MiMeDB: Showing metabocard for Pretrichodermamide E (MMDBc0023028)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-05-15 13:04:53 UTC

Update Date

2025-10-07 16:07:15 UTC

Metabolite ID

MMDBc0023028

Metabolite Identification

Common Name

Pretrichodermamide E

Description

Pretrichodermamide E is a cyclic peptide belonging to the class of secondary metabolites. There is limited literature available on this metabolite, indicating a need for further research to fully understand its properties and potential applications.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152115042D          

 39 43  0  0  1  0            999 V2000
    1.5000    0.8805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8344    1.0643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1352    2.4345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4111   -0.4506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2356   -0.4217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7040   -0.5344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9644   -0.8999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4947   -0.7837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9738    0.2489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7572    0.2889    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6228    0.3069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2281    1.0270    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3609    0.9774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0708    0.7466    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1854    1.0064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1493    0.2199    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3312    0.3811    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1260    1.1349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9356   -0.2693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2780   -0.4422    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7186   -0.4189    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7759    0.4852    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7694    0.4953    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4968    0.6545    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9236    1.6770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1240    1.5699    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3944    1.9150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3580   -0.8584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2051   -1.2640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4472    0.3358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5726    1.7349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5824    0.7673    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1698   -0.6097    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.9916   -0.9706    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.8104    1.1122    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2557    1.6953    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3844    1.2043    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6282   -0.4518    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6132   -0.0253    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
  7  6  2  0  0  0  0
  9  4  1  0  0  0  0
 10  6  1  0  0  0  0
 11  5  1  0  0  0  0
 13  9  2  0  0  0  0
 14 10  1  0  0  0  0
 15 11  2  0  0  0  0
 15 13  1  0  0  0  0
 16  9  1  0  0  0  0
 16 12  1  0  0  0  0
 17 14  1  0  0  0  0
 18 12  1  0  0  0  0
 20  7  1  0  0  0  0
 20  8  1  0  0  0  0
 20 17  1  0  0  0  0
 21  8  1  0  0  0  0
 21 19  1  0  0  0  0
 22  1  1  0  0  0  0
 22 12  1  0  0  0  0
 22 19  1  0  0  0  0
 23 18  1  0  0  0  0
 21 23  1  6  0  0  0
 10 24  1  1  0  0  0
 25 13  1  0  0  0  0
 14 26  1  6  0  0  0
 27 18  2  0  0  0  0
 28 19  2  0  0  0  0
 20 29  1  6  0  0  0
 30  2  1  0  0  0  0
 30 11  1  0  0  0  0
 31  3  1  0  0  0  0
 31 15  1  0  0  0  0
 32 17  1  0  0  0  0
 32 23  1  0  0  0  0
 33 16  1  0  0  0  0
 34 21  1  0  0  0  0
 34 33  1  0  0  0  0
 10 35  1  6  0  0  0
 12 36  1  1  0  0  0
 14 37  1  1  0  0  0
 16 38  1  6  0  0  0
 17 39  1  6  0  0  0
M  END


  Mrv1652305152115042D          

 39 43  0  0  1  0            999 V2000
    1.5000    0.8805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8344    1.0643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1352    2.4345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4111   -0.4506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2356   -0.4217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7040   -0.5344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9644   -0.8999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4947   -0.7837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9738    0.2489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7572    0.2889    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6228    0.3069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2281    1.0270    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3609    0.9774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0708    0.7466    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1854    1.0064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1493    0.2199    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3312    0.3811    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1260    1.1349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9356   -0.2693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2780   -0.4422    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7186   -0.4189    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7759    0.4852    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7694    0.4953    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4968    0.6545    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9236    1.6770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1240    1.5699    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3944    1.9150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3580   -0.8584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2051   -1.2640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4472    0.3358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5726    1.7349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5824    0.7673    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1698   -0.6097    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.9916   -0.9706    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.8104    1.1122    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2557    1.6953    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3844    1.2043    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6282   -0.4518    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6132   -0.0253    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
  7  6  2  0  0  0  0
  9  4  1  0  0  0  0
 10  6  1  0  0  0  0
 11  5  1  0  0  0  0
 13  9  2  0  0  0  0
 14 10  1  0  0  0  0
 15 11  2  0  0  0  0
 15 13  1  0  0  0  0
 16  9  1  0  0  0  0
 16 12  1  0  0  0  0
 17 14  1  0  0  0  0
 18 12  1  0  0  0  0
 20  7  1  0  0  0  0
 20  8  1  0  0  0  0
 20 17  1  0  0  0  0
 21  8  1  0  0  0  0
 21 19  1  0  0  0  0
 22  1  1  0  0  0  0
 22 12  1  0  0  0  0
 22 19  1  0  0  0  0
 23 18  1  0  0  0  0
 21 23  1  6  0  0  0
 10 24  1  1  0  0  0
 25 13  1  0  0  0  0
 14 26  1  6  0  0  0
 27 18  2  0  0  0  0
 28 19  2  0  0  0  0
 20 29  1  6  0  0  0
 30  2  1  0  0  0  0
 30 11  1  0  0  0  0
 31  3  1  0  0  0  0
 31 15  1  0  0  0  0
 32 17  1  0  0  0  0
 32 23  1  0  0  0  0
 33 16  1  0  0  0  0
 34 21  1  0  0  0  0
 34 33  1  0  0  0  0
 10 35  1  6  0  0  0
 12 36  1  1  0  0  0
 14 37  1  1  0  0  0
 16 38  1  6  0  0  0
 17 39  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0023028

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@]1(O)C=C[C@@]2(O)C[C@@]34SS[C@@]([H])(C5=C(O)C(OC)=C(OC)C=C5)[C@@]([H])(N(C)C3=O)C(=O)N4O[C@@]2([H])[C@]1([H])O

> <INCHI_IDENTIFIER>
InChI=1S/C21H24N2O9S2/c1-22-12-16(9-4-5-11(30-2)15(31-3)13(9)25)33-34-21(19(22)28)8-20(29)7-6-10(24)14(26)17(20)32-23(21)18(12)27/h4-7,10,12,14,16-17,24-26,29H,8H2,1-3H3/t10-,12+,14+,16-,17-,20+,21+/m0/s1

> <INCHI_KEY>
PURMOBRKHQNGMM-YIKPZMDPSA-N

> <FORMULA>
C21H24N2O9S2

> <MOLECULAR_WEIGHT>
512.55

> <EXACT_MASS>
512.092322709

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
49.36434792618911

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,3S,6S,7R,8S,12S,13S)-3,6,7-trihydroxy-13-(2-hydroxy-3,4-dimethoxyphenyl)-17-methyl-9-oxa-14,15-dithia-10,17-diazatetracyclo[10.3.2.0^{1,10}.0^{3,8}]heptadec-4-ene-11,16-dione

> <ALOGPS_LOGP>
0.62

> <JCHEM_LOGP>
-0.05952558133333312

> <ALOGPS_LOGS>
-2.13

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.658173233125542

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.708530264219581

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3523412267210384

> <JCHEM_POLAR_SURFACE_AREA>
149.23

> <JCHEM_REFRACTIVITY>
122.08649999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.83e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,3S,6S,7R,8S,12S,13S)-3,6,7-trihydroxy-13-(2-hydroxy-3,4-dimethoxyphenyl)-17-methyl-9-oxa-14,15-dithia-10,17-diazatetracyclo[10.3.2.0^{1,10}.0^{3,8}]heptadec-4-ene-11,16-dione

> <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       2.800   1.644   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -7.158   1.987   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.986   4.544   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.634  -0.841   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.173  -0.787   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.781  -0.997   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.400  -1.680   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.657  -1.463   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.818   0.465   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.880   0.539   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.896   0.573   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.426   1.917   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.540   1.825   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.599   1.394   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -4.079   1.879   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.279   0.411   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.218   0.711   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.102   2.118   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.746  -0.503   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.119  -0.825   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.208  -0.782   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0       1.448   0.906   0.000  0.00  0.00           N+0
HETATM   23  N   UNK     0       3.303   0.925   0.000  0.00  0.00           N+0
HETATM   24  O   UNK     0      10.261   1.222   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -1.724   3.130   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       7.698   2.931   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       2.603   3.575   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       0.668  -1.602   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       5.983  -2.359   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -6.435   0.627   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -4.802   3.239   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       4.820   1.432   0.000  0.00  0.00           O+0
HETATM   33  S   UNK     0       0.317  -1.138   0.000  0.00  0.00           S+0
HETATM   34  S   UNK     0       1.851  -1.812   0.000  0.00  0.00           S+0
HETATM   35  H   UNK     0       8.979   2.076   0.000  0.00  0.00           H+0
HETATM   36  H   UNK     0      -0.477   3.165   0.000  0.00  0.00           H+0
HETATM   37  H   UNK     0       6.318   2.248   0.000  0.00  0.00           H+0
HETATM   38  H   UNK     0      -1.173  -0.843   0.000  0.00  0.00           H+0
HETATM   39  H   UNK     0       4.878  -0.047   0.000  0.00  0.00           H+0
CONECT    1   22                                                            
CONECT    2   30                                                            
CONECT    3   31                                                            
CONECT    4    5    9                                                       
CONECT    5    4   11                                                       
CONECT    6    7   10                                                       
CONECT    7    6   20                                                       
CONECT    8   20   21                                                       
CONECT    9    4   13   16                                                  
CONECT   10    6   14   24   35                                             
CONECT   11    5   15   30                                                  
CONECT   12   16   18   22   36                                             
CONECT   13    9   15   25                                                  
CONECT   14   10   17   26   37                                             
CONECT   15   11   13   31                                                  
CONECT   16    9   12   33   38                                             
CONECT   17   14   20   32   39                                             
CONECT   18   12   23   27                                                  
CONECT   19   21   22   28                                                  
CONECT   20    7    8   17   29                                             
CONECT   21    8   19   23   34                                             
CONECT   22    1   12   19                                                  
CONECT   23   18   21   32                                                  
CONECT   24   10                                                            
CONECT   25   13                                                            
CONECT   26   14                                                            
CONECT   27   18                                                            
CONECT   28   19                                                            
CONECT   29   20                                                            
CONECT   30    2   11                                                       
CONECT   31    3   15                                                       
CONECT   32   17   23                                                       
CONECT   33   16   34                                                       
CONECT   34   21   33                                                       
CONECT   35   10                                                            
CONECT   36   12                                                            
CONECT   37   14                                                            
CONECT   38   16                                                            
CONECT   39   17                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   86    0
END

Synonyms

Not Available

Molecular Formula

C₂₁H₂₄N₂O₉S₂

Average Mass

512.55

Monoisotopic Mass

512.092322709

IUPAC Name

(1R,3S,6S,7R,8S,12S,13S)-3,6,7-trihydroxy-13-(2-hydroxy-3,4-dimethoxyphenyl)-17-methyl-9-oxa-14,15-dithia-10,17-diazatetracyclo[10.3.2.0^{1,10}.0^{3,8}]heptadec-4-ene-11,16-dione

Traditional Name

(1R,3S,6S,7R,8S,12S,13S)-3,6,7-trihydroxy-13-(2-hydroxy-3,4-dimethoxyphenyl)-17-methyl-9-oxa-14,15-dithia-10,17-diazatetracyclo[10.3.2.0^{1,10}.0^{3,8}]heptadec-4-ene-11,16-dione

CAS Registry Number

Not Available

SMILES

[H][C@]1(O)C=C[C@@]2(O)C[C@@]34SS[C@@]([H])(C5=C(O)C(OC)=C(OC)C=C5)[C@@]([H])(N(C)C3=O)C(=O)N4O[C@@]2([H])[C@]1([H])O

InChI Identifier

InChI=1S/C21H24N2O9S2/c1-22-12-16(9-4-5-11(30-2)15(31-3)13(9)25)33-34-21(19(22)28)8-20(29)7-6-10(24)14(26)17(20)32-23(21)18(12)27/h4-7,10,12,14,16-17,24-26,29H,8H2,1-3H3/t10-,12+,14+,16-,17-,20+,21+/m0/s1

InChI Key

PURMOBRKHQNGMM-YIKPZMDPSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

O-dimethoxybenzene
Dimethoxybenzene
Methoxyphenol
Alpha-amino acid or derivatives
Thiodioxopiperazine
Phenoxy compound
Methoxybenzene
2,5-dioxopiperazine
Phenol ether
Dioxopiperazine
Anisole
1-hydroxy-4-unsubstituted benzenoid
N-alkylpiperazine
N-methylpiperazine
Alkyl aryl ether
Piperazine
Oxazinane
1,4-diazinane
Monocyclic benzene moiety
1,2-oxazinane
Tertiary carboxylic acid amide
Tertiary alcohol
Secondary alcohol
Organic disulfide
Lactam
Carboxamide group
Oxacycle
Azacycle
Organoheterocyclic compound
Polyol
Ether
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	3.83 g/L	ALOGPS
logP	0.62	ALOGPS
logP	-0.06	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	9.71	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	149.23 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	122.09 m³·mol⁻¹	ChemAxon
Polarizability	49.36 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Not Available

Chromatographic Retention Times and Retention Indices

Retention Times

Chromatography Type	Technique	Column	Deposition Date	Retention Time (s)
Liquid Chromatography	HILIC	Waters Acquity UPLC-BEH Amide column (eluted)	2025-10-23	246.1
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-23	159.2
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-23	112.6
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	346.1
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-23	271.1
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-23	195.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	1179.7
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (void)	2025-10-23	493.0
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	301.5
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	169.7
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	321.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	166.4
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	103.5
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (void)	2025-10-23	167.1
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	372.6
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	63.2
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	227.3
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	965.4
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	684.9

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	Pretrichodermamide E_TMS_1	COC1=CC=C([C@@H]2SS[C@@]34C[C@]5(O)C=C[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]5ON3C(=O)[C@@H]2N(C)C4=O)C(O)=C1OC	standard non polar	2025-10-23	1041.08
Gas Chromatography	Pretrichodermamide E_TMS_2	COC1=CC=C([C@@H]2SS[C@@]34C[C@]5(O[Si](C)(C)C)C=C[C@H](O)[C@@H](O)[C@@H]5ON3C(=O)[C@@H]2N(C)C4=O)C(O)=C1OC	standard non polar	2025-10-23	2501.3
Gas Chromatography	Pretrichodermamide E_TMS_3	COC1=CC=C([C@@H]2SS[C@@]34C[C@]5(O)C=C[C@H](O)[C@@H](O)[C@@H]5ON3C(=O)[C@@H]2N(C)C4=O)C(O[Si](C)(C)C)=C1OC	standard non polar	2025-10-23	972.991
Gas Chromatography	Pretrichodermamide E_TMS_4	COC1=CC=C([C@@H]2SS[C@@]34C[C@]5(O)C=C[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]5ON3C(=O)[C@@H]2N(C)C4=O)C(O)=C1OC	standard non polar	2025-10-23	2599.8
Gas Chromatography	Pretrichodermamide E_TMS_5	COC1=CC=C([C@@H]2SS[C@@]34C[C@]5(O[Si](C)(C)C)C=C[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]5ON3C(=O)[C@@H]2N(C)C4=O)C(O)=C1OC	standard non polar	2025-10-23	2131.68
Gas Chromatography	Pretrichodermamide E_TMS_6	COC1=CC=C([C@@H]2SS[C@@]34C[C@]5(O)C=C[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]5ON3C(=O)[C@@H]2N(C)C4=O)C(O)=C1OC	standard non polar	2025-10-23	1737.68
Gas Chromatography	Pretrichodermamide E_TMS_7	COC1=CC=C([C@@H]2SS[C@@]34C[C@]5(O)C=C[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]5ON3C(=O)[C@@H]2N(C)C4=O)C(O[Si](C)(C)C)=C1OC	standard non polar	2025-10-23	2526.28
Gas Chromatography	Pretrichodermamide E_TMS_8	COC1=CC=C([C@@H]2SS[C@@]34C[C@]5(O[Si](C)(C)C)C=C[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]5ON3C(=O)[C@@H]2N(C)C4=O)C(O)=C1OC	standard non polar	2025-10-23	3026.77
Gas Chromatography	Pretrichodermamide E_TMS_9	COC1=CC=C([C@@H]2SS[C@@]34C[C@]5(O[Si](C)(C)C)C=C[C@H](O)[C@@H](O)[C@@H]5ON3C(=O)[C@@H]2N(C)C4=O)C(O[Si](C)(C)C)=C1OC	standard non polar	2025-10-23	1748.57
Gas Chromatography	Pretrichodermamide E_TMS_10	COC1=CC=C([C@@H]2SS[C@@]34C[C@]5(O)C=C[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]5ON3C(=O)[C@@H]2N(C)C4=O)C(O[Si](C)(C)C)=C1OC	standard non polar	2025-10-23	1542.35
Gas Chromatography	Pretrichodermamide E_TMS_11	COC1=CC=C([C@@H]2SS[C@@]34C[C@]5(O[Si](C)(C)C)C=C[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]5ON3C(=O)[C@@H]2N(C)C4=O)C(O)=C1OC	standard non polar	2025-10-23	2011.4
Gas Chromatography	Pretrichodermamide E_TMS_12	COC1=CC=C([C@@H]2SS[C@@]34C[C@]5(O[Si](C)(C)C)C=C[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]5ON3C(=O)[C@@H]2N(C)C4=O)C(O[Si](C)(C)C)=C1OC	standard non polar	2025-10-23	785.161
Gas Chromatography	Pretrichodermamide E_TMS_13	COC1=CC=C([C@@H]2SS[C@@]34C[C@]5(O)C=C[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]5ON3C(=O)[C@@H]2N(C)C4=O)C(O[Si](C)(C)C)=C1OC	standard non polar	2025-10-23	1893.2
Gas Chromatography	Pretrichodermamide E_TMS_14	COC1=CC=C([C@@H]2SS[C@@]34C[C@]5(O[Si](C)(C)C)C=C[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]5ON3C(=O)[C@@H]2N(C)C4=O)C(O[Si](C)(C)C)=C1OC	standard non polar	2025-10-23	2302.28
Gas Chromatography	Pretrichodermamide E_TMS_15	COC1=CC=C([C@@H]2SS[C@@]34C[C@]5(O[Si](C)(C)C)C=C[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]5ON3C(=O)[C@@H]2N(C)C4=O)C(O[Si](C)(C)C)=C1OC	standard non polar	2025-10-23	652.979
Gas Chromatography	Pretrichodermamide E_TMS_1	COC1=CC=C([C@@H]2SS[C@@]34C[C@]5(O)C=C[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]5ON3C(=O)[C@@H]2N(C)C4=O)C(O)=C1OC	standard polar	2025-10-23	2396.0
Gas Chromatography	Pretrichodermamide E_TMS_2	COC1=CC=C([C@@H]2SS[C@@]34C[C@]5(O[Si](C)(C)C)C=C[C@H](O)[C@@H](O)[C@@H]5ON3C(=O)[C@@H]2N(C)C4=O)C(O)=C1OC	standard polar	2025-10-23	1402.85
Gas Chromatography	Pretrichodermamide E_TMS_3	COC1=CC=C([C@@H]2SS[C@@]34C[C@]5(O)C=C[C@H](O)[C@@H](O)[C@@H]5ON3C(=O)[C@@H]2N(C)C4=O)C(O[Si](C)(C)C)=C1OC	standard polar	2025-10-23	2277.16
Gas Chromatography	Pretrichodermamide E_TMS_4	COC1=CC=C([C@@H]2SS[C@@]34C[C@]5(O)C=C[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]5ON3C(=O)[C@@H]2N(C)C4=O)C(O)=C1OC	standard polar	2025-10-23	2137.4
Gas Chromatography	Pretrichodermamide E_TMS_5	COC1=CC=C([C@@H]2SS[C@@]34C[C@]5(O[Si](C)(C)C)C=C[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]5ON3C(=O)[C@@H]2N(C)C4=O)C(O)=C1OC	standard polar	2025-10-23	671.055
Gas Chromatography	Pretrichodermamide E_TMS_6	COC1=CC=C([C@@H]2SS[C@@]34C[C@]5(O)C=C[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]5ON3C(=O)[C@@H]2N(C)C4=O)C(O)=C1OC	standard polar	2025-10-23	1964.12
Gas Chromatography	Pretrichodermamide E_TMS_7	COC1=CC=C([C@@H]2SS[C@@]34C[C@]5(O)C=C[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]5ON3C(=O)[C@@H]2N(C)C4=O)C(O[Si](C)(C)C)=C1OC	standard polar	2025-10-23	1542.67
Gas Chromatography	Pretrichodermamide E_TMS_8	COC1=CC=C([C@@H]2SS[C@@]34C[C@]5(O[Si](C)(C)C)C=C[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]5ON3C(=O)[C@@H]2N(C)C4=O)C(O)=C1OC	standard polar	2025-10-23	1364.62
Gas Chromatography	Pretrichodermamide E_TMS_9	COC1=CC=C([C@@H]2SS[C@@]34C[C@]5(O[Si](C)(C)C)C=C[C@H](O)[C@@H](O)[C@@H]5ON3C(=O)[C@@H]2N(C)C4=O)C(O[Si](C)(C)C)=C1OC	standard polar	2025-10-23	2863.73
Gas Chromatography	Pretrichodermamide E_TMS_10	COC1=CC=C([C@@H]2SS[C@@]34C[C@]5(O)C=C[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]5ON3C(=O)[C@@H]2N(C)C4=O)C(O[Si](C)(C)C)=C1OC	standard polar	2025-10-23	2526.97
Gas Chromatography	Pretrichodermamide E_TMS_11	COC1=CC=C([C@@H]2SS[C@@]34C[C@]5(O[Si](C)(C)C)C=C[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]5ON3C(=O)[C@@H]2N(C)C4=O)C(O)=C1OC	standard polar	2025-10-23	1801.16
Gas Chromatography	Pretrichodermamide E_TMS_12	COC1=CC=C([C@@H]2SS[C@@]34C[C@]5(O[Si](C)(C)C)C=C[C@H](O[Si](C)(C)C)[C@@H](O)[C@@H]5ON3C(=O)[C@@H]2N(C)C4=O)C(O[Si](C)(C)C)=C1OC	standard polar	2025-10-23	1258.18
Gas Chromatography	Pretrichodermamide E_TMS_13	COC1=CC=C([C@@H]2SS[C@@]34C[C@]5(O)C=C[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]5ON3C(=O)[C@@H]2N(C)C4=O)C(O[Si](C)(C)C)=C1OC	standard polar	2025-10-23	2750.01
Gas Chromatography	Pretrichodermamide E_TMS_14	COC1=CC=C([C@@H]2SS[C@@]34C[C@]5(O[Si](C)(C)C)C=C[C@H](O)[C@@H](O[Si](C)(C)C)[C@@H]5ON3C(=O)[C@@H]2N(C)C4=O)C(O[Si](C)(C)C)=C1OC	standard polar	2025-10-23	2565.41
Gas Chromatography	Pretrichodermamide E_TMS_15	COC1=CC=C([C@@H]2SS[C@@]34C[C@]5(O[Si](C)(C)C)C=C[C@H](O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]5ON3C(=O)[C@@H]2N(C)C4=O)C(O[Si](C)(C)C)=C1OC	standard polar	2025-10-23	1705.27

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

Not Available

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
Eukaryota/Fungi	Ascomycota	1	Human feces	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

58197051

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139590376

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

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 Pretrichodermamide E (MMDBc0023028)

MOL for #<Metabolite:0x00007f9a85a32e48>

3D MOL for #<Metabolite:0x00007f9a85a32e48>

3D SDF for #<Metabolite:0x00007f9a85a32e48>

3D-SDF for #<Metabolite:0x00007f9a85a32e48>

PDB for #<Metabolite:0x00007f9a85a32e48>

3D PDB for #<Metabolite:0x00007f9a85a32e48>

SMILES for #<Metabolite:0x00007f9a85a32e48>

INCHI for #<Metabolite:0x00007f9a85a32e48>

Structure for #<Metabolite:0x00007f9a85a32e48>

3D Structure for #<Metabolite:0x00007f9a85a32e48>