Showing metabocard for 5-Fluoromuconolactone (MMDBc0052123)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2022-05-16 20:46:30 UTC
Update Date2024-04-30 20:43:19 UTC
Metabolite IDMMDBc0052123
Metabolite Identification
Common Name5-Fluoromuconolactone
Description5-Fluoromuconolactone belongs to the class of organic compounds known as butenolides. These are dihydrofurans with a carbonyl group at the C2 carbon atom. 5-Fluoromuconolactone is an extremely weak basic (essentially neutral) compound (based on its pKa). These are dihydrofurans with a carbonyk group at the C2 carbon atom.
Structure
MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x0000564af2952fe8>


  Mrv0541 05161317592D          

 11 11  0  0  0  0            999 V2000
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3297   -0.8227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1501   -0.7365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0059   -1.5764    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.9393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6351   -1.4039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4857    0.0172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  5  1  0  0  0  0
  7  5  1  0  0  0  0
  8  4  2  0  0  0  0
  9  6  2  0  0  0  0
 10  6  1  0  0  0  0
 11  3  1  0  0  0  0
 11  4  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x0000564af2952fe8>

Download
3D SDF for #<Metabolite:0x0000564af2952fe8>

  Mrv0541 05161317592D          

 11 11  0  0  0  0            999 V2000
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3297   -0.8227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1501   -0.7365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0059   -1.5764    0.0000 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.9393    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6351   -1.4039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4857    0.0172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  5  1  0  0  0  0
  7  5  1  0  0  0  0
  8  4  2  0  0  0  0
  9  6  2  0  0  0  0
 10  6  1  0  0  0  0
 11  3  1  0  0  0  0
 11  4  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0052123

> <DATABASE_NAME>
MIME

> <SMILES>
OC(=O)C(F)C1OC(=O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C6H5FO4/c7-5(6(9)10)3-1-2-4(8)11-3/h1-3,5H,(H,9,10)

> <INCHI_KEY>
YVULEJQYAMRENW-UHFFFAOYSA-N

> <FORMULA>
C6H5FO4

> <MOLECULAR_WEIGHT>
160.0999

> <EXACT_MASS>
160.017186853

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
12.457551987099464

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-fluoro-2-(5-oxo-2,5-dihydrofuran-2-yl)acetic acid

> <ALOGPS_LOGP>
0.51

> <JCHEM_LOGP>
0.48731201666666657

> <ALOGPS_LOGS>
-0.88

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.492823871463708

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.788295270347617

> <JCHEM_PKA_STRONGEST_BASIC>
-6.827197789256065

> <JCHEM_POLAR_SURFACE_AREA>
63.60000000000001

> <JCHEM_REFRACTIVITY>
31.347700000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.09e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-fluoromuconolactone

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for #<Metabolite:0x0000564af2952fe8>
https://cactus.nci.nih.gov/chemical/structure/OC(=O)C(F)C1OC(=O)C=C1/file?for...
 OpenBabel09142113323D
Jmol version 14.31.45  2021-07-21 05:08 EXTRACT: ({0:15})
 16 16  0  0  0  0  0  0  0  0999 V2000
   -2.4881    1.2904    0.9413 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9158    0.5282   -0.0040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1805    0.7100   -1.1687 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9430   -0.5541    0.3879 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5622   -1.8029    0.2689 F   0  0  0  0  0  0  0  0  0  0  0  0
    0.2777   -0.5003   -0.5330 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9533    0.7812   -0.3953 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2034    0.5371    0.0403 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0429    1.3871    0.2634 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4021   -0.9052    0.2066 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2853   -1.5488   -0.1231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1054    1.9717    0.6415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6267   -0.4023    1.4198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0265   -0.6550   -1.5683 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3148   -1.3737    0.5443 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1286   -2.6172   -0.1011 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 12  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  4 13  1  1  0  0  0
  6  7  1  0  0  0  0
  6 11  1  0  0  0  0
  6 14  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 15  1  0  0  0  0
 11 16  1  0  0  0  0
M  END
$$$$

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PDB for #<Metabolite:0x0000564af2952fe8>
HEADER    PROTEIN                                 16-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-MAY-13         0                                  
HETATM    1  C   UNK     0       1.830  -0.290   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.306   1.175   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.290  -0.290   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.615  -1.536   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.147  -1.375   0.000  0.00  0.00           C+0
HETATM    7  F   UNK     0       0.011  -2.943   0.000  0.00  0.00           F+0
HETATM    8  O   UNK     0       1.060   3.620   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      -3.052  -2.621   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      -2.773   0.032   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -0.186   1.175   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5   11                                                  
CONECT    4    2    8   11                                                  
CONECT    5    3    6    7                                                  
CONECT    6    5    9   10                                                  
CONECT    7    5                                                            
CONECT    8    4                                                            
CONECT    9    6                                                            
CONECT   10    6                                                            
CONECT   11    3    4                                                       
MASTER        0    0    0    0    0    0    0    0   11    0   22    0
END

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3D PDB for #<Metabolite:0x0000564af2952fe8>
COMPND    https://cactus.nci.nih.gov/chemical/structure/OC(=O)C(F)C1OC(=O)C=C1/file?for... 
AUTHOR    GENERATED BY OPEN BABEL 3.1.0
HETATM    1  O   UNL     1      -2.488   1.290   0.941  1.00  0.00           O  
HETATM    2  C   UNL     1      -1.916   0.528  -0.004  1.00  0.00           C  
HETATM    3  O   UNL     1      -2.180   0.710  -1.169  1.00  0.00           O  
HETATM    4  C   UNL     1      -0.943  -0.554   0.388  1.00  0.00           C  
HETATM    5  F   UNL     1      -1.562  -1.803   0.269  1.00  0.00           F  
HETATM    6  C   UNL     1       0.278  -0.500  -0.533  1.00  0.00           C  
HETATM    7  O   UNL     1       0.953   0.781  -0.395  1.00  0.00           O  
HETATM    8  C   UNL     1       2.203   0.537   0.040  1.00  0.00           C  
HETATM    9  O   UNL     1       3.043   1.387   0.263  1.00  0.00           O  
HETATM   10  C   UNL     1       2.402  -0.905   0.207  1.00  0.00           C  
HETATM   11  C   UNL     1       1.285  -1.549  -0.123  1.00  0.00           C  
HETATM   12  H   UNL     1      -3.105   1.972   0.641  1.00  0.00           H  
HETATM   13  H   UNL     1      -0.627  -0.402   1.420  1.00  0.00           H  
HETATM   14  H   UNL     1      -0.026  -0.655  -1.568  1.00  0.00           H  
HETATM   15  H   UNL     1       3.315  -1.374   0.544  1.00  0.00           H  
HETATM   16  H   UNL     1       1.129  -2.617  -0.101  1.00  0.00           H  
CONECT    1    2   12                                                 
CONECT    2    1    3    3    4                                       
CONECT    3    2    2                                                 
CONECT    4    2    5    6   13                                       
CONECT    5    4                                                      
CONECT    6    4    7   11   14                                       
CONECT    7    6    8                                                 
CONECT    8    7    9    9   10                                       
CONECT    9    8    8                                                 
CONECT   10    8   11   11   15                                       
CONECT   11   10   10    6   16                                       
CONECT   12    1                                                      
CONECT   13    4                                                      
CONECT   14    6                                                      
CONECT   15   10                                                      
CONECT   16   11                                                      
MASTER        0    0    0    0    0    0    0    0   16    0   16    0
END

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SMILES for #<Metabolite:0x0000564af2952fe8>
OC(=O)C(F)C1OC(=O)C=C1
Download
INCHI for #<Metabolite:0x0000564af2952fe8>
InChI=1S/C6H5FO4/c7-5(6(9)10)3-1-2-4(8)11-3/h1-3,5H,(H,9,10)
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SynonymsNot Available
Molecular FormulaC6H5FO4
Average Mass160.0999
Monoisotopic Mass160.017186853
IUPAC Name2-fluoro-2-(5-oxo-2,5-dihydrofuran-2-yl)acetic acid
Traditional Name5-fluoromuconolactone
CAS Registry NumberNot Available
SMILES
OC(=O)C(F)C1OC(=O)C=C1
InChI Identifier
InChI=1S/C6H5FO4/c7-5(6(9)10)3-1-2-4(8)11-3/h1-3,5H,(H,9,10)
InChI KeyYVULEJQYAMRENW-UHFFFAOYSA-N