Showing metabocard for Mucolactone (MMDBc0049968)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2022-04-29 22:47:18 UTC
Update Date2022-09-01 02:17:38 UTC
Metabolite IDMMDBc0049968
Metabolite Identification
Common NameMucolactone
Description5-oxo-2,5-dihydro-2-furylacetic acid, also known as 2-oxo-2,5-dihydrofuran-5-acetate or 4-carboxymethyl-4-hydroxyisocrotonolactone, belongs to the class of organic compounds known as butenolides. These are dihydrofurans with a carbonyl group at the C2 carbon atom. 5-oxo-2,5-dihydro-2-furylacetic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
MOLSDFPDBSMILESInChI

MOL for #<Metabolite:0x00007fe2a9693230>


  Mrv1533004231515242D          

 10 10  0  0  0  0            999 V2000
   -0.1467    3.1768    0.0000 O   0  0  0  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
   -0.8612    1.9393    0.0000 O   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  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
    0.9803   -0.1553    0.0000 C   0  0  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
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  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
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
  5 10  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007fe2a9693230>

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3D SDF for #<Metabolite:0x00007fe2a9693230>

  Mrv1533004231515242D          

 10 10  0  0  0  0            999 V2000
   -0.1467    3.1768    0.0000 O   0  0  0  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
   -0.8612    1.9393    0.0000 O   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  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
    0.9803   -0.1553    0.0000 C   0  0  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
    0.1553   -0.1553    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  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
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
  5 10  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0049968

> <DATABASE_NAME>
MIME

> <SMILES>
OC(=O)CC1OC(=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)

> <INCHI_KEY>
HPEKPJGPWNSAAV-UHFFFAOYSA-N

> <FORMULA>
C6H6O4

> <MOLECULAR_WEIGHT>
142.11

> <EXACT_MASS>
142.026608673

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
16

> <JCHEM_AVERAGE_POLARIZABILITY>
12.343400012674433

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
0.23

> <JCHEM_LOGP>
0.31137870333333334

> <ALOGPS_LOGS>
0.05

> <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>
63.6

> <JCHEM_REFRACTIVITY>
31.7016

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.58e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
muconolactone

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for #<Metabolite:0x00007fe2a9693230>
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PDB for #<Metabolite:0x00007fe2a9693230>
HEADER    PROTEIN                                 23-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-APR-15         0                                  
HETATM    1  O   UNK     0      -0.274   5.930   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -0.274   4.390   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -1.608   3.620   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       1.060   3.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       2.306   1.175   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       1.830  -0.290   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.735  -1.536   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       0.290  -0.290   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.186   1.175   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9    5                                                       
MASTER        0    0    0    0    0    0    0    0   10    0   20    0
END

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3D PDB for #<Metabolite:0x00007fe2a9693230>
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SMILES for #<Metabolite:0x00007fe2a9693230>
OC(=O)CC1OC(=O)C=C1
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INCHI for #<Metabolite:0x00007fe2a9693230>
InChI=1S/C6H6O4/c7-5(8)3-4-1-2-6(9)10-4/h1-2,4H,3H2,(H,7,8)
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Synonyms
ValueSource
2,5-Dihydro-5-oxofuran-2-acetateChEBI
2-oxo-2,5-Dihydrofuran-5-acetateChEBI
4-Carboxymethyl-4-hydroxyisocrotonolactoneChEBI
5-oxo-2,5-Dihydrofuran-2-acetateChEBI
MuconolactoneChEBI
2,5-Dihydro-5-oxofuran-2-acetic acidGenerator
2-oxo-2,5-Dihydrofuran-5-acetic acidGenerator
5-oxo-2,5-Dihydrofuran-2-acetic acidGenerator
5-oxo-2,5-Dihydro-2-furylacetateGenerator
Muconolactone, 5-(2)H-labeledMeSH
Molecular FormulaC6H6O4
Average Mass142.11
Monoisotopic Mass142.026608673
IUPAC Name2-(5-oxo-2,5-dihydrofuran-2-yl)acetic acid
Traditional Namemuconolactone
CAS Registry NumberNot Available
SMILES
OC(=O)CC1OC(=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)
InChI KeyHPEKPJGPWNSAAV-UHFFFAOYSA-N