Showing metabocard for (4,5-dihydro-5-oxofuran-2-yl)-acetic acid (MMDBc0054944)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2022-06-17 19:38:20 UTC
Update Date2022-08-12 20:09:09 UTC
Metabolite IDMMDBc0054944
Metabolite Identification
Common Name(4,5-dihydro-5-oxofuran-2-yl)-acetic acid
Description5-oxo-4,5-dihydro-2-furylacetate, also known as (4,5-dihydro-5-oxofuran-2-yl)-acetate, belongs to the class of organic compounds known as dicarboxylic acids and derivatives. These are organic compounds containing exactly two carboxylic acid groups. 5-oxo-4,5-dihydro-2-furylacetate is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review very few articles have been published on 5-oxo-4,5-dihydro-2-furylacetate.
Structure
MOLSDFPDBSMILESInChI

MOL for #<Metabolite:0x00007f9234014140>


  Mrv1652306172221382D          

 10 10  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
   -0.3297   -0.8227    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
    0.0059   -1.5764    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
   -0.4790   -2.2438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8264   -1.6626    0.0000 O   0  5  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
   -0.0997    0.6294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  4  1  2  0  0  0  0
  4  3  1  0  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
M  CHG  1   8  -1
M  END
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3D MOL for #<Metabolite:0x00007f9234014140>

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3D SDF for #<Metabolite:0x00007f9234014140>

  Mrv1652306172221382D          

 10 10  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
   -0.3297   -0.8227    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
    0.0059   -1.5764    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
   -0.4790   -2.2438    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8264   -1.6626    0.0000 O   0  5  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
   -0.0997    0.6294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  4  1  2  0  0  0  0
  4  3  1  0  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
M  CHG  1   8  -1
M  END
> <DATABASE_ID>
MMDBc0054944

> <DATABASE_NAME>
MIME

> <SMILES>
[O-]C(=O)CC1=CCC(=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C6H6O4/c7-5(8)3-4-1-2-6(9)10-4/h1H,2-3H2,(H,7,8)/p-1

> <INCHI_KEY>
ZPEHSARSWGDCEX-UHFFFAOYSA-M

> <FORMULA>
C6H5O4

> <MOLECULAR_WEIGHT>
141.103

> <EXACT_MASS>
141.019332221

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
15

> <JCHEM_AVERAGE_POLARIZABILITY>
12.121923905074377

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(5-oxo-4,5-dihydrofuran-2-yl)acetate

> <JCHEM_LOGP>
-0.4079421826666667

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
16.04968688660124

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7979716129953345

> <JCHEM_PKA_STRONGEST_BASIC>
-7.215706990605494

> <JCHEM_POLAR_SURFACE_AREA>
66.43

> <JCHEM_REFRACTIVITY>
43.092800000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(5-oxo-4H-furan-2-yl)acetate

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for #<Metabolite:0x00007f9234014140>
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PDB for #<Metabolite:0x00007f9234014140>
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       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      -0.615  -1.536   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.290  -0.290   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.011  -2.943   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -0.894  -4.188   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       1.543  -3.104   0.000  0.00  0.00           O-1
HETATM    9  O   UNK     0       1.060   3.620   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      -0.186   1.175   0.000  0.00  0.00           O+0
CONECT    1    2    4                                                       
CONECT    2    1    6                                                       
CONECT    3    4    5                                                       
CONECT    4    1    3   10                                                  
CONECT    5    3    7    8                                                  
CONECT    6    2    9   10                                                  
CONECT    7    5                                                            
CONECT    8    5                                                            
CONECT    9    6                                                            
CONECT   10    4    6                                                       
MASTER        0    0    0    0    0    0    0    0   10    0   20    0
END

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3D PDB for #<Metabolite:0x00007f9234014140>
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SMILES for #<Metabolite:0x00007f9234014140>
[O-]C(=O)CC1=CCC(=O)O1
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INCHI for #<Metabolite:0x00007f9234014140>
InChI=1S/C6H6O4/c7-5(8)3-4-1-2-6(9)10-4/h1H,2-3H2,(H,7,8)/p-1
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Synonyms
ValueSource
(4,5-Dihydro-5-oxofuran-2-yl)-acetateChEBI
(4,5-Dihydro-5-oxofuran-2-yl)-acetic acidGenerator
5-oxo-4,5-Dihydro-2-furylacetic acidGenerator
Molecular FormulaC6H5O4
Average Mass141.103
Monoisotopic Mass141.019332221
IUPAC Name2-(5-oxo-4,5-dihydrofuran-2-yl)acetate
Traditional Name(5-oxo-4H-furan-2-yl)acetate
CAS Registry NumberNot Available
SMILES
[O-]C(=O)CC1=CCC(=O)O1
InChI Identifier
InChI=1S/C6H6O4/c7-5(8)3-4-1-2-6(9)10-4/h1H,2-3H2,(H,7,8)/p-1
InChI KeyZPEHSARSWGDCEX-UHFFFAOYSA-M