NP-MRD: Showing NP-Card for Desferricoprogen (NP0331213)

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Record Information

Version

1.0

Created at

2022-12-13 18:21:16 UTC

Updated at

2024-04-19 09:33:12 UTC

NP-MRD ID

NP0331213

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Desferricoprogen

Description

Desferricoprogen belongs to the class of organic compounds known as n-acyl-alpha amino acids and derivatives. N-acyl-alpha amino acids and derivatives are compounds containing an alpha amino acid (or a derivative thereof) which bears an acyl group at its terminal nitrogen atom. It was first documented in 2004 (PMID: 15522421). Based on a literature review a significant number of articles have been published on desferricoprogen (PMID: 28058837) (PMID: 22687412) (PMID: 31152280) (PMID: 36993360) (PMID: 32635347) (PMID: 30016095).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652312132219212D          

 54 54  0  0  1  0            999 V2000
   -3.5724    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    7.4250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5724    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    9.9000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   10.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   13.6125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    9.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    7.8375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    6.1875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    6.6000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    6.6000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    7.4250    0.0000 O   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
    2.8579    6.6000    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
    3.5724    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    6.6000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.8592    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    6.6000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894    6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    7.4250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  9 16  2  0  0  0  0
  3 17  1  0  0  0  0
  2 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  6  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 41 42  1  0  0  0  0
 41 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 39 46  2  0  0  0  0
 33 47  1  1  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 48 50  2  0  0  0  0
 32 51  2  0  0  0  0
 25 52  2  0  0  0  0
 19 53  1  0  0  0  0
 17 53  1  0  0  0  0
 53 54  2  0  0  0  0
M  END


  Mrv1652312132219212D          

 54 54  0  0  1  0            999 V2000
   -3.5724    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    7.4250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5724    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    9.9000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   10.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   12.3750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   13.6125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158    9.9000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    7.8375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    6.1875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    6.6000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7145    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    6.6000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    7.4250    0.0000 O   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
    2.8579    6.6000    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
    3.5724    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    6.6000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.8592    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    6.6000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026    7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4315    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1460    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8605    6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5749    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2894    6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171    5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    7.4250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  6  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  9 16  2  0  0  0  0
  3 17  1  0  0  0  0
  2 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  6  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 41 42  1  0  0  0  0
 41 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 39 46  2  0  0  0  0
 33 47  1  1  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 48 50  2  0  0  0  0
 32 51  2  0  0  0  0
 25 52  2  0  0  0  0
 19 53  1  0  0  0  0
 17 53  1  0  0  0  0
 53 54  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0331213

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)N[C@@H](CCCN(O)C(=O)\C=C(/C)CCO)C(=O)OCC\C(C)=C\C(=O)N(O)CCC[C@@H]1NC(=O)[C@H](CCCN(O)C(=O)\C=C(/C)CCO)NC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C35H56N6O13/c1-23(11-17-42)20-30(45)39(51)14-5-8-27-33(48)38-28(34(49)37-27)9-6-15-40(52)32(47)22-25(3)13-19-54-35(50)29(36-26(4)44)10-7-16-41(53)31(46)21-24(2)12-18-43/h20-22,27-29,42-43,51-53H,5-19H2,1-4H3,(H,36,44)(H,37,49)(H,38,48)/b23-20+,24-21+,25-22+/t27-,28-,29-/m0/s1

> <INCHI_KEY>
AKLLFACZGZTMGS-FCRFISLRSA-N

> <FORMULA>
C35H56N6O13

> <MOLECULAR_WEIGHT>
768.862

> <EXACT_MASS>
768.390535887

$$$$

HEADER    PROTEIN                                 13-DEC-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-DEC-22         0                                  
HETATM    1  O   UNK     0      -6.668  11.550   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -5.335  12.320   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.335  13.860   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.668  14.630   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.668  16.170   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -8.002  16.940   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      -8.002  18.480   0.000  0.00  0.00           N+0
HETATM    8  O   UNK     0      -6.668  19.250   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -9.336  19.250   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -9.336  20.790   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -8.002  21.560   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -6.668  20.790   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -8.002  23.100   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -6.668  23.870   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -6.668  25.410   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0     -10.669  18.480   0.000  0.00  0.00           O+0
HETATM   17  N   UNK     0      -4.001  14.630   0.000  0.00  0.00           N+0
HETATM   18  N   UNK     0      -4.001  11.550   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0      -2.667  12.320   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.334  11.550   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.000  12.320   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.334  11.550   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0       2.667  12.320   0.000  0.00  0.00           N+0
HETATM   24  O   UNK     0       2.667  13.860   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       4.001  11.550   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.335  12.320   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       6.668  11.550   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       6.668  10.010   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       8.002  12.320   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       9.336  11.550   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      10.669  12.320   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      12.003  11.550   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      13.337  12.320   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      14.670  11.550   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      16.004  12.320   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      17.338  11.550   0.000  0.00  0.00           C+0
HETATM   37  N   UNK     0      18.672  12.320   0.000  0.00  0.00           N+0
HETATM   38  O   UNK     0      18.672  13.860   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      20.005  11.550   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      21.339  12.320   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      22.673  11.550   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      22.673  10.010   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      24.006  12.320   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      25.340  11.550   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0      26.674  12.320   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0      20.005  10.010   0.000  0.00  0.00           O+0
HETATM   47  N   UNK     0      13.337  13.860   0.000  0.00  0.00           N+0
HETATM   48  C   UNK     0      12.003  14.630   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      10.669  13.860   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0      12.003  16.170   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      12.003  10.010   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0       4.001  10.010   0.000  0.00  0.00           O+0
HETATM   53  C   UNK     0      -2.667  13.860   0.000  0.00  0.00           C+0
HETATM   54  O   UNK     0      -1.334  14.630   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   18                                                  
CONECT    3    2    4   17                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   16                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14                                                            
CONECT   16    9                                                            
CONECT   17    3   53                                                       
CONECT   18    2   19                                                       
CONECT   19   18   20   53                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   52                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33   51                                                  
CONECT   33   32   34   47                                                  
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37   40   46                                                  
CONECT   40   39   41                                                       
CONECT   41   40   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44                                                            
CONECT   46   39                                                            
CONECT   47   33   48                                                       
CONECT   48   47   49   50                                                  
CONECT   49   48                                                            
CONECT   50   48                                                            
CONECT   51   32                                                            
CONECT   52   25                                                            
CONECT   53   19   17   54                                                  
CONECT   54   53                                                            
MASTER        0    0    0    0    0    0    0    0   54    0  108    0
END

View in JSmol

Synonyms

Value	Source
N-alpha-Acetylfusarinines	MeSH

Chemical Formula

C₃₅H₅₆N₆O₁₃

Average Mass

768.8620 Da

Monoisotopic Mass

768.39054 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC(=O)N[C@@H](CCCN(O)C(=O)\C=C(/C)CCO)C(=O)OCC\C(C)=C\C(=O)N(O)CCC[C@@H]1NC(=O)[C@H](CCCN(O)C(=O)\C=C(/C)CCO)NC1=O

InChI Identifier

InChI=1S/C35H56N6O13/c1-23(11-17-42)20-30(45)39(51)14-5-8-27-33(48)38-28(34(49)37-27)9-6-15-40(52)32(47)22-25(3)13-19-54-35(50)29(36-26(4)44)10-7-16-41(53)31(46)21-24(2)12-18-43/h20-22,27-29,42-43,51-53H,5-19H2,1-4H3,(H,36,44)(H,37,49)(H,38,48)/b23-20+,24-21+,25-22+/t27-,28-,29-/m0/s1

InChI Key

AKLLFACZGZTMGS-FCRFISLRSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
ROESY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	a.salim@uq.edu.au	Not Available	Not Available	2022-12-13	View Spectrum
1D NMR	[¹³C, ] NMR Spectrum (2D, 151 MHz, C2D6OS, experimental)	a.salim@uq.edu.au	Not Available	Not Available	2022-12-13	View Spectrum
COSY NMR	[¹H, ¹H] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	a.salim@uq.edu.au	Not Available	Not Available	2022-12-13	View Spectrum
HMBC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	a.salim@uq.edu.au	Not Available	Not Available	2022-12-13	View Spectrum
HSQC NMR	[¹H, ¹³C] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	a.salim@uq.edu.au	Not Available	Not Available	2022-12-13	View Spectrum
1D NMR	[¹H, ] NMR Spectrum (2D, 600 MHz, C2D6OS, experimental)	a.salim@uq.edu.au	Not Available	Not Available	2022-12-13	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-alpha amino acids and derivatives. N-acyl-alpha amino acids and derivatives are compounds containing an alpha amino acid (or a derivative thereof) which bears an acyl group at its terminal nitrogen atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-alpha amino acids and derivatives

Alternative Parents

Substituents

Alpha-amino acid ester
N-acyl-alpha amino acid or derivatives
Dioxopiperazine
2,5-dioxopiperazine
Fatty acid ester
1,4-diazinane
Piperazine
Fatty acyl
Acetamide
Carboxamide group
Carboxylic acid ester
Hydroxamic acid
Lactam
Secondary carboxylic acid amide
Monocarboxylic acid or derivatives
Azacycle
Organoheterocyclic compound
Organonitrogen compound
Hydrocarbon derivative
Carbonyl group
Organic nitrogen compound
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Primary alcohol
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

carboxylic ester (CHEBI:83125 )
primary alcohol (CHEBI:83125 )
acetamides (CHEBI:83125 )
hydroxamic acid (CHEBI:83125 )
2,5-diketopiperazines (CHEBI:83125 )

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

32700088

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

23636677

PDB ID

Not Available

ChEBI ID

83125

Good Scents ID

Not Available

References

General References

Kalansuriya P, Quezada M, Esposito BP, Capon RJ: Talarazines A-E: Noncytotoxic Iron(III) Chelators from an Australian Mud Dauber Wasp-Associated Fungus, Talaromyces sp. (CMB-W045). J Nat Prod. 2017 Mar 24;80(3):609-615. doi: 10.1021/acs.jnatprod.6b00889. Epub 2017 Jan 6. [PubMed:28058837 ]
Funahashi T, Tanabe T, Mihara K, Miyamoto K, Tsujibo H, Yamamoto S: Identification and characterization of an outer membrane receptor gene in Acinetobacter baumannii required for utilization of desferricoprogen, rhodotorulic acid, and desferrioxamine B as xenosiderophores. Biol Pharm Bull. 2012;35(5):753-60. doi: 10.1248/bpb.35.753. [PubMed:22687412 ]
da Silva GS, Shang Z, Kalansuriya P, Capon RJ, Esposito BP: Antioxidant activity and cellular uptake of the hydroxamate-based fungal iron chelators pyridoxatin, desferriastechrome and desferricoprogen. Biometals. 2019 Aug;32(4):707-715. doi: 10.1007/s10534-019-00202-7. Epub 2019 Jun 1. [PubMed:31152280 ]
Luu GT, Little JC, Pierce EC, Morin M, Ertekin CA, Wolfe BE, Baars O, Dutton RJ, Sanchez LM: Metabolomics of bacterial-fungal pairwise interactions reveal conserved molecular mechanisms. bioRxiv. 2023 Mar 13:2023.03.13.532449. doi: 10.1101/2023.03.13.532449. Preprint. [PubMed:36993360 ]
Potor L, Eva SK, Hegedus H, Petho D, Szabo Z, Szigeti ZM, Pocsi I, Trencsenyi G, Szikra D, Garai I, Gall T, Combi Z, Kappelmayer J, Balla G, Balla J: The Fungal Iron Chelator Desferricoprogen Inhibits Atherosclerotic Plaque Formation. Int J Mol Sci. 2020 Jul 3;21(13):4746. doi: 10.3390/ijms21134746. [PubMed:32635347 ]
Prescott TAK, Jaeg T, Hoepfner D: Yeast Chemogenomic Profiling Reveals Iron Chelation To Be the Principle Cell Inhibitory Mode of Action of Gossypol. J Med Chem. 2018 Aug 23;61(16):7381-7386. doi: 10.1021/acs.jmedchem.8b00692. Epub 2018 Aug 6. [PubMed:30016095 ]
Farkas E, Buglyo P: Lead(II) Complexes of Amino Acids, Peptides, and Other Related Ligands of Biological Interest. Met Ions Life Sci. 2017 Apr 10;17:/books/9783110434330/9783110434330-008/9783110434330-008.xml. doi: 10.1515/9783110434330-008. [PubMed:28731301 ]
Vartoukian SR, Moazzez RV, Paster BJ, Dewhirst FE, Wade WG: First Cultivation of Health-Associated Tannerella sp. HOT-286 (BU063). J Dent Res. 2016 Oct;95(11):1308-13. doi: 10.1177/0022034516651078. Epub 2016 May 18. [PubMed:27193146 ]
Vartoukian SR, Adamowska A, Lawlor M, Moazzez R, Dewhirst FE, Wade WG: In Vitro Cultivation of 'Unculturable' Oral Bacteria, Facilitated by Community Culture and Media Supplementation with Siderophores. PLoS One. 2016 Jan 14;11(1):e0146926. doi: 10.1371/journal.pone.0146926. eCollection 2016. [PubMed:26764907 ]
Farkas E, Szabo O, Parajdi-Losonczi PL, Balla G, Pocsi I: Mn(II)/Mn(III) and Fe(III) binding capability of two Aspergillus fumigatus siderophores, desferricrocin and N', N'', N'''-triacetylfusarinine C. J Inorg Biochem. 2014 Oct;139:30-7. doi: 10.1016/j.jinorgbio.2014.06.005. Epub 2014 Jun 11. [PubMed:24959697 ]
Tircso G, Garda Z, Kalman FK, Baranyai Z, Pocsi I, Balla G, Toth I: Lanthanide(III) complexes of some natural siderophores: a thermodynamic, kinetic and relaxometric study. J Inorg Biochem. 2013 Oct;127:53-61. doi: 10.1016/j.jinorgbio.2013.06.006. Epub 2013 Jun 18. [PubMed:23850669 ]
Pocsi I, Jeney V, Kertai P, Pocsi I, Emri T, Gyemant G, Fesus L, Balla J, Balla G: Fungal siderophores function as protective agents of LDL oxidation and are promising anti-atherosclerotic metabolites in functional food. Mol Nutr Food Res. 2008 Dec;52(12):1434-47. doi: 10.1002/mnfr.200700467. [PubMed:18646004 ]
Farkas E, Batka D, Kremper G, Pocsi I: Structure-based differences between the metal ion selectivity of two siderophores desferrioxamine B (DFB) and desferricoprogen (DFC): why DFC is much better Pb(II) sequestering agent than DFB? J Inorg Biochem. 2008 Aug;102(8):1654-9. doi: 10.1016/j.jinorgbio.2008.03.006. Epub 2008 Apr 1. [PubMed:18486225 ]
Enyedy EA, Pocsi I, Farkas E: Complexation of desferricoprogen with trivalent Fe, Al, Ga, In and divalent Fe, Ni, Cu, Zn metal ions: effects of the linking chain structure on the metal binding ability of hydroxamate based siderophores. J Inorg Biochem. 2004 Nov;98(11):1957-66. doi: 10.1016/j.jinorgbio.2004.08.017. [PubMed:15522421 ]

Showing NP-Card for Desferricoprogen (NP0331213)

MOL for NP0331213 (Desferricoprogen)

3D MOL for NP0331213 (Desferricoprogen)

3D SDF for NP0331213 (Desferricoprogen)

3D-SDF for NP0331213 (Desferricoprogen)

PDB for NP0331213 (Desferricoprogen)

3D PDB for NP0331213 (Desferricoprogen)

SMILES for NP0331213 (Desferricoprogen)

INCHI for NP0331213 (Desferricoprogen)

Structure for NP0331213 (Desferricoprogen)

3D Structure for NP0331213 (Desferricoprogen)