MiMeDB: Showing metabocard for Fimsbactin E (MMDBc0003441)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-14 21:29:14 UTC

Update Date

2022-08-31 06:20:54 UTC

Metabolite ID

MMDBc0003441

Metabolite Identification

Common Name

Fimsbactin E

Description

Fimsbactin E belongs to the class of organic compounds known as n-acyl-l-alpha-amino acids. These are n-acylated alpha amino acids which have the L-configuration of the alpha-carbon atom. Based on a literature review very few articles have been published on Fimsbactin E.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305142123292D          

 34 36  0  0  1  0            999 V2000
    3.5143    7.1145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4118   -0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4281    6.2940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2680    7.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993   -1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4663    3.7691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5243    1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0955    5.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1743    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.6829    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6993    1.5395    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9354    6.9651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1743   -1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8492    6.1446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7618   -0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6993    2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0093    4.9886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7618    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.2539    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6224    4.4366    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6891    7.3007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7618   -2.0329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5166    5.6597    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9368   -0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5243    2.9684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6993    0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4618    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1743    1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2948    4.5761    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9368    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1107    3.7261    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1118    0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  2  0  0  0  0
  4  2  2  0  0  0  0
  5  1  1  0  0  0  0
  6  2  1  0  0  0  0
  9  3  1  0  0  0  0
 10  4  1  0  0  0  0
 11  7  1  0  0  0  0
 12  8  1  0  0  0  0
 13  5  2  0  0  0  0
 14  6  2  0  0  0  0
 15  9  2  0  0  0  0
 15 13  1  0  0  0  0
 16 10  2  0  0  0  0
 16 14  1  0  0  0  0
 11 17  1  6  0  0  0
 18  9  1  0  0  0  0
 19 12  1  0  0  0  0
 20 10  1  0  0  0  0
 12 21  1  6  0  0  0
 21 17  2  0  0  0  0
 22 11  1  0  0  0  0
 22 18  2  0  0  0  0
 23 13  1  0  0  0  0
 24 14  1  0  0  0  0
 25 15  1  0  0  0  0
 26 16  1  0  0  0  0
 17 27  1  4  0  0  0
 28 19  2  0  0  0  0
 29 19  1  0  0  0  0
 30 20  2  0  0  0  0
 31  7  1  0  0  0  0
 31 18  1  0  0  0  0
 32  8  1  0  0  0  0
 32 20  1  0  0  0  0
 11 33  1  1  0  0  0
 12 34  1  6  0  0  0
M  END


  Mrv1652305142123292D          

 34 36  0  0  1  0            999 V2000
    3.5143    7.1145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4118   -0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4281    6.2940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2680    7.4500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993   -1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4663    3.7691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5243    1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0955    5.8091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1743    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.6829    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6993    1.5395    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.9354    6.9651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1743   -1.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8492    6.1446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7618   -0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6993    2.9684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0093    4.9886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7618    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.2539    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6224    4.4366    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6891    7.3007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7618   -2.0329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5166    5.6597    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9368   -0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5243    2.9684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6993    0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4618    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1743    1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2948    4.5761    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9368    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1107    3.7261    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1118    0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  2  0  0  0  0
  4  2  2  0  0  0  0
  5  1  1  0  0  0  0
  6  2  1  0  0  0  0
  9  3  1  0  0  0  0
 10  4  1  0  0  0  0
 11  7  1  0  0  0  0
 12  8  1  0  0  0  0
 13  5  2  0  0  0  0
 14  6  2  0  0  0  0
 15  9  2  0  0  0  0
 15 13  1  0  0  0  0
 16 10  2  0  0  0  0
 16 14  1  0  0  0  0
 11 17  1  6  0  0  0
 18  9  1  0  0  0  0
 19 12  1  0  0  0  0
 20 10  1  0  0  0  0
 12 21  1  6  0  0  0
 21 17  2  0  0  0  0
 22 11  1  0  0  0  0
 22 18  2  0  0  0  0
 23 13  1  0  0  0  0
 24 14  1  0  0  0  0
 25 15  1  0  0  0  0
 26 16  1  0  0  0  0
 17 27  1  4  0  0  0
 28 19  2  0  0  0  0
 29 19  1  0  0  0  0
 30 20  2  0  0  0  0
 31  7  1  0  0  0  0
 31 18  1  0  0  0  0
 32  8  1  0  0  0  0
 32 20  1  0  0  0  0
 11 33  1  1  0  0  0
 12 34  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0003441

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@](COC(=O)C1=C(O)C(O)=CC=C1)(N=C(O)[C@]1([H])COC(=N1)C1=C(O)C(O)=CC=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H18N2O10/c23-13-5-1-3-9(15(13)25)18-22-11(7-31-18)17(27)21-12(19(28)29)8-32-20(30)10-4-2-6-14(24)16(10)26/h1-6,11-12,23-26H,7-8H2,(H,21,27)(H,28,29)/t11-,12-/m0/s1

> <INCHI_KEY>
COTAVYXDLPLEBS-RYUDHWBXSA-N

> <FORMULA>
C20H18N2O10

> <MOLECULAR_WEIGHT>
446.368

> <EXACT_MASS>
446.096144788

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
41.392718543212325

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-3-(2,3-dihydroxybenzoyloxy)-2-({[(4S)-2-(2,3-dihydroxyphenyl)-4,5-dihydro-1,3-oxazol-4-yl](hydroxy)methylidene}amino)propanoic acid

> <ALOGPS_LOGP>
1.73

> <JCHEM_LOGP>
3.3156220699999994

> <ALOGPS_LOGS>
-3.59

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.2758406780088074

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.399650280250009

> <JCHEM_PKA_STRONGEST_BASIC>
-0.08454714344156478

> <JCHEM_POLAR_SURFACE_AREA>
198.7

> <JCHEM_REFRACTIVITY>
106.27529999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.14e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-3-(2,3-dihydroxybenzoyloxy)-2-({[(4S)-2-(2,3-dihydroxyphenyl)-4,5-dihydro-1,3-oxazol-4-yl](hydroxy)methylidene}amino)propanoic 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       6.560  13.280   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      15.702  -1.127   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.399  11.749   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      14.932   0.206   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.967  13.907   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      14.932  -2.461   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.471   7.036   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.312   2.874   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.645  10.844   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.392   0.206   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.002   6.875   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.772   2.874   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.213  13.002   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      13.392  -2.461   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.052  11.470   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.622  -1.127   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.772   5.541   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.484   9.312   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.622   1.540   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0       8.002   4.207   0.000  0.00  0.00           N+0
HETATM   22  N   UNK     0       8.628   8.282   0.000  0.00  0.00           N+0
HETATM   23  O   UNK     0      10.620  13.628   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      12.622  -3.795   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      10.298  10.565   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      11.082  -1.127   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      10.312   5.541   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       8.772   0.206   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       6.462   1.540   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      13.392   2.874   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       6.150   8.542   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      11.082   1.540   0.000  0.00  0.00           O+0
HETATM   33  H   UNK     0       9.540   6.955   0.000  0.00  0.00           H+0
HETATM   34  H   UNK     0       9.542   1.540   0.000  0.00  0.00           H+0
CONECT    1    3    5                                                       
CONECT    2    4    6                                                       
CONECT    3    1    9                                                       
CONECT    4    2   10                                                       
CONECT    5    1   13                                                       
CONECT    6    2   14                                                       
CONECT    7   11   31                                                       
CONECT    8   12   32                                                       
CONECT    9    3   15   18                                                  
CONECT   10    4   16   20                                                  
CONECT   11    7   17   22   33                                             
CONECT   12    8   19   21   34                                             
CONECT   13    5   15   23                                                  
CONECT   14    6   16   24                                                  
CONECT   15    9   13   25                                                  
CONECT   16   10   14   26                                                  
CONECT   17   11   21   27                                                  
CONECT   18    9   22   31                                                  
CONECT   19   12   28   29                                                  
CONECT   20   10   30   32                                                  
CONECT   21   12   17                                                       
CONECT   22   11   18                                                       
CONECT   23   13                                                            
CONECT   24   14                                                            
CONECT   25   15                                                            
CONECT   26   16                                                            
CONECT   27   17                                                            
CONECT   28   19                                                            
CONECT   29   19                                                            
CONECT   30   20                                                            
CONECT   31    7   18                                                       
CONECT   32    8   20                                                       
CONECT   33   11                                                            
CONECT   34   12                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   72    0
END

Synonyms

Not Available

Molecular Formula

C₂₀H₁₈N₂O₁₀

Average Mass

446.368

Monoisotopic Mass

446.096144788

IUPAC Name

(2S)-3-(2,3-dihydroxybenzoyloxy)-2-({[(4S)-2-(2,3-dihydroxyphenyl)-4,5-dihydro-1,3-oxazol-4-yl](hydroxy)methylidene}amino)propanoic acid

Traditional Name

(2S)-3-(2,3-dihydroxybenzoyloxy)-2-({[(4S)-2-(2,3-dihydroxyphenyl)-4,5-dihydro-1,3-oxazol-4-yl](hydroxy)methylidene}amino)propanoic acid

CAS Registry Number

Not Available

SMILES

[H][C@@](COC(=O)C1=C(O)C(O)=CC=C1)(N=C(O)[C@]1([H])COC(=N1)C1=C(O)C(O)=CC=C1)C(O)=O

InChI Identifier

InChI=1S/C20H18N2O10/c23-13-5-1-3-9(15(13)25)18-22-11(7-31-18)17(27)21-12(19(28)29)8-32-20(30)10-4-2-6-14(24)16(10)26/h1-6,11-12,23-26H,7-8H2,(H,21,27)(H,28,29)/t11-,12-/m0/s1

InChI Key

COTAVYXDLPLEBS-RYUDHWBXSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-l-alpha-amino acids. These are n-acylated alpha amino acids which have the L-configuration of the alpha-carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-L-alpha-amino acids

Alternative Parents

Substituents

N-acyl-l-alpha-amino acid
M-hydroxybenzoic acid ester
O-hydroxybenzoic acid ester
Salicylic acid or derivatives
Benzoate ester
Benzoic acid or derivatives
Benzoyl
Catechol
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Phenol
Dicarboxylic acid or derivatives
Benzenoid
Monocyclic benzene moiety
Vinylogous acid
Oxazoline
Carboxamide group
Carboxylic acid ester
Secondary carboxylic acid amide
Oxacycle
Carboxylic acid
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxygen compound
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Organic oxide
Carbonyl group
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	0.11 g/L	ALOGPS
logP	1.73	ALOGPS
logP	3.32	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	2.4	ChemAxon
pKa (Strongest Basic)	-0.085	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	198.7 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	106.28 m³·mol⁻¹	ChemAxon
Polarizability	41.39 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Not Available

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

Metabolic Reactions

Not Available

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	Proteobacteria	1	Human	Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	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

78440061

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139583839

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

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 Fimsbactin E (MMDBc0003441)

MOL for #<Metabolite:0x00007fecf33c1878>

3D MOL for #<Metabolite:0x00007fecf33c1878>

3D SDF for #<Metabolite:0x00007fecf33c1878>

3D-SDF for #<Metabolite:0x00007fecf33c1878>

PDB for #<Metabolite:0x00007fecf33c1878>

3D PDB for #<Metabolite:0x00007fecf33c1878>

SMILES for #<Metabolite:0x00007fecf33c1878>

INCHI for #<Metabolite:0x00007fecf33c1878>

Structure for #<Metabolite:0x00007fecf33c1878>

3D Structure for #<Metabolite:0x00007fecf33c1878>