Showing metabocard for (S)-muconolactone (MMDBc0055074)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2022-06-17 19:41:22 UTC
Update Date2022-08-12 20:09:13 UTC
Metabolite IDMMDBc0055074
Metabolite Identification
Common Name(S)-muconolactone
Description(S)-5-oxo-2,5-dihydro-2-furylacetate, also known as (S)-muconolactone, belongs to the class of organic compounds known as butenolides. These are dihydrofurans with a carbonyl group at the C2 carbon atom. Based on a literature review very few articles have been published on (S)-5-oxo-2,5-dihydro-2-furylacetate.
Structure
MOLSDFPDBSMILESInChI

MOL for #<Metabolite:0x00007fd599531940>

  Mrv1652306172221412D          

 11 11  0  0  1  0            999 V2000
   -0.0997    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    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1467    2.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1467    3.1768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8612    1.9393    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    1.4652   -0.8227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3028    1.4888    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  4  1  1  0  0  0  0
  4  3  1  6  0  0  0
  5  3  1  0  0  0  0
  6  2  1  0  0  0  0
  7  5  2  0  0  0  0
  8  5  1  0  0  0  0
  9  6  2  0  0  0  0
 10  4  1  0  0  0  0
 10  6  1  0  0  0  0
  4 11  1  1  0  0  0
M  CHG  1   8  -1
M  END
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3D MOL for #<Metabolite:0x00007fd599531940>

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3D SDF for #<Metabolite:0x00007fd599531940>
  Mrv1652306172221412D          

 11 11  0  0  1  0            999 V2000
   -0.0997    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    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5678    1.1143    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1467    2.3518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9803   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1467    3.1768    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8612    1.9393    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    1.4652   -0.8227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2352    0.6294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3028    1.4888    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  4  1  1  0  0  0  0
  4  3  1  6  0  0  0
  5  3  1  0  0  0  0
  6  2  1  0  0  0  0
  7  5  2  0  0  0  0
  8  5  1  0  0  0  0
  9  6  2  0  0  0  0
 10  4  1  0  0  0  0
 10  6  1  0  0  0  0
  4 11  1  1  0  0  0
M  CHG  1   8  -1
M  END
> <DATABASE_ID>
MMDBc0055074

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@]1(CC([O-])=O)OC(=O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C6H6O4/c7-5(8)3-4-1-2-6(9)10-4/h1-2,4H,3H2,(H,7,8)/p-1/t4-/m1/s1

> <INCHI_KEY>
HPEKPJGPWNSAAV-SCSAIBSYSA-M

> <FORMULA>
C6H5O4

> <MOLECULAR_WEIGHT>
141.103

> <EXACT_MASS>
141.019332221

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
15

> <JCHEM_AVERAGE_POLARIZABILITY>
11.930828342459517

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(2S)-5-oxo-2,5-dihydrofuran-2-yl]acetate

> <JCHEM_LOGP>
0.31137870333333334

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.884310031013051

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7631699375492818

> <JCHEM_PKA_STRONGEST_BASIC>
-6.820637971074914

> <JCHEM_POLAR_SURFACE_AREA>
66.43

> <JCHEM_REFRACTIVITY>
42.5387

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
[(2S)-5-oxo-2H-furan-2-yl]acetate

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for #<Metabolite:0x00007fd599531940>
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PDB for #<Metabolite:0x00007fd599531940>
HEADER    PROTEIN                                 17-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUN-22         0                                  
HETATM    1  C   UNK     0      -0.186   1.175   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.290  -0.290   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.060   3.620   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      -0.274   4.390   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.830  -0.290   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -0.274   5.930   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -1.608   3.620   0.000  0.00  0.00           O-1
HETATM    9  O   UNK     0       2.735  -1.536   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       2.306   1.175   0.000  0.00  0.00           O+0
HETATM   11  H   UNK     0       2.432   2.779   0.000  0.00  0.00           H+0
CONECT    1    2    4                                                       
CONECT    2    1    6                                                       
CONECT    3    4    5                                                       
CONECT    4    1    3   10   11                                             
CONECT    5    3    7    8                                                  
CONECT    6    2    9   10                                                  
CONECT    7    5                                                            
CONECT    8    5                                                            
CONECT    9    6                                                            
CONECT   10    4    6                                                       
CONECT   11    4                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   22    0
END

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3D PDB for #<Metabolite:0x00007fd599531940>
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SMILES for #<Metabolite:0x00007fd599531940>
[H][C@@]1(CC([O-])=O)OC(=O)C=C1
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INCHI for #<Metabolite:0x00007fd599531940>
InChI=1S/C6H6O4/c7-5(8)3-4-1-2-6(9)10-4/h1-2,4H,3H2,(H,7,8)/p-1/t4-/m1/s1
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Synonyms
ValueSource
(S)-MuconolactoneChEBI
(S)-5-oxo-2,5-Dihydro-2-furylacetic acidGenerator
Molecular FormulaC6H5O4
Average Mass141.103
Monoisotopic Mass141.019332221
IUPAC Name2-[(2S)-5-oxo-2,5-dihydrofuran-2-yl]acetate
Traditional Name[(2S)-5-oxo-2H-furan-2-yl]acetate
CAS Registry NumberNot Available
SMILES
[H][C@@]1(CC([O-])=O)OC(=O)C=C1
InChI Identifier
InChI=1S/C6H6O4/c7-5(8)3-4-1-2-6(9)10-4/h1-2,4H,3H2,(H,7,8)/p-1/t4-/m1/s1
InChI KeyHPEKPJGPWNSAAV-SCSAIBSYSA-M