MiMeDB: Showing metabocard for Vulnibactin (MMDBc0007471)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-05-15 00:38:02 UTC

Update Date

2025-10-07 16:05:20 UTC

Metabolite ID

MMDBc0007471

Metabolite Identification

Common Name

Vulnibactin

Description

Vulnibactin is a catecholate siderophore, a chemical class of iron-chelating compounds that facilitate the uptake of ferric ions from the environment. This metabolite is produced by the pathogenic bacterium Vibrio vulnificus, specifically strain M2799, and plays a crucial role in iron acquisition, which is vital for bacterial virulence and survival. The biosynthesis and utilization of vulnibactin involve several key proteins, including the ferric-vulnibactin receptor protein (VuuA), the periplasmic binding protein (FatB), and the ferric-vulnibactin reductase (VuuB), which together form a sophisticated iron-utilization system (PMID:38825472 ). Additionally, the vulnibactin-export system is comprised of various components, including TolCV1 and RND proteins, which facilitate the secretion of vulnibactin into the extracellular environment (PMID:34940709 ). The ability of V. vulnificus to secrete vulnibactin underscores its pathogenic potential, as it effectively captures iron (III) ions necessary for its growth and virulence (PMID:32681432 ). Understanding the biochemical pathways and genetic regulation of vulnibactin can provide insights into the mechanisms of bacterial iron acquisition and potential therapeutic targets (PMID:40151886 ).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152102382D          

 49 53  0  0  0  0            999 V2000
    6.4071    0.6425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1889   -4.6725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0620    2.9307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1474   -4.0725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7264    3.6844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4829   -3.3188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5771    2.2632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3269   -4.1587    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
    8.9060    3.7706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9980   -2.6514    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
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1917    0.8974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8020   -4.1205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7566    2.3495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8420   -3.4913    0.0000 C   0  0  0  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
    8.4210    3.1032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1775   -2.7376    0.0000 C   0  0  0  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
    7.8592    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    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
    7.8592   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2717    1.6820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0215   -3.5775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5266    0.8974    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4694   -2.9644    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6006    3.1894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6926   -2.0702    0.0000 O   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   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4467    1.6820    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6090   -4.2920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  3  2  0  0  0  0
  6  4  2  0  0  0  0
 10  3  1  0  0  0  0
 11  4  1  0  0  0  0
 12  7  2  0  0  0  0
 13  5  1  0  0  0  0
 14  6  1  0  0  0  0
 15  7  1  0  0  0  0
 16  8  1  0  0  0  0
 17  9  1  0  0  0  0
 18  8  1  0  0  0  0
 19  9  1  0  0  0  0
 20  1  1  0  0  0  0
 21  2  1  0  0  0  0
 22 10  2  0  0  0  0
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 25 13  2  0  0  0  0
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 26 23  1  0  0  0  0
 27 15  2  0  0  0  0
 28 20  1  0  0  0  0
 29 21  1  0  0  0  0
 30 24  2  0  0  0  0
 30 27  1  0  0  0  0
 31 24  1  0  0  0  0
 32 28  1  0  0  0  0
 33 22  1  0  0  0  0
 34 23  1  0  0  0  0
 35 29  1  0  0  0  0
 36 16  1  4  0  0  0
 36 31  2  0  0  0  0
 37 17  1  4  0  0  0
 37 32  2  0  0  0  0
 38 28  1  0  0  0  0
 38 33  2  0  0  0  0
 39 29  1  0  0  0  0
 39 34  2  0  0  0  0
 40 18  1  0  0  0  0
 40 19  1  0  0  0  0
 40 35  1  0  0  0  0
 41 25  1  0  0  0  0
 42 26  1  0  0  0  0
 43 27  1  0  0  0  0
 44 30  1  0  0  0  0
 45 31  1  0  0  0  0
 46 32  1  0  0  0  0
 47 35  2  0  0  0  0
 48 20  1  0  0  0  0
 48 33  1  0  0  0  0
 49 21  1  0  0  0  0
 49 34  1  0  0  0  0
M  END


  Mrv1652305152102382D          

 49 53  0  0  0  0            999 V2000
    6.4071    0.6425    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1889   -4.6725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0620    2.9307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1474   -4.0725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7264    3.6844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4829   -3.3188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5771    2.2632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3269   -4.1587    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
    8.9060    3.7706    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9980   -2.6514    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
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1917    0.8974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8020   -4.1205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7566    2.3495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8420   -3.4913    0.0000 C   0  0  0  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
    8.4210    3.1032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1775   -2.7376    0.0000 C   0  0  0  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
    7.8592    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    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
    7.8592   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2717    1.6820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0215   -3.5775    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5266    0.8974    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4694   -2.9644    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6006    3.1894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6926   -2.0702    0.0000 O   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   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4467    1.6820    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6090   -4.2920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  3  2  0  0  0  0
  6  4  2  0  0  0  0
 10  3  1  0  0  0  0
 11  4  1  0  0  0  0
 12  7  2  0  0  0  0
 13  5  1  0  0  0  0
 14  6  1  0  0  0  0
 15  7  1  0  0  0  0
 16  8  1  0  0  0  0
 17  9  1  0  0  0  0
 18  8  1  0  0  0  0
 19  9  1  0  0  0  0
 20  1  1  0  0  0  0
 21  2  1  0  0  0  0
 22 10  2  0  0  0  0
 23 11  2  0  0  0  0
 24 12  1  0  0  0  0
 25 13  2  0  0  0  0
 25 22  1  0  0  0  0
 26 14  2  0  0  0  0
 26 23  1  0  0  0  0
 27 15  2  0  0  0  0
 28 20  1  0  0  0  0
 29 21  1  0  0  0  0
 30 24  2  0  0  0  0
 30 27  1  0  0  0  0
 31 24  1  0  0  0  0
 32 28  1  0  0  0  0
 33 22  1  0  0  0  0
 34 23  1  0  0  0  0
 35 29  1  0  0  0  0
 36 16  1  4  0  0  0
 36 31  2  0  0  0  0
 37 17  1  4  0  0  0
 37 32  2  0  0  0  0
 38 28  1  0  0  0  0
 38 33  2  0  0  0  0
 39 29  1  0  0  0  0
 39 34  2  0  0  0  0
 40 18  1  0  0  0  0
 40 19  1  0  0  0  0
 40 35  1  0  0  0  0
 41 25  1  0  0  0  0
 42 26  1  0  0  0  0
 43 27  1  0  0  0  0
 44 30  1  0  0  0  0
 45 31  1  0  0  0  0
 46 32  1  0  0  0  0
 47 35  2  0  0  0  0
 48 20  1  0  0  0  0
 48 33  1  0  0  0  0
 49 21  1  0  0  0  0
 49 34  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0007471

> <DATABASE_NAME>
MIME

> <SMILES>
CC1OC(=NC1C(O)=NCCCN(CCCN=C(O)C1=C(O)C(O)=CC=C1)C(=O)C1N=C(OC1C)C1=CC=CC=C1O)C1=CC=CC=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C35H39N5O9/c1-20-28(38-33(48-20)22-10-3-5-13-25(22)41)32(46)37-17-9-19-40(18-8-16-36-31(45)24-12-7-15-27(43)30(24)44)35(47)29-21(2)49-34(39-29)23-11-4-6-14-26(23)42/h3-7,10-15,20-21,28-29,41-44H,8-9,16-19H2,1-2H3,(H,36,45)(H,37,46)

> <INCHI_KEY>
CYQRDZPBFHTFJZ-UHFFFAOYSA-N

> <FORMULA>
C35H39N5O9

> <MOLECULAR_WEIGHT>
673.723

> <EXACT_MASS>
673.274777856

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
88

> <JCHEM_AVERAGE_POLARIZABILITY>
72.0223408799971

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,3-dihydroxy-N-(3-{N-[3-({hydroxy[2-(2-hydroxyphenyl)-5-methyl-4,5-dihydro-1,3-oxazol-4-yl]methylidene}amino)propyl]-1-[2-(2-hydroxyphenyl)-5-methyl-4,5-dihydro-1,3-oxazol-4-yl]formamido}propyl)benzene-1-carboximidic acid

> <ALOGPS_LOGP>
3.73

> <JCHEM_LOGP>
3.41277557153083

> <ALOGPS_LOGS>
-4.36

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
7.3286496126763785

> <JCHEM_PKA_STRONGEST_ACIDIC>
-4.921701988468411

> <JCHEM_PKA_STRONGEST_BASIC>
11.584950775703307

> <JCHEM_POLAR_SURFACE_AREA>
209.58999999999995

> <JCHEM_REFRACTIVITY>
180.29880000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.92e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,3-dihydroxy-N-(3-{N-[3-({hydroxy[2-(2-hydroxyphenyl)-5-methyl-4,5-dihydro-1,3-oxazol-4-yl]methylidene}amino)propyl]-1-[2-(2-hydroxyphenyl)-5-methyl-4,5-dihydro-1,3-oxazol-4-yl]formamido}propyl)benzenecarboximidic 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      11.960   1.199   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.686  -8.722   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      18.782   5.471   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      17.075  -7.602   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      18.156   6.877   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      17.701  -6.195   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000  -6.160   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668  -3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.003  -3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      17.877   4.225   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      15.544  -7.763   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      16.624   7.038   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      16.796  -4.949   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      13.337  -3.080   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      13.425   1.675   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.830  -7.692   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      16.346   4.386   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      14.638  -6.517   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.334  -3.850   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      15.719   5.793   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      15.265  -5.110   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -1.334  -3.850   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      14.670   0.770   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      10.669  -6.160   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      14.670  -0.770   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      15.440   3.140   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      13.107  -6.678   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       9.336  -5.390   0.000  0.00  0.00           C+0
HETATM   36  N   UNK     0       4.001  -3.850   0.000  0.00  0.00           N+0
HETATM   37  N   UNK     0      13.337  -1.540   0.000  0.00  0.00           N+0
HETATM   38  N   UNK     0      15.916   1.675   0.000  0.00  0.00           N+0
HETATM   39  N   UNK     0      12.076  -5.534   0.000  0.00  0.00           N+0
HETATM   40  N   UNK     0       9.336  -3.850   0.000  0.00  0.00           N+0
HETATM   41  O   UNK     0      14.188   5.954   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      14.360  -3.864   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0      -2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0       0.000  -1.540   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0       2.667  -1.540   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0      16.004  -1.540   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0       8.002  -6.160   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0      13.900   3.140   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0      12.337  -8.012   0.000  0.00  0.00           O+0
CONECT    1   20                                                            
CONECT    2   21                                                            
CONECT    3    5   10                                                       
CONECT    4    6   11                                                       
CONECT    5    3   13                                                       
CONECT    6    4   14                                                       
CONECT    7   12   15                                                       
CONECT    8   16   18                                                       
CONECT    9   17   19                                                       
CONECT   10    3   22                                                       
CONECT   11    4   23                                                       
CONECT   12    7   24                                                       
CONECT   13    5   25                                                       
CONECT   14    6   26                                                       
CONECT   15    7   27                                                       
CONECT   16    8   36                                                       
CONECT   17    9   37                                                       
CONECT   18    8   40                                                       
CONECT   19    9   40                                                       
CONECT   20    1   28   48                                                  
CONECT   21    2   29   49                                                  
CONECT   22   10   25   33                                                  
CONECT   23   11   26   34                                                  
CONECT   24   12   30   31                                                  
CONECT   25   13   22   41                                                  
CONECT   26   14   23   42                                                  
CONECT   27   15   30   43                                                  
CONECT   28   20   32   38                                                  
CONECT   29   21   35   39                                                  
CONECT   30   24   27   44                                                  
CONECT   31   24   36   45                                                  
CONECT   32   28   37   46                                                  
CONECT   33   22   38   48                                                  
CONECT   34   23   39   49                                                  
CONECT   35   29   40   47                                                  
CONECT   36   16   31                                                       
CONECT   37   17   32                                                       
CONECT   38   28   33                                                       
CONECT   39   29   34                                                       
CONECT   40   18   19   35                                                  
CONECT   41   25                                                            
CONECT   42   26                                                            
CONECT   43   27                                                            
CONECT   44   30                                                            
CONECT   45   31                                                            
CONECT   46   32                                                            
CONECT   47   35                                                            
CONECT   48   20   33                                                       
CONECT   49   21   34                                                       
MASTER        0    0    0    0    0    0    0    0   49    0  106    0
END

Synonyms

Value	Source
N-(3-(2,3-Dihydroxybenzamido)propyl)--1,3-bis(2-(2-hydroxyphenyl)-5-methyl-2-oxazoline-4-carboxamido)propane	MeSH

Molecular Formula

C₃₅H₃₉N₅O₉

Average Mass

673.723

Monoisotopic Mass

673.274777856

IUPAC Name

2,3-dihydroxy-N-(3-{N-[3-({hydroxy[2-(2-hydroxyphenyl)-5-methyl-4,5-dihydro-1,3-oxazol-4-yl]methylidene}amino)propyl]-1-[2-(2-hydroxyphenyl)-5-methyl-4,5-dihydro-1,3-oxazol-4-yl]formamido}propyl)benzene-1-carboximidic acid

Traditional Name

CAS Registry Number

Not Available

SMILES

CC1OC(=NC1C(O)=NCCCN(CCCN=C(O)C1=C(O)C(O)=CC=C1)C(=O)C1N=C(OC1C)C1=CC=CC=C1O)C1=CC=CC=C1O

InChI Identifier

InChI=1S/C35H39N5O9/c1-20-28(38-33(48-20)22-10-3-5-13-25(22)41)32(46)37-17-9-19-40(18-8-16-36-31(45)24-12-7-15-27(43)30(24)44)35(47)29-21(2)49-34(39-29)23-11-4-6-14-26(23)42/h3-7,10-15,20-21,28-29,41-44H,8-9,16-19H2,1-2H3,(H,36,45)(H,37,46)

InChI Key

CYQRDZPBFHTFJZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as salicylamides. These are carboxamide derivatives of salicylic acid. Salicylic acid is the ortho-hydroxylated derivative of benzoic acid.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Salicylamides

Alternative Parents

Substituents

Alpha-amino acid or derivatives
Salicylamide
Benzamide
Benzoyl
Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Oxazoline
Tertiary carboxylic acid amide
Vinylogous acid
Secondary carboxylic acid amide
Carboxamide group
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Azacycle
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Hydrocarbon derivative
Organonitrogen compound
Organic oxide
Organooxygen compound
Organic nitrogen compound
Carbonyl group
Organopnictogen compound
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.029 g/L	ALOGPS
logP	3.73	ALOGPS
logP	3.41	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	-4.9	ChemAxon
pKa (Strongest Basic)	11.58	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	209.59 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	180.3 m³·mol⁻¹	ChemAxon
Polarizability	72.02 Å³	ChemAxon
Number of Rings	5	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	128.2
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-23	89.0
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-23	626.6
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	908.2
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-23	691.3
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-23	153.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	2507.7
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (void)	2025-10-23	120.1
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	267.6
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	271.0
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (void)	2025-10-23	140.6
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	147.5
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	191.8
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	27.1
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	236.2
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	173.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	472.0
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	1789.3
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	1119.4

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	Vulnibactin_TMS_1	CC1OC(C2=CC=CC=C2O)=NC1C(=O)N(CCCN=C(O)C1=CC=CC(O)=C1O)CCCN=C(O[Si](C)(C)C)C1N=C(C2=CC=CC=C2O)OC1C	standard non polar	2025-10-23	2009.49
Gas Chromatography	Vulnibactin_TMS_2	CC1OC(C2=CC=CC=C2O)=NC1C(=O)N(CCCN=C(O[Si](C)(C)C)C1=CC=CC(O)=C1O)CCCN=C(O)C1N=C(C2=CC=CC=C2O)OC1C	standard non polar	2025-10-23	1091.69
Gas Chromatography	Vulnibactin_TMS_3	CC1OC(C2=CC=CC=C2O)=NC1C(=O)N(CCCN=C(O)C1=CC=CC(O)=C1O[Si](C)(C)C)CCCN=C(O)C1N=C(C2=CC=CC=C2O)OC1C	standard non polar	2025-10-23	989.509
Gas Chromatography	Vulnibactin_TMS_4	CC1OC(C2=CC=CC=C2O)=NC1C(=O)N(CCCN=C(O)C1=CC=CC(O[Si](C)(C)C)=C1O)CCCN=C(O)C1N=C(C2=CC=CC=C2O)OC1C	standard non polar	2025-10-23	2244.92
Gas Chromatography	Vulnibactin_TMS_5	CC1OC(C2=CC=CC=C2O[Si](C)(C)C)=NC1C(=O)N(CCCN=C(O)C1=CC=CC(O)=C1O)CCCN=C(O)C1N=C(C2=CC=CC=C2O)OC1C	standard non polar	2025-10-23	519.502
Gas Chromatography	Vulnibactin_TMS_6	CC1OC(C2=CC=CC=C2O)=NC1C(=O)N(CCCN=C(O)C1=CC=CC(O)=C1O)CCCN=C(O)C1N=C(C2=CC=CC=C2O[Si](C)(C)C)OC1C	standard non polar	2025-10-23	3131.42
Gas Chromatography	Vulnibactin_TMS_7	CC1OC(C2=CC=CC=C2O[Si](C)(C)C)=NC1C(=O)N(CCCN=C(O)C1=CC=CC(O)=C1O)CCCN=C(O[Si](C)(C)C)C1N=C(C2=CC=CC=C2O)OC1C	standard non polar	2025-10-23	2023.37
Gas Chromatography	Vulnibactin_TMS_8	CC1OC(C2=CC=CC=C2O)=NC1C(=O)N(CCCN=C(O[Si](C)(C)C)C1=CC=CC(O)=C1O)CCCN=C(O[Si](C)(C)C)C1N=C(C2=CC=CC=C2O)OC1C	standard non polar	2025-10-23	2822.89
Gas Chromatography	Vulnibactin_TMS_9	CC1OC(C2=CC=CC=C2O)=NC1C(=O)N(CCCN=C(O)C1=CC=CC(O[Si](C)(C)C)=C1O)CCCN=C(O[Si](C)(C)C)C1N=C(C2=CC=CC=C2O)OC1C	standard non polar	2025-10-23	1700.76
Gas Chromatography	Vulnibactin_TMS_10	CC1OC(C2=CC=CC=C2O)=NC1C(=O)N(CCCN=C(O)C1=CC=CC(O)=C1O[Si](C)(C)C)CCCN=C(O[Si](C)(C)C)C1N=C(C2=CC=CC=C2O)OC1C	standard non polar	2025-10-23	2148.18
Gas Chromatography	Vulnibactin_TMS_11	CC1OC(C2=CC=CC=C2O)=NC1C(=O)N(CCCN=C(O)C1=CC=CC(O)=C1O)CCCN=C(O[Si](C)(C)C)C1N=C(C2=CC=CC=C2O[Si](C)(C)C)OC1C	standard non polar	2025-10-23	2216.12
Gas Chromatography	Vulnibactin_TMS_12	CC1OC(C2=CC=CC=C2O[Si](C)(C)C)=NC1C(=O)N(CCCN=C(O[Si](C)(C)C)C1=CC=CC(O)=C1O)CCCN=C(O)C1N=C(C2=CC=CC=C2O)OC1C	standard non polar	2025-10-23	1654.1
Gas Chromatography	Vulnibactin_TMS_13	CC1OC(C2=CC=CC=C2O)=NC1C(=O)N(CCCN=C(O[Si](C)(C)C)C1=CC=CC(O[Si](C)(C)C)=C1O)CCCN=C(O)C1N=C(C2=CC=CC=C2O)OC1C	standard non polar	2025-10-23	2404.89
Gas Chromatography	Vulnibactin_TMS_14	CC1OC(C2=CC=CC=C2O)=NC1C(=O)N(CCCN=C(O[Si](C)(C)C)C1=CC=CC(O)=C1O[Si](C)(C)C)CCCN=C(O)C1N=C(C2=CC=CC=C2O)OC1C	standard non polar	2025-10-23	1957.93
Gas Chromatography	Vulnibactin_TMS_15	CC1OC(C2=CC=CC=C2O)=NC1C(=O)N(CCCN=C(O[Si](C)(C)C)C1=CC=CC(O)=C1O)CCCN=C(O)C1N=C(C2=CC=CC=C2O[Si](C)(C)C)OC1C	standard non polar	2025-10-23	2146.99
Gas Chromatography	Vulnibactin_TMS_16	CC1OC(C2=CC=CC=C2O[Si](C)(C)C)=NC1C(=O)N(CCCN=C(O)C1=CC=CC(O)=C1O[Si](C)(C)C)CCCN=C(O)C1N=C(C2=CC=CC=C2O)OC1C	standard non polar	2025-10-23	1836.69
Gas Chromatography	Vulnibactin_TMS_17	CC1OC(C2=CC=CC=C2O)=NC1C(=O)N(CCCN=C(O)C1=CC=CC(O[Si](C)(C)C)=C1O[Si](C)(C)C)CCCN=C(O)C1N=C(C2=CC=CC=C2O)OC1C	standard non polar	2025-10-23	1803.17
Gas Chromatography	Vulnibactin_TMS_18	CC1OC(C2=CC=CC=C2O)=NC1C(=O)N(CCCN=C(O)C1=CC=CC(O)=C1O[Si](C)(C)C)CCCN=C(O)C1N=C(C2=CC=CC=C2O[Si](C)(C)C)OC1C	standard non polar	2025-10-23	2057.26
Gas Chromatography	Vulnibactin_TMS_19	CC1OC(C2=CC=CC=C2O[Si](C)(C)C)=NC1C(=O)N(CCCN=C(O)C1=CC=CC(O[Si](C)(C)C)=C1O)CCCN=C(O)C1N=C(C2=CC=CC=C2O)OC1C	standard non polar	2025-10-23	2271.76
Gas Chromatography	Vulnibactin_TMS_20	CC1OC(C2=CC=CC=C2O)=NC1C(=O)N(CCCN=C(O)C1=CC=CC(O[Si](C)(C)C)=C1O)CCCN=C(O)C1N=C(C2=CC=CC=C2O[Si](C)(C)C)OC1C	standard non polar	2025-10-23	1429.76
Gas Chromatography	Vulnibactin_TMS_21	CC1OC(C2=CC=CC=C2O[Si](C)(C)C)=NC1C(=O)N(CCCN=C(O)C1=CC=CC(O)=C1O)CCCN=C(O)C1N=C(C2=CC=CC=C2O[Si](C)(C)C)OC1C	standard non polar	2025-10-23	1639.79
Gas Chromatography	Vulnibactin_TMS_22	CC1OC(C2=CC=CC=C2O[Si](C)(C)C)=NC1C(=O)N(CCCN=C(O[Si](C)(C)C)C1=CC=CC(O)=C1O)CCCN=C(O[Si](C)(C)C)C1N=C(C2=CC=CC=C2O)OC1C	standard non polar	2025-10-23	3744.02
Gas Chromatography	Vulnibactin_TMS_23	CC1OC(C2=CC=CC=C2O[Si](C)(C)C)=NC1C(=O)N(CCCN=C(O)C1=CC=CC(O[Si](C)(C)C)=C1O)CCCN=C(O[Si](C)(C)C)C1N=C(C2=CC=CC=C2O)OC1C	standard non polar	2025-10-23	2775.62
Gas Chromatography	Vulnibactin_TMS_24	CC1OC(C2=CC=CC=C2O[Si](C)(C)C)=NC1C(=O)N(CCCN=C(O)C1=CC=CC(O)=C1O[Si](C)(C)C)CCCN=C(O[Si](C)(C)C)C1N=C(C2=CC=CC=C2O)OC1C	standard non polar	2025-10-23	2911.05
Gas Chromatography	Vulnibactin_TMS_25	CC1OC(C2=CC=CC=C2O[Si](C)(C)C)=NC1C(=O)N(CCCN=C(O)C1=CC=CC(O)=C1O)CCCN=C(O[Si](C)(C)C)C1N=C(C2=CC=CC=C2O[Si](C)(C)C)OC1C	standard non polar	2025-10-23	929.435
Gas Chromatography	Vulnibactin_TMS_26	CC1OC(C2=CC=CC=C2O)=NC1C(=O)N(CCCN=C(O[Si](C)(C)C)C1=CC=CC(O[Si](C)(C)C)=C1O)CCCN=C(O[Si](C)(C)C)C1N=C(C2=CC=CC=C2O)OC1C	standard non polar	2025-10-23	2865.1
Gas Chromatography	Vulnibactin_TMS_27	CC1OC(C2=CC=CC=C2O)=NC1C(=O)N(CCCN=C(O[Si](C)(C)C)C1=CC=CC(O)=C1O[Si](C)(C)C)CCCN=C(O[Si](C)(C)C)C1N=C(C2=CC=CC=C2O)OC1C	standard non polar	2025-10-23	2466.65
Gas Chromatography	Vulnibactin_TMS_28	CC1OC(C2=CC=CC=C2O)=NC1C(=O)N(CCCN=C(O[Si](C)(C)C)C1=CC=CC(O)=C1O)CCCN=C(O[Si](C)(C)C)C1N=C(C2=CC=CC=C2O[Si](C)(C)C)OC1C	standard non polar	2025-10-23	2450.37
Gas Chromatography	Vulnibactin_TMS_29	CC1OC(C2=CC=CC=C2O)=NC1C(=O)N(CCCN=C(O)C1=CC=CC(O[Si](C)(C)C)=C1O[Si](C)(C)C)CCCN=C(O[Si](C)(C)C)C1N=C(C2=CC=CC=C2O)OC1C	standard non polar	2025-10-23	1286.46
Gas Chromatography	Vulnibactin_TMS_30	CC1OC(C2=CC=CC=C2O)=NC1C(=O)N(CCCN=C(O)C1=CC=CC(O[Si](C)(C)C)=C1O)CCCN=C(O[Si](C)(C)C)C1N=C(C2=CC=CC=C2O[Si](C)(C)C)OC1C	standard non polar	2025-10-23	2024.27
Gas Chromatography	Vulnibactin_TMS_31	CC1OC(C2=CC=CC=C2O)=NC1C(=O)N(CCCN=C(O)C1=CC=CC(O)=C1O[Si](C)(C)C)CCCN=C(O[Si](C)(C)C)C1N=C(C2=CC=CC=C2O[Si](C)(C)C)OC1C	standard non polar	2025-10-23	1520.11
Gas Chromatography	Vulnibactin_TMS_32	CC1OC(C2=CC=CC=C2O[Si](C)(C)C)=NC1C(=O)N(CCCN=C(O[Si](C)(C)C)C1=CC=CC(O[Si](C)(C)C)=C1O)CCCN=C(O)C1N=C(C2=CC=CC=C2O)OC1C	standard non polar	2025-10-23	2719.02
Gas Chromatography	Vulnibactin_TMS_33	CC1OC(C2=CC=CC=C2O[Si](C)(C)C)=NC1C(=O)N(CCCN=C(O[Si](C)(C)C)C1=CC=CC(O)=C1O[Si](C)(C)C)CCCN=C(O)C1N=C(C2=CC=CC=C2O)OC1C	standard non polar	2025-10-23	1121.17
Gas Chromatography	Vulnibactin_TMS_34	CC1OC(C2=CC=CC=C2O[Si](C)(C)C)=NC1C(=O)N(CCCN=C(O[Si](C)(C)C)C1=CC=CC(O)=C1O)CCCN=C(O)C1N=C(C2=CC=CC=C2O[Si](C)(C)C)OC1C	standard non polar	2025-10-23	1434.39
Gas Chromatography	Vulnibactin_TMS_35	CC1OC(C2=CC=CC=C2O)=NC1C(=O)N(CCCN=C(O[Si](C)(C)C)C1=CC=CC(O[Si](C)(C)C)=C1O[Si](C)(C)C)CCCN=C(O)C1N=C(C2=CC=CC=C2O)OC1C	standard non polar	2025-10-23	2768.46
Gas Chromatography	Vulnibactin_TMS_36	CC1OC(C2=CC=CC=C2O)=NC1C(=O)N(CCCN=C(O[Si](C)(C)C)C1=CC=CC(O[Si](C)(C)C)=C1O)CCCN=C(O)C1N=C(C2=CC=CC=C2O[Si](C)(C)C)OC1C	standard non polar	2025-10-23	1122.48
Gas Chromatography	Vulnibactin_TMS_37	CC1OC(C2=CC=CC=C2O)=NC1C(=O)N(CCCN=C(O[Si](C)(C)C)C1=CC=CC(O)=C1O[Si](C)(C)C)CCCN=C(O)C1N=C(C2=CC=CC=C2O[Si](C)(C)C)OC1C	standard non polar	2025-10-23	1875.42
Gas Chromatography	Vulnibactin_TMS_38	CC1OC(C2=CC=CC=C2O[Si](C)(C)C)=NC1C(=O)N(CCCN=C(O)C1=CC=CC(O[Si](C)(C)C)=C1O[Si](C)(C)C)CCCN=C(O)C1N=C(C2=CC=CC=C2O)OC1C	standard non polar	2025-10-23	3556.76
Gas Chromatography	Vulnibactin_TMS_39	CC1OC(C2=CC=CC=C2O[Si](C)(C)C)=NC1C(=O)N(CCCN=C(O)C1=CC=CC(O)=C1O[Si](C)(C)C)CCCN=C(O)C1N=C(C2=CC=CC=C2O[Si](C)(C)C)OC1C	standard non polar	2025-10-23	1768.21
Gas Chromatography	Vulnibactin_TMS_40	CC1OC(C2=CC=CC=C2O)=NC1C(=O)N(CCCN=C(O)C1=CC=CC(O[Si](C)(C)C)=C1O[Si](C)(C)C)CCCN=C(O)C1N=C(C2=CC=CC=C2O[Si](C)(C)C)OC1C	standard non polar	2025-10-23	823.379
Gas Chromatography	Vulnibactin_TMS_41	CC1OC(C2=CC=CC=C2O[Si](C)(C)C)=NC1C(=O)N(CCCN=C(O)C1=CC=CC(O[Si](C)(C)C)=C1O)CCCN=C(O)C1N=C(C2=CC=CC=C2O[Si](C)(C)C)OC1C	standard non polar	2025-10-23	3534.41
Gas Chromatography	Vulnibactin_TMS_1	CC1OC(C2=CC=CC=C2O)=NC1C(=O)N(CCCN=C(O)C1=CC=CC(O)=C1O)CCCN=C(O[Si](C)(C)C)C1N=C(C2=CC=CC=C2O)OC1C	standard polar	2025-10-23	1907.83
Gas Chromatography	Vulnibactin_TMS_2	CC1OC(C2=CC=CC=C2O)=NC1C(=O)N(CCCN=C(O[Si](C)(C)C)C1=CC=CC(O)=C1O)CCCN=C(O)C1N=C(C2=CC=CC=C2O)OC1C	standard polar	2025-10-23	2698.87
Gas Chromatography	Vulnibactin_TMS_3	CC1OC(C2=CC=CC=C2O)=NC1C(=O)N(CCCN=C(O)C1=CC=CC(O)=C1O[Si](C)(C)C)CCCN=C(O)C1N=C(C2=CC=CC=C2O)OC1C	standard polar	2025-10-23	1234.78
Gas Chromatography	Vulnibactin_TMS_4	CC1OC(C2=CC=CC=C2O)=NC1C(=O)N(CCCN=C(O)C1=CC=CC(O[Si](C)(C)C)=C1O)CCCN=C(O)C1N=C(C2=CC=CC=C2O)OC1C	standard polar	2025-10-23	1442.16
Gas Chromatography	Vulnibactin_TMS_5	CC1OC(C2=CC=CC=C2O[Si](C)(C)C)=NC1C(=O)N(CCCN=C(O)C1=CC=CC(O)=C1O)CCCN=C(O)C1N=C(C2=CC=CC=C2O)OC1C	standard polar	2025-10-23	2281.2
Gas Chromatography	Vulnibactin_TMS_6	CC1OC(C2=CC=CC=C2O)=NC1C(=O)N(CCCN=C(O)C1=CC=CC(O)=C1O)CCCN=C(O)C1N=C(C2=CC=CC=C2O[Si](C)(C)C)OC1C	standard polar	2025-10-23	1.348
Gas Chromatography	Vulnibactin_TMS_7	CC1OC(C2=CC=CC=C2O[Si](C)(C)C)=NC1C(=O)N(CCCN=C(O)C1=CC=CC(O)=C1O)CCCN=C(O[Si](C)(C)C)C1N=C(C2=CC=CC=C2O)OC1C	standard polar	2025-10-23	2705.53
Gas Chromatography	Vulnibactin_TMS_8	CC1OC(C2=CC=CC=C2O)=NC1C(=O)N(CCCN=C(O[Si](C)(C)C)C1=CC=CC(O)=C1O)CCCN=C(O[Si](C)(C)C)C1N=C(C2=CC=CC=C2O)OC1C	standard polar	2025-10-23	2662.0
Gas Chromatography	Vulnibactin_TMS_9	CC1OC(C2=CC=CC=C2O)=NC1C(=O)N(CCCN=C(O)C1=CC=CC(O[Si](C)(C)C)=C1O)CCCN=C(O[Si](C)(C)C)C1N=C(C2=CC=CC=C2O)OC1C	standard polar	2025-10-23	1771.43
Gas Chromatography	Vulnibactin_TMS_10	CC1OC(C2=CC=CC=C2O)=NC1C(=O)N(CCCN=C(O)C1=CC=CC(O)=C1O[Si](C)(C)C)CCCN=C(O[Si](C)(C)C)C1N=C(C2=CC=CC=C2O)OC1C	standard polar	2025-10-23	3216.84
Gas Chromatography	Vulnibactin_TMS_11	CC1OC(C2=CC=CC=C2O)=NC1C(=O)N(CCCN=C(O)C1=CC=CC(O)=C1O)CCCN=C(O[Si](C)(C)C)C1N=C(C2=CC=CC=C2O[Si](C)(C)C)OC1C	standard polar	2025-10-23	1025.67
Gas Chromatography	Vulnibactin_TMS_12	CC1OC(C2=CC=CC=C2O[Si](C)(C)C)=NC1C(=O)N(CCCN=C(O[Si](C)(C)C)C1=CC=CC(O)=C1O)CCCN=C(O)C1N=C(C2=CC=CC=C2O)OC1C	standard polar	2025-10-23	2448.83
Gas Chromatography	Vulnibactin_TMS_13	CC1OC(C2=CC=CC=C2O)=NC1C(=O)N(CCCN=C(O[Si](C)(C)C)C1=CC=CC(O[Si](C)(C)C)=C1O)CCCN=C(O)C1N=C(C2=CC=CC=C2O)OC1C	standard polar	2025-10-23	1965.47
Gas Chromatography	Vulnibactin_TMS_14	CC1OC(C2=CC=CC=C2O)=NC1C(=O)N(CCCN=C(O[Si](C)(C)C)C1=CC=CC(O)=C1O[Si](C)(C)C)CCCN=C(O)C1N=C(C2=CC=CC=C2O)OC1C	standard polar	2025-10-23	1956.46
Gas Chromatography	Vulnibactin_TMS_15	CC1OC(C2=CC=CC=C2O)=NC1C(=O)N(CCCN=C(O[Si](C)(C)C)C1=CC=CC(O)=C1O)CCCN=C(O)C1N=C(C2=CC=CC=C2O[Si](C)(C)C)OC1C	standard polar	2025-10-23	2854.75
Gas Chromatography	Vulnibactin_TMS_16	CC1OC(C2=CC=CC=C2O[Si](C)(C)C)=NC1C(=O)N(CCCN=C(O)C1=CC=CC(O)=C1O[Si](C)(C)C)CCCN=C(O)C1N=C(C2=CC=CC=C2O)OC1C	standard polar	2025-10-23	1573.55
Gas Chromatography	Vulnibactin_TMS_17	CC1OC(C2=CC=CC=C2O)=NC1C(=O)N(CCCN=C(O)C1=CC=CC(O[Si](C)(C)C)=C1O[Si](C)(C)C)CCCN=C(O)C1N=C(C2=CC=CC=C2O)OC1C	standard polar	2025-10-23	2874.68
Gas Chromatography	Vulnibactin_TMS_18	CC1OC(C2=CC=CC=C2O)=NC1C(=O)N(CCCN=C(O)C1=CC=CC(O)=C1O[Si](C)(C)C)CCCN=C(O)C1N=C(C2=CC=CC=C2O[Si](C)(C)C)OC1C	standard polar	2025-10-23	2976.8
Gas Chromatography	Vulnibactin_TMS_19	CC1OC(C2=CC=CC=C2O[Si](C)(C)C)=NC1C(=O)N(CCCN=C(O)C1=CC=CC(O[Si](C)(C)C)=C1O)CCCN=C(O)C1N=C(C2=CC=CC=C2O)OC1C	standard polar	2025-10-23	1744.74
Gas Chromatography	Vulnibactin_TMS_20	CC1OC(C2=CC=CC=C2O)=NC1C(=O)N(CCCN=C(O)C1=CC=CC(O[Si](C)(C)C)=C1O)CCCN=C(O)C1N=C(C2=CC=CC=C2O[Si](C)(C)C)OC1C	standard polar	2025-10-23	2169.22
Gas Chromatography	Vulnibactin_TMS_21	CC1OC(C2=CC=CC=C2O[Si](C)(C)C)=NC1C(=O)N(CCCN=C(O)C1=CC=CC(O)=C1O)CCCN=C(O)C1N=C(C2=CC=CC=C2O[Si](C)(C)C)OC1C	standard polar	2025-10-23	2427.42
Gas Chromatography	Vulnibactin_TMS_22	CC1OC(C2=CC=CC=C2O[Si](C)(C)C)=NC1C(=O)N(CCCN=C(O[Si](C)(C)C)C1=CC=CC(O)=C1O)CCCN=C(O[Si](C)(C)C)C1N=C(C2=CC=CC=C2O)OC1C	standard polar	2025-10-23	1863.99
Gas Chromatography	Vulnibactin_TMS_23	CC1OC(C2=CC=CC=C2O[Si](C)(C)C)=NC1C(=O)N(CCCN=C(O)C1=CC=CC(O[Si](C)(C)C)=C1O)CCCN=C(O[Si](C)(C)C)C1N=C(C2=CC=CC=C2O)OC1C	standard polar	2025-10-23	3746.43
Gas Chromatography	Vulnibactin_TMS_24	CC1OC(C2=CC=CC=C2O[Si](C)(C)C)=NC1C(=O)N(CCCN=C(O)C1=CC=CC(O)=C1O[Si](C)(C)C)CCCN=C(O[Si](C)(C)C)C1N=C(C2=CC=CC=C2O)OC1C	standard polar	2025-10-23	2653.5
Gas Chromatography	Vulnibactin_TMS_25	CC1OC(C2=CC=CC=C2O[Si](C)(C)C)=NC1C(=O)N(CCCN=C(O)C1=CC=CC(O)=C1O)CCCN=C(O[Si](C)(C)C)C1N=C(C2=CC=CC=C2O[Si](C)(C)C)OC1C	standard polar	2025-10-23	789.418
Gas Chromatography	Vulnibactin_TMS_26	CC1OC(C2=CC=CC=C2O)=NC1C(=O)N(CCCN=C(O[Si](C)(C)C)C1=CC=CC(O[Si](C)(C)C)=C1O)CCCN=C(O[Si](C)(C)C)C1N=C(C2=CC=CC=C2O)OC1C	standard polar	2025-10-23	2996.95
Gas Chromatography	Vulnibactin_TMS_27	CC1OC(C2=CC=CC=C2O)=NC1C(=O)N(CCCN=C(O[Si](C)(C)C)C1=CC=CC(O)=C1O[Si](C)(C)C)CCCN=C(O[Si](C)(C)C)C1N=C(C2=CC=CC=C2O)OC1C	standard polar	2025-10-23	977.504
Gas Chromatography	Vulnibactin_TMS_28	CC1OC(C2=CC=CC=C2O)=NC1C(=O)N(CCCN=C(O[Si](C)(C)C)C1=CC=CC(O)=C1O)CCCN=C(O[Si](C)(C)C)C1N=C(C2=CC=CC=C2O[Si](C)(C)C)OC1C	standard polar	2025-10-23	3305.84
Gas Chromatography	Vulnibactin_TMS_29	CC1OC(C2=CC=CC=C2O)=NC1C(=O)N(CCCN=C(O)C1=CC=CC(O[Si](C)(C)C)=C1O[Si](C)(C)C)CCCN=C(O[Si](C)(C)C)C1N=C(C2=CC=CC=C2O)OC1C	standard polar	2025-10-23	1825.19
Gas Chromatography	Vulnibactin_TMS_30	CC1OC(C2=CC=CC=C2O)=NC1C(=O)N(CCCN=C(O)C1=CC=CC(O[Si](C)(C)C)=C1O)CCCN=C(O[Si](C)(C)C)C1N=C(C2=CC=CC=C2O[Si](C)(C)C)OC1C	standard polar	2025-10-23	3922.46
Gas Chromatography	Vulnibactin_TMS_31	CC1OC(C2=CC=CC=C2O)=NC1C(=O)N(CCCN=C(O)C1=CC=CC(O)=C1O[Si](C)(C)C)CCCN=C(O[Si](C)(C)C)C1N=C(C2=CC=CC=C2O[Si](C)(C)C)OC1C	standard polar	2025-10-23	1936.03
Gas Chromatography	Vulnibactin_TMS_32	CC1OC(C2=CC=CC=C2O[Si](C)(C)C)=NC1C(=O)N(CCCN=C(O[Si](C)(C)C)C1=CC=CC(O[Si](C)(C)C)=C1O)CCCN=C(O)C1N=C(C2=CC=CC=C2O)OC1C	standard polar	2025-10-23	-142.771
Gas Chromatography	Vulnibactin_TMS_33	CC1OC(C2=CC=CC=C2O[Si](C)(C)C)=NC1C(=O)N(CCCN=C(O[Si](C)(C)C)C1=CC=CC(O)=C1O[Si](C)(C)C)CCCN=C(O)C1N=C(C2=CC=CC=C2O)OC1C	standard polar	2025-10-23	1361.39
Gas Chromatography	Vulnibactin_TMS_34	CC1OC(C2=CC=CC=C2O[Si](C)(C)C)=NC1C(=O)N(CCCN=C(O[Si](C)(C)C)C1=CC=CC(O)=C1O)CCCN=C(O)C1N=C(C2=CC=CC=C2O[Si](C)(C)C)OC1C	standard polar	2025-10-23	2455.13
Gas Chromatography	Vulnibactin_TMS_35	CC1OC(C2=CC=CC=C2O)=NC1C(=O)N(CCCN=C(O[Si](C)(C)C)C1=CC=CC(O[Si](C)(C)C)=C1O[Si](C)(C)C)CCCN=C(O)C1N=C(C2=CC=CC=C2O)OC1C	standard polar	2025-10-23	2121.0
Gas Chromatography	Vulnibactin_TMS_36	CC1OC(C2=CC=CC=C2O)=NC1C(=O)N(CCCN=C(O[Si](C)(C)C)C1=CC=CC(O[Si](C)(C)C)=C1O)CCCN=C(O)C1N=C(C2=CC=CC=C2O[Si](C)(C)C)OC1C	standard polar	2025-10-23	1910.78
Gas Chromatography	Vulnibactin_TMS_37	CC1OC(C2=CC=CC=C2O)=NC1C(=O)N(CCCN=C(O[Si](C)(C)C)C1=CC=CC(O)=C1O[Si](C)(C)C)CCCN=C(O)C1N=C(C2=CC=CC=C2O[Si](C)(C)C)OC1C	standard polar	2025-10-23	1817.08
Gas Chromatography	Vulnibactin_TMS_38	CC1OC(C2=CC=CC=C2O[Si](C)(C)C)=NC1C(=O)N(CCCN=C(O)C1=CC=CC(O[Si](C)(C)C)=C1O[Si](C)(C)C)CCCN=C(O)C1N=C(C2=CC=CC=C2O)OC1C	standard polar	2025-10-23	2566.82
Gas Chromatography	Vulnibactin_TMS_39	CC1OC(C2=CC=CC=C2O[Si](C)(C)C)=NC1C(=O)N(CCCN=C(O)C1=CC=CC(O)=C1O[Si](C)(C)C)CCCN=C(O)C1N=C(C2=CC=CC=C2O[Si](C)(C)C)OC1C	standard polar	2025-10-23	1520.27
Gas Chromatography	Vulnibactin_TMS_40	CC1OC(C2=CC=CC=C2O)=NC1C(=O)N(CCCN=C(O)C1=CC=CC(O[Si](C)(C)C)=C1O[Si](C)(C)C)CCCN=C(O)C1N=C(C2=CC=CC=C2O[Si](C)(C)C)OC1C	standard polar	2025-10-23	1844.83
Gas Chromatography	Vulnibactin_TMS_41	CC1OC(C2=CC=CC=C2O[Si](C)(C)C)=NC1C(=O)N(CCCN=C(O)C1=CC=CC(O[Si](C)(C)C)=C1O)CCCN=C(O)C1N=C(C2=CC=CC=C2O[Si](C)(C)C)OC1C	standard polar	2025-10-23	1717.59

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	Human	Metabolic reconstruction

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

78444061

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

136845272

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 Vulnibactin (MMDBc0007471)

MOL for #<Metabolite:0x00007f2e3b843f08>

3D MOL for #<Metabolite:0x00007f2e3b843f08>

3D SDF for #<Metabolite:0x00007f2e3b843f08>

3D-SDF for #<Metabolite:0x00007f2e3b843f08>

PDB for #<Metabolite:0x00007f2e3b843f08>

3D PDB for #<Metabolite:0x00007f2e3b843f08>

SMILES for #<Metabolite:0x00007f2e3b843f08>

INCHI for #<Metabolite:0x00007f2e3b843f08>

Structure for #<Metabolite:0x00007f2e3b843f08>

3D Structure for #<Metabolite:0x00007f2e3b843f08>