NP-MRD: Showing NP-Card for Enniatin B (NP0062354)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-28 07:02:21 UTC

Updated at

2022-04-28 07:02:21 UTC

NP-MRD ID

NP0062354

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Enniatin B

Description

Enniatin B, also known as antibiotic 86-88, belongs to the class of organic compounds known as cyclic depsipeptides. These are natural or synthetic compounds having sequences of amino and hydroxy carboxylic acid residues (usually α-amino and α-hydroxy acids) connected in a ring. The residues are commonly but not necessarily regularly alternating. Enniatin B is found in Torrubiella hemipterigena, Alternaria sp., Fusarium acuminatum, Fusarium gibbosum, Fusarium lateritium, Fusarium sp., Fusarium tricinctum and Pinus sylvestris. Enniatin B was first documented in 2021 (PMID: 34843867). Based on a literature review a small amount of articles have been published on enniatin B (PMID: 35202161) (PMID: 35072972) (PMID: 35053922) (PMID: 35038498).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282209022D          

 45 45  0  0  1  0            999 V2000
   -0.4125    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0625    2.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    2.8579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    3.5724    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2375    3.5724    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    5.0013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.2868    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4125    3.5724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500    4.2868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500    2.8579    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2375    2.1434    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375    0.7145    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6500    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  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
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
  1 26  1  0  0  0  0
 26 27  1  6  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 23 30  1  0  0  0  0
 22 31  1  1  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 18 34  1  6  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 13 37  1  1  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
  9 40  1  6  0  0  0
 40 41  1  0  0  0  0
 40 42  1  0  0  0  0
  4 43  1  1  0  0  0
 43 44  1  0  0  0  0
 43 45  1  0  0  0  0
M  END

     RDKit          3D

102102  0  0  0  0  0  0  0  0999 V2000
    0.3287    3.5579   -2.0817 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3970    2.6567   -1.5044 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6214    2.7795   -2.3785 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6716    2.8736   -0.0624 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4988    2.6265    0.8362 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9053    2.3288    2.0374 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7401    2.7155    0.4009 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9812    3.1979    0.6494 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.0286    4.5799    1.2800 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2265    5.5477    0.4418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3960    5.1219    1.4525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7666    2.2229    1.4512 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7775    2.5168    2.7180 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4694    1.0894    1.0968 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8898    1.0464    1.5505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0441   -0.0957    0.3660 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2185   -0.0246   -1.1070 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6012    0.5472   -1.4682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2401    0.7701   -1.8838 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7536   -0.6367    0.8466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2231    0.0533    1.8024 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1184   -1.7168    0.4074 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3446   -3.0502    0.2644 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5544   -3.6690    1.6706 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7985   -5.1744    1.4701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8605   -3.1264    2.1868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3471   -3.8750   -0.4206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8508   -4.9181   -1.0145 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0366   -3.7769   -0.5673 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8647   -4.8917   -0.0352 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8313   -2.7527   -1.1927 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0716   -3.0662   -2.6739 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6220   -4.4443   -2.9145 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0192   -2.0696   -3.2899 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2985   -1.3805   -1.1367 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5221   -1.0436   -2.0699 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6316   -0.5070   -0.1190 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8950   -0.2813    0.4022 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9835   -0.6895    1.8838 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4070   -0.7154    2.3465 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2816   -1.9925    2.1251 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4703    1.0638    0.1881 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6862    1.1118   -0.2764 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9019    2.3233    0.4122 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7252    3.2269    1.2707 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5485    3.6549   -3.1815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6807    3.1980   -1.9035 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4503    4.5974   -1.6865 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0154    1.6074   -1.6608 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2681    2.9959   -3.4089 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1600    1.7906   -2.4663 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2879    3.5876   -2.0799 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7648    4.0193    0.0174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4651    3.4000   -0.3601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5416    4.5102    2.2801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4881    6.6137    0.7106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5170    5.4685   -0.6339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1386    5.3858    0.5015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3912    6.2304    1.3434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1182    4.7708    0.6611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8298    4.9598    2.4809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2560    0.0268    1.6271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5456    1.5933    0.8498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9574    1.4862    2.5825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7616   -0.9488    0.6556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2225   -1.0529   -1.5356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6329    1.6329   -1.3596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7286    0.2763   -2.5581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4104    0.0239   -0.9493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0796    0.3204   -2.9046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2524    0.8550   -1.4393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6513    1.7892   -2.1143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3594   -3.2458   -0.2087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7157   -3.4608    2.3326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8445   -5.6955    1.2371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5343   -5.2831    0.6618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2561   -5.5394    2.4076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6611   -3.2154    1.4238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7683   -2.0849    2.5710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2261   -3.7415    3.0550 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9405   -4.8819    1.0649 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8988   -4.8072   -0.4012 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4522   -5.8679   -0.3124 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8420   -2.7980   -0.7356 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0930   -2.9293   -3.2163 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0099   -5.2680   -2.5493 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6911   -4.4670   -2.5997 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6810   -4.5545   -4.0461 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1157   -1.1346   -2.7039 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7319   -1.8511   -4.3606 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0370   -2.5084   -3.3589 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6071   -1.0284   -0.0810 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4492    0.1016    2.4431 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7300    0.3200    2.6482 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4567   -1.3061    3.2961 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1187   -1.0731    1.5926 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2569   -2.0046    1.7594 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9207   -2.7985    1.6787 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2716   -2.1997    3.2116 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8006    3.0891    1.0472 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5112    4.2946    0.9764 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4829    3.0871    2.3371 H   0  0  0  0  0  0  0  0  0  0  0  0
 25 24  1  0
 24 26  1  0
 24 23  1  0
 23 22  1  0
 22 20  1  0
 20 21  2  0
 20 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 16 14  1  0
 14 15  1  0
 14 12  1  0
 12 13  2  0
 12  8  1  0
  8  7  1  0
  7  5  1  0
  5  6  2  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  1  0
  4 44  1  0
 44 45  1  0
 44 42  1  0
 42 43  2  0
 42 38  1  0
 38 37  1  0
 37 35  1  0
 35 36  2  0
 35 31  1  0
 31 32  1  0
 32 33  1  0
 32 34  1  0
 31 29  1  0
 29 30  1  0
 29 27  1  0
 27 28  2  0
 38 39  1  0
 39 40  1  0
 39 41  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 27 23  1  0
 25 75  1  0
 25 76  1  0
 25 77  1  0
 24 74  1  1
 26 78  1  0
 26 79  1  0
 26 80  1  0
 23 73  1  6
 16 65  1  1
 17 66  1  6
 18 67  1  0
 18 68  1  0
 18 69  1  0
 19 70  1  0
 19 71  1  0
 19 72  1  0
 15 62  1  0
 15 63  1  0
 15 64  1  0
  8 54  1  6
  4 53  1  6
  2 49  1  1
  1 46  1  0
  1 47  1  0
  1 48  1  0
  3 50  1  0
  3 51  1  0
  3 52  1  0
 45100  1  0
 45101  1  0
 45102  1  0
 38 92  1  6
 31 84  1  1
 32 85  1  6
 33 86  1  0
 33 87  1  0
 33 88  1  0
 34 89  1  0
 34 90  1  0
 34 91  1  0
 30 81  1  0
 30 82  1  0
 30 83  1  0
 39 93  1  1
 40 94  1  0
 40 95  1  0
 40 96  1  0
 41 97  1  0
 41 98  1  0
 41 99  1  0
  9 55  1  1
 10 56  1  0
 10 57  1  0
 10 58  1  0
 11 59  1  0
 11 60  1  0
 11 61  1  0
M  END


  Mrv1652304282209022D          

 45 45  0  0  1  0            999 V2000
   -0.4125    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0625    2.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    2.8579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    3.5724    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2375    3.5724    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    5.0013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    4.2868    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4125    3.5724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500    4.2868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500    2.8579    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2375    2.1434    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375    0.7145    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6500    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8875    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  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
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
  1 26  1  0  0  0  0
 26 27  1  6  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 23 30  1  0  0  0  0
 22 31  1  1  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 18 34  1  6  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 13 37  1  1  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
  9 40  1  6  0  0  0
 40 41  1  0  0  0  0
 40 42  1  0  0  0  0
  4 43  1  1  0  0  0
 43 44  1  0  0  0  0
 43 45  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0062354

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)[C@H]1OC(=O)[C@H](C(C)C)N(C)C(=O)[C@H](OC(=O)[C@H](C(C)C)N(C)C(=O)[C@H](OC(=O)[C@H](C(C)C)N(C)C1=O)C(C)C)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C33H57N3O9/c1-16(2)22-31(40)43-26(20(9)10)29(38)35(14)24(18(5)6)33(42)45-27(21(11)12)30(39)36(15)23(17(3)4)32(41)44-25(19(7)8)28(37)34(22)13/h16-27H,1-15H3/t22-,23-,24-,25+,26+,27+/m0/s1

> <INCHI_KEY>
MIZMDSVSLSIMSC-VYLWARHZSA-N

> <FORMULA>
C33H57N3O9

> <MOLECULAR_WEIGHT>
639.831

> <EXACT_MASS>
639.409480427

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
102

> <JCHEM_AVERAGE_POLARIZABILITY>
69.3064662876314

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(3S,6R,9S,12R,15S,18R)-4,10,16-trimethyl-3,6,9,12,15,18-hexakis(propan-2-yl)-1,7,13-trioxa-4,10,16-triazacyclooctadecane-2,5,8,11,14,17-hexone

> <ALOGPS_LOGP>
3.81

> <JCHEM_LOGP>
4.964367353

> <ALOGPS_LOGS>
-4.54

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.279295896206495

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.8019123820987

> <JCHEM_PKA_STRONGEST_BASIC>
-5.404252844249662

> <JCHEM_POLAR_SURFACE_AREA>
139.82999999999998

> <JCHEM_REFRACTIVITY>
166.59870000000015

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.84e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
enniatin B

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  O   UNK     0      -0.770   1.334   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -0.770  -1.334   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       2.310   1.334   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       1.540   2.667   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.850   1.334   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       4.620   0.000   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       3.850   4.001   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       4.620   5.335   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       6.160   5.335   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       3.850   6.668   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       2.310   6.668   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       1.540   5.335   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.540   8.002   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       2.310   9.336   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       0.000   8.002   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -0.770   6.668   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -2.310   6.668   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -3.080   8.002   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -3.080   5.335   0.000  0.00  0.00           C+0
HETATM   23  N   UNK     0      -2.310   4.001   0.000  0.00  0.00           N+0
HETATM   24  C   UNK     0      -3.080   2.667   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -4.620   2.667   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -2.310   1.334   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -3.080   0.000   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -4.620   0.000   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -2.310  -1.334   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -0.770   4.001   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -4.620   5.335   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -5.390   4.001   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -5.390   6.668   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -0.770   9.336   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -2.310   9.336   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -0.000  10.669   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       4.620   8.002   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       3.850   9.336   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       6.160   8.002   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       6.160   2.667   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       6.930   4.001   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       6.930   1.334   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       2.310  -1.334   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       3.850  -1.334   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       1.540  -2.667   0.000  0.00  0.00           C+0
CONECT    1    2   26                                                       
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   43                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   40                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   37                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   34                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   31                                                  
CONECT   23   22   24   30                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24    1   27                                                  
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   23                                                            
CONECT   31   22   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31                                                            
CONECT   34   18   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34                                                            
CONECT   37   13   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37                                                            
CONECT   40    9   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40                                                            
CONECT   43    4   44   45                                                  
CONECT   44   43                                                            
CONECT   45   43                                                            
MASTER        0    0    0    0    0    0    0    0   45    0   90    0
END

View in JSmol

Synonyms

Value	Source
Antibiotic 86-88	MeSH
Enniatin a	MeSH
Enniatin C	MeSH
Enniatins	MeSH

Chemical Formula

C₃₃H₅₇N₃O₉

Average Mass

639.8310 Da

Monoisotopic Mass

639.40948 Da

IUPAC Name

(3S,6R,9S,12R,15S,18R)-4,10,16-trimethyl-3,6,9,12,15,18-hexakis(propan-2-yl)-1,7,13-trioxa-4,10,16-triazacyclooctadecane-2,5,8,11,14,17-hexone

Traditional Name

enniatin B

CAS Registry Number

Not Available

SMILES

CC(C)[C@H]1OC(=O)[C@H](C(C)C)N(C)C(=O)[C@H](OC(=O)[C@H](C(C)C)N(C)C(=O)[C@H](OC(=O)[C@H](C(C)C)N(C)C1=O)C(C)C)C(C)C

InChI Identifier

InChI=1S/C33H57N3O9/c1-16(2)22-31(40)43-26(20(9)10)29(38)35(14)24(18(5)6)33(42)45-27(21(11)12)30(39)36(15)23(17(3)4)32(41)44-25(19(7)8)28(37)34(22)13/h16-27H,1-15H3/t22-,23-,24-,25+,26+,27+/m0/s1

InChI Key

MIZMDSVSLSIMSC-VYLWARHZSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
[Torrubiella] hemipterigena	LOTUS Database	35616633
Alternaria sp.	Fungi	KNApSAcK
Fusarium acuminatum	LOTUS Database	35616633
Fusarium gibbosum	LOTUS Database	35616633
Fusarium lateritium	LOTUS Database	35616633
Fusarium sp.	Fungi	KNApSAcK
Fusarium tricinctum	LOTUS Database	35616633
Pinus sylvestris	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclic depsipeptides. These are natural or synthetic compounds having sequences of amino and hydroxy carboxylic acid residues (usually α-amino and α-hydroxy acids) connected in a ring. The residues are commonly but not necessarily regularly alternating.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Peptidomimetics

Sub Class

Depsipeptides

Direct Parent

Cyclic depsipeptides

Alternative Parents

Substituents

Cyclic depsipeptide
Macrolide lactam
Alpha-amino acid ester
Macrolactam
Macrolide
Alpha-amino acid or derivatives
Tricarboxylic acid or derivatives
Tertiary carboxylic acid amide
Carboxamide group
Carboxylic acid ester
Lactam
Lactone
Oxacycle
Carboxylic acid derivative
Azacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Organopnictogen compound
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

enniatin (CHEBI:64649 )

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	3.81	ALOGPS
logP	4.96	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	18.8	ChemAxon
pKa (Strongest Basic)	-5.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	139.83 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	166.6 m³·mol⁻¹	ChemAxon
Polarizability	69.31 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00018905

Chemspider ID

144430

KEGG Compound ID

C15740

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

164754

PDB ID

Not Available

ChEBI ID

64649

Good Scents ID

Not Available

References

General References

Izzo L, Mikusova P, Lombardi S, Sulyok M, Ritieni A: Analysis of Mycotoxin and Secondary Metabolites in Commercial and Traditional Slovak Cheese Samples. Toxins (Basel). 2022 Feb 10;14(2). pii: toxins14020134. doi: 10.3390/toxins14020134. [PubMed:35202161 ]
Penczynski KJ, Cramer B, Dietrich S, Humpf HU, Abraham K, Weikert C: Mycotoxins in Serum and 24-h Urine of Vegans and Omnivores from the Risks and Benefits of a Vegan Diet (RBVD) Study. Mol Nutr Food Res. 2022 Mar;66(6):e2100874. doi: 10.1002/mnfr.202100874. Epub 2022 Feb 9. [PubMed:35072972 ]
Pallares N, Sebastia A, Martinez-Lucas V, Queiros R, Barba FJ, Berrada H, Ferrer E: High Pressure Processing Impact on Emerging Mycotoxins (ENNA, ENNA1, ENNB, ENNB1) Mitigation in Different Juice and Juice-Milk Matrices. Foods. 2022 Jan 12;11(2). pii: foods11020190. doi: 10.3390/foods11020190. [PubMed:35053922 ]
Soderstrom S, Lie KK, Lundebye AK, Softeland L: Beauvericin (BEA) and enniatin B (ENNB)-induced impairment of mitochondria and lysosomes - Potential sources of intracellular reactive iron triggering ferroptosis in Atlantic salmon primary hepatocytes. Food Chem Toxicol. 2022 Mar;161:112819. doi: 10.1016/j.fct.2022.112819. Epub 2022 Jan 15. [PubMed:35038498 ]
Novak B, Lopes Hasuda A, Ghanbari M, Mayumi Maruo V, Bracarense APFRL, Neves M, Emsenhuber C, Wein S, Oswald IP, Pinton P, Schatzmayr D: Effects of Fusarium metabolites beauvericin and enniatins alone or in mixture with deoxynivalenol on weaning piglets. Food Chem Toxicol. 2021 Dec;158:112719. doi: 10.1016/j.fct.2021.112719. Epub 2021 Nov 27. [PubMed:34843867 ]

Showing NP-Card for Enniatin B (NP0062354)

MOL for NP0062354 (Enniatin B)

3D MOL for NP0062354 (Enniatin B)

3D SDF for NP0062354 (Enniatin B)

3D-SDF for NP0062354 (Enniatin B)

PDB for NP0062354 (Enniatin B)

3D PDB for NP0062354 (Enniatin B)

SMILES for NP0062354 (Enniatin B)

INCHI for NP0062354 (Enniatin B)

Structure for NP0062354 (Enniatin B)

3D Structure for NP0062354 (Enniatin B)