Showing metabocard for 3-carboxy-2,5-dihydro-5-oxofuran-2-acetic acid (MMDBc0055351)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2022-06-17 19:49:50 UTC
Update Date2022-08-12 20:09:21 UTC
Metabolite IDMMDBc0055351
Metabolite Identification
Common Name3-carboxy-2,5-dihydro-5-oxofuran-2-acetic acid
Description2-(carboxylatomethyl)-5-oxo-2,5-dihydrofuran-2-ide-3-carboxylate, also known as 3-carboxy-2,5-dihydro-5-oxofuran-2-acetate, belongs to the class of organic compounds known as furoic acids. These are organic compounds containing a furoic acid moiety, with a structure characterized by a furan ring bearing a carboxylic acid group at the C2 or C3 carbon atom. Based on a literature review very few articles have been published on 2-(carboxylatomethyl)-5-oxo-2,5-dihydrofuran-2-ide-3-carboxylate.
Structure
MOLSDFPDBSMILESInChI

MOL for #<Metabolite:0x00007fe2a05f44b8>


  Mrv1652306172221492D          

 13 13  0  0  0  0            999 V2000
    1.2352    0.6294    0.0000 C   0  5  0  0  0  0  0  0  0  0  0  0
   -0.8843    0.8843    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
   -0.0997    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4974    0.3323    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
    0.5678    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3259   -0.4747    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2820    0.5872    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
    1.2822    2.3518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1467    2.3518    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  4  3  2  0  0  0  0
  5  2  1  0  0  0  0
  6  1  1  0  0  0  0
  7  3  1  0  0  0  0
  8  5  2  0  0  0  0
  9  5  1  0  0  0  0
 10  6  2  0  0  0  0
 11  7  2  0  0  0  0
 12  7  1  0  0  0  0
 13  4  1  0  0  0  0
 13  6  1  0  0  0  0
M  CHG  3   1  -1   9  -1  12  -1
M  END
Download

3D MOL for #<Metabolite:0x00007fe2a05f44b8>

Download
3D SDF for #<Metabolite:0x00007fe2a05f44b8>

  Mrv1652306172221492D          

 13 13  0  0  0  0            999 V2000
    1.2352    0.6294    0.0000 C   0  5  0  0  0  0  0  0  0  0  0  0
   -0.8843    0.8843    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
   -0.0997    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4974    0.3323    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
    0.5678    1.9393    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3259   -0.4747    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2820    0.5872    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
    1.2822    2.3518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1467    2.3518    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.1553   -0.1553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  4  3  2  0  0  0  0
  5  2  1  0  0  0  0
  6  1  1  0  0  0  0
  7  3  1  0  0  0  0
  8  5  2  0  0  0  0
  9  5  1  0  0  0  0
 10  6  2  0  0  0  0
 11  7  2  0  0  0  0
 12  7  1  0  0  0  0
 13  4  1  0  0  0  0
 13  6  1  0  0  0  0
M  CHG  3   1  -1   9  -1  12  -1
M  END
> <DATABASE_ID>
MMDBc0055351

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C7H5O6/c8-5(9)2-4-3(7(11)12)1-6(10)13-4/h1H,2H2,(H,8,9)(H,11,12)/q-1/p-2

> <INCHI_KEY>
YTGSUEIQIFKYDP-UHFFFAOYSA-L

> <FORMULA>
C7H3O6

> <MOLECULAR_WEIGHT>
183.097

> <EXACT_MASS>
182.994608556

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
16

> <JCHEM_AVERAGE_POLARIZABILITY>
14.347581926304699

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
-3

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-(carboxymethyl)-2-oxo-2,3-dihydrofuran-3-ide-4-carboxylate

> <JCHEM_LOGP>
-0.9728883119999999

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.704735955317078

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.6959085221264507

> <JCHEM_PKA_STRONGEST_BASIC>
-7.228231882499257

> <JCHEM_POLAR_SURFACE_AREA>
106.56

> <JCHEM_REFRACTIVITY>
58.6987

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
5-(carboxymethyl)-2-oxo-3H-furan-3-ide-4-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for #<Metabolite:0x00007fe2a05f44b8>
Download
PDB for #<Metabolite:0x00007fe2a05f44b8>
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       2.306   1.175   0.000  0.00  0.00           C-1
HETATM    2  C   UNK     0      -1.651   1.651   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.186   1.175   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.795   0.620   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  C   UNK     0       1.060   3.620   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      -2.475  -0.886   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      -4.260   1.096   0.000  0.00  0.00           O-1
HETATM   10  O   UNK     0       2.735  -1.536   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       2.393   4.390   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -0.274   4.390   0.000  0.00  0.00           O-1
HETATM   13  O   UNK     0       0.290  -0.290   0.000  0.00  0.00           O+0
CONECT    1    3    6                                                       
CONECT    2    4    5                                                       
CONECT    3    1    4    7                                                  
CONECT    4    2    3   13                                                  
CONECT    5    2    8    9                                                  
CONECT    6    1   10   13                                                  
CONECT    7    3   11   12                                                  
CONECT    8    5                                                            
CONECT    9    5                                                            
CONECT   10    6                                                            
CONECT   11    7                                                            
CONECT   12    7                                                            
CONECT   13    4    6                                                       
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END

Download
3D PDB for #<Metabolite:0x00007fe2a05f44b8>
Download
SMILES for #<Metabolite:0x00007fe2a05f44b8>
[O-]C(=O)CC1=C([CH-]C(=O)O1)C([O-])=O
Download
INCHI for #<Metabolite:0x00007fe2a05f44b8>
InChI=1S/C7H5O6/c8-5(9)2-4-3(7(11)12)1-6(10)13-4/h1H,2H2,(H,8,9)(H,11,12)/q-1/p-2
Download
Synonyms
ValueSource
2-(Carboxylatomethyl)-5-oxo-2,5-dihydrofuran-2-ide-3-carboxylate trianionChEBI
2-(Carboxylatomethyl)-5-oxo-2,5-dihydrofuran-2-ide-3-carboxylate(3-)ChEBI
3-Carboxy-2,5-dihydro-5-oxofuran-2-acetateChEBI
2-(Carboxylatomethyl)-5-oxo-2,5-dihydrofuran-2-ide-3-carboxylic acid trianionGenerator
2-(Carboxylatomethyl)-5-oxo-2,5-dihydrofuran-2-ide-3-carboxylic acid(3-)Generator
3-Carboxy-2,5-dihydro-5-oxofuran-2-acetic acidGenerator
2-(Carboxylatomethyl)-5-oxo-2,5-dihydrofuran-2-ide-3-carboxylic acidGenerator
Molecular FormulaC7H3O6
Average Mass183.097
Monoisotopic Mass182.994608556
IUPAC Name5-(carboxymethyl)-2-oxo-2,3-dihydrofuran-3-ide-4-carboxylate
Traditional Name5-(carboxymethyl)-2-oxo-3H-furan-3-ide-4-carboxylate
CAS Registry NumberNot Available
SMILES
[O-]C(=O)CC1=C([CH-]C(=O)O1)C([O-])=O
InChI Identifier
InChI=1S/C7H5O6/c8-5(9)2-4-3(7(11)12)1-6(10)13-4/h1H,2H2,(H,8,9)(H,11,12)/q-1/p-2
InChI KeyYTGSUEIQIFKYDP-UHFFFAOYSA-L