MiMeDB: Showing metabocard for Syringolin B (MMDBc0019234)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-05-15 09:19:43 UTC

Update Date

2025-10-07 16:06:56 UTC

Metabolite ID

MMDBc0019234

Metabolite Identification

Common Name

Syringolin B

Description

Syringolin B is a macrolactam compound belonging to the class of proteasome inhibitors. Its chemical structure features a complex arrangement of cyclic and linear components that contribute to its interaction with the proteasome, a crucial cellular machinery for protein degradation. Research has demonstrated that syringolin B serves as a scaffold for the development of selective or dual proteasome subunit inhibitors, with structure-activity relationship studies revealing that modifications at the 3-position of its macrolactam moiety can enhance subunit selectivity (PMID:38704960 ). The substrate mimicry model for syringolins has been validated, as certain analogs exhibit significantly higher inhibitory activity against the proteasome compared to the methyl ester of syringolin B (PMID:26296913 ). The total syntheses of syringolin B and related syrbactin molecules have facilitated the creation of hybrid derivatives, further expanding the chemical diversity of this class (PMID:22870914 ). Additionally, the genetic engineering and heterologous expression of the syringolin biosynthetic gene cluster from Pseudomonas syringae have provided insights into the enzymatic processes involved in its biosynthesis (PMID:22851214 ). Overall, syringolin B is a key compound in the study of proteasome inhibition and secondary metabolite biosynthesis.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152111192D          

 37 37  0  0  0  0            999 V2000
   -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
    2.1434   -3.7125    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
   -3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9500    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
    2.8579    0.0000    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
   -0.0000    0.8250    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
    2.8579    0.8250    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   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    0.0000 C   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
    1.4289   -1.6500    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
    0.7145   -3.7125    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
    0.7145   -1.2375    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
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -2.4750    0.0000 O   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
   -2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.9520    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  1  0  0  0  0
  9  7  1  0  0  0  0
 11 10  2  0  0  0  0
 12  8  1  0  0  0  0
 13  1  1  0  0  0  0
 13  2  1  0  0  0  0
 14  3  1  0  0  0  0
 14  4  1  0  0  0  0
 15  5  1  0  0  0  0
 15  6  1  0  0  0  0
 16 10  1  0  0  0  0
 16 13  1  0  0  0  0
 17  9  1  0  0  0  0
 18 11  1  0  0  0  0
 19 14  1  0  0  0  0
 20 15  1  0  0  0  0
 21 17  1  0  0  0  0
 22 19  1  0  0  0  0
 23 20  1  0  0  0  0
 25 12  1  4  0  0  0
 25 18  2  0  0  0  0
 26 16  1  4  0  0  0
 26 21  2  0  0  0  0
 27 17  1  4  0  0  0
 27 22  2  0  0  0  0
 28 19  1  4  0  0  0
 28 24  2  0  0  0  0
 29 20  1  0  0  0  0
 29 24  1  0  0  0  0
 30 18  1  0  0  0  0
 31 21  1  0  0  0  0
 32 22  1  0  0  0  0
 33 23  2  0  0  0  0
 34 23  1  0  0  0  0
 35 24  1  0  0  0  0
 36 10  1  0  0  0  0
 37 11  1  0  0  0  0
M  END


  Mrv1652305152111192D          

 37 37  0  0  0  0            999 V2000
   -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
    2.1434   -3.7125    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
   -3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.9500    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
    2.8579    0.0000    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
   -0.0000    0.8250    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
    2.8579    0.8250    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   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -4.1250    0.0000 C   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
    1.4289   -1.6500    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
    0.7145   -3.7125    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
    0.7145   -1.2375    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
   -2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.1250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -2.4750    0.0000 O   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
   -2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020    1.9520    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  8  7  1  0  0  0  0
  9  7  1  0  0  0  0
 11 10  2  0  0  0  0
 12  8  1  0  0  0  0
 13  1  1  0  0  0  0
 13  2  1  0  0  0  0
 14  3  1  0  0  0  0
 14  4  1  0  0  0  0
 15  5  1  0  0  0  0
 15  6  1  0  0  0  0
 16 10  1  0  0  0  0
 16 13  1  0  0  0  0
 17  9  1  0  0  0  0
 18 11  1  0  0  0  0
 19 14  1  0  0  0  0
 20 15  1  0  0  0  0
 21 17  1  0  0  0  0
 22 19  1  0  0  0  0
 23 20  1  0  0  0  0
 25 12  1  4  0  0  0
 25 18  2  0  0  0  0
 26 16  1  4  0  0  0
 26 21  2  0  0  0  0
 27 17  1  4  0  0  0
 27 22  2  0  0  0  0
 28 19  1  4  0  0  0
 28 24  2  0  0  0  0
 29 20  1  0  0  0  0
 29 24  1  0  0  0  0
 30 18  1  0  0  0  0
 31 21  1  0  0  0  0
 32 22  1  0  0  0  0
 33 23  2  0  0  0  0
 34 23  1  0  0  0  0
 35 24  1  0  0  0  0
 36 10  1  0  0  0  0
 37 11  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0019234

> <DATABASE_NAME>
MIME

> <SMILES>
[H]\C1=C([H])\C(O)=NCCCCC(N=C(O)C(N=C(O)NC(C(C)C)C(O)=O)C(C)C)C(O)=NC1C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C24H41N5O6/c1-13(2)16-10-11-18(30)25-12-8-7-9-17(21(31)26-16)27-22(32)19(14(3)4)28-24(35)29-20(15(5)6)23(33)34/h10-11,13-17,19-20H,7-9,12H2,1-6H3,(H,25,30)(H,26,31)(H,27,32)(H,33,34)(H2,28,29,35)/b11-10-

> <INCHI_KEY>
AIMDTYKFJMYVNG-KHPPLWFESA-N

> <FORMULA>
C24H41N5O6

> <MOLECULAR_WEIGHT>
495.621

> <EXACT_MASS>
495.30568406

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
76

> <JCHEM_AVERAGE_POLARIZABILITY>
53.472839981325436

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-{[(1-{[(3Z)-2,7-dihydroxy-5-(propan-2-yl)-1,6-diazacyclododeca-1,3,6-trien-8-yl]-C-hydroxycarbonimidoyl}-2-methylpropyl)-C-hydroxycarbonimidoyl]amino}-3-methylbutanoic acid

> <ALOGPS_LOGP>
1.80

> <JCHEM_LOGP>
-1.226024685211061

> <ALOGPS_LOGS>
-4.03

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
-0.16188794769033787

> <JCHEM_PKA_STRONGEST_ACIDIC>
-5.6644110234464415

> <JCHEM_PKA_STRONGEST_BASIC>
15.36129521042814

> <JCHEM_POLAR_SURFACE_AREA>
179.69

> <JCHEM_REFRACTIVITY>
132.19230000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.61e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{[(1-{[(3Z)-2,7-dihydroxy-5-isopropyl-1,6-diazacyclododeca-1,3,6-trien-8-yl]-C-hydroxycarbonimidoyl}-2-methylpropyl)-C-hydroxycarbonimidoyl]amino}-3-methylbutanoic 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      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.668  -6.930   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.335  -9.240   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -0.770   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       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.000   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.000  -0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.001  -6.930   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   25  N   UNK     0       4.001   2.310   0.000  0.00  0.00           N+0
HETATM   26  N   UNK     0       1.334  -0.770   0.000  0.00  0.00           N+0
HETATM   27  N   UNK     0       2.667  -4.620   0.000  0.00  0.00           N+0
HETATM   28  N   UNK     0       0.000  -7.700   0.000  0.00  0.00           N+0
HETATM   29  N   UNK     0      -2.667  -7.700   0.000  0.00  0.00           N+0
HETATM   30  O   UNK     0       2.667   3.080   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -0.000  -4.620   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      -2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      -5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      -1.334  -5.390   0.000  0.00  0.00           O+0
HETATM   36  H   UNK     0      -1.334   2.310   0.000  0.00  0.00           H+0
HETATM   37  H   UNK     0       0.564   3.644   0.000  0.00  0.00           H+0
CONECT    1   13                                                            
CONECT    2   13                                                            
CONECT    3   14                                                            
CONECT    4   14                                                            
CONECT    5   15                                                            
CONECT    6   15                                                            
CONECT    7    8    9                                                       
CONECT    8    7   12                                                       
CONECT    9    7   17                                                       
CONECT   10   11   16   36                                                  
CONECT   11   10   18   37                                                  
CONECT   12    8   25                                                       
CONECT   13    1    2   16                                                  
CONECT   14    3    4   19                                                  
CONECT   15    5    6   20                                                  
CONECT   16   10   13   26                                                  
CONECT   17    9   21   27                                                  
CONECT   18   11   25   30                                                  
CONECT   19   14   22   28                                                  
CONECT   20   15   23   29                                                  
CONECT   21   17   26   31                                                  
CONECT   22   19   27   32                                                  
CONECT   23   20   33   34                                                  
CONECT   24   28   29   35                                                  
CONECT   25   12   18                                                       
CONECT   26   16   21                                                       
CONECT   27   17   22                                                       
CONECT   28   19   24                                                       
CONECT   29   20   24                                                       
CONECT   30   18                                                            
CONECT   31   21                                                            
CONECT   32   22                                                            
CONECT   33   23                                                            
CONECT   34   23                                                            
CONECT   35   24                                                            
CONECT   36   10                                                            
CONECT   37   11                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   74    0
END

Synonyms

Value	Source
2-{[(1-{[(3Z)-2,7-dihydroxy-5-(propan-2-yl)-1,6-diazacyclododeca-1,3,6-trien-8-yl]-C-hydroxycarbonimidoyl}-2-methylpropyl)-C-hydroxycarbonimidoyl]amino}-3-methylbutanoate	Generator

Molecular Formula

C₂₄H₄₁N₅O₆

Average Mass

495.621

Monoisotopic Mass

495.30568406

IUPAC Name

2-{[(1-{[(3Z)-2,7-dihydroxy-5-(propan-2-yl)-1,6-diazacyclododeca-1,3,6-trien-8-yl]-C-hydroxycarbonimidoyl}-2-methylpropyl)-C-hydroxycarbonimidoyl]amino}-3-methylbutanoic acid

Traditional Name

2-{[(1-{[(3Z)-2,7-dihydroxy-5-isopropyl-1,6-diazacyclododeca-1,3,6-trien-8-yl]-C-hydroxycarbonimidoyl}-2-methylpropyl)-C-hydroxycarbonimidoyl]amino}-3-methylbutanoic acid

CAS Registry Number

Not Available

SMILES

[H]\C1=C([H])\C(O)=NCCCCC(N=C(O)C(N=C(O)NC(C(C)C)C(O)=O)C(C)C)C(O)=NC1C(C)C

InChI Identifier

InChI=1S/C24H41N5O6/c1-13(2)16-10-11-18(30)25-12-8-7-9-17(21(31)26-16)27-22(32)19(14(3)4)28-24(35)29-20(15(5)6)23(33)34/h10-11,13-17,19-20H,7-9,12H2,1-6H3,(H,25,30)(H,26,31)(H,27,32)(H,33,34)(H2,28,29,35)/b11-10-

InChI Key

AIMDTYKFJMYVNG-KHPPLWFESA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclic peptides. Cyclic peptides are compounds containing a cyclic moiety bearing a peptide backbone.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Cyclic peptides

Alternative Parents

Substituents

Cyclic alpha peptide
Valine or derivatives
Alpha-amino acid or derivatives
Methyl-branched fatty acid
Heterocyclic fatty acid
Branched fatty acid
Fatty acyl
Cyclic carboximidic acid
Isourea
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboximidamide
Monocarboxylic acid or derivatives
Carboxylic acid
Carboximidic acid derivative
Carboximidic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.046 g/L	ALOGPS
logP	1.8	ALOGPS
logP	-1.2	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	-5.7	ChemAxon
pKa (Strongest Basic)	15.36	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	179.69 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	132.19 m³·mol⁻¹	ChemAxon
Polarizability	53.47 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	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	195.3
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-23	102.3
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-23	528.9
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	454.8
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-23	410.1
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-23	148.4
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	1801.3
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (void)	2025-10-23	81.7
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	313.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	279.4
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	153.6
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	139.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	139.0
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	9.7
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	186.3
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	96.5
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	319.4
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	1331.8
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	901.6

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	Syringolin B_TMS_1	CC(C)C1/C=C/C(O[Si](C)(C)C)=NCCCCC(N=C(O)C(N=C(O)NC(C(=O)O)C(C)C)C(C)C)C(O)=N1	standard non polar	2025-10-23	570.483
Gas Chromatography	Syringolin B_TMS_2	CC(C)C1/C=C/C(O)=NCCCCC(N=C(O[Si](C)(C)C)C(N=C(O)NC(C(=O)O)C(C)C)C(C)C)C(O)=N1	standard non polar	2025-10-23	1053.03
Gas Chromatography	Syringolin B_TMS_3	CC(C)C1/C=C/C(O)=NCCCCC(N=C(O)C(N=C(NC(C(=O)O)C(C)C)O[Si](C)(C)C)C(C)C)C(O)=N1	standard non polar	2025-10-23	1182.91
Gas Chromatography	Syringolin B_TMS_4	CC(C)C1/C=C/C(O)=NCCCCC(N=C(O)C(N=C(O)NC(C(=O)O[Si](C)(C)C)C(C)C)C(C)C)C(O)=N1	standard non polar	2025-10-23	1583.21
Gas Chromatography	Syringolin B_TMS_5	CC(C)C1/C=C/C(O)=NCCCCC(N=C(O)C(N=C(O)NC(C(=O)O)C(C)C)C(C)C)C(O[Si](C)(C)C)=N1	standard non polar	2025-10-23	2339.72
Gas Chromatography	Syringolin B_TMS_6	CC(C)C1/C=C/C(O)=NCCCCC(N=C(O)C(N=C(O)N(C(C(=O)O)C(C)C)[Si](C)(C)C)C(C)C)C(O)=N1	standard non polar	2025-10-23	1859.58
Gas Chromatography	Syringolin B_TMS_7	CC(C)C1/C=C/C(O[Si](C)(C)C)=NCCCCC(N=C(O[Si](C)(C)C)C(N=C(O)NC(C(=O)O)C(C)C)C(C)C)C(O)=N1	standard non polar	2025-10-23	2456.51
Gas Chromatography	Syringolin B_TMS_8	CC(C)C1/C=C/C(O[Si](C)(C)C)=NCCCCC(N=C(O)C(N=C(NC(C(=O)O)C(C)C)O[Si](C)(C)C)C(C)C)C(O)=N1	standard non polar	2025-10-23	1855.75
Gas Chromatography	Syringolin B_TMS_9	CC(C)C1/C=C/C(O[Si](C)(C)C)=NCCCCC(N=C(O)C(N=C(O)NC(C(=O)O[Si](C)(C)C)C(C)C)C(C)C)C(O)=N1	standard non polar	2025-10-23	2713.16
Gas Chromatography	Syringolin B_TMS_10	CC(C)C1/C=C/C(O[Si](C)(C)C)=NCCCCC(N=C(O)C(N=C(O)NC(C(=O)O)C(C)C)C(C)C)C(O[Si](C)(C)C)=N1	standard non polar	2025-10-23	2650.54
Gas Chromatography	Syringolin B_TMS_11	CC(C)C1/C=C/C(O[Si](C)(C)C)=NCCCCC(N=C(O)C(N=C(O)N(C(C(=O)O)C(C)C)[Si](C)(C)C)C(C)C)C(O)=N1	standard non polar	2025-10-23	2755.51
Gas Chromatography	Syringolin B_TMS_12	CC(C)C1/C=C/C(O)=NCCCCC(N=C(O[Si](C)(C)C)C(N=C(NC(C(=O)O)C(C)C)O[Si](C)(C)C)C(C)C)C(O)=N1	standard non polar	2025-10-23	1998.39
Gas Chromatography	Syringolin B_TMS_13	CC(C)C1/C=C/C(O)=NCCCCC(N=C(O[Si](C)(C)C)C(N=C(O)NC(C(=O)O[Si](C)(C)C)C(C)C)C(C)C)C(O)=N1	standard non polar	2025-10-23	2026.03
Gas Chromatography	Syringolin B_TMS_14	CC(C)C1/C=C/C(O)=NCCCCC(N=C(O[Si](C)(C)C)C(N=C(O)NC(C(=O)O)C(C)C)C(C)C)C(O[Si](C)(C)C)=N1	standard non polar	2025-10-23	2037.9
Gas Chromatography	Syringolin B_TMS_15	CC(C)C1/C=C/C(O)=NCCCCC(N=C(O[Si](C)(C)C)C(N=C(O)N(C(C(=O)O)C(C)C)[Si](C)(C)C)C(C)C)C(O)=N1	standard non polar	2025-10-23	1151.32
Gas Chromatography	Syringolin B_TMS_16	CC(C)C1/C=C/C(O)=NCCCCC(N=C(O)C(N=C(NC(C(=O)O[Si](C)(C)C)C(C)C)O[Si](C)(C)C)C(C)C)C(O)=N1	standard non polar	2025-10-23	1448.85
Gas Chromatography	Syringolin B_TMS_17	CC(C)C1/C=C/C(O)=NCCCCC(N=C(O)C(N=C(NC(C(=O)O)C(C)C)O[Si](C)(C)C)C(C)C)C(O[Si](C)(C)C)=N1	standard non polar	2025-10-23	2223.15
Gas Chromatography	Syringolin B_TMS_18	CC(C)C1/C=C/C(O)=NCCCCC(N=C(O)C(N=C(O[Si](C)(C)C)N(C(C(=O)O)C(C)C)[Si](C)(C)C)C(C)C)C(O)=N1	standard non polar	2025-10-23	3131.71
Gas Chromatography	Syringolin B_TMS_19	CC(C)C1/C=C/C(O)=NCCCCC(N=C(O)C(N=C(O)NC(C(=O)O[Si](C)(C)C)C(C)C)C(C)C)C(O[Si](C)(C)C)=N1	standard non polar	2025-10-23	2546.07
Gas Chromatography	Syringolin B_TMS_20	CC(C)C1/C=C/C(O)=NCCCCC(N=C(O)C(N=C(O)N(C(C(=O)O[Si](C)(C)C)C(C)C)[Si](C)(C)C)C(C)C)C(O)=N1	standard non polar	2025-10-23	1445.49
Gas Chromatography	Syringolin B_TMS_21	CC(C)C1/C=C/C(O)=NCCCCC(N=C(O)C(N=C(O)N(C(C(=O)O)C(C)C)[Si](C)(C)C)C(C)C)C(O[Si](C)(C)C)=N1	standard non polar	2025-10-23	3296.04
Gas Chromatography	Syringolin B_TMS_22	CC(C)C1/C=C/C(O[Si](C)(C)C)=NCCCCC(N=C(O[Si](C)(C)C)C(N=C(NC(C(=O)O)C(C)C)O[Si](C)(C)C)C(C)C)C(O)=N1	standard non polar	2025-10-23	1982.46
Gas Chromatography	Syringolin B_TMS_23	CC(C)C1/C=C/C(O[Si](C)(C)C)=NCCCCC(N=C(O[Si](C)(C)C)C(N=C(O)NC(C(=O)O[Si](C)(C)C)C(C)C)C(C)C)C(O)=N1	standard non polar	2025-10-23	1657.41
Gas Chromatography	Syringolin B_TMS_24	CC(C)C1/C=C/C(O[Si](C)(C)C)=NCCCCC(N=C(O[Si](C)(C)C)C(N=C(O)NC(C(=O)O)C(C)C)C(C)C)C(O[Si](C)(C)C)=N1	standard non polar	2025-10-23	2624.17
Gas Chromatography	Syringolin B_TMS_25	CC(C)C1/C=C/C(O[Si](C)(C)C)=NCCCCC(N=C(O[Si](C)(C)C)C(N=C(O)N(C(C(=O)O)C(C)C)[Si](C)(C)C)C(C)C)C(O)=N1	standard non polar	2025-10-23	1692.78
Gas Chromatography	Syringolin B_TMS_26	CC(C)C1/C=C/C(O[Si](C)(C)C)=NCCCCC(N=C(O)C(N=C(NC(C(=O)O[Si](C)(C)C)C(C)C)O[Si](C)(C)C)C(C)C)C(O)=N1	standard non polar	2025-10-23	1717.53
Gas Chromatography	Syringolin B_TMS_27	CC(C)C1/C=C/C(O[Si](C)(C)C)=NCCCCC(N=C(O)C(N=C(NC(C(=O)O)C(C)C)O[Si](C)(C)C)C(C)C)C(O[Si](C)(C)C)=N1	standard non polar	2025-10-23	2113.54
Gas Chromatography	Syringolin B_TMS_28	CC(C)C1/C=C/C(O[Si](C)(C)C)=NCCCCC(N=C(O)C(N=C(O[Si](C)(C)C)N(C(C(=O)O)C(C)C)[Si](C)(C)C)C(C)C)C(O)=N1	standard non polar	2025-10-23	882.859
Gas Chromatography	Syringolin B_TMS_29	CC(C)C1/C=C/C(O[Si](C)(C)C)=NCCCCC(N=C(O)C(N=C(O)NC(C(=O)O[Si](C)(C)C)C(C)C)C(C)C)C(O[Si](C)(C)C)=N1	standard non polar	2025-10-23	1905.43
Gas Chromatography	Syringolin B_TMS_30	CC(C)C1/C=C/C(O[Si](C)(C)C)=NCCCCC(N=C(O)C(N=C(O)N(C(C(=O)O[Si](C)(C)C)C(C)C)[Si](C)(C)C)C(C)C)C(O)=N1	standard non polar	2025-10-23	2171.74
Gas Chromatography	Syringolin B_TMS_31	CC(C)C1/C=C/C(O[Si](C)(C)C)=NCCCCC(N=C(O)C(N=C(O)N(C(C(=O)O)C(C)C)[Si](C)(C)C)C(C)C)C(O[Si](C)(C)C)=N1	standard non polar	2025-10-23	1851.45
Gas Chromatography	Syringolin B_TMS_32	CC(C)C1/C=C/C(O)=NCCCCC(N=C(O[Si](C)(C)C)C(N=C(NC(C(=O)O[Si](C)(C)C)C(C)C)O[Si](C)(C)C)C(C)C)C(O)=N1	standard non polar	2025-10-23	2238.92
Gas Chromatography	Syringolin B_TMS_33	CC(C)C1/C=C/C(O)=NCCCCC(N=C(O[Si](C)(C)C)C(N=C(NC(C(=O)O)C(C)C)O[Si](C)(C)C)C(C)C)C(O[Si](C)(C)C)=N1	standard non polar	2025-10-23	1630.4
Gas Chromatography	Syringolin B_TMS_34	CC(C)C1/C=C/C(O)=NCCCCC(N=C(O[Si](C)(C)C)C(N=C(O[Si](C)(C)C)N(C(C(=O)O)C(C)C)[Si](C)(C)C)C(C)C)C(O)=N1	standard non polar	2025-10-23	1986.39
Gas Chromatography	Syringolin B_TMS_35	CC(C)C1/C=C/C(O)=NCCCCC(N=C(O[Si](C)(C)C)C(N=C(O)NC(C(=O)O[Si](C)(C)C)C(C)C)C(C)C)C(O[Si](C)(C)C)=N1	standard non polar	2025-10-23	1287.59
Gas Chromatography	Syringolin B_TMS_36	CC(C)C1/C=C/C(O)=NCCCCC(N=C(O[Si](C)(C)C)C(N=C(O)N(C(C(=O)O[Si](C)(C)C)C(C)C)[Si](C)(C)C)C(C)C)C(O)=N1	standard non polar	2025-10-23	1632.98
Gas Chromatography	Syringolin B_TMS_37	CC(C)C1/C=C/C(O)=NCCCCC(N=C(O[Si](C)(C)C)C(N=C(O)N(C(C(=O)O)C(C)C)[Si](C)(C)C)C(C)C)C(O[Si](C)(C)C)=N1	standard non polar	2025-10-23	1473.5
Gas Chromatography	Syringolin B_TMS_38	CC(C)C1/C=C/C(O)=NCCCCC(N=C(O)C(N=C(NC(C(=O)O[Si](C)(C)C)C(C)C)O[Si](C)(C)C)C(C)C)C(O[Si](C)(C)C)=N1	standard non polar	2025-10-23	1095.75
Gas Chromatography	Syringolin B_TMS_39	CC(C)C1/C=C/C(O)=NCCCCC(N=C(O)C(N=C(O[Si](C)(C)C)N(C(C(=O)O[Si](C)(C)C)C(C)C)[Si](C)(C)C)C(C)C)C(O)=N1	standard non polar	2025-10-23	-74.5659
Gas Chromatography	Syringolin B_TMS_40	CC(C)C1/C=C/C(O)=NCCCCC(N=C(O)C(N=C(O[Si](C)(C)C)N(C(C(=O)O)C(C)C)[Si](C)(C)C)C(C)C)C(O[Si](C)(C)C)=N1	standard non polar	2025-10-23	2348.32
Gas Chromatography	Syringolin B_TMS_41	CC(C)C1/C=C/C(O)=NCCCCC(N=C(O)C(N=C(O)N(C(C(=O)O[Si](C)(C)C)C(C)C)[Si](C)(C)C)C(C)C)C(O[Si](C)(C)C)=N1	standard non polar	2025-10-23	2689.24
Gas Chromatography	Syringolin B_TMS_42	CC(C)C1/C=C/C(O[Si](C)(C)C)=NCCCCC(N=C(O[Si](C)(C)C)C(N=C(NC(C(=O)O[Si](C)(C)C)C(C)C)O[Si](C)(C)C)C(C)C)C(O)=N1	standard non polar	2025-10-23	480.356
Gas Chromatography	Syringolin B_TMS_43	CC(C)C1/C=C/C(O[Si](C)(C)C)=NCCCCC(N=C(O[Si](C)(C)C)C(N=C(NC(C(=O)O)C(C)C)O[Si](C)(C)C)C(C)C)C(O[Si](C)(C)C)=N1	standard non polar	2025-10-23	2303.51
Gas Chromatography	Syringolin B_TMS_44	CC(C)C1/C=C/C(O[Si](C)(C)C)=NCCCCC(N=C(O[Si](C)(C)C)C(N=C(O[Si](C)(C)C)N(C(C(=O)O)C(C)C)[Si](C)(C)C)C(C)C)C(O)=N1	standard non polar	2025-10-23	256.299
Gas Chromatography	Syringolin B_TMS_45	CC(C)C1/C=C/C(O[Si](C)(C)C)=NCCCCC(N=C(O[Si](C)(C)C)C(N=C(O)NC(C(=O)O[Si](C)(C)C)C(C)C)C(C)C)C(O[Si](C)(C)C)=N1	standard non polar	2025-10-23	2312.05
Gas Chromatography	Syringolin B_TMS_46	CC(C)C1/C=C/C(O[Si](C)(C)C)=NCCCCC(N=C(O[Si](C)(C)C)C(N=C(O)N(C(C(=O)O[Si](C)(C)C)C(C)C)[Si](C)(C)C)C(C)C)C(O)=N1	standard non polar	2025-10-23	1275.57
Gas Chromatography	Syringolin B_TMS_47	CC(C)C1/C=C/C(O[Si](C)(C)C)=NCCCCC(N=C(O[Si](C)(C)C)C(N=C(O)N(C(C(=O)O)C(C)C)[Si](C)(C)C)C(C)C)C(O[Si](C)(C)C)=N1	standard non polar	2025-10-23	1473.05
Gas Chromatography	Syringolin B_TMS_48	CC(C)C1/C=C/C(O[Si](C)(C)C)=NCCCCC(N=C(O)C(N=C(NC(C(=O)O[Si](C)(C)C)C(C)C)O[Si](C)(C)C)C(C)C)C(O[Si](C)(C)C)=N1	standard non polar	2025-10-23	2594.67
Gas Chromatography	Syringolin B_TMS_49	CC(C)C1/C=C/C(O[Si](C)(C)C)=NCCCCC(N=C(O)C(N=C(O[Si](C)(C)C)N(C(C(=O)O[Si](C)(C)C)C(C)C)[Si](C)(C)C)C(C)C)C(O)=N1	standard non polar	2025-10-23	1956.62
Gas Chromatography	Syringolin B_TMS_50	CC(C)C1/C=C/C(O[Si](C)(C)C)=NCCCCC(N=C(O)C(N=C(O[Si](C)(C)C)N(C(C(=O)O)C(C)C)[Si](C)(C)C)C(C)C)C(O[Si](C)(C)C)=N1	standard non polar	2025-10-23	1563.35
Gas Chromatography	Syringolin B_TMS_51	CC(C)C1/C=C/C(O[Si](C)(C)C)=NCCCCC(N=C(O)C(N=C(O)N(C(C(=O)O[Si](C)(C)C)C(C)C)[Si](C)(C)C)C(C)C)C(O[Si](C)(C)C)=N1	standard non polar	2025-10-23	1566.08
Gas Chromatography	Syringolin B_TMS_52	CC(C)C1/C=C/C(O)=NCCCCC(N=C(O[Si](C)(C)C)C(N=C(NC(C(=O)O[Si](C)(C)C)C(C)C)O[Si](C)(C)C)C(C)C)C(O[Si](C)(C)C)=N1	standard non polar	2025-10-23	2516.3
Gas Chromatography	Syringolin B_TMS_53	CC(C)C1/C=C/C(O)=NCCCCC(N=C(O[Si](C)(C)C)C(N=C(O[Si](C)(C)C)N(C(C(=O)O[Si](C)(C)C)C(C)C)[Si](C)(C)C)C(C)C)C(O)=N1	standard non polar	2025-10-23	838.786
Gas Chromatography	Syringolin B_TMS_54	CC(C)C1/C=C/C(O)=NCCCCC(N=C(O[Si](C)(C)C)C(N=C(O[Si](C)(C)C)N(C(C(=O)O)C(C)C)[Si](C)(C)C)C(C)C)C(O[Si](C)(C)C)=N1	standard non polar	2025-10-23	2706.31
Gas Chromatography	Syringolin B_TMS_55	CC(C)C1/C=C/C(O)=NCCCCC(N=C(O[Si](C)(C)C)C(N=C(O)N(C(C(=O)O[Si](C)(C)C)C(C)C)[Si](C)(C)C)C(C)C)C(O[Si](C)(C)C)=N1	standard non polar	2025-10-23	1141.01
Gas Chromatography	Syringolin B_TMS_56	CC(C)C1/C=C/C(O)=NCCCCC(N=C(O)C(N=C(O[Si](C)(C)C)N(C(C(=O)O[Si](C)(C)C)C(C)C)[Si](C)(C)C)C(C)C)C(O[Si](C)(C)C)=N1	standard non polar	2025-10-23	2114.38
Gas Chromatography	Syringolin B_TMS_57	CC(C)C1/C=C/C(O[Si](C)(C)C)=NCCCCC(N=C(O[Si](C)(C)C)C(N=C(NC(C(=O)O[Si](C)(C)C)C(C)C)O[Si](C)(C)C)C(C)C)C(O[Si](C)(C)C)=N1	standard non polar	2025-10-23	1095.42
Gas Chromatography	Syringolin B_TMS_58	CC(C)C1/C=C/C(O[Si](C)(C)C)=NCCCCC(N=C(O[Si](C)(C)C)C(N=C(O[Si](C)(C)C)N(C(C(=O)O[Si](C)(C)C)C(C)C)[Si](C)(C)C)C(C)C)C(O)=N1	standard non polar	2025-10-23	1598.01
Gas Chromatography	Syringolin B_TMS_59	CC(C)C1/C=C/C(O[Si](C)(C)C)=NCCCCC(N=C(O[Si](C)(C)C)C(N=C(O[Si](C)(C)C)N(C(C(=O)O)C(C)C)[Si](C)(C)C)C(C)C)C(O[Si](C)(C)C)=N1	standard non polar	2025-10-23	1659.63
Gas Chromatography	Syringolin B_TMS_60	CC(C)C1/C=C/C(O[Si](C)(C)C)=NCCCCC(N=C(O[Si](C)(C)C)C(N=C(O)N(C(C(=O)O[Si](C)(C)C)C(C)C)[Si](C)(C)C)C(C)C)C(O[Si](C)(C)C)=N1	standard non polar	2025-10-23	1474.96
Gas Chromatography	Syringolin B_TMS_61	CC(C)C1/C=C/C(O[Si](C)(C)C)=NCCCCC(N=C(O)C(N=C(O[Si](C)(C)C)N(C(C(=O)O[Si](C)(C)C)C(C)C)[Si](C)(C)C)C(C)C)C(O[Si](C)(C)C)=N1	standard non polar	2025-10-23	1812.78
Gas Chromatography	Syringolin B_TMS_62	CC(C)C1/C=C/C(O)=NCCCCC(N=C(O[Si](C)(C)C)C(N=C(O[Si](C)(C)C)N(C(C(=O)O[Si](C)(C)C)C(C)C)[Si](C)(C)C)C(C)C)C(O[Si](C)(C)C)=N1	standard non polar	2025-10-23	256.746
Gas Chromatography	Syringolin B_TMS_1	CC(C)C1/C=C/C(O[Si](C)(C)C)=NCCCCC(N=C(O)C(N=C(O)NC(C(=O)O)C(C)C)C(C)C)C(O)=N1	standard polar	2025-10-23	2716.2
Gas Chromatography	Syringolin B_TMS_2	CC(C)C1/C=C/C(O)=NCCCCC(N=C(O[Si](C)(C)C)C(N=C(O)NC(C(=O)O)C(C)C)C(C)C)C(O)=N1	standard polar	2025-10-23	1678.92
Gas Chromatography	Syringolin B_TMS_3	CC(C)C1/C=C/C(O)=NCCCCC(N=C(O)C(N=C(NC(C(=O)O)C(C)C)O[Si](C)(C)C)C(C)C)C(O)=N1	standard polar	2025-10-23	2124.32
Gas Chromatography	Syringolin B_TMS_4	CC(C)C1/C=C/C(O)=NCCCCC(N=C(O)C(N=C(O)NC(C(=O)O[Si](C)(C)C)C(C)C)C(C)C)C(O)=N1	standard polar	2025-10-23	1756.89
Gas Chromatography	Syringolin B_TMS_5	CC(C)C1/C=C/C(O)=NCCCCC(N=C(O)C(N=C(O)NC(C(=O)O)C(C)C)C(C)C)C(O[Si](C)(C)C)=N1	standard polar	2025-10-23	2558.46
Gas Chromatography	Syringolin B_TMS_6	CC(C)C1/C=C/C(O)=NCCCCC(N=C(O)C(N=C(O)N(C(C(=O)O)C(C)C)[Si](C)(C)C)C(C)C)C(O)=N1	standard polar	2025-10-23	945.208
Gas Chromatography	Syringolin B_TMS_7	CC(C)C1/C=C/C(O[Si](C)(C)C)=NCCCCC(N=C(O[Si](C)(C)C)C(N=C(O)NC(C(=O)O)C(C)C)C(C)C)C(O)=N1	standard polar	2025-10-23	3104.62
Gas Chromatography	Syringolin B_TMS_8	CC(C)C1/C=C/C(O[Si](C)(C)C)=NCCCCC(N=C(O)C(N=C(NC(C(=O)O)C(C)C)O[Si](C)(C)C)C(C)C)C(O)=N1	standard polar	2025-10-23	2315.5
Gas Chromatography	Syringolin B_TMS_9	CC(C)C1/C=C/C(O[Si](C)(C)C)=NCCCCC(N=C(O)C(N=C(O)NC(C(=O)O[Si](C)(C)C)C(C)C)C(C)C)C(O)=N1	standard polar	2025-10-23	2438.94
Gas Chromatography	Syringolin B_TMS_10	CC(C)C1/C=C/C(O[Si](C)(C)C)=NCCCCC(N=C(O)C(N=C(O)NC(C(=O)O)C(C)C)C(C)C)C(O[Si](C)(C)C)=N1	standard polar	2025-10-23	1588.2
Gas Chromatography	Syringolin B_TMS_11	CC(C)C1/C=C/C(O[Si](C)(C)C)=NCCCCC(N=C(O)C(N=C(O)N(C(C(=O)O)C(C)C)[Si](C)(C)C)C(C)C)C(O)=N1	standard polar	2025-10-23	1984.0
Gas Chromatography	Syringolin B_TMS_12	CC(C)C1/C=C/C(O)=NCCCCC(N=C(O[Si](C)(C)C)C(N=C(NC(C(=O)O)C(C)C)O[Si](C)(C)C)C(C)C)C(O)=N1	standard polar	2025-10-23	2581.73
Gas Chromatography	Syringolin B_TMS_13	CC(C)C1/C=C/C(O)=NCCCCC(N=C(O[Si](C)(C)C)C(N=C(O)NC(C(=O)O[Si](C)(C)C)C(C)C)C(C)C)C(O)=N1	standard polar	2025-10-23	2364.88
Gas Chromatography	Syringolin B_TMS_14	CC(C)C1/C=C/C(O)=NCCCCC(N=C(O[Si](C)(C)C)C(N=C(O)NC(C(=O)O)C(C)C)C(C)C)C(O[Si](C)(C)C)=N1	standard polar	2025-10-23	2707.71
Gas Chromatography	Syringolin B_TMS_15	CC(C)C1/C=C/C(O)=NCCCCC(N=C(O[Si](C)(C)C)C(N=C(O)N(C(C(=O)O)C(C)C)[Si](C)(C)C)C(C)C)C(O)=N1	standard polar	2025-10-23	1377.91
Gas Chromatography	Syringolin B_TMS_16	CC(C)C1/C=C/C(O)=NCCCCC(N=C(O)C(N=C(NC(C(=O)O[Si](C)(C)C)C(C)C)O[Si](C)(C)C)C(C)C)C(O)=N1	standard polar	2025-10-23	2345.99
Gas Chromatography	Syringolin B_TMS_17	CC(C)C1/C=C/C(O)=NCCCCC(N=C(O)C(N=C(NC(C(=O)O)C(C)C)O[Si](C)(C)C)C(C)C)C(O[Si](C)(C)C)=N1	standard polar	2025-10-23	2867.53
Gas Chromatography	Syringolin B_TMS_18	CC(C)C1/C=C/C(O)=NCCCCC(N=C(O)C(N=C(O[Si](C)(C)C)N(C(C(=O)O)C(C)C)[Si](C)(C)C)C(C)C)C(O)=N1	standard polar	2025-10-23	2426.72
Gas Chromatography	Syringolin B_TMS_19	CC(C)C1/C=C/C(O)=NCCCCC(N=C(O)C(N=C(O)NC(C(=O)O[Si](C)(C)C)C(C)C)C(C)C)C(O[Si](C)(C)C)=N1	standard polar	2025-10-23	2928.55
Gas Chromatography	Syringolin B_TMS_20	CC(C)C1/C=C/C(O)=NCCCCC(N=C(O)C(N=C(O)N(C(C(=O)O[Si](C)(C)C)C(C)C)[Si](C)(C)C)C(C)C)C(O)=N1	standard polar	2025-10-23	3860.58
Gas Chromatography	Syringolin B_TMS_21	CC(C)C1/C=C/C(O)=NCCCCC(N=C(O)C(N=C(O)N(C(C(=O)O)C(C)C)[Si](C)(C)C)C(C)C)C(O[Si](C)(C)C)=N1	standard polar	2025-10-23	1546.69
Gas Chromatography	Syringolin B_TMS_22	CC(C)C1/C=C/C(O[Si](C)(C)C)=NCCCCC(N=C(O[Si](C)(C)C)C(N=C(NC(C(=O)O)C(C)C)O[Si](C)(C)C)C(C)C)C(O)=N1	standard polar	2025-10-23	3677.81
Gas Chromatography	Syringolin B_TMS_23	CC(C)C1/C=C/C(O[Si](C)(C)C)=NCCCCC(N=C(O[Si](C)(C)C)C(N=C(O)NC(C(=O)O[Si](C)(C)C)C(C)C)C(C)C)C(O)=N1	standard polar	2025-10-23	2130.02
Gas Chromatography	Syringolin B_TMS_24	CC(C)C1/C=C/C(O[Si](C)(C)C)=NCCCCC(N=C(O[Si](C)(C)C)C(N=C(O)NC(C(=O)O)C(C)C)C(C)C)C(O[Si](C)(C)C)=N1	standard polar	2025-10-23	2674.69
Gas Chromatography	Syringolin B_TMS_25	CC(C)C1/C=C/C(O[Si](C)(C)C)=NCCCCC(N=C(O[Si](C)(C)C)C(N=C(O)N(C(C(=O)O)C(C)C)[Si](C)(C)C)C(C)C)C(O)=N1	standard polar	2025-10-23	1873.54
Gas Chromatography	Syringolin B_TMS_26	CC(C)C1/C=C/C(O[Si](C)(C)C)=NCCCCC(N=C(O)C(N=C(NC(C(=O)O[Si](C)(C)C)C(C)C)O[Si](C)(C)C)C(C)C)C(O)=N1	standard polar	2025-10-23	2038.94
Gas Chromatography	Syringolin B_TMS_27	CC(C)C1/C=C/C(O[Si](C)(C)C)=NCCCCC(N=C(O)C(N=C(NC(C(=O)O)C(C)C)O[Si](C)(C)C)C(C)C)C(O[Si](C)(C)C)=N1	standard polar	2025-10-23	2151.14
Gas Chromatography	Syringolin B_TMS_28	CC(C)C1/C=C/C(O[Si](C)(C)C)=NCCCCC(N=C(O)C(N=C(O[Si](C)(C)C)N(C(C(=O)O)C(C)C)[Si](C)(C)C)C(C)C)C(O)=N1	standard polar	2025-10-23	1451.47
Gas Chromatography	Syringolin B_TMS_29	CC(C)C1/C=C/C(O[Si](C)(C)C)=NCCCCC(N=C(O)C(N=C(O)NC(C(=O)O[Si](C)(C)C)C(C)C)C(C)C)C(O[Si](C)(C)C)=N1	standard polar	2025-10-23	2284.14
Gas Chromatography	Syringolin B_TMS_30	CC(C)C1/C=C/C(O[Si](C)(C)C)=NCCCCC(N=C(O)C(N=C(O)N(C(C(=O)O[Si](C)(C)C)C(C)C)[Si](C)(C)C)C(C)C)C(O)=N1	standard polar	2025-10-23	1754.61
Gas Chromatography	Syringolin B_TMS_31	CC(C)C1/C=C/C(O[Si](C)(C)C)=NCCCCC(N=C(O)C(N=C(O)N(C(C(=O)O)C(C)C)[Si](C)(C)C)C(C)C)C(O[Si](C)(C)C)=N1	standard polar	2025-10-23	1799.96
Gas Chromatography	Syringolin B_TMS_32	CC(C)C1/C=C/C(O)=NCCCCC(N=C(O[Si](C)(C)C)C(N=C(NC(C(=O)O[Si](C)(C)C)C(C)C)O[Si](C)(C)C)C(C)C)C(O)=N1	standard polar	2025-10-23	1513.12
Gas Chromatography	Syringolin B_TMS_33	CC(C)C1/C=C/C(O)=NCCCCC(N=C(O[Si](C)(C)C)C(N=C(NC(C(=O)O)C(C)C)O[Si](C)(C)C)C(C)C)C(O[Si](C)(C)C)=N1	standard polar	2025-10-23	1726.28
Gas Chromatography	Syringolin B_TMS_34	CC(C)C1/C=C/C(O)=NCCCCC(N=C(O[Si](C)(C)C)C(N=C(O[Si](C)(C)C)N(C(C(=O)O)C(C)C)[Si](C)(C)C)C(C)C)C(O)=N1	standard polar	2025-10-23	1222.35
Gas Chromatography	Syringolin B_TMS_35	CC(C)C1/C=C/C(O)=NCCCCC(N=C(O[Si](C)(C)C)C(N=C(O)NC(C(=O)O[Si](C)(C)C)C(C)C)C(C)C)C(O[Si](C)(C)C)=N1	standard polar	2025-10-23	1410.72
Gas Chromatography	Syringolin B_TMS_36	CC(C)C1/C=C/C(O)=NCCCCC(N=C(O[Si](C)(C)C)C(N=C(O)N(C(C(=O)O[Si](C)(C)C)C(C)C)[Si](C)(C)C)C(C)C)C(O)=N1	standard polar	2025-10-23	2611.81
Gas Chromatography	Syringolin B_TMS_37	CC(C)C1/C=C/C(O)=NCCCCC(N=C(O[Si](C)(C)C)C(N=C(O)N(C(C(=O)O)C(C)C)[Si](C)(C)C)C(C)C)C(O[Si](C)(C)C)=N1	standard polar	2025-10-23	2770.64
Gas Chromatography	Syringolin B_TMS_38	CC(C)C1/C=C/C(O)=NCCCCC(N=C(O)C(N=C(NC(C(=O)O[Si](C)(C)C)C(C)C)O[Si](C)(C)C)C(C)C)C(O[Si](C)(C)C)=N1	standard polar	2025-10-23	2116.99
Gas Chromatography	Syringolin B_TMS_39	CC(C)C1/C=C/C(O)=NCCCCC(N=C(O)C(N=C(O[Si](C)(C)C)N(C(C(=O)O[Si](C)(C)C)C(C)C)[Si](C)(C)C)C(C)C)C(O)=N1	standard polar	2025-10-23	1521.16
Gas Chromatography	Syringolin B_TMS_40	CC(C)C1/C=C/C(O)=NCCCCC(N=C(O)C(N=C(O[Si](C)(C)C)N(C(C(=O)O)C(C)C)[Si](C)(C)C)C(C)C)C(O[Si](C)(C)C)=N1	standard polar	2025-10-23	2410.37
Gas Chromatography	Syringolin B_TMS_41	CC(C)C1/C=C/C(O)=NCCCCC(N=C(O)C(N=C(O)N(C(C(=O)O[Si](C)(C)C)C(C)C)[Si](C)(C)C)C(C)C)C(O[Si](C)(C)C)=N1	standard polar	2025-10-23	2378.35
Gas Chromatography	Syringolin B_TMS_42	CC(C)C1/C=C/C(O[Si](C)(C)C)=NCCCCC(N=C(O[Si](C)(C)C)C(N=C(NC(C(=O)O[Si](C)(C)C)C(C)C)O[Si](C)(C)C)C(C)C)C(O)=N1	standard polar	2025-10-23	2259.82
Gas Chromatography	Syringolin B_TMS_43	CC(C)C1/C=C/C(O[Si](C)(C)C)=NCCCCC(N=C(O[Si](C)(C)C)C(N=C(NC(C(=O)O)C(C)C)O[Si](C)(C)C)C(C)C)C(O[Si](C)(C)C)=N1	standard polar	2025-10-23	915.207
Gas Chromatography	Syringolin B_TMS_44	CC(C)C1/C=C/C(O[Si](C)(C)C)=NCCCCC(N=C(O[Si](C)(C)C)C(N=C(O[Si](C)(C)C)N(C(C(=O)O)C(C)C)[Si](C)(C)C)C(C)C)C(O)=N1	standard polar	2025-10-23	1814.74
Gas Chromatography	Syringolin B_TMS_45	CC(C)C1/C=C/C(O[Si](C)(C)C)=NCCCCC(N=C(O[Si](C)(C)C)C(N=C(O)NC(C(=O)O[Si](C)(C)C)C(C)C)C(C)C)C(O[Si](C)(C)C)=N1	standard polar	2025-10-23	2910.16
Gas Chromatography	Syringolin B_TMS_46	CC(C)C1/C=C/C(O[Si](C)(C)C)=NCCCCC(N=C(O[Si](C)(C)C)C(N=C(O)N(C(C(=O)O[Si](C)(C)C)C(C)C)[Si](C)(C)C)C(C)C)C(O)=N1	standard polar	2025-10-23	2823.79
Gas Chromatography	Syringolin B_TMS_47	CC(C)C1/C=C/C(O[Si](C)(C)C)=NCCCCC(N=C(O[Si](C)(C)C)C(N=C(O)N(C(C(=O)O)C(C)C)[Si](C)(C)C)C(C)C)C(O[Si](C)(C)C)=N1	standard polar	2025-10-23	1771.69
Gas Chromatography	Syringolin B_TMS_48	CC(C)C1/C=C/C(O[Si](C)(C)C)=NCCCCC(N=C(O)C(N=C(NC(C(=O)O[Si](C)(C)C)C(C)C)O[Si](C)(C)C)C(C)C)C(O[Si](C)(C)C)=N1	standard polar	2025-10-23	2321.82
Gas Chromatography	Syringolin B_TMS_49	CC(C)C1/C=C/C(O[Si](C)(C)C)=NCCCCC(N=C(O)C(N=C(O[Si](C)(C)C)N(C(C(=O)O[Si](C)(C)C)C(C)C)[Si](C)(C)C)C(C)C)C(O)=N1	standard polar	2025-10-23	907.416
Gas Chromatography	Syringolin B_TMS_50	CC(C)C1/C=C/C(O[Si](C)(C)C)=NCCCCC(N=C(O)C(N=C(O[Si](C)(C)C)N(C(C(=O)O)C(C)C)[Si](C)(C)C)C(C)C)C(O[Si](C)(C)C)=N1	standard polar	2025-10-23	1945.67
Gas Chromatography	Syringolin B_TMS_51	CC(C)C1/C=C/C(O[Si](C)(C)C)=NCCCCC(N=C(O)C(N=C(O)N(C(C(=O)O[Si](C)(C)C)C(C)C)[Si](C)(C)C)C(C)C)C(O[Si](C)(C)C)=N1	standard polar	2025-10-23	2383.41
Gas Chromatography	Syringolin B_TMS_52	CC(C)C1/C=C/C(O)=NCCCCC(N=C(O[Si](C)(C)C)C(N=C(NC(C(=O)O[Si](C)(C)C)C(C)C)O[Si](C)(C)C)C(C)C)C(O[Si](C)(C)C)=N1	standard polar	2025-10-23	1915.91
Gas Chromatography	Syringolin B_TMS_53	CC(C)C1/C=C/C(O)=NCCCCC(N=C(O[Si](C)(C)C)C(N=C(O[Si](C)(C)C)N(C(C(=O)O[Si](C)(C)C)C(C)C)[Si](C)(C)C)C(C)C)C(O)=N1	standard polar	2025-10-23	1133.4
Gas Chromatography	Syringolin B_TMS_54	CC(C)C1/C=C/C(O)=NCCCCC(N=C(O[Si](C)(C)C)C(N=C(O[Si](C)(C)C)N(C(C(=O)O)C(C)C)[Si](C)(C)C)C(C)C)C(O[Si](C)(C)C)=N1	standard polar	2025-10-23	1721.94
Gas Chromatography	Syringolin B_TMS_55	CC(C)C1/C=C/C(O)=NCCCCC(N=C(O[Si](C)(C)C)C(N=C(O)N(C(C(=O)O[Si](C)(C)C)C(C)C)[Si](C)(C)C)C(C)C)C(O[Si](C)(C)C)=N1	standard polar	2025-10-23	2453.28
Gas Chromatography	Syringolin B_TMS_56	CC(C)C1/C=C/C(O)=NCCCCC(N=C(O)C(N=C(O[Si](C)(C)C)N(C(C(=O)O[Si](C)(C)C)C(C)C)[Si](C)(C)C)C(C)C)C(O[Si](C)(C)C)=N1	standard polar	2025-10-23	1586.82
Gas Chromatography	Syringolin B_TMS_57	CC(C)C1/C=C/C(O[Si](C)(C)C)=NCCCCC(N=C(O[Si](C)(C)C)C(N=C(NC(C(=O)O[Si](C)(C)C)C(C)C)O[Si](C)(C)C)C(C)C)C(O[Si](C)(C)C)=N1	standard polar	2025-10-23	3014.85
Gas Chromatography	Syringolin B_TMS_58	CC(C)C1/C=C/C(O[Si](C)(C)C)=NCCCCC(N=C(O[Si](C)(C)C)C(N=C(O[Si](C)(C)C)N(C(C(=O)O[Si](C)(C)C)C(C)C)[Si](C)(C)C)C(C)C)C(O)=N1	standard polar	2025-10-23	2104.37
Gas Chromatography	Syringolin B_TMS_59	CC(C)C1/C=C/C(O[Si](C)(C)C)=NCCCCC(N=C(O[Si](C)(C)C)C(N=C(O[Si](C)(C)C)N(C(C(=O)O)C(C)C)[Si](C)(C)C)C(C)C)C(O[Si](C)(C)C)=N1	standard polar	2025-10-23	4464.84
Gas Chromatography	Syringolin B_TMS_60	CC(C)C1/C=C/C(O[Si](C)(C)C)=NCCCCC(N=C(O[Si](C)(C)C)C(N=C(O)N(C(C(=O)O[Si](C)(C)C)C(C)C)[Si](C)(C)C)C(C)C)C(O[Si](C)(C)C)=N1	standard polar	2025-10-23	2013.63
Gas Chromatography	Syringolin B_TMS_61	CC(C)C1/C=C/C(O[Si](C)(C)C)=NCCCCC(N=C(O)C(N=C(O[Si](C)(C)C)N(C(C(=O)O[Si](C)(C)C)C(C)C)[Si](C)(C)C)C(C)C)C(O[Si](C)(C)C)=N1	standard polar	2025-10-23	2360.68
Gas Chromatography	Syringolin B_TMS_62	CC(C)C1/C=C/C(O)=NCCCCC(N=C(O[Si](C)(C)C)C(N=C(O[Si](C)(C)C)N(C(C(=O)O[Si](C)(C)C)C(C)C)[Si](C)(C)C)C(C)C)C(O[Si](C)(C)C)=N1	standard polar	2025-10-23	1937.08

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	Proteobacteria	1		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

78444410

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139588443

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 Syringolin B (MMDBc0019234)

MOL for #<Metabolite:0x00007fc93c021428>

3D MOL for #<Metabolite:0x00007fc93c021428>

3D SDF for #<Metabolite:0x00007fc93c021428>

3D-SDF for #<Metabolite:0x00007fc93c021428>

PDB for #<Metabolite:0x00007fc93c021428>

3D PDB for #<Metabolite:0x00007fc93c021428>

SMILES for #<Metabolite:0x00007fc93c021428>

INCHI for #<Metabolite:0x00007fc93c021428>

Structure for #<Metabolite:0x00007fc93c021428>

3D Structure for #<Metabolite:0x00007fc93c021428>