MiMeDB: Showing metabocard for Fusarielin F (MMDBc0028217)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-05-15 17:51:05 UTC

Update Date

2025-10-07 16:07:50 UTC

Metabolite ID

MMDBc0028217

Metabolite Identification

Common Name

Fusarielin F

Description

Fusarielin F is a member of the chemical class of metabolites known as fusarielins, which are produced by certain fungi. Chemically, fusarielin F is characterized by its complex structure that includes multiple functional groups, contributing to its biological activity. It has been studied for its potential effects on cancer cell lines, particularly in the context of colorectal cancer, where its toxicity was assessed alongside other fusarielins. In a comparative study, fusarielin F was found to be less potent than fusarielin H and G against colorectal cancer cell lines, indicating a varying degree of efficacy among the fusarielins (PMID:22252016 ). The pathways involved may include those related to cell proliferation and apoptosis, although specific mechanisms of action for fusarielin F remain to be fully elucidated. Overall, fusarielin F represents a significant area of interest in the exploration of fungal metabolites and their potential therapeutic applications in oncology.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152119512D          

 40 41  0  0  1  0            999 V2000
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7111    1.6002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2414    0.6817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -3.1895    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -1.2375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -3.3000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -4.5375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  1  0  0  0  0
  9  8  1  0  0  0  0
 10  8  2  0  0  0  0
 12 11  1  0  0  0  0
 14  2  1  0  0  0  0
 14 11  2  0  0  0  0
 14 13  1  0  0  0  0
 15  3  1  0  0  0  0
 15  7  2  0  0  0  0
 16  4  1  0  0  0  0
 16  9  2  0  0  0  0
 17  5  1  1  0  0  0
 18 12  1  0  0  0  0
 19 10  1  1  0  0  0
 19 18  1  0  0  0  0
 20 13  1  0  0  0  0
 20 18  1  0  0  0  0
 21 15  1  1  0  0  0
 21 19  1  0  0  0  0
 22 16  1  0  0  0  0
 22 17  1  0  0  0  0
 23 20  1  0  0  0  0
 24 17  1  0  0  0  0
 25  6  1  1  0  0  0
 25 21  1  0  0  0  0
 25 23  1  0  0  0  0
 22 26  1  6  0  0  0
 27 23  2  0  0  0  0
 28 24  2  0  0  0  0
 29 24  1  0  0  0  0
 25 30  1  6  0  0  0
 31  7  1  0  0  0  0
 32  8  1  0  0  0  0
 33  9  1  0  0  0  0
 34 10  1  0  0  0  0
 17 35  1  6  0  0  0
 18 36  1  1  0  0  0
 19 37  1  6  0  0  0
 20 38  1  6  0  0  0
 21 39  1  6  0  0  0
 22 40  1  1  0  0  0
M  END


  Mrv1652305152119512D          

 40 41  0  0  1  0            999 V2000
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7111    1.6002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2414    0.6817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -3.1895    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1105   -1.2375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -3.3000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -4.5375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  1  0  0  0  0
  9  8  1  0  0  0  0
 10  8  2  0  0  0  0
 12 11  1  0  0  0  0
 14  2  1  0  0  0  0
 14 11  2  0  0  0  0
 14 13  1  0  0  0  0
 15  3  1  0  0  0  0
 15  7  2  0  0  0  0
 16  4  1  0  0  0  0
 16  9  2  0  0  0  0
 17  5  1  1  0  0  0
 18 12  1  0  0  0  0
 19 10  1  1  0  0  0
 19 18  1  0  0  0  0
 20 13  1  0  0  0  0
 20 18  1  0  0  0  0
 21 15  1  1  0  0  0
 21 19  1  0  0  0  0
 22 16  1  0  0  0  0
 22 17  1  0  0  0  0
 23 20  1  0  0  0  0
 24 17  1  0  0  0  0
 25  6  1  1  0  0  0
 25 21  1  0  0  0  0
 25 23  1  0  0  0  0
 22 26  1  6  0  0  0
 27 23  2  0  0  0  0
 28 24  2  0  0  0  0
 29 24  1  0  0  0  0
 25 30  1  6  0  0  0
 31  7  1  0  0  0  0
 32  8  1  0  0  0  0
 33  9  1  0  0  0  0
 34 10  1  0  0  0  0
 17 35  1  6  0  0  0
 18 36  1  1  0  0  0
 19 37  1  6  0  0  0
 20 38  1  6  0  0  0
 21 39  1  6  0  0  0
 22 40  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0028217

> <DATABASE_NAME>
MIME

> <SMILES>
[H]C(C)=C(C)[C@@]1([H])[C@@]([H])(C([H])=C([H])C(\[H])=C(/C)[C@@]([H])(O)[C@@]([H])(C)C(O)=O)[C@]2([H])CC=C(C)C[C@@]2([H])C(=O)[C@]1(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C25H36O5/c1-7-15(3)21-19(10-8-9-16(4)22(26)17(5)24(28)29)18-12-11-14(2)13-20(18)23(27)25(21,6)30/h7-11,17-22,26,30H,12-13H2,1-6H3,(H,28,29)/b10-8-,15-7+,16-9+/t17-,18+,19+,20-,21+,22-,25-/m1/s1

> <INCHI_KEY>
IOLXKDOORRFLDI-VRVMVDDCSA-N

> <FORMULA>
C25H36O5

> <MOLECULAR_WEIGHT>
416.558

> <EXACT_MASS>
416.256274259

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
47.801425484357935

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R,3S,4E,6E)-7-[(1S,2R,3R,4aR,8aS)-2-[(2E)-but-2-en-2-yl]-3-hydroxy-3,6-dimethyl-4-oxo-1,2,3,4,4a,5,8,8a-octahydronaphthalen-1-yl]-3-hydroxy-2,4-dimethylhepta-4,6-dienoic acid

> <ALOGPS_LOGP>
3.88

> <JCHEM_LOGP>
3.9440903693333342

> <ALOGPS_LOGS>
-4.20

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.93774291099292

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.302693838788838

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1913227319260793

> <JCHEM_POLAR_SURFACE_AREA>
94.83

> <JCHEM_REFRACTIVITY>
121.71779999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.61e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R,3S,4E,6E)-7-[(1S,2R,3R,4aR,8aS)-2-[(2E)-but-2-en-2-yl]-3-hydroxy-3,6-dimethyl-4-oxo-1,2,4a,5,8,8a-hexahydronaphthalen-1-yl]-3-hydroxy-2,4-dimethylhepta-4,6-dienoic 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       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.194   2.987   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       0.000  -7.700   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       4.001 -10.010   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       1.334 -10.010   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       4.184   1.273   0.000  0.00  0.00           O+0
HETATM   31  H   UNK     0       4.001  -3.850   0.000  0.00  0.00           H+0
HETATM   32  H   UNK     0       1.334  -3.850   0.000  0.00  0.00           H+0
HETATM   33  H   UNK     0       3.437  -5.954   0.000  0.00  0.00           H+0
HETATM   34  H   UNK     0      -0.206  -2.310   0.000  0.00  0.00           H+0
HETATM   35  H   UNK     0       2.667  -6.160   0.000  0.00  0.00           H+0
HETATM   36  H   UNK     0       0.000  -1.540   0.000  0.00  0.00           H+0
HETATM   37  H   UNK     0       2.667  -1.540   0.000  0.00  0.00           H+0
HETATM   38  H   UNK     0       1.334   0.770   0.000  0.00  0.00           H+0
HETATM   39  H   UNK     0       4.001   0.770   0.000  0.00  0.00           H+0
HETATM   40  H   UNK     0       1.334  -8.470   0.000  0.00  0.00           H+0
CONECT    1    7                                                            
CONECT    2   14                                                            
CONECT    3   15                                                            
CONECT    4   16                                                            
CONECT    5   17                                                            
CONECT    6   25                                                            
CONECT    7    1   15   31                                                  
CONECT    8    9   10   32                                                  
CONECT    9    8   16   33                                                  
CONECT   10    8   19   34                                                  
CONECT   11   12   14                                                       
CONECT   12   11   18                                                       
CONECT   13   14   20                                                       
CONECT   14    2   11   13                                                  
CONECT   15    3    7   21                                                  
CONECT   16    4    9   22                                                  
CONECT   17    5   22   24   35                                             
CONECT   18   12   19   20   36                                             
CONECT   19   10   18   21   37                                             
CONECT   20   13   18   23   38                                             
CONECT   21   15   19   25   39                                             
CONECT   22   16   17   26   40                                             
CONECT   23   20   25   27                                                  
CONECT   24   17   28   29                                                  
CONECT   25    6   21   23   30                                             
CONECT   26   22                                                            
CONECT   27   23                                                            
CONECT   28   24                                                            
CONECT   29   24                                                            
CONECT   30   25                                                            
CONECT   31    7                                                            
CONECT   32    8                                                            
CONECT   33    9                                                            
CONECT   34   10                                                            
CONECT   35   17                                                            
CONECT   36   18                                                            
CONECT   37   19                                                            
CONECT   38   20                                                            
CONECT   39   21                                                            
CONECT   40   22                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   82    0
END

Synonyms

Value	Source
(2R,3S)-7-[(1S,2R,3R,4AR,8as)-2-[(2E)-but-2-en-2-yl]-3-hydroxy-3,6-dimethyl-4-oxo-1,2,3,4,4a,5,8,8a-octahydronaphthalen-1-yl]-3-hydroxy-2,4-dimethylhepta-4,6-dienoate	Generator

Molecular Formula

C₂₅H₃₆O₅

Average Mass

416.558

Monoisotopic Mass

416.256274259

IUPAC Name

(2R,3S,4E,6E)-7-[(1S,2R,3R,4aR,8aS)-2-[(2E)-but-2-en-2-yl]-3-hydroxy-3,6-dimethyl-4-oxo-1,2,3,4,4a,5,8,8a-octahydronaphthalen-1-yl]-3-hydroxy-2,4-dimethylhepta-4,6-dienoic acid

Traditional Name

(2R,3S,4E,6E)-7-[(1S,2R,3R,4aR,8aS)-2-[(2E)-but-2-en-2-yl]-3-hydroxy-3,6-dimethyl-4-oxo-1,2,4a,5,8,8a-hexahydronaphthalen-1-yl]-3-hydroxy-2,4-dimethylhepta-4,6-dienoic acid

CAS Registry Number

Not Available

SMILES

[H]C(C)=C(C)[C@@]1([H])[C@@]([H])(C([H])=C([H])C(\[H])=C(/C)[C@@]([H])(O)[C@@]([H])(C)C(O)=O)[C@]2([H])CC=C(C)C[C@@]2([H])C(=O)[C@]1(C)O

InChI Identifier

InChI=1S/C25H36O5/c1-7-15(3)21-19(10-8-9-16(4)22(26)17(5)24(28)29)18-12-11-14(2)13-20(18)23(27)25(21,6)30/h7-11,17-22,26,30H,12-13H2,1-6H3,(H,28,29)/b10-8-,15-7+,16-9+/t17-,18+,19+,20-,21+,22-,25-/m1/s1

InChI Key

IOLXKDOORRFLDI-VRVMVDDCSA-N

Chemical Taxonomy

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.026 g/L	ALOGPS
logP	3.88	ALOGPS
logP	3.94	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	4.3	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	94.83 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	121.72 m³·mol⁻¹	ChemAxon
Polarizability	47.8 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2022-08-09	View Spectrum
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum

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 (void)	2025-10-23	153.2
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-23	49.0
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-23	542.5
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	511.6
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-23	512.2
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-23	182.2
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	2898.3
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (void)	2025-10-23	75.5
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	324.4
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	498.5
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	191.6
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	148.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	174.7
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	8.3
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	181.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	88.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	400.2
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	1072.1
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	1114.7

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	Fusarielin F_TMS_1	CC=C(C)[C@H]1[C@@H](C=C/C=C(\C)[C@@H](O[Si](C)(C)C)[C@@H](C)C(=O)O)[C@@H]2CC=C(C)C[C@H]2C(=O)[C@]1(C)O	standard non polar	2025-10-23	1785.54
Gas Chromatography	Fusarielin F_TMS_2	CC=C(C)[C@H]1[C@@H](C=C/C=C(\C)[C@@H](O)[C@@H](C)C(=O)O[Si](C)(C)C)[C@@H]2CC=C(C)C[C@H]2C(=O)[C@]1(C)O	standard non polar	2025-10-23	1465.29
Gas Chromatography	Fusarielin F_TMS_3	CC=C(C)[C@H]1[C@@H](C=C/C=C(\C)[C@@H](O)[C@@H](C)C(=O)O)[C@@H]2CC=C(C)C[C@H]2C(=O)[C@]1(C)O[Si](C)(C)C	standard non polar	2025-10-23	1894.9
Gas Chromatography	Fusarielin F_TMS_4	CC=C(C)[C@H]1[C@@H](C=C/C=C(\C)[C@@H](O)[C@@H](C)C(=O)O)[C@@H]2CC=C(C)CC2=C(O[Si](C)(C)C)[C@]1(C)O	standard non polar	2025-10-23	2257.86
Gas Chromatography	Fusarielin F_TMS_5	CC=C(C)[C@H]1[C@@H](C=C/C=C(\C)[C@@H](O[Si](C)(C)C)[C@@H](C)C(=O)O[Si](C)(C)C)[C@@H]2CC=C(C)C[C@H]2C(=O)[C@]1(C)O	standard non polar	2025-10-23	2011.59
Gas Chromatography	Fusarielin F_TMS_6	CC=C(C)[C@H]1[C@@H](C=C/C=C(\C)[C@@H](O[Si](C)(C)C)[C@@H](C)C(=O)O)[C@@H]2CC=C(C)C[C@H]2C(=O)[C@]1(C)O[Si](C)(C)C	standard non polar	2025-10-23	1824.74
Gas Chromatography	Fusarielin F_TMS_7	CC=C(C)[C@H]1[C@@H](C=C/C=C(\C)[C@@H](O[Si](C)(C)C)[C@@H](C)C(=O)O)[C@@H]2CC=C(C)CC2=C(O[Si](C)(C)C)[C@]1(C)O	standard non polar	2025-10-23	1137.08
Gas Chromatography	Fusarielin F_TMS_8	CC=C(C)[C@H]1[C@@H](C=C/C=C(\C)[C@@H](O)[C@@H](C)C(=O)O[Si](C)(C)C)[C@@H]2CC=C(C)C[C@H]2C(=O)[C@]1(C)O[Si](C)(C)C	standard non polar	2025-10-23	2619.57
Gas Chromatography	Fusarielin F_TMS_9	CC=C(C)[C@H]1[C@@H](C=C/C=C(\C)[C@@H](O)[C@@H](C)C(=O)O[Si](C)(C)C)[C@@H]2CC=C(C)CC2=C(O[Si](C)(C)C)[C@]1(C)O	standard non polar	2025-10-23	2113.22
Gas Chromatography	Fusarielin F_TMS_10	CC=C(C)[C@H]1[C@@H](C=C/C=C(\C)[C@@H](O)[C@@H](C)C(=O)O)[C@@H]2CC=C(C)CC2=C(O[Si](C)(C)C)[C@]1(C)O[Si](C)(C)C	standard non polar	2025-10-23	2232.15
Gas Chromatography	Fusarielin F_TMS_11	CC=C(C)[C@H]1[C@@H](C=C/C=C(\C)[C@@H](O[Si](C)(C)C)[C@@H](C)C(=O)O[Si](C)(C)C)[C@@H]2CC=C(C)C[C@H]2C(=O)[C@]1(C)O[Si](C)(C)C	standard non polar	2025-10-23	1201.74
Gas Chromatography	Fusarielin F_TMS_12	CC=C(C)[C@H]1[C@@H](C=C/C=C(\C)[C@@H](O[Si](C)(C)C)[C@@H](C)C(=O)O[Si](C)(C)C)[C@@H]2CC=C(C)CC2=C(O[Si](C)(C)C)[C@]1(C)O	standard non polar	2025-10-23	2094.59
Gas Chromatography	Fusarielin F_TMS_13	CC=C(C)[C@H]1[C@@H](C=C/C=C(\C)[C@@H](O[Si](C)(C)C)[C@@H](C)C(=O)O)[C@@H]2CC=C(C)CC2=C(O[Si](C)(C)C)[C@]1(C)O[Si](C)(C)C	standard non polar	2025-10-23	758.291
Gas Chromatography	Fusarielin F_TMS_14	CC=C(C)[C@H]1[C@@H](C=C/C=C(\C)[C@@H](O)[C@@H](C)C(=O)O[Si](C)(C)C)[C@@H]2CC=C(C)CC2=C(O[Si](C)(C)C)[C@]1(C)O[Si](C)(C)C	standard non polar	2025-10-23	1523.91
Gas Chromatography	Fusarielin F_TMS_15	CC=C(C)[C@H]1[C@@H](C=C/C=C(\C)[C@@H](O[Si](C)(C)C)[C@@H](C)C(=O)O[Si](C)(C)C)[C@@H]2CC=C(C)CC2=C(O[Si](C)(C)C)[C@]1(C)O[Si](C)(C)C	standard non polar	2025-10-23	352.465
Gas Chromatography	Fusarielin F_TMS_1	CC=C(C)[C@H]1[C@@H](C=C/C=C(\C)[C@@H](O[Si](C)(C)C)[C@@H](C)C(=O)O)[C@@H]2CC=C(C)C[C@H]2C(=O)[C@]1(C)O	standard polar	2025-10-23	2065.37
Gas Chromatography	Fusarielin F_TMS_2	CC=C(C)[C@H]1[C@@H](C=C/C=C(\C)[C@@H](O)[C@@H](C)C(=O)O[Si](C)(C)C)[C@@H]2CC=C(C)C[C@H]2C(=O)[C@]1(C)O	standard polar	2025-10-23	1591.01
Gas Chromatography	Fusarielin F_TMS_3	CC=C(C)[C@H]1[C@@H](C=C/C=C(\C)[C@@H](O)[C@@H](C)C(=O)O)[C@@H]2CC=C(C)C[C@H]2C(=O)[C@]1(C)O[Si](C)(C)C	standard polar	2025-10-23	2961.81
Gas Chromatography	Fusarielin F_TMS_4	CC=C(C)[C@H]1[C@@H](C=C/C=C(\C)[C@@H](O)[C@@H](C)C(=O)O)[C@@H]2CC=C(C)CC2=C(O[Si](C)(C)C)[C@]1(C)O	standard polar	2025-10-23	2867.55
Gas Chromatography	Fusarielin F_TMS_5	CC=C(C)[C@H]1[C@@H](C=C/C=C(\C)[C@@H](O[Si](C)(C)C)[C@@H](C)C(=O)O[Si](C)(C)C)[C@@H]2CC=C(C)C[C@H]2C(=O)[C@]1(C)O	standard polar	2025-10-23	2447.27
Gas Chromatography	Fusarielin F_TMS_6	CC=C(C)[C@H]1[C@@H](C=C/C=C(\C)[C@@H](O[Si](C)(C)C)[C@@H](C)C(=O)O)[C@@H]2CC=C(C)C[C@H]2C(=O)[C@]1(C)O[Si](C)(C)C	standard polar	2025-10-23	2741.88
Gas Chromatography	Fusarielin F_TMS_7	CC=C(C)[C@H]1[C@@H](C=C/C=C(\C)[C@@H](O[Si](C)(C)C)[C@@H](C)C(=O)O)[C@@H]2CC=C(C)CC2=C(O[Si](C)(C)C)[C@]1(C)O	standard polar	2025-10-23	1206.93
Gas Chromatography	Fusarielin F_TMS_8	CC=C(C)[C@H]1[C@@H](C=C/C=C(\C)[C@@H](O)[C@@H](C)C(=O)O[Si](C)(C)C)[C@@H]2CC=C(C)C[C@H]2C(=O)[C@]1(C)O[Si](C)(C)C	standard polar	2025-10-23	1652.34
Gas Chromatography	Fusarielin F_TMS_9	CC=C(C)[C@H]1[C@@H](C=C/C=C(\C)[C@@H](O)[C@@H](C)C(=O)O[Si](C)(C)C)[C@@H]2CC=C(C)CC2=C(O[Si](C)(C)C)[C@]1(C)O	standard polar	2025-10-23	2451.04
Gas Chromatography	Fusarielin F_TMS_10	CC=C(C)[C@H]1[C@@H](C=C/C=C(\C)[C@@H](O)[C@@H](C)C(=O)O)[C@@H]2CC=C(C)CC2=C(O[Si](C)(C)C)[C@]1(C)O[Si](C)(C)C	standard polar	2025-10-23	2679.86
Gas Chromatography	Fusarielin F_TMS_11	CC=C(C)[C@H]1[C@@H](C=C/C=C(\C)[C@@H](O[Si](C)(C)C)[C@@H](C)C(=O)O[Si](C)(C)C)[C@@H]2CC=C(C)C[C@H]2C(=O)[C@]1(C)O[Si](C)(C)C	standard polar	2025-10-23	1194.31
Gas Chromatography	Fusarielin F_TMS_12	CC=C(C)[C@H]1[C@@H](C=C/C=C(\C)[C@@H](O[Si](C)(C)C)[C@@H](C)C(=O)O[Si](C)(C)C)[C@@H]2CC=C(C)CC2=C(O[Si](C)(C)C)[C@]1(C)O	standard polar	2025-10-23	2999.08
Gas Chromatography	Fusarielin F_TMS_13	CC=C(C)[C@H]1[C@@H](C=C/C=C(\C)[C@@H](O[Si](C)(C)C)[C@@H](C)C(=O)O)[C@@H]2CC=C(C)CC2=C(O[Si](C)(C)C)[C@]1(C)O[Si](C)(C)C	standard polar	2025-10-23	2706.05
Gas Chromatography	Fusarielin F_TMS_14	CC=C(C)[C@H]1[C@@H](C=C/C=C(\C)[C@@H](O)[C@@H](C)C(=O)O[Si](C)(C)C)[C@@H]2CC=C(C)CC2=C(O[Si](C)(C)C)[C@]1(C)O[Si](C)(C)C	standard polar	2025-10-23	1860.04
Gas Chromatography	Fusarielin F_TMS_15	CC=C(C)[C@H]1[C@@H](C=C/C=C(\C)[C@@H](O[Si](C)(C)C)[C@@H](C)C(=O)O[Si](C)(C)C)[C@@H]2CC=C(C)CC2=C(O[Si](C)(C)C)[C@]1(C)O[Si](C)(C)C	standard polar	2025-10-23	1188.84

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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

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 Fusarielin F (MMDBc0028217)

MOL for #<Metabolite:0x00007fc97584dcf8>

3D MOL for #<Metabolite:0x00007fc97584dcf8>

3D SDF for #<Metabolite:0x00007fc97584dcf8>

3D-SDF for #<Metabolite:0x00007fc97584dcf8>

PDB for #<Metabolite:0x00007fc97584dcf8>

3D PDB for #<Metabolite:0x00007fc97584dcf8>

SMILES for #<Metabolite:0x00007fc97584dcf8>

INCHI for #<Metabolite:0x00007fc97584dcf8>

Structure for #<Metabolite:0x00007fc97584dcf8>

3D Structure for #<Metabolite:0x00007fc97584dcf8>