MiMeDB: Showing metabocard for Tribenglthin A (MMDBc0022856)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-05-15 12:55:44 UTC

Update Date

2025-10-07 16:07:12 UTC

Metabolite ID

MMDBc0022856

Metabolite Identification

Common Name

Tribenglthin A

Description

Tribenglthin A is a siderophore, a class of metabolites known for their ability to chelate iron ions in biological systems. Its chemical structure features a complex arrangement of functional groups that facilitate the binding of iron, enhancing its solubility and bioavailability in microbial environments. The characterization of Tribenglthin A, along with other siderophores, was achieved through advanced techniques such as UV, HR-ESI-MS, MALDI-MS, MALDI-MS/MS, CD, and NMR spectroscopy, as detailed in the literature (PMID:36794884 ). In biological pathways, siderophores like Tribenglthin A play a crucial role in iron acquisition, particularly in environments where iron is limited, thus supporting microbial growth and survival. They are secreted by various microorganisms to scavenge iron from their surroundings, forming stable complexes that can be transported back into the cell. This process is vital for many bacteria, influencing their pathogenicity and ecological interactions.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152114552D          

 68 70  0  0  1  0            999 V2000
   12.5732   -0.9426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6192   -4.7180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3934   -4.0316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9787   -1.5146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3382   -1.2858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4763   -3.6883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9879    2.4896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7437   -1.8578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2689   -3.9172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3934    1.9176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1308   -1.5146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2781   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7805    2.2608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9603   -3.5739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6468   -4.6036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6008   -0.8282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4210   -3.9172    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.1953   -3.2307    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.9419   -2.6587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8634   -3.3451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5916    1.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1768   -2.3155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3290   -2.3155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8726   -2.3155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9787    1.4600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1676   -3.3451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2413   -4.0316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7989   -1.6290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6284   -3.6883    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.4026   -3.0019    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.7345   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6652   -2.5443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3842    0.8879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3474   -3.2307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6560   -3.5739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9971    0.5447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5824   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8081   -3.5739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5547   -3.0019    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8542   -4.3748    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1953   -0.2561    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.9695   -2.5443    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0339   -4.2604    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2045   -2.2011    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.1216   -2.5443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6744   -1.5146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7713    1.2311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5732   -3.9172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0431   -3.2307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5916   -1.8578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9326   -3.6883    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2597   -1.9722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5824    0.0871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5455   -4.0316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2505   -3.0019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2045    0.7735    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0247   -2.3155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6376   -2.6587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7805   -3.6883    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0063   -4.3748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7897   -2.6587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0155   -3.3451    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1860   -1.2858    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8266   -4.4892    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6008   -3.8028    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2229   -3.1163    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6100   -2.7731    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  8  5  2  0  0  0  0
  9  6  2  0  0  0  0
 10  7  2  0  0  0  0
 11  5  1  0  0  0  0
 12  6  1  0  0  0  0
 13  7  1  0  0  0  0
 17  2  1  6  0  0  0
 18  3  1  6  0  0  0
 19  8  1  0  0  0  0
 20  9  1  0  0  0  0
 21 10  1  0  0  0  0
 22  4  2  0  0  0  0
 23 11  2  0  0  0  0
 24 12  2  0  0  0  0
 25 13  2  0  0  0  0
 26 14  1  0  0  0  0
 27 15  1  0  0  0  0
 28 16  1  0  0  0  0
 29 17  1  0  0  0  0
 30 18  1  0  0  0  0
 31 19  2  0  0  0  0
 31 23  1  0  0  0  0
 32 20  2  0  0  0  0
 32 24  1  0  0  0  0
 33 21  2  0  0  0  0
 33 25  1  0  0  0  0
 34 19  1  0  0  0  0
 35 20  1  0  0  0  0
 36 21  1  0  0  0  0
 37 29  1  0  0  0  0
 38 22  1  0  0  0  0
 39 30  1  0  0  0  0
 40 14  1  4  0  0  0
 40 34  2  0  0  0  0
 41 15  1  4  0  0  0
 41 35  2  0  0  0  0
 42 16  1  4  0  0  0
 42 36  2  0  0  0  0
 43 22  1  4  0  0  0
 43 26  2  0  0  0  0
 44 27  2  0  0  0  0
 29 44  1  1  0  0  0
 45 28  2  0  0  0  0
 30 45  1  1  0  0  0
 46 23  1  0  0  0  0
 47 24  1  0  0  0  0
 48 25  1  0  0  0  0
 49 26  1  0  0  0  0
 27 50  1  4  0  0  0
 28 51  1  4  0  0  0
 52 31  1  0  0  0  0
 53 32  1  0  0  0  0
 54 33  1  0  0  0  0
 55 34  1  0  0  0  0
 56 35  1  0  0  0  0
 57 36  1  0  0  0  0
 58 37  2  0  0  0  0
 59 37  1  0  0  0  0
 60 38  2  0  0  0  0
 61 39  2  0  0  0  0
 62 18  1  0  0  0  0
 62 38  1  0  0  0  0
 63 17  1  0  0  0  0
 63 39  1  0  0  0  0
 64  4  1  0  0  0  0
 17 65  1  1  0  0  0
 18 66  1  1  0  0  0
 29 67  1  1  0  0  0
 30 68  1  6  0  0  0
M  END


  Mrv1652305152114552D          

 68 70  0  0  1  0            999 V2000
   12.5732   -0.9426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6192   -4.7180    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3934   -4.0316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9787   -1.5146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3382   -1.2858    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4763   -3.6883    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9879    2.4896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7437   -1.8578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2689   -3.9172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3934    1.9176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1308   -1.5146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2781   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7805    2.2608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9603   -3.5739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6468   -4.6036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6008   -0.8282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4210   -3.9172    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.1953   -3.2307    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.9419   -2.6587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8634   -3.3451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5916    1.1167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1768   -2.3155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3290   -2.3155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8726   -2.3155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9787    1.4600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1676   -3.3451    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2413   -4.0316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7989   -1.6290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6284   -3.6883    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.4026   -3.0019    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.7345   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6652   -2.5443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3842    0.8879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3474   -3.2307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6560   -3.5739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9971    0.5447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5824   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8081   -3.5739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5547   -3.0019    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8542   -4.3748    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.1953   -0.2561    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.9695   -2.5443    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.0339   -4.2604    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.2045   -2.2011    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.1216   -2.5443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6744   -1.5146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.7713    1.2311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5732   -3.9172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0431   -3.2307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.5916   -1.8578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9326   -3.6883    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2597   -1.9722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5824    0.0871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.5455   -4.0316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2505   -3.0019    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2045    0.7735    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0247   -2.3155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6376   -2.6587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7805   -3.6883    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0063   -4.3748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7897   -2.6587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0155   -3.3451    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1860   -1.2858    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8266   -4.4892    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6008   -3.8028    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2229   -3.1163    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6100   -2.7731    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  8  5  2  0  0  0  0
  9  6  2  0  0  0  0
 10  7  2  0  0  0  0
 11  5  1  0  0  0  0
 12  6  1  0  0  0  0
 13  7  1  0  0  0  0
 17  2  1  6  0  0  0
 18  3  1  6  0  0  0
 19  8  1  0  0  0  0
 20  9  1  0  0  0  0
 21 10  1  0  0  0  0
 22  4  2  0  0  0  0
 23 11  2  0  0  0  0
 24 12  2  0  0  0  0
 25 13  2  0  0  0  0
 26 14  1  0  0  0  0
 27 15  1  0  0  0  0
 28 16  1  0  0  0  0
 29 17  1  0  0  0  0
 30 18  1  0  0  0  0
 31 19  2  0  0  0  0
 31 23  1  0  0  0  0
 32 20  2  0  0  0  0
 32 24  1  0  0  0  0
 33 21  2  0  0  0  0
 33 25  1  0  0  0  0
 34 19  1  0  0  0  0
 35 20  1  0  0  0  0
 36 21  1  0  0  0  0
 37 29  1  0  0  0  0
 38 22  1  0  0  0  0
 39 30  1  0  0  0  0
 40 14  1  4  0  0  0
 40 34  2  0  0  0  0
 41 15  1  4  0  0  0
 41 35  2  0  0  0  0
 42 16  1  4  0  0  0
 42 36  2  0  0  0  0
 43 22  1  4  0  0  0
 43 26  2  0  0  0  0
 44 27  2  0  0  0  0
 29 44  1  1  0  0  0
 45 28  2  0  0  0  0
 30 45  1  1  0  0  0
 46 23  1  0  0  0  0
 47 24  1  0  0  0  0
 48 25  1  0  0  0  0
 49 26  1  0  0  0  0
 27 50  1  4  0  0  0
 28 51  1  4  0  0  0
 52 31  1  0  0  0  0
 53 32  1  0  0  0  0
 54 33  1  0  0  0  0
 55 34  1  0  0  0  0
 56 35  1  0  0  0  0
 57 36  1  0  0  0  0
 58 37  2  0  0  0  0
 59 37  1  0  0  0  0
 60 38  2  0  0  0  0
 61 39  2  0  0  0  0
 62 18  1  0  0  0  0
 62 38  1  0  0  0  0
 63 17  1  0  0  0  0
 63 39  1  0  0  0  0
 64  4  1  0  0  0  0
 17 65  1  1  0  0  0
 18 66  1  1  0  0  0
 29 67  1  1  0  0  0
 30 68  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0022856

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C39H42N6O18/c1-4-22(43-26(49)14-40-34(55)19-8-5-11-23(46)31(19)52)38(60)62-18(3)30(45-28(51)16-42-36(57)21-10-7-13-25(48)33(21)54)39(61)63-17(2)29(37(58)59)44-27(50)15-41-35(56)20-9-6-12-24(47)32(20)53/h4-13,17-18,29-30,46-48,52-54H,14-16H2,1-3H3,(H,40,55)(H,41,56)(H,42,57)(H,43,49)(H,44,50)(H,45,51)(H,58,59)/b22-4-/t17-,18-,29+,30+/m1/s1

> <INCHI_KEY>
PVVZJVCYKGHEJK-ADHBOQDSSA-N

> <FORMULA>
C39H42N6O18

> <MOLECULAR_WEIGHT>
882.789

> <EXACT_MASS>
882.255558536

> <JCHEM_ACCEPTOR_COUNT>
22

> <JCHEM_ATOM_COUNT>
105

> <JCHEM_AVERAGE_POLARIZABILITY>
83.63287349919348

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
13

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3R)-2-[(2-{[(2,3-dihydroxyphenyl)(hydroxy)methylidene]amino}-1-hydroxyethylidene)amino]-3-{[(2S,3R)-2-[(2-{[(2,3-dihydroxyphenyl)(hydroxy)methylidene]amino}-1-hydroxyethylidene)amino]-3-{[(2Z)-2-[(2-{[(2,3-dihydroxyphenyl)(hydroxy)methylidene]amino}-1-hydroxyethylidene)amino]but-2-enoyl]oxy}butanoyl]oxy}butanoic acid

> <ALOGPS_LOGP>
2.44

> <JCHEM_LOGP>
5.657373001333332

> <ALOGPS_LOGS>
-4.55

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
3.1755541364628286

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.7018190244345113

> <JCHEM_PKA_STRONGEST_BASIC>
-6.524126052932801

> <JCHEM_POLAR_SURFACE_AREA>
406.82000000000005

> <JCHEM_REFRACTIVITY>
216.2940000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
21

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.48e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3R)-2-[(2-{[(2,3-dihydroxyphenyl)(hydroxy)methylidene]amino}-1-hydroxyethylidene)amino]-3-{[(2S,3R)-2-[(2-{[(2,3-dihydroxyphenyl)(hydroxy)methylidene]amino}-1-hydroxyethylidene)amino]-3-{[(2Z)-2-[(2-{[(2,3-dihydroxyphenyl)(hydroxy)methylidene]amino}-1-hydroxyethylidene)amino]but-2-enoyl]oxy}butanoyl]oxy}butanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 15-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-MAY-21         0                                  
HETATM    1  C   UNK     0      23.470  -1.759   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      14.222  -8.807   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      19.401  -7.526   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      22.360  -2.827   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      30.498  -2.400   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.756  -6.885   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      20.511   4.647   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      29.388  -3.468   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.235  -7.312   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      19.401   3.580   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      31.977  -2.827   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.386  -5.390   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      21.990   4.220   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      26.059  -6.671   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.674  -8.593   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      17.921  -1.546   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      13.853  -7.312   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      19.031  -6.031   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      29.758  -4.963   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.345  -6.244   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      19.771   2.085   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      22.730  -4.322   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      32.347  -4.322   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.496  -4.322   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      22.360   2.725   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      24.580  -6.244   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       9.784  -7.526   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      18.291  -3.041   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      12.373  -6.885   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      17.552  -5.604   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      31.238  -5.390   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       4.975  -4.749   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      21.251   1.657   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      28.648  -6.031   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       6.825  -6.671   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      18.661   1.017   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      12.003  -5.390   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      21.620  -5.390   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      16.442  -6.671   0.000  0.00  0.00           C+0
HETATM   40  N   UNK     0      27.169  -5.604   0.000  0.00  0.00           N+0
HETATM   41  N   UNK     0       7.194  -8.166   0.000  0.00  0.00           N+0
HETATM   42  N   UNK     0      19.031  -0.478   0.000  0.00  0.00           N+0
HETATM   43  N   UNK     0      24.210  -4.749   0.000  0.00  0.00           N+0
HETATM   44  N   UNK     0      11.263  -7.953   0.000  0.00  0.00           N+0
HETATM   45  N   UNK     0      17.182  -4.109   0.000  0.00  0.00           N+0
HETATM   46  O   UNK     0      33.827  -4.749   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0       3.126  -2.827   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0      23.840   2.298   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0      23.470  -7.312   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0       9.414  -6.031   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      19.771  -3.468   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0      31.608  -6.885   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0       6.085  -3.682   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0      21.620   0.163   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0      29.018  -7.526   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0       7.934  -5.604   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0      17.182   1.444   0.000  0.00  0.00           O+0
HETATM   58  O   UNK     0      13.113  -4.322   0.000  0.00  0.00           O+0
HETATM   59  O   UNK     0      10.524  -4.963   0.000  0.00  0.00           O+0
HETATM   60  O   UNK     0      21.990  -6.885   0.000  0.00  0.00           O+0
HETATM   61  O   UNK     0      16.812  -8.166   0.000  0.00  0.00           O+0
HETATM   62  O   UNK     0      20.141  -4.963   0.000  0.00  0.00           O+0
HETATM   63  O   UNK     0      14.962  -6.244   0.000  0.00  0.00           O+0
HETATM   64  H   UNK     0      20.881  -2.400   0.000  0.00  0.00           H+0
HETATM   65  H   UNK     0      12.743  -8.380   0.000  0.00  0.00           H+0
HETATM   66  H   UNK     0      17.921  -7.098   0.000  0.00  0.00           H+0
HETATM   67  H   UNK     0      13.483  -5.817   0.000  0.00  0.00           H+0
HETATM   68  H   UNK     0      16.072  -5.176   0.000  0.00  0.00           H+0
CONECT    1    4                                                            
CONECT    2   17                                                            
CONECT    3   18                                                            
CONECT    4    1   22   64                                                  
CONECT    5    8   11                                                       
CONECT    6    9   12                                                       
CONECT    7   10   13                                                       
CONECT    8    5   19                                                       
CONECT    9    6   20                                                       
CONECT   10    7   21                                                       
CONECT   11    5   23                                                       
CONECT   12    6   24                                                       
CONECT   13    7   25                                                       
CONECT   14   26   40                                                       
CONECT   15   27   41                                                       
CONECT   16   28   42                                                       
CONECT   17    2   29   63   65                                             
CONECT   18    3   30   62   66                                             
CONECT   19    8   31   34                                                  
CONECT   20    9   32   35                                                  
CONECT   21   10   33   36                                                  
CONECT   22    4   38   43                                                  
CONECT   23   11   31   46                                                  
CONECT   24   12   32   47                                                  
CONECT   25   13   33   48                                                  
CONECT   26   14   43   49                                                  
CONECT   27   15   44   50                                                  
CONECT   28   16   45   51                                                  
CONECT   29   17   37   44   67                                             
CONECT   30   18   39   45   68                                             
CONECT   31   19   23   52                                                  
CONECT   32   20   24   53                                                  
CONECT   33   21   25   54                                                  
CONECT   34   19   40   55                                                  
CONECT   35   20   41   56                                                  
CONECT   36   21   42   57                                                  
CONECT   37   29   58   59                                                  
CONECT   38   22   60   62                                                  
CONECT   39   30   61   63                                                  
CONECT   40   14   34                                                       
CONECT   41   15   35                                                       
CONECT   42   16   36                                                       
CONECT   43   22   26                                                       
CONECT   44   27   29                                                       
CONECT   45   28   30                                                       
CONECT   46   23                                                            
CONECT   47   24                                                            
CONECT   48   25                                                            
CONECT   49   26                                                            
CONECT   50   27                                                            
CONECT   51   28                                                            
CONECT   52   31                                                            
CONECT   53   32                                                            
CONECT   54   33                                                            
CONECT   55   34                                                            
CONECT   56   35                                                            
CONECT   57   36                                                            
CONECT   58   37                                                            
CONECT   59   37                                                            
CONECT   60   38                                                            
CONECT   61   39                                                            
CONECT   62   18   38                                                       
CONECT   63   17   39                                                       
CONECT   64    4                                                            
CONECT   65   17                                                            
CONECT   66   18                                                            
CONECT   67   29                                                            
CONECT   68   30                                                            
MASTER        0    0    0    0    0    0    0    0   68    0  140    0
END

Synonyms

Not Available

Molecular Formula

C₃₉H₄₂N₆O₁₈

Average Mass

882.789

Monoisotopic Mass

882.255558536

IUPAC Name

(2S,3R)-2-[(2-{[(2,3-dihydroxyphenyl)(hydroxy)methylidene]amino}-1-hydroxyethylidene)amino]-3-{[(2S,3R)-2-[(2-{[(2,3-dihydroxyphenyl)(hydroxy)methylidene]amino}-1-hydroxyethylidene)amino]-3-{[(2Z)-2-[(2-{[(2,3-dihydroxyphenyl)(hydroxy)methylidene]amino}-1-hydroxyethylidene)amino]but-2-enoyl]oxy}butanoyl]oxy}butanoic acid

Traditional Name

CAS Registry Number

Not Available

SMILES

[H]\C(C)=C(\N=C(O)CN=C(O)C1=C(O)C(O)=CC=C1)C(=O)O[C@]([H])(C)[C@]([H])(N=C(O)CN=C(O)C1=C(O)C(O)=CC=C1)C(=O)O[C@]([H])(C)[C@]([H])(N=C(O)CN=C(O)C1=C(O)C(O)=CC=C1)C(O)=O

InChI Identifier

InChI=1S/C39H42N6O18/c1-4-22(43-26(49)14-40-34(55)19-8-5-11-23(46)31(19)52)38(60)62-18(3)30(45-28(51)16-42-36(57)21-10-7-13-25(48)33(21)54)39(61)63-17(2)29(37(58)59)44-27(50)15-41-35(56)20-9-6-12-24(47)32(20)53/h4-13,17-18,29-30,46-48,52-54H,14-16H2,1-3H3,(H,40,55)(H,41,56)(H,42,57)(H,43,49)(H,44,50)(H,45,51)(H,58,59)/b22-4-/t17-,18-,29+,30+/m1/s1

InChI Key

PVVZJVCYKGHEJK-ADHBOQDSSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Dipeptides

Alternative Parents

Substituents

Alpha-dipeptide
N-acyl-l-alpha-amino acid
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
Hippuric acid or derivatives
Alpha-amino acid ester
Alpha-amino acid amide
Salicylic acid or derivatives
Salicylamide
Alpha-amino acid or derivatives
N-substituted-alpha-amino acid
Tricarboxylic acid or derivatives
Benzoic acid or derivatives
Benzamide
Catechol
Benzoyl
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Fatty acid ester
Fatty acyl
Benzenoid
Monocyclic benzene moiety
Vinylogous acid
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Secondary carboxylic acid amide
Carboxylic acid ester
Carboxamide group
Carboxylic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.025 g/L	ALOGPS
logP	2.44	ALOGPS
logP	5.66	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	2.7	ChemAxon
pKa (Strongest Basic)	-6.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	22	ChemAxon
Hydrogen Donor Count	13	ChemAxon
Polar Surface Area	406.82 Å²	ChemAxon
Rotatable Bond Count	21	ChemAxon
Refractivity	216.29 m³·mol⁻¹	ChemAxon
Polarizability	83.63 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

Spectra

Not Available

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Microbial Pathways

Pathways

This table shows at most 5 pathways. For the full list of associated pathways:

See All Associated Bacterial Pathways

Name	SMPDB/PathBank	Species

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Firmicutes	1	Human	Metabolic reconstruction

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

62233317

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139590204

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

References

Synthesis Reference

Not Available

General References

van Santen JA, Poynton EF, Iskakova D, McMann E, Alsup TA, Clark TN, Fergusson CH, Fewer DP, Hughes AH, McCadden CA, Parra J, Soldatou S, Rudolf JD, Janssen EM, Duncan KR, Linington RG: The Natural Products Atlas 2.0: a database of microbially-derived natural products. Nucleic Acids Res. 2022 Jan 7;50(D1):D1317-D1323. doi: 10.1093/nar/gkab941. [PubMed:34718710 ]

Showing metabocard for Tribenglthin A (MMDBc0022856)

MOL for #<Metabolite:0x00007f2a96b2bcf0>

3D MOL for #<Metabolite:0x00007f2a96b2bcf0>

3D SDF for #<Metabolite:0x00007f2a96b2bcf0>

3D-SDF for #<Metabolite:0x00007f2a96b2bcf0>

PDB for #<Metabolite:0x00007f2a96b2bcf0>

3D PDB for #<Metabolite:0x00007f2a96b2bcf0>

SMILES for #<Metabolite:0x00007f2a96b2bcf0>

INCHI for #<Metabolite:0x00007f2a96b2bcf0>

Structure for #<Metabolite:0x00007f2a96b2bcf0>

3D Structure for #<Metabolite:0x00007f2a96b2bcf0>