic acid)

3D Structure for NP0324386 (2-amino-3-(4-{[5,5'-bis(2-amino-2-carboxyethyl)-[1,1'-biphenyl]-2,2'-diyl]oxy}phenyl)propanoic acid)