MiMeDB: Showing metabocard for Bafilomycin B1 (MMDBc0002949)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-05-14 21:07:47 UTC

Update Date

2025-10-07 16:04:39 UTC

Metabolite ID

MMDBc0002949

Metabolite Identification

Common Name

Bafilomycin B1

Description

Bafilomycin B1 is a plecomacrolide antibiotic belonging to the class of V-ATPase inhibitors. This compound has garnered attention in both chemistry and biology due to its significant role in modulating cellular processes. Bafilomycin B1 is produced by certain microorganisms and is known for its ability to inhibit vacuolar ATPases (V-ATPases), which are crucial for various cellular functions, including ion transport and pH regulation. In studies involving type 2 diabetic rats, bafilomycin B1 demonstrated a reduction in renal V-ATPase activity, leading to decreased urinary ammonium excretion and altered insulin secretion dynamics (PMID:32382157 ). Furthermore, it has been shown to enhance the efficacy of azole antifungal agents against Candida species, indicating its potential therapeutic applications (PMID:30673768 ). The compound also plays a role in the degradation of phosphorylated tau proteins in neuronal cells, highlighting its relevance in neurobiology (PMID:30010136 ). Overall, bafilomycin B1 serves as a valuable tool in both biochemical research and potential therapeutic interventions, particularly in metabolic and neurodegenerative disorders.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305142123072D          

 65 67  0  0  0  0            999 V2000
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M  END


  Mrv1652305142123072D          

 65 67  0  0  0  0            999 V2000
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M  END
> <DATABASE_ID>
MMDBc0002949

> <DATABASE_NAME>
MIME

> <SMILES>
[H]\C(=C(\[H])C(O)=NC1=C(O)CCC1=O)C(=O)OC1CC(O)(OC(C(C)C)C1C)C(C)C(O)C(C)C1OC(=O)\C(OC)=C(/[H])\C(\C)=C([H])\C(C)C(O)C(C)C\C(C)=C(/[H])\C(\[H])=C([H])\C1OC

> <INCHI_IDENTIFIER>
InChI=1S/C44H65NO13/c1-23(2)41-28(7)35(56-37(49)18-17-36(48)45-38-31(46)15-16-32(38)47)22-44(53,58-41)30(9)40(51)29(8)42-33(54-10)14-12-13-24(3)19-26(5)39(50)27(6)20-25(4)21-34(55-11)43(52)57-42/h12-14,17-18,20-21,23,26-30,33,35,39-42,46,50-51,53H,15-16,19,22H2,1-11H3,(H,45,48)/b14-12+,18-17+,24-13+,25-20+,34-21-

> <INCHI_KEY>
KFUFLYSBMNNJTF-UNPKUBMASA-N

> <FORMULA>
C44H65NO13

> <MOLECULAR_WEIGHT>
815.998

> <EXACT_MASS>
815.445591157

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
123

> <JCHEM_AVERAGE_POLARIZABILITY>
89.05017026635858

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E)-4-[(2-hydroxy-2-{3-hydroxy-4-[(4E,6E,12E,14Z)-10-hydroxy-3,15-dimethoxy-7,9,11,13-tetramethyl-16-oxo-1-oxacyclohexadeca-4,6,12,14-tetraen-2-yl]pentan-2-yl}-5-methyl-6-(propan-2-yl)oxan-4-yl)oxy]-N-(2-hydroxy-5-oxocyclopent-1-en-1-yl)-4-oxobut-2-enimidic acid

> <ALOGPS_LOGP>
4.26

> <JCHEM_LOGP>
5.859065632

> <ALOGPS_LOGS>
-5.21

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.240429703210797

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.785502979871432

> <JCHEM_PKA_STRONGEST_BASIC>
0.5739661752027745

> <JCHEM_POLAR_SURFACE_AREA>
210.86999999999995

> <JCHEM_REFRACTIVITY>
223.37570000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.99e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-4-[(2-hydroxy-2-{3-hydroxy-4-[(4E,6E,12E,14Z)-10-hydroxy-3,15-dimethoxy-7,9,11,13-tetramethyl-16-oxo-1-oxacyclohexadeca-4,6,12,14-tetraen-2-yl]pentan-2-yl}-6-isopropyl-5-methyloxan-4-yl)oxy]-N-(2-hydroxy-5-oxocyclopent-1-en-1-yl)-4-oxobut-2-enimidic 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       1.013   9.301   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.622   9.856   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.958  -3.963   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.012  -1.333   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.142  -6.998   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.728  -3.689   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.407   7.874   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.311   0.579   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.973   2.309   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.945  -1.836   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.432  -0.868   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.528  -3.870   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.011  -5.333   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.523  -2.704   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      14.242  -0.013   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      14.717   1.451   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.976   3.909   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.656   5.416   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.922  -6.140   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.358  -1.742   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.870   0.888   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.438   4.306   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.477   8.826   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.546  -5.447   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       7.353  -0.575   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.384  -5.658   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       8.244  -3.277   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.262   6.843   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.117   1.155   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       1.759   3.257   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      12.702  -0.013   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      13.472   2.356   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       0.637  -1.168   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       5.335   1.002   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       4.582   5.337   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      10.441   3.433   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       7.191   5.892   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      12.226   1.451   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       7.551  -4.653   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       0.331   2.680   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       2.798   7.319   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       1.330   0.207   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       3.959   1.695   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0       1.973   4.782   0.000  0.00  0.00           C+0
HETATM   45  N   UNK     0      10.761   1.927   0.000  0.00  0.00           N+0
HETATM   46  O   UNK     0      11.796  -1.259   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0      13.472   3.896   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0      11.585   4.464   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0       6.871   7.398   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0       8.764  -5.601   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      -0.882   3.629   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0       4.074   3.231   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0       0.434   4.729   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0      -0.847  -0.756   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0       4.923  -0.482   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0       6.047   4.861   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0       2.497   1.213   0.000  0.00  0.00           O+0
HETATM   58  O   UNK     0       1.653   6.289   0.000  0.00  0.00           O+0
HETATM   59  H   UNK     0       2.869  -3.112   0.000  0.00  0.00           H+0
HETATM   60  H   UNK     0       1.062  -6.546   0.000  0.00  0.00           H+0
HETATM   61  H   UNK     0      -0.940  -3.186   0.000  0.00  0.00           H+0
HETATM   62  H   UNK     0       7.832   2.879   0.000  0.00  0.00           H+0
HETATM   63  H   UNK     0       9.801   6.446   0.000  0.00  0.00           H+0
HETATM   64  H   UNK     0       9.821  -1.259   0.000  0.00  0.00           H+0
HETATM   65  H   UNK     0       7.819   2.101   0.000  0.00  0.00           H+0
CONECT    1   23                                                            
CONECT    2   23                                                            
CONECT    3   24                                                            
CONECT    4   25                                                            
CONECT    5   26                                                            
CONECT    6   27                                                            
CONECT    7   28                                                            
CONECT    8   29                                                            
CONECT    9   30                                                            
CONECT   10   54                                                            
CONECT   11   55                                                            
CONECT   12   13   14   59                                                  
CONECT   13   12   24   60                                                  
CONECT   14   12   33   61                                                  
CONECT   15   16   31                                                       
CONECT   16   15   32                                                       
CONECT   17   18   36   62                                                  
CONECT   18   17   37   63                                                  
CONECT   19   24   26                                                       
CONECT   20   25   27   64                                                  
CONECT   21   25   34   65                                                  
CONECT   22   35   44                                                       
CONECT   23    1    2   41                                                  
CONECT   24    3   13   19                                                  
CONECT   25    4   20   21                                                  
CONECT   26    5   19   39                                                  
CONECT   27    6   20   39                                                  
CONECT   28    7   35   41                                                  
CONECT   29    8   40   42                                                  
CONECT   30    9   40   44                                                  
CONECT   31   15   38   46                                                  
CONECT   32   16   38   47                                                  
CONECT   33   14   42   54                                                  
CONECT   34   21   43   55                                                  
CONECT   35   22   28   56                                                  
CONECT   36   17   45   48                                                  
CONECT   37   18   49   56                                                  
CONECT   38   31   32   45                                                  
CONECT   39   26   27   50                                                  
CONECT   40   29   30   51                                                  
CONECT   41   23   28   58                                                  
CONECT   42   29   33   57                                                  
CONECT   43   34   52   57                                                  
CONECT   44   22   30   53   58                                             
CONECT   45   36   38                                                       
CONECT   46   31                                                            
CONECT   47   32                                                            
CONECT   48   36                                                            
CONECT   49   37                                                            
CONECT   50   39                                                            
CONECT   51   40                                                            
CONECT   52   43                                                            
CONECT   53   44                                                            
CONECT   54   10   33                                                       
CONECT   55   11   34                                                       
CONECT   56   35   37                                                       
CONECT   57   42   43                                                       
CONECT   58   41   44                                                       
CONECT   59   12                                                            
CONECT   60   13                                                            
CONECT   61   14                                                            
CONECT   62   17                                                            
CONECT   63   18                                                            
CONECT   64   20                                                            
CONECT   65   21                                                            
MASTER        0    0    0    0    0    0    0    0   65    0  134    0
END

Synonyms

Value	Source
Bafilomycin-b1	MeSH

Molecular Formula

C₄₄H₆₅NO₁₃

Average Mass

815.998

Monoisotopic Mass

815.445591157

IUPAC Name

(2E)-4-[(2-hydroxy-2-{3-hydroxy-4-[(4E,6E,12E,14Z)-10-hydroxy-3,15-dimethoxy-7,9,11,13-tetramethyl-16-oxo-1-oxacyclohexadeca-4,6,12,14-tetraen-2-yl]pentan-2-yl}-5-methyl-6-(propan-2-yl)oxan-4-yl)oxy]-N-(2-hydroxy-5-oxocyclopent-1-en-1-yl)-4-oxobut-2-enimidic acid

Traditional Name

(2E)-4-[(2-hydroxy-2-{3-hydroxy-4-[(4E,6E,12E,14Z)-10-hydroxy-3,15-dimethoxy-7,9,11,13-tetramethyl-16-oxo-1-oxacyclohexadeca-4,6,12,14-tetraen-2-yl]pentan-2-yl}-6-isopropyl-5-methyloxan-4-yl)oxy]-N-(2-hydroxy-5-oxocyclopent-1-en-1-yl)-4-oxobut-2-enimidic acid

CAS Registry Number

Not Available

SMILES

[H]\C(=C(\[H])C(O)=NC1=C(O)CCC1=O)C(=O)OC1CC(O)(OC(C(C)C)C1C)C(C)C(O)C(C)C1OC(=O)\C(OC)=C(/[H])\C(\C)=C([H])\C(C)C(O)C(C)C\C(C)=C(/[H])\C(\[H])=C([H])\C1OC

InChI Identifier

InChI=1S/C44H65NO13/c1-23(2)41-28(7)35(56-37(49)18-17-36(48)45-38-31(46)15-16-32(38)47)22-44(53,58-41)30(9)40(51)29(8)42-33(54-10)14-12-13-24(3)19-26(5)39(50)27(6)20-25(4)21-34(55-11)43(52)57-42/h12-14,17-18,20-21,23,26-30,33,35,39-42,46,50-51,53H,15-16,19,22H2,1-11H3,(H,45,48)/b14-12+,18-17+,24-13+,25-20+,34-21-

InChI Key

KFUFLYSBMNNJTF-UNPKUBMASA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as macrolides and analogues. These are organic compounds containing a lactone ring of at least twelve members.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Macrolides and analogues

Sub Class

Not Available

Direct Parent

Macrolides and analogues

Alternative Parents

Substituents

Macrolide
Fatty acid ester
Dicarboxylic acid or derivatives
Oxane
Fatty acyl
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Vinylogous acid
Carboxylic acid ester
Hemiacetal
Ketone
Lactone
Secondary alcohol
Cyclic ketone
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboxylic acid derivative
Oxacycle
Dialkyl ether
Ether
Organoheterocyclic compound
Carboximidic acid
Carboximidic acid derivative
Carbonyl group
Organic oxygen compound
Hydrocarbon derivative
Alcohol
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Organic oxide
Organic nitrogen compound
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	0.005 g/L	ALOGPS
logP	4.26	ALOGPS
logP	5.86	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	4.79	ChemAxon
pKa (Strongest Basic)	0.57	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	210.87 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	223.38 m³·mol⁻¹	ChemAxon
Polarizability	89.05 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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	19.0
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (void)	2025-10-23	70.4
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-23	920.2
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	763.5
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-23	917.9
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-23	137.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	4827.6
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (void)	2025-10-23	104.8
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	411.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	665.6
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	101.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	129.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	232.4
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	9.8
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	98.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	128.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	583.9
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	2194.9
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	1657.7

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	Bafilomycin B1_TMS_1	CO/C1=C\C(C)=C\C(C)C(O)C(C)C/C(C)=C/C=C/C(OC)C(C(C)C(O)C(C)C2(O)CC(OC(=O)/C=C/C(=NC3=C(O)CCC3=O)O[Si](C)(C)C)C(C)C(C(C)C)O2)OC1=O	standard non polar	2025-10-23	1681.66
Gas Chromatography	Bafilomycin B1_TMS_2	CO/C1=C\C(C)=C\C(C)C(O)C(C)C/C(C)=C/C=C/C(OC)C(C(C)C(O)C(C)C2(O)CC(OC(=O)/C=C/C(O)=NC3=C(O[Si](C)(C)C)CCC3=O)C(C)C(C(C)C)O2)OC1=O	standard non polar	2025-10-23	2948.08
Gas Chromatography	Bafilomycin B1_TMS_3	CO/C1=C\C(C)=C\C(C)C(O)C(C)C/C(C)=C/C=C/C(OC)C(C(C)C(O)C(C)C2(O[Si](C)(C)C)CC(OC(=O)/C=C/C(O)=NC3=C(O)CCC3=O)C(C)C(C(C)C)O2)OC1=O	standard non polar	2025-10-23	2764.35
Gas Chromatography	Bafilomycin B1_TMS_4	CO/C1=C\C(C)=C\C(C)C(O)C(C)C/C(C)=C/C=C/C(OC)C(C(C)C(O[Si](C)(C)C)C(C)C2(O)CC(OC(=O)/C=C/C(O)=NC3=C(O)CCC3=O)C(C)C(C(C)C)O2)OC1=O	standard non polar	2025-10-23	2142.2
Gas Chromatography	Bafilomycin B1_TMS_5	CO/C1=C\C(C)=C\C(C)C(O[Si](C)(C)C)C(C)C/C(C)=C/C=C/C(OC)C(C(C)C(O)C(C)C2(O)CC(OC(=O)/C=C/C(O)=NC3=C(O)CCC3=O)C(C)C(C(C)C)O2)OC1=O	standard non polar	2025-10-23	2166.18
Gas Chromatography	Bafilomycin B1_TMS_6	CO/C1=C\C(C)=C\C(C)C(O)C(C)C/C(C)=C/C=C/C(OC)C(C(C)C(O)C(C)C2(O)CC(OC(=O)/C=C/C(O)=NC3=C(O)CC=C3O[Si](C)(C)C)C(C)C(C(C)C)O2)OC1=O	standard non polar	2025-10-23	3033.52
Gas Chromatography	Bafilomycin B1_TMS_1	CO/C1=C\C(C)=C\C(C)C(O)C(C)C/C(C)=C/C=C/C(OC)C(C(C)C(O)C(C)C2(O)CC(OC(=O)/C=C/C(=NC3=C(O)CCC3=O)O[Si](C)(C)C)C(C)C(C(C)C)O2)OC1=O	standard polar	2025-10-23	1110.38
Gas Chromatography	Bafilomycin B1_TMS_2	CO/C1=C\C(C)=C\C(C)C(O)C(C)C/C(C)=C/C=C/C(OC)C(C(C)C(O)C(C)C2(O)CC(OC(=O)/C=C/C(O)=NC3=C(O[Si](C)(C)C)CCC3=O)C(C)C(C(C)C)O2)OC1=O	standard polar	2025-10-23	1339.84
Gas Chromatography	Bafilomycin B1_TMS_3	CO/C1=C\C(C)=C\C(C)C(O)C(C)C/C(C)=C/C=C/C(OC)C(C(C)C(O)C(C)C2(O[Si](C)(C)C)CC(OC(=O)/C=C/C(O)=NC3=C(O)CCC3=O)C(C)C(C(C)C)O2)OC1=O	standard polar	2025-10-23	2193.37
Gas Chromatography	Bafilomycin B1_TMS_4	CO/C1=C\C(C)=C\C(C)C(O)C(C)C/C(C)=C/C=C/C(OC)C(C(C)C(O[Si](C)(C)C)C(C)C2(O)CC(OC(=O)/C=C/C(O)=NC3=C(O)CCC3=O)C(C)C(C(C)C)O2)OC1=O	standard polar	2025-10-23	2156.76
Gas Chromatography	Bafilomycin B1_TMS_5	CO/C1=C\C(C)=C\C(C)C(O[Si](C)(C)C)C(C)C/C(C)=C/C=C/C(OC)C(C(C)C(O)C(C)C2(O)CC(OC(=O)/C=C/C(O)=NC3=C(O)CCC3=O)C(C)C(C(C)C)O2)OC1=O	standard polar	2025-10-23	1322.69
Gas Chromatography	Bafilomycin B1_TMS_6	CO/C1=C\C(C)=C\C(C)C(O)C(C)C/C(C)=C/C=C/C(OC)C(C(C)C(O)C(C)C2(O)CC(OC(=O)/C=C/C(O)=NC3=C(O)CC=C3O[Si](C)(C)C)C(C)C(C(C)C)O2)OC1=O	standard polar	2025-10-23	2470.77

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	Actinobacteria	1		Metabolic reconstruction
Bacteria	Actinobacteria	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13375090

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 Bafilomycin B1 (MMDBc0002949)

MOL for #<Metabolite:0x00007f9ac1b65f18>

3D MOL for #<Metabolite:0x00007f9ac1b65f18>

3D SDF for #<Metabolite:0x00007f9ac1b65f18>

3D-SDF for #<Metabolite:0x00007f9ac1b65f18>

PDB for #<Metabolite:0x00007f9ac1b65f18>

3D PDB for #<Metabolite:0x00007f9ac1b65f18>

SMILES for #<Metabolite:0x00007f9ac1b65f18>

INCHI for #<Metabolite:0x00007f9ac1b65f18>

Structure for #<Metabolite:0x00007f9ac1b65f18>

3D Structure for #<Metabolite:0x00007f9ac1b65f18>