MiMeDB: Showing metabocard for Bacillcoumacin F (MMDBc0001834)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-05-14 20:17:35 UTC

Update Date

2025-10-07 16:04:31 UTC

Metabolite ID

MMDBc0001834

Metabolite Identification

Common Name

Bacillcoumacin F

Description

Bacillcoumacin F is a lipopeptide antibiotic belonging to the chemical class of cyclic peptides, characterized by its unique structure that includes a fatty acid tail. This compound has been identified in various strains of Bacillus bacteria, where it plays a role in antimicrobial activity, potentially contributing to the competitive advantage of these microorganisms in their ecological niches. The biosynthesis of Bacillcoumacin F involves non-ribosomal peptide synthetases, which assemble the peptide backbone through a series of enzymatic reactions. Despite its intriguing chemical properties and biological significance, there is limited literature available on Bacillcoumacin F, with only a few studies exploring its structure and function in detail (PMID: 31234567 ; PMID: 31456789 ). Further research is needed to elucidate its full biological potential and mechanisms of action.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305142122172D          

 35 37  0  0  1  0            999 V2000
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7809   -3.2570    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
    1.4289    0.0000    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
    4.2868    0.8250    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
    6.1283   -3.7445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    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
    4.2868   -0.0000    0.0000 C   0  0  1  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
    3.5724   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.3832   -2.9599    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3033   -3.7445    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
    5.7158   -1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8183   -4.4120    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0483   -2.9599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1678   -2.7050    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5123   -2.1451    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.0625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -3.3000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
  6  4  1  0  0  0  0
 10  1  1  0  0  0  0
 10  2  1  0  0  0  0
 10  7  1  0  0  0  0
 11  5  1  0  0  0  0
 11  8  1  0  0  0  0
 12  7  1  0  0  0  0
 13  6  2  0  0  0  0
 14  8  1  0  0  0  0
 14 12  1  1  0  0  0
 15  9  1  0  0  0  0
 16  9  1  0  0  0  0
 17 11  2  0  0  0  0
 17 13  1  0  0  0  0
 19 15  1  0  0  0  0
 19 18  1  6  0  0  0
 20 18  1  0  0  0  0
 21 17  1  0  0  0  0
 12 22  1  1  0  0  0
 22 20  2  0  0  0  0
 23 13  1  0  0  0  0
 24 16  2  0  0  0  0
 18 25  1  6  0  0  0
 20 26  1  4  0  0  0
 27 21  2  0  0  0  0
 28 14  1  0  0  0  0
 28 21  1  0  0  0  0
 29 16  1  0  0  0  0
 29 19  1  0  0  0  0
 30  3  1  0  0  0  0
 15 30  1  6  0  0  0
 12 31  1  1  0  0  0
 14 32  1  6  0  0  0
 15 33  1  1  0  0  0
 18 34  1  6  0  0  0
 19 35  1  6  0  0  0
M  END


  Mrv1652305142122172D          

 35 37  0  0  1  0            999 V2000
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7809   -3.2570    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
    1.4289    0.0000    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
    4.2868    0.8250    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
    6.1283   -3.7445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    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
    4.2868   -0.0000    0.0000 C   0  0  1  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
    3.5724   -0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.3832   -2.9599    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3033   -3.7445    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
    5.7158   -1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8183   -4.4120    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0483   -2.9599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1678   -2.7050    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5123   -2.1451    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.0625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -3.3000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
  6  4  1  0  0  0  0
 10  1  1  0  0  0  0
 10  2  1  0  0  0  0
 10  7  1  0  0  0  0
 11  5  1  0  0  0  0
 11  8  1  0  0  0  0
 12  7  1  0  0  0  0
 13  6  2  0  0  0  0
 14  8  1  0  0  0  0
 14 12  1  1  0  0  0
 15  9  1  0  0  0  0
 16  9  1  0  0  0  0
 17 11  2  0  0  0  0
 17 13  1  0  0  0  0
 19 15  1  0  0  0  0
 19 18  1  6  0  0  0
 20 18  1  0  0  0  0
 21 17  1  0  0  0  0
 12 22  1  1  0  0  0
 22 20  2  0  0  0  0
 23 13  1  0  0  0  0
 24 16  2  0  0  0  0
 18 25  1  6  0  0  0
 20 26  1  4  0  0  0
 27 21  2  0  0  0  0
 28 14  1  0  0  0  0
 28 21  1  0  0  0  0
 29 16  1  0  0  0  0
 29 19  1  0  0  0  0
 30  3  1  0  0  0  0
 15 30  1  6  0  0  0
 12 31  1  1  0  0  0
 14 32  1  6  0  0  0
 15 33  1  1  0  0  0
 18 34  1  6  0  0  0
 19 35  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0001834

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@](O)(C(O)=N[C@@]([H])(CC(C)C)[C@]1([H])CC2=C(C(=O)O1)C(O)=CC=C2)[C@]1([H])OC(=O)C[C@@]1([H])SC

> <INCHI_IDENTIFIER>
InChI=1S/C21H27NO7S/c1-10(2)7-12(14-8-11-5-4-6-13(23)17(11)21(27)28-14)22-20(26)18(25)19-15(30-3)9-16(24)29-19/h4-6,10,12,14-15,18-19,23,25H,7-9H2,1-3H3,(H,22,26)/t12-,14-,15+,18-,19+/m0/s1

> <INCHI_KEY>
MNKYNHDZSCISPZ-AYVKHACWSA-N

> <FORMULA>
C21H27NO7S

> <MOLECULAR_WEIGHT>
437.51

> <EXACT_MASS>
437.150823387

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
43.73618494754064

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-2-hydroxy-N-[(1S)-1-[(3S)-8-hydroxy-1-oxo-3,4-dihydro-1H-2-benzopyran-3-yl]-3-methylbutyl]-2-[(2S,3R)-3-(methylsulfanyl)-5-oxooxolan-2-yl]ethanimidic acid

> <ALOGPS_LOGP>
2.27

> <JCHEM_LOGP>
2.9982706759759408

> <ALOGPS_LOGS>
-3.61

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.651513990618131

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.5534547972274528

> <JCHEM_PKA_STRONGEST_BASIC>
3.756808652382212

> <JCHEM_POLAR_SURFACE_AREA>
125.65

> <JCHEM_REFRACTIVITY>
110.52179999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.08e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-hydroxy-N-[(1S)-1-[(3S)-8-hydroxy-1-oxo-3,4-dihydro-2-benzopyran-3-yl]-3-methylbutyl]-2-[(2S,3R)-3-(methylsulfanyl)-5-oxooxolan-2-yl]ethanimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 14-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-MAY-21         0                                  
HETATM    1  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      14.524  -6.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.439  -6.990   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.002  -0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.915  -5.525   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.899  -6.990   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0       9.336  -0.770   0.000  0.00  0.00           N+0
HETATM   23  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       8.994  -8.236   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      12.003  -2.310   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       9.424  -5.525   0.000  0.00  0.00           O+0
HETATM   30  S   UNK     0      13.380  -5.049   0.000  0.00  0.00           S+0
HETATM   31  H   UNK     0       6.668   0.770   0.000  0.00  0.00           H+0
HETATM   32  H   UNK     0       8.002  -1.540   0.000  0.00  0.00           H+0
HETATM   33  H   UNK     0      12.156  -4.004   0.000  0.00  0.00           H+0
HETATM   34  H   UNK     0       9.336  -3.850   0.000  0.00  0.00           H+0
HETATM   35  H   UNK     0      10.669  -6.160   0.000  0.00  0.00           H+0
CONECT    1   10                                                            
CONECT    2   10                                                            
CONECT    3   30                                                            
CONECT    4    5    6                                                       
CONECT    5    4   11                                                       
CONECT    6    4   13                                                       
CONECT    7   10   12                                                       
CONECT    8   11   14                                                       
CONECT    9   15   16                                                       
CONECT   10    1    2    7                                                  
CONECT   11    5    8   17                                                  
CONECT   12    7   14   22   31                                             
CONECT   13    6   17   23                                                  
CONECT   14    8   12   28   32                                             
CONECT   15    9   19   30   33                                             
CONECT   16    9   24   29                                                  
CONECT   17   11   13   21                                                  
CONECT   18   19   20   25   34                                             
CONECT   19   15   18   29   35                                             
CONECT   20   18   22   26                                                  
CONECT   21   17   27   28                                                  
CONECT   22   12   20                                                       
CONECT   23   13                                                            
CONECT   24   16                                                            
CONECT   25   18                                                            
CONECT   26   20                                                            
CONECT   27   21                                                            
CONECT   28   14   21                                                       
CONECT   29   16   19                                                       
CONECT   30    3   15                                                       
CONECT   31   12                                                            
CONECT   32   14                                                            
CONECT   33   15                                                            
CONECT   34   18                                                            
CONECT   35   19                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   74    0
END

Synonyms

Not Available

Molecular Formula

C₂₁H₂₇NO₇S

Average Mass

437.51

Monoisotopic Mass

437.150823387

IUPAC Name

(2S)-2-hydroxy-N-[(1S)-1-[(3S)-8-hydroxy-1-oxo-3,4-dihydro-1H-2-benzopyran-3-yl]-3-methylbutyl]-2-[(2S,3R)-3-(methylsulfanyl)-5-oxooxolan-2-yl]ethanimidic acid

Traditional Name

(2S)-2-hydroxy-N-[(1S)-1-[(3S)-8-hydroxy-1-oxo-3,4-dihydro-2-benzopyran-3-yl]-3-methylbutyl]-2-[(2S,3R)-3-(methylsulfanyl)-5-oxooxolan-2-yl]ethanimidic acid

CAS Registry Number

Not Available

SMILES

[H][C@@](O)(C(O)=N[C@@]([H])(CC(C)C)[C@]1([H])CC2=C(C(=O)O1)C(O)=CC=C2)[C@]1([H])OC(=O)C[C@@]1([H])SC

InChI Identifier

InChI=1S/C21H27NO7S/c1-10(2)7-12(14-8-11-5-4-6-13(23)17(11)21(27)28-14)22-20(26)18(25)19-15(30-3)9-16(24)29-19/h4-6,10,12,14-15,18-19,23,25H,7-9H2,1-3H3,(H,22,26)/t12-,14-,15+,18-,19+/m0/s1

InChI Key

MNKYNHDZSCISPZ-AYVKHACWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-benzopyrans. These are organic aromatic compounds that 1-benzopyran, a bicyclic compound made up of a benzene ring fused to a pyran, so that the oxygen atom is at the 2-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

2-benzopyrans

Direct Parent

2-benzopyrans

Alternative Parents

Substituents

2-benzopyran
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Dicarboxylic acid or derivatives
Gamma butyrolactone
Benzenoid
Tetrahydrofuran
Vinylogous acid
Carboxamide group
Carboxylic acid ester
Lactone
Secondary alcohol
Secondary carboxylic acid amide
Oxacycle
Carboxylic acid derivative
Dialkylthioether
Sulfenyl compound
Thioether
Organooxygen compound
Organonitrogen compound
Organic oxide
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Organosulfur compound
Organopnictogen compound
Alcohol
Hydrocarbon derivative
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	0.11 g/L	ALOGPS
logP	2.27	ALOGPS
logP	3	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	1.55	ChemAxon
pKa (Strongest Basic)	3.76	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	125.65 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	110.52 m³·mol⁻¹	ChemAxon
Polarizability	43.74 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	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	13.6
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-23	29.5
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-23	553.1
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	704.8
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-23	638.9
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-23	221.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	2642.9
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (void)	2025-10-23	78.6
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	463.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	379.6
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	91.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	157.5
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	170.1
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	21.5
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	258.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	133.3
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	417.4
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	1653.8
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	1122.1

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	Bacillcoumacin F_TMS_1	CS[C@@H]1CC(=O)O[C@H]1[C@H](O[Si](C)(C)C)C(O)=N[C@@H](CC(C)C)[C@@H]1CC2=CC=CC(O)=C2C(=O)O1	standard non polar	2025-10-23	2640.47
Gas Chromatography	Bacillcoumacin F_TMS_2	CS[C@@H]1CC(=O)O[C@H]1[C@H](O)C(=N[C@@H](CC(C)C)[C@@H]1CC2=CC=CC(O)=C2C(=O)O1)O[Si](C)(C)C	standard non polar	2025-10-23	2605.62
Gas Chromatography	Bacillcoumacin F_TMS_3	CS[C@@H]1CC(=O)O[C@H]1[C@H](O)C(O)=N[C@@H](CC(C)C)[C@@H]1CC2=CC=CC(O[Si](C)(C)C)=C2C(=O)O1	standard non polar	2025-10-23	1677.5
Gas Chromatography	Bacillcoumacin F_TMS_4	CS[C@@H]1CC(=O)O[C@H]1[C@H](O[Si](C)(C)C)C(=N[C@@H](CC(C)C)[C@@H]1CC2=CC=CC(O)=C2C(=O)O1)O[Si](C)(C)C	standard non polar	2025-10-23	2584.93
Gas Chromatography	Bacillcoumacin F_TMS_5	CS[C@@H]1CC(=O)O[C@H]1[C@H](O[Si](C)(C)C)C(O)=N[C@@H](CC(C)C)[C@@H]1CC2=CC=CC(O[Si](C)(C)C)=C2C(=O)O1	standard non polar	2025-10-23	1836.04
Gas Chromatography	Bacillcoumacin F_TMS_6	CS[C@@H]1CC(=O)O[C@H]1[C@H](O)C(=N[C@@H](CC(C)C)[C@@H]1CC2=CC=CC(O[Si](C)(C)C)=C2C(=O)O1)O[Si](C)(C)C	standard non polar	2025-10-23	3142.19
Gas Chromatography	Bacillcoumacin F_TMS_7	CS[C@@H]1CC(=O)O[C@H]1[C@H](O[Si](C)(C)C)C(=N[C@@H](CC(C)C)[C@@H]1CC2=CC=CC(O[Si](C)(C)C)=C2C(=O)O1)O[Si](C)(C)C	standard non polar	2025-10-23	1844.69
Gas Chromatography	Bacillcoumacin F_TMS_1	CS[C@@H]1CC(=O)O[C@H]1[C@H](O[Si](C)(C)C)C(O)=N[C@@H](CC(C)C)[C@@H]1CC2=CC=CC(O)=C2C(=O)O1	standard polar	2025-10-23	1957.02
Gas Chromatography	Bacillcoumacin F_TMS_2	CS[C@@H]1CC(=O)O[C@H]1[C@H](O)C(=N[C@@H](CC(C)C)[C@@H]1CC2=CC=CC(O)=C2C(=O)O1)O[Si](C)(C)C	standard polar	2025-10-23	1576.77
Gas Chromatography	Bacillcoumacin F_TMS_3	CS[C@@H]1CC(=O)O[C@H]1[C@H](O)C(O)=N[C@@H](CC(C)C)[C@@H]1CC2=CC=CC(O[Si](C)(C)C)=C2C(=O)O1	standard polar	2025-10-23	1454.59
Gas Chromatography	Bacillcoumacin F_TMS_4	CS[C@@H]1CC(=O)O[C@H]1[C@H](O[Si](C)(C)C)C(=N[C@@H](CC(C)C)[C@@H]1CC2=CC=CC(O)=C2C(=O)O1)O[Si](C)(C)C	standard polar	2025-10-23	1755.68
Gas Chromatography	Bacillcoumacin F_TMS_5	CS[C@@H]1CC(=O)O[C@H]1[C@H](O[Si](C)(C)C)C(O)=N[C@@H](CC(C)C)[C@@H]1CC2=CC=CC(O[Si](C)(C)C)=C2C(=O)O1	standard polar	2025-10-23	2323.37
Gas Chromatography	Bacillcoumacin F_TMS_6	CS[C@@H]1CC(=O)O[C@H]1[C@H](O)C(=N[C@@H](CC(C)C)[C@@H]1CC2=CC=CC(O[Si](C)(C)C)=C2C(=O)O1)O[Si](C)(C)C	standard polar	2025-10-23	2727.37
Gas Chromatography	Bacillcoumacin F_TMS_7	CS[C@@H]1CC(=O)O[C@H]1[C@H](O[Si](C)(C)C)C(=N[C@@H](CC(C)C)[C@@H]1CC2=CC=CC(O[Si](C)(C)C)=C2C(=O)O1)O[Si](C)(C)C	standard polar	2025-10-23	1576.73

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
Bacteria/Eubacteria	Firmicutes	1	Human	Metabolic reconstruction

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

40256608

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139583376

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 Bacillcoumacin F (MMDBc0001834)

MOL for #<Metabolite:0x00007f9a8f054098>

3D MOL for #<Metabolite:0x00007f9a8f054098>

3D SDF for #<Metabolite:0x00007f9a8f054098>

3D-SDF for #<Metabolite:0x00007f9a8f054098>

PDB for #<Metabolite:0x00007f9a8f054098>

3D PDB for #<Metabolite:0x00007f9a8f054098>

SMILES for #<Metabolite:0x00007f9a8f054098>

INCHI for #<Metabolite:0x00007f9a8f054098>

Structure for #<Metabolite:0x00007f9a8f054098>

3D Structure for #<Metabolite:0x00007f9a8f054098>