MiMeDB: Showing metabocard for Bacilysin (MMDBc0016064)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-05-15 06:47:20 UTC

Update Date

2025-10-07 16:06:30 UTC

Metabolite ID

MMDBc0016064

Metabolite Identification

Common Name

Bacilysin

Description

Bacilysin is a lipopeptide antibiotic belonging to the chemical class of cyclic peptides. Its chemical structure features a cyclic arrangement of amino acids, which contributes to its antimicrobial properties. Bacilysin is synthesized through a biosynthetic pathway involving gene clusters that encode for various enzymes responsible for the assembly of its peptide backbone and modification steps. Genomic analyses have identified bacilysin biosynthesis clusters in several Bacillus species, including Bacillus velezensis, which also produce other secondary metabolites such as surfactin and fengycin (PMID:40964052 ). Furthermore, studies have highlighted the presence of bacilysin among diverse secondary metabolite biosynthetic gene clusters, indicating its role in the complex metabolic networks of these bacteria (PMID:40941136 ). Liquid chromatography time of flight mass spectrometry (LC-TOF/MS) has confirmed the detection of bacilysin alongside other lipopeptides, showcasing its co-production with other antimicrobial compounds (PMID:40782405 ). The identification of bacilysin gene clusters in various strains underscores its significance in microbial ecology and potential applications in biocontrol (PMID:40767861 ). Additionally, bacilysin's antimicrobial properties are further supported by genome prediction analyses that reveal its biosynthetic potential (PMID:40718143 ).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152108472D          

 24 25  0  0  1  0            999 V2000
   -0.0000   -3.3000    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
    2.8579    1.6500    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
    2.1434    0.4125    0.0000 C   0  0  2  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    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    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   -3.3000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.8875    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   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -2.4750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164    2.3645    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  5  1  1  0  0  0  0
  6  2  1  0  0  0  0
  6  4  1  6  0  0  0
  7  4  1  0  0  0  0
  8  3  1  0  0  0  0
  9  6  1  0  0  0  0
 10  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11  5  1  0  0  0  0
 12  7  1  0  0  0  0
 13  5  1  0  0  0  0
 14  7  1  4  0  0  0
 14 11  2  0  0  0  0
 15  8  2  0  0  0  0
 16 11  1  0  0  0  0
 17 12  2  0  0  0  0
 18 12  1  0  0  0  0
 19  9  1  0  0  0  0
 19 10  1  0  0  0  0
 20  5  1  0  0  0  0
  6 21  1  1  0  0  0
 22  7  1  0  0  0  0
  9 23  1  6  0  0  0
 10 24  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0016064

> <DATABASE_NAME>
MIME

> <SMILES>
[H]C(C)(N)C(O)=NC([H])(C[C@@]1([H])CCC(=O)[C@]2([H])O[C@]12[H])C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C12H18N2O5/c1-5(13)11(16)14-7(12(17)18)4-6-2-3-8(15)10-9(6)19-10/h5-7,9-10H,2-4,13H2,1H3,(H,14,16)(H,17,18)/t5?,6-,7?,9-,10+/m1/s1

> <INCHI_KEY>
XFOUAXMJRHNTOP-PCPUDTNWSA-N

> <FORMULA>
C12H18N2O5

> <MOLECULAR_WEIGHT>
270.285

> <EXACT_MASS>
270.121571688

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
26.900465208712138

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(2-amino-1-hydroxypropylidene)amino]-3-[(1R,2R,6R)-5-oxo-7-oxabicyclo[4.1.0]heptan-2-yl]propanoic acid

> <ALOGPS_LOGP>
-2.03

> <JCHEM_LOGP>
-2.6138023800390013

> <ALOGPS_LOGS>
-1.92

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
4.069318649417562

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.2310832694917475

> <JCHEM_PKA_STRONGEST_BASIC>
9.36963994890116

> <JCHEM_POLAR_SURFACE_AREA>
125.51

> <JCHEM_REFRACTIVITY>
63.89880000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.23e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[(2-amino-1-hydroxypropylidene)amino]-3-[(1R,2R,6R)-5-oxo-7-oxabicyclo[4.1.0]heptan-2-yl]propanoic 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      -0.000  -6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335   3.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001   0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667  -1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667   3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334  -3.850   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  N   UNK     0       2.667  -6.160   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0       2.667  -3.080   0.000  0.00  0.00           N+0
HETATM   15  O   UNK     0       4.001   5.390   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -0.000  -1.540   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       1.334   0.770   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       1.334   2.310   0.000  0.00  0.00           O+0
HETATM   20  H   UNK     0      -0.000  -4.620   0.000  0.00  0.00           H+0
HETATM   21  H   UNK     0       2.667   0.000   0.000  0.00  0.00           H+0
HETATM   22  H   UNK     0       4.001  -2.310   0.000  0.00  0.00           H+0
HETATM   23  H   UNK     0       4.001   2.310   0.000  0.00  0.00           H+0
HETATM   24  H   UNK     0       1.897   4.414   0.000  0.00  0.00           H+0
CONECT    1    5                                                            
CONECT    2    3    6                                                       
CONECT    3    2    8                                                       
CONECT    4    6    7                                                       
CONECT    5    1   11   13   20                                             
CONECT    6    2    4    9   21                                             
CONECT    7    4   12   14   22                                             
CONECT    8    3   10   15                                                  
CONECT    9    6   10   19   23                                             
CONECT   10    8    9   19   24                                             
CONECT   11    5   14   16                                                  
CONECT   12    7   17   18                                                  
CONECT   13    5                                                            
CONECT   14    7   11                                                       
CONECT   15    8                                                            
CONECT   16   11                                                            
CONECT   17   12                                                            
CONECT   18   12                                                            
CONECT   19    9   10                                                       
CONECT   20    5                                                            
CONECT   21    6                                                            
CONECT   22    7                                                            
CONECT   23    9                                                            
CONECT   24   10                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   50    0
END

Synonyms

Value	Source
Ala-(2,3-epoxycyclohexanone-4)-ala	MeSH
Bacillin	MeSH
Tetaine	MeSH

Molecular Formula

C₁₂H₁₈N₂O₅

Average Mass

270.285

Monoisotopic Mass

270.121571688

IUPAC Name

2-[(2-amino-1-hydroxypropylidene)amino]-3-[(1R,2R,6R)-5-oxo-7-oxabicyclo[4.1.0]heptan-2-yl]propanoic acid

Traditional Name

2-[(2-amino-1-hydroxypropylidene)amino]-3-[(1R,2R,6R)-5-oxo-7-oxabicyclo[4.1.0]heptan-2-yl]propanoic acid

CAS Registry Number

Not Available

SMILES

[H]C(C)(N)C(O)=NC([H])(C[C@@]1([H])CCC(=O)[C@]2([H])O[C@]12[H])C(O)=O

InChI Identifier

InChI=1S/C12H18N2O5/c1-5(13)11(16)14-7(12(17)18)4-6-2-3-8(15)10-9(6)19-10/h5-7,9-10H,2-4,13H2,1H3,(H,14,16)(H,17,18)/t5?,6-,7?,9-,10+/m1/s1

InChI Key

XFOUAXMJRHNTOP-PCPUDTNWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Dipeptides

Alternative Parents

Substituents

Alpha-dipeptide
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Alanine or derivatives
Alpha-amino acid or derivatives
Carbocyclic fatty acid
Oxepane
Fatty acyl
Amino acid or derivatives
Amino acid
Carboxamide group
Ketone
Secondary carboxylic acid amide
Oxacycle
Carboxylic acid
Dialkyl ether
Oxirane
Ether
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Amine
Organic oxygen compound
Organic nitrogen compound
Organic oxide
Hydrocarbon derivative
Primary aliphatic amine
Carbonyl group
Primary amine
Organooxygen compound
Organonitrogen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	3.23 g/L	ALOGPS
logP	-2	ALOGPS
logP	-2.6	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	3.23	ChemAxon
pKa (Strongest Basic)	9.37	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	125.51 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	63.9 m³·mol⁻¹	ChemAxon
Polarizability	26.9 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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	464.8
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-23	312.0
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (void)	2025-10-23	153.3
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	275.5
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-23	273.2
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-23	215.4
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	806.8
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	708.2
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	334.3
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	154.2
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	434.6
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	161.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	77.0
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	307.3
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	488.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	65.3
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	198.1
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	734.0
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	616.5

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	Bacilysin_TMS_1	CC(N)C(=NC(C[C@H]1CCC(=O)[C@@H]2O[C@H]12)C(=O)O)O[Si](C)(C)C	standard non polar	2025-10-23	1964.88
Gas Chromatography	Bacilysin_TMS_2	CC(N)C(O)=NC(C[C@H]1CCC(=O)[C@@H]2O[C@H]12)C(=O)O[Si](C)(C)C	standard non polar	2025-10-23	2047.02
Gas Chromatography	Bacilysin_TMS_3	CC(N)C(O)=NC(C[C@H]1CCC(O[Si](C)(C)C)=C2O[C@@H]21)C(=O)O	standard non polar	2025-10-23	1575.58
Gas Chromatography	Bacilysin_TMS_4	CC(N)C(O)=NC(C[C@H]1CC=C(O[Si](C)(C)C)[C@@H]2O[C@H]12)C(=O)O	standard non polar	2025-10-23	2456.69
Gas Chromatography	Bacilysin_TMS_5	CC(N[Si](C)(C)C)C(O)=NC(C[C@H]1CCC(=O)[C@@H]2O[C@H]12)C(=O)O	standard non polar	2025-10-23	2074.42
Gas Chromatography	Bacilysin_TMS_6	CC(N)C(=NC(C[C@H]1CCC(=O)[C@@H]2O[C@H]12)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	1566.55
Gas Chromatography	Bacilysin_TMS_7	CC(N)C(=NC(C[C@H]1CCC(O[Si](C)(C)C)=C2O[C@@H]21)C(=O)O)O[Si](C)(C)C	standard non polar	2025-10-23	1883.15
Gas Chromatography	Bacilysin_TMS_8	CC(N)C(=NC(C[C@H]1CC=C(O[Si](C)(C)C)[C@@H]2O[C@H]12)C(=O)O)O[Si](C)(C)C	standard non polar	2025-10-23	2209.94
Gas Chromatography	Bacilysin_TMS_9	CC(N[Si](C)(C)C)C(=NC(C[C@H]1CCC(=O)[C@@H]2O[C@H]12)C(=O)O)O[Si](C)(C)C	standard non polar	2025-10-23	1753.82
Gas Chromatography	Bacilysin_TMS_10	CC(N)C(O)=NC(C[C@H]1CCC(O[Si](C)(C)C)=C2O[C@@H]21)C(=O)O[Si](C)(C)C	standard non polar	2025-10-23	1812.62
Gas Chromatography	Bacilysin_TMS_11	CC(N)C(O)=NC(C[C@H]1CC=C(O[Si](C)(C)C)[C@@H]2O[C@H]12)C(=O)O[Si](C)(C)C	standard non polar	2025-10-23	2411.82
Gas Chromatography	Bacilysin_TMS_12	CC(N[Si](C)(C)C)C(O)=NC(C[C@H]1CCC(=O)[C@@H]2O[C@H]12)C(=O)O[Si](C)(C)C	standard non polar	2025-10-23	1322.59
Gas Chromatography	Bacilysin_TMS_13	CC(N[Si](C)(C)C)C(O)=NC(C[C@H]1CCC(O[Si](C)(C)C)=C2O[C@@H]21)C(=O)O	standard non polar	2025-10-23	1984.59
Gas Chromatography	Bacilysin_TMS_14	CC(N[Si](C)(C)C)C(O)=NC(C[C@H]1CC=C(O[Si](C)(C)C)[C@@H]2O[C@H]12)C(=O)O	standard non polar	2025-10-23	2198.61
Gas Chromatography	Bacilysin_TMS_15	CC(C(O)=NC(C[C@H]1CCC(=O)[C@@H]2O[C@H]12)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-23	2356.09
Gas Chromatography	Bacilysin_TMS_16	CC(N)C(=NC(C[C@H]1CCC(O[Si](C)(C)C)=C2O[C@@H]21)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	1741.83
Gas Chromatography	Bacilysin_TMS_17	CC(N)C(=NC(C[C@H]1CC=C(O[Si](C)(C)C)[C@@H]2O[C@H]12)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	2584.96
Gas Chromatography	Bacilysin_TMS_18	CC(N[Si](C)(C)C)C(=NC(C[C@H]1CCC(=O)[C@@H]2O[C@H]12)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	2117.85
Gas Chromatography	Bacilysin_TMS_19	CC(N[Si](C)(C)C)C(=NC(C[C@H]1CCC(O[Si](C)(C)C)=C2O[C@@H]21)C(=O)O)O[Si](C)(C)C	standard non polar	2025-10-23	1732.34
Gas Chromatography	Bacilysin_TMS_20	CC(N[Si](C)(C)C)C(=NC(C[C@H]1CC=C(O[Si](C)(C)C)[C@@H]2O[C@H]12)C(=O)O)O[Si](C)(C)C	standard non polar	2025-10-23	2521.33
Gas Chromatography	Bacilysin_TMS_21	CC(C(=NC(C[C@H]1CCC(=O)[C@@H]2O[C@H]12)C(=O)O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-23	2160.31
Gas Chromatography	Bacilysin_TMS_22	CC(N[Si](C)(C)C)C(O)=NC(C[C@H]1CCC(O[Si](C)(C)C)=C2O[C@@H]21)C(=O)O[Si](C)(C)C	standard non polar	2025-10-23	2236.24
Gas Chromatography	Bacilysin_TMS_23	CC(N[Si](C)(C)C)C(O)=NC(C[C@H]1CC=C(O[Si](C)(C)C)[C@@H]2O[C@H]12)C(=O)O[Si](C)(C)C	standard non polar	2025-10-23	2016.49
Gas Chromatography	Bacilysin_TMS_24	CC(C(O)=NC(C[C@H]1CCC(=O)[C@@H]2O[C@H]12)C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-23	1840.52
Gas Chromatography	Bacilysin_TMS_25	CC(C(O)=NC(C[C@H]1CCC(O[Si](C)(C)C)=C2O[C@@H]21)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-23	1820.62
Gas Chromatography	Bacilysin_TMS_26	CC(C(O)=NC(C[C@H]1CC=C(O[Si](C)(C)C)[C@@H]2O[C@H]12)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-23	2025.33
Gas Chromatography	Bacilysin_TMS_27	CC(N[Si](C)(C)C)C(=NC(C[C@H]1CCC(O[Si](C)(C)C)=C2O[C@@H]21)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	1426.51
Gas Chromatography	Bacilysin_TMS_28	CC(N[Si](C)(C)C)C(=NC(C[C@H]1CC=C(O[Si](C)(C)C)[C@@H]2O[C@H]12)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-23	2097.05
Gas Chromatography	Bacilysin_TMS_29	CC(C(=NC(C[C@H]1CCC(=O)[C@@H]2O[C@H]12)C(=O)O[Si](C)(C)C)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-23	1995.65
Gas Chromatography	Bacilysin_TMS_30	CC(C(=NC(C[C@H]1CCC(O[Si](C)(C)C)=C2O[C@@H]21)C(=O)O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-23	3145.37
Gas Chromatography	Bacilysin_TMS_31	CC(C(=NC(C[C@H]1CC=C(O[Si](C)(C)C)[C@@H]2O[C@H]12)C(=O)O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-23	1956.26
Gas Chromatography	Bacilysin_TMS_32	CC(C(O)=NC(C[C@H]1CCC(O[Si](C)(C)C)=C2O[C@@H]21)C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-23	843.02
Gas Chromatography	Bacilysin_TMS_33	CC(C(O)=NC(C[C@H]1CC=C(O[Si](C)(C)C)[C@@H]2O[C@H]12)C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-23	2724.6
Gas Chromatography	Bacilysin_TMS_34	CC(C(=NC(C[C@H]1CCC(O[Si](C)(C)C)=C2O[C@@H]21)C(=O)O[Si](C)(C)C)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-23	2375.01
Gas Chromatography	Bacilysin_TMS_35	CC(C(=NC(C[C@H]1CC=C(O[Si](C)(C)C)[C@@H]2O[C@H]12)C(=O)O[Si](C)(C)C)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-23	1987.28
Gas Chromatography	Bacilysin_TMS_1	CC(N)C(=NC(C[C@H]1CCC(=O)[C@@H]2O[C@H]12)C(=O)O)O[Si](C)(C)C	standard polar	2025-10-23	1740.28
Gas Chromatography	Bacilysin_TMS_2	CC(N)C(O)=NC(C[C@H]1CCC(=O)[C@@H]2O[C@H]12)C(=O)O[Si](C)(C)C	standard polar	2025-10-23	1975.38
Gas Chromatography	Bacilysin_TMS_3	CC(N)C(O)=NC(C[C@H]1CCC(O[Si](C)(C)C)=C2O[C@@H]21)C(=O)O	standard polar	2025-10-23	2524.88
Gas Chromatography	Bacilysin_TMS_4	CC(N)C(O)=NC(C[C@H]1CC=C(O[Si](C)(C)C)[C@@H]2O[C@H]12)C(=O)O	standard polar	2025-10-23	2693.61
Gas Chromatography	Bacilysin_TMS_5	CC(N[Si](C)(C)C)C(O)=NC(C[C@H]1CCC(=O)[C@@H]2O[C@H]12)C(=O)O	standard polar	2025-10-23	2000.39
Gas Chromatography	Bacilysin_TMS_6	CC(N)C(=NC(C[C@H]1CCC(=O)[C@@H]2O[C@H]12)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-23	2116.97
Gas Chromatography	Bacilysin_TMS_7	CC(N)C(=NC(C[C@H]1CCC(O[Si](C)(C)C)=C2O[C@@H]21)C(=O)O)O[Si](C)(C)C	standard polar	2025-10-23	1489.15
Gas Chromatography	Bacilysin_TMS_8	CC(N)C(=NC(C[C@H]1CC=C(O[Si](C)(C)C)[C@@H]2O[C@H]12)C(=O)O)O[Si](C)(C)C	standard polar	2025-10-23	1860.16
Gas Chromatography	Bacilysin_TMS_9	CC(N[Si](C)(C)C)C(=NC(C[C@H]1CCC(=O)[C@@H]2O[C@H]12)C(=O)O)O[Si](C)(C)C	standard polar	2025-10-23	2202.35
Gas Chromatography	Bacilysin_TMS_10	CC(N)C(O)=NC(C[C@H]1CCC(O[Si](C)(C)C)=C2O[C@@H]21)C(=O)O[Si](C)(C)C	standard polar	2025-10-23	2988.7
Gas Chromatography	Bacilysin_TMS_11	CC(N)C(O)=NC(C[C@H]1CC=C(O[Si](C)(C)C)[C@@H]2O[C@H]12)C(=O)O[Si](C)(C)C	standard polar	2025-10-23	1086.71
Gas Chromatography	Bacilysin_TMS_12	CC(N[Si](C)(C)C)C(O)=NC(C[C@H]1CCC(=O)[C@@H]2O[C@H]12)C(=O)O[Si](C)(C)C	standard polar	2025-10-23	2159.84
Gas Chromatography	Bacilysin_TMS_13	CC(N[Si](C)(C)C)C(O)=NC(C[C@H]1CCC(O[Si](C)(C)C)=C2O[C@@H]21)C(=O)O	standard polar	2025-10-23	1941.53
Gas Chromatography	Bacilysin_TMS_14	CC(N[Si](C)(C)C)C(O)=NC(C[C@H]1CC=C(O[Si](C)(C)C)[C@@H]2O[C@H]12)C(=O)O	standard polar	2025-10-23	2869.87
Gas Chromatography	Bacilysin_TMS_15	CC(C(O)=NC(C[C@H]1CCC(=O)[C@@H]2O[C@H]12)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-23	1891.08
Gas Chromatography	Bacilysin_TMS_16	CC(N)C(=NC(C[C@H]1CCC(O[Si](C)(C)C)=C2O[C@@H]21)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-23	2379.98
Gas Chromatography	Bacilysin_TMS_17	CC(N)C(=NC(C[C@H]1CC=C(O[Si](C)(C)C)[C@@H]2O[C@H]12)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-23	3033.04
Gas Chromatography	Bacilysin_TMS_18	CC(N[Si](C)(C)C)C(=NC(C[C@H]1CCC(=O)[C@@H]2O[C@H]12)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-23	1927.33
Gas Chromatography	Bacilysin_TMS_19	CC(N[Si](C)(C)C)C(=NC(C[C@H]1CCC(O[Si](C)(C)C)=C2O[C@@H]21)C(=O)O)O[Si](C)(C)C	standard polar	2025-10-23	1847.81
Gas Chromatography	Bacilysin_TMS_20	CC(N[Si](C)(C)C)C(=NC(C[C@H]1CC=C(O[Si](C)(C)C)[C@@H]2O[C@H]12)C(=O)O)O[Si](C)(C)C	standard polar	2025-10-23	2179.87
Gas Chromatography	Bacilysin_TMS_21	CC(C(=NC(C[C@H]1CCC(=O)[C@@H]2O[C@H]12)C(=O)O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-23	2393.94
Gas Chromatography	Bacilysin_TMS_22	CC(N[Si](C)(C)C)C(O)=NC(C[C@H]1CCC(O[Si](C)(C)C)=C2O[C@@H]21)C(=O)O[Si](C)(C)C	standard polar	2025-10-23	2360.52
Gas Chromatography	Bacilysin_TMS_23	CC(N[Si](C)(C)C)C(O)=NC(C[C@H]1CC=C(O[Si](C)(C)C)[C@@H]2O[C@H]12)C(=O)O[Si](C)(C)C	standard polar	2025-10-23	2612.03
Gas Chromatography	Bacilysin_TMS_24	CC(C(O)=NC(C[C@H]1CCC(=O)[C@@H]2O[C@H]12)C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-23	2222.25
Gas Chromatography	Bacilysin_TMS_25	CC(C(O)=NC(C[C@H]1CCC(O[Si](C)(C)C)=C2O[C@@H]21)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-23	1484.7
Gas Chromatography	Bacilysin_TMS_26	CC(C(O)=NC(C[C@H]1CC=C(O[Si](C)(C)C)[C@@H]2O[C@H]12)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-23	1988.02
Gas Chromatography	Bacilysin_TMS_27	CC(N[Si](C)(C)C)C(=NC(C[C@H]1CCC(O[Si](C)(C)C)=C2O[C@@H]21)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-23	1635.21
Gas Chromatography	Bacilysin_TMS_28	CC(N[Si](C)(C)C)C(=NC(C[C@H]1CC=C(O[Si](C)(C)C)[C@@H]2O[C@H]12)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-23	2336.47
Gas Chromatography	Bacilysin_TMS_29	CC(C(=NC(C[C@H]1CCC(=O)[C@@H]2O[C@H]12)C(=O)O[Si](C)(C)C)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-23	2480.04
Gas Chromatography	Bacilysin_TMS_30	CC(C(=NC(C[C@H]1CCC(O[Si](C)(C)C)=C2O[C@@H]21)C(=O)O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-23	2604.57
Gas Chromatography	Bacilysin_TMS_31	CC(C(=NC(C[C@H]1CC=C(O[Si](C)(C)C)[C@@H]2O[C@H]12)C(=O)O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-23	1444.0
Gas Chromatography	Bacilysin_TMS_32	CC(C(O)=NC(C[C@H]1CCC(O[Si](C)(C)C)=C2O[C@@H]21)C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-23	1566.89
Gas Chromatography	Bacilysin_TMS_33	CC(C(O)=NC(C[C@H]1CC=C(O[Si](C)(C)C)[C@@H]2O[C@H]12)C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-23	2339.89
Gas Chromatography	Bacilysin_TMS_34	CC(C(=NC(C[C@H]1CCC(O[Si](C)(C)C)=C2O[C@@H]21)C(=O)O[Si](C)(C)C)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-23	3300.49
Gas Chromatography	Bacilysin_TMS_35	CC(C(=NC(C[C@H]1CC=C(O[Si](C)(C)C)[C@@H]2O[C@H]12)C(=O)O[Si](C)(C)C)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-23	2245.71

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	Firmicutes	1	Human feces; Human	Metabolic reconstruction
Bacteria/Eubacteria	Firmicutes	3	Human feces; 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

C00018024

Chemspider ID

8621244

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10445825

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for Bacilysin (MMDBc0016064)

MOL for #<Metabolite:0x00007f9ab8959c28>

3D MOL for #<Metabolite:0x00007f9ab8959c28>

3D SDF for #<Metabolite:0x00007f9ab8959c28>

3D-SDF for #<Metabolite:0x00007f9ab8959c28>

PDB for #<Metabolite:0x00007f9ab8959c28>

3D PDB for #<Metabolite:0x00007f9ab8959c28>

SMILES for #<Metabolite:0x00007f9ab8959c28>

INCHI for #<Metabolite:0x00007f9ab8959c28>

Structure for #<Metabolite:0x00007f9ab8959c28>

3D Structure for #<Metabolite:0x00007f9ab8959c28>