MiMeDB: Showing metabocard for Fimsbactin F (MMDBc0012057)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 03:41:41 UTC

Update Date

2022-08-31 06:33:55 UTC

Metabolite ID

MMDBc0012057

Metabolite Identification

Common Name

Fimsbactin F

Description

Fimsbactin F belongs to the class of organic compounds known as n-acyl-alpha amino acids and derivatives. N-acyl-alpha amino acids and derivatives are compounds containing an alpha amino acid (or a derivative thereof) which bears an acyl group at its terminal nitrogen atom. Based on a literature review very few articles have been published on Fimsbactin F.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152105412D          

 33 34  0  0  1  0            999 V2000
    7.9497    2.0884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5221    2.5009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8076    2.0884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1937   -1.7347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8582   -0.9810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7088   -2.4021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2366    2.0884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0931    2.5009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3800    3.3259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5626    1.1865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6642    2.5009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0377   -0.8948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3800    2.5009    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.8089    0.8509    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.8883   -2.3159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5528   -1.5622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6655    2.0884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0944    1.2634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7021   -0.1411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9510    2.5009    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0944    2.0884    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8952    0.0304    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3787    2.0884    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0944    3.7384    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6642    3.3259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4034   -2.9833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7323   -1.4760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6655    1.2634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3800    0.8509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3787    1.2634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1146    0.5734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6655    2.9134    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.1170    0.4016    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  5  4  2  0  0  0  0
  6  4  1  0  0  0  0
  7  2  1  0  0  0  0
  8  3  1  0  0  0  0
 11  1  1  0  0  0  0
 12  5  1  0  0  0  0
 13  9  1  0  0  0  0
 14 10  1  0  0  0  0
 15  6  2  0  0  0  0
 16 12  2  0  0  0  0
 16 15  1  0  0  0  0
 17 13  1  0  0  0  0
 14 18  1  6  0  0  0
 19 12  1  0  0  0  0
 20  7  1  4  0  0  0
 20 17  2  0  0  0  0
 13 21  1  1  0  0  0
 21 18  2  0  0  0  0
 22 14  1  0  0  0  0
 22 19  2  0  0  0  0
 23  8  1  0  0  0  0
 23 11  1  0  0  0  0
 24  9  1  0  0  0  0
 25 11  2  0  0  0  0
 26 15  1  0  0  0  0
 27 16  1  0  0  0  0
 28 17  1  0  0  0  0
 18 29  1  4  0  0  0
 30 23  1  0  0  0  0
 31 10  1  0  0  0  0
 31 19  1  0  0  0  0
 13 32  1  1  0  0  0
 14 33  1  1  0  0  0
M  END


  Mrv1652305152105412D          

 33 34  0  0  1  0            999 V2000
    7.9497    2.0884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5221    2.5009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8076    2.0884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1937   -1.7347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8582   -0.9810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7088   -2.4021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2366    2.0884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0931    2.5009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3800    3.3259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5626    1.1865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6642    2.5009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0377   -0.8948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3800    2.5009    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.8089    0.8509    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.8883   -2.3159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5528   -1.5622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6655    2.0884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0944    1.2634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7021   -0.1411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9510    2.5009    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0944    2.0884    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.8952    0.0304    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.3787    2.0884    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.0944    3.7384    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6642    3.3259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4034   -2.9833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7323   -1.4760    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6655    1.2634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3800    0.8509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3787    1.2634    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1146    0.5734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6655    2.9134    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.1170    0.4016    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  5  4  2  0  0  0  0
  6  4  1  0  0  0  0
  7  2  1  0  0  0  0
  8  3  1  0  0  0  0
 11  1  1  0  0  0  0
 12  5  1  0  0  0  0
 13  9  1  0  0  0  0
 14 10  1  0  0  0  0
 15  6  2  0  0  0  0
 16 12  2  0  0  0  0
 16 15  1  0  0  0  0
 17 13  1  0  0  0  0
 14 18  1  6  0  0  0
 19 12  1  0  0  0  0
 20  7  1  4  0  0  0
 20 17  2  0  0  0  0
 13 21  1  1  0  0  0
 21 18  2  0  0  0  0
 22 14  1  0  0  0  0
 22 19  2  0  0  0  0
 23  8  1  0  0  0  0
 23 11  1  0  0  0  0
 24  9  1  0  0  0  0
 25 11  2  0  0  0  0
 26 15  1  0  0  0  0
 27 16  1  0  0  0  0
 28 17  1  0  0  0  0
 18 29  1  4  0  0  0
 30 23  1  0  0  0  0
 31 10  1  0  0  0  0
 31 19  1  0  0  0  0
 13 32  1  1  0  0  0
 14 33  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0012057

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C19H26N4O8/c1-11(25)23(30)8-3-2-7-20-17(28)13(9-24)21-18(29)14-10-31-19(22-14)12-5-4-6-15(26)16(12)27/h4-6,13-14,24,26-27,30H,2-3,7-10H2,1H3,(H,20,28)(H,21,29)/t13-,14-/m0/s1

> <INCHI_KEY>
WWDGEKDKGZGKAG-KBPBESRZSA-N

> <FORMULA>
C19H26N4O8

> <MOLECULAR_WEIGHT>
438.437

> <EXACT_MASS>
438.175063813

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
44.517302952857975

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
0.29

> <JCHEM_LOGP>
-2.071638933441427

> <ALOGPS_LOGS>
-3.58

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
3.2323955303921967

> <JCHEM_PKA_STRONGEST_ACIDIC>
-4.87814888807856

> <JCHEM_PKA_STRONGEST_BASIC>
11.718582902503542

> <JCHEM_POLAR_SURFACE_AREA>
187.99999999999997

> <JCHEM_REFRACTIVITY>
108.4003

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.17e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-({[(4S)-2-(2,3-dihydroxyphenyl)-4,5-dihydro-1,3-oxazol-4-yl](hydroxy)methylidene}amino)-3-hydroxy-N-[4-(N-hydroxyacetamido)butyl]propanimidic 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      14.840   3.898   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      21.508   4.668   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      20.174   3.898   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      33.962  -3.238   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      33.335  -1.831   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      33.056  -4.484   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      22.842   3.898   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      18.841   4.668   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      26.843   6.208   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      30.917   2.215   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      16.173   4.668   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      31.804  -1.670   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      26.843   4.668   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      29.510   1.588   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      31.525  -4.323   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      30.898  -2.916   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      25.509   3.898   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      28.176   2.358   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      31.177  -0.263   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0      24.175   4.668   0.000  0.00  0.00           N+0
HETATM   21  N   UNK     0      28.176   3.898   0.000  0.00  0.00           N+0
HETATM   22  N   UNK     0      29.671   0.057   0.000  0.00  0.00           N+0
HETATM   23  N   UNK     0      17.507   3.898   0.000  0.00  0.00           N+0
HETATM   24  O   UNK     0      28.176   6.978   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      16.173   6.208   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      30.620  -5.569   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      29.367  -2.755   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      25.509   2.358   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      26.843   1.588   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      17.507   2.358   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      31.947   1.070   0.000  0.00  0.00           O+0
HETATM   32  H   UNK     0      25.509   5.438   0.000  0.00  0.00           H+0
HETATM   33  H   UNK     0      28.218   0.750   0.000  0.00  0.00           H+0
CONECT    1   11                                                            
CONECT    2    3    7                                                       
CONECT    3    2    8                                                       
CONECT    4    5    6                                                       
CONECT    5    4   12                                                       
CONECT    6    4   15                                                       
CONECT    7    2   20                                                       
CONECT    8    3   23                                                       
CONECT    9   13   24                                                       
CONECT   10   14   31                                                       
CONECT   11    1   23   25                                                  
CONECT   12    5   16   19                                                  
CONECT   13    9   17   21   32                                             
CONECT   14   10   18   22   33                                             
CONECT   15    6   16   26                                                  
CONECT   16   12   15   27                                                  
CONECT   17   13   20   28                                                  
CONECT   18   14   21   29                                                  
CONECT   19   12   22   31                                                  
CONECT   20    7   17                                                       
CONECT   21   13   18                                                       
CONECT   22   14   19                                                       
CONECT   23    8   11   30                                                  
CONECT   24    9                                                            
CONECT   25   11                                                            
CONECT   26   15                                                            
CONECT   27   16                                                            
CONECT   28   17                                                            
CONECT   29   18                                                            
CONECT   30   23                                                            
CONECT   31   10   19                                                       
CONECT   32   13                                                            
CONECT   33   14                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   68    0
END

Synonyms

Not Available

Molecular Formula

C₁₉H₂₆N₄O₈

Average Mass

438.437

Monoisotopic Mass

438.175063813

IUPAC Name

(2S)-2-({[(4S)-2-(2,3-dihydroxyphenyl)-4,5-dihydro-1,3-oxazol-4-yl](hydroxy)methylidene}amino)-3-hydroxy-N-[4-(N-hydroxyacetamido)butyl]propanimidic acid

Traditional Name

(2S)-2-({[(4S)-2-(2,3-dihydroxyphenyl)-4,5-dihydro-1,3-oxazol-4-yl](hydroxy)methylidene}amino)-3-hydroxy-N-[4-(N-hydroxyacetamido)butyl]propanimidic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C19H26N4O8/c1-11(25)23(30)8-3-2-7-20-17(28)13(9-24)21-18(29)14-10-31-19(22-14)12-5-4-6-15(26)16(12)27/h4-6,13-14,24,26-27,30H,2-3,7-10H2,1H3,(H,20,28)(H,21,29)/t13-,14-/m0/s1

InChI Key

WWDGEKDKGZGKAG-KBPBESRZSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-alpha amino acids and derivatives. N-acyl-alpha amino acids and derivatives are compounds containing an alpha amino acid (or a derivative thereof) which bears an acyl group at its terminal nitrogen 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-alpha amino acids and derivatives

Alternative Parents

Substituents

N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Serine or derivatives
Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Oxazoline
Acetohydroxamic acid
Acetamide
Carboxamide group
Hydroxamic acid
Secondary carboxylic acid amide
Azacycle
Oxacycle
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Organoheterocyclic compound
Primary alcohol
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organic oxide
Organic nitrogen compound
Organopnictogen compound
Alcohol
Carbonyl group
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	0.12 g/L	ALOGPS
logP	0.29	ALOGPS
logP	-2.1	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	-4.9	ChemAxon
pKa (Strongest Basic)	11.72	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	188 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	108.4 m³·mol⁻¹	ChemAxon
Polarizability	44.52 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	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

78440283

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139586338

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 F (MMDBc0012057)

MOL for #<Metabolite:0x00007fed15580250>

3D MOL for #<Metabolite:0x00007fed15580250>

3D SDF for #<Metabolite:0x00007fed15580250>

3D-SDF for #<Metabolite:0x00007fed15580250>

PDB for #<Metabolite:0x00007fed15580250>

3D PDB for #<Metabolite:0x00007fed15580250>

SMILES for #<Metabolite:0x00007fed15580250>

INCHI for #<Metabolite:0x00007fed15580250>

Structure for #<Metabolite:0x00007fed15580250>

3D Structure for #<Metabolite:0x00007fed15580250>