Showing metabocard for 2-(carboxymethyl)-5-oxo-2,5-dihydro-2-furoic acid (MMDBc0055200)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2022-06-17 19:46:04 UTC
Update Date2022-08-12 20:09:16 UTC
Metabolite IDMMDBc0055200
Metabolite Identification
Common Name2-(carboxymethyl)-5-oxo-2,5-dihydro-2-furoic acid
Description2-(carboxylatomethyl)-5-oxo-2,5-dihydro-2-furoate(2-), also known as 2-carboxylato-2,5-dihydro-5-oxofuran-2-acetate or 4-carboxylatomuconolactone(2-), belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups. Based on a literature review very few articles have been published on 2-(carboxylatomethyl)-5-oxo-2,5-dihydro-2-furoate(2-).
Structure
MOLSDFPDBSMILESInChI

MOL for #<Metabolite:0x0000556b6ab6d318>


  Mrv1652306172221462D          

 13 13  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
    1.1198    1.7274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9268    1.5559    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
    0.0157    1.7274    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
    2.4788    2.1689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1817    0.7712    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.3297   -0.8227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7912    1.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2707    2.5120    0.0000 O   0  5  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
  4  3  1  0  0  0  0
  5  1  1  0  0  0  0
  7  2  1  0  0  0  0
  7  3  1  0  0  0  0
  7  6  1  0  0  0  0
  8  4  2  0  0  0  0
  9  4  1  0  0  0  0
 10  5  2  0  0  0  0
 11  6  2  0  0  0  0
 12  6  1  0  0  0  0
 13  5  1  0  0  0  0
 13  7  1  0  0  0  0
M  CHG  2   9  -1  12  -1
M  END
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3D MOL for #<Metabolite:0x0000556b6ab6d318>

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3D SDF for #<Metabolite:0x0000556b6ab6d318>

  Mrv1652306172221462D          

 13 13  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
    1.1198    1.7274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9268    1.5559    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
    0.0157    1.7274    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
    2.4788    2.1689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1817    0.7712    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.3297   -0.8227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7912    1.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2707    2.5120    0.0000 O   0  5  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
  4  3  1  0  0  0  0
  5  1  1  0  0  0  0
  7  2  1  0  0  0  0
  7  3  1  0  0  0  0
  7  6  1  0  0  0  0
  8  4  2  0  0  0  0
  9  4  1  0  0  0  0
 10  5  2  0  0  0  0
 11  6  2  0  0  0  0
 12  6  1  0  0  0  0
 13  5  1  0  0  0  0
 13  7  1  0  0  0  0
M  CHG  2   9  -1  12  -1
M  END
> <DATABASE_ID>
MMDBc0055200

> <DATABASE_NAME>
MIME

> <SMILES>
[O-]C(=O)CC1(OC(=O)C=C1)C([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C7H6O6/c8-4(9)3-7(6(11)12)2-1-5(10)13-7/h1-2H,3H2,(H,8,9)(H,11,12)/p-2

> <INCHI_KEY>
DHCUIDTZCMREHG-UHFFFAOYSA-L

> <FORMULA>
C7H4O6

> <MOLECULAR_WEIGHT>
184.104

> <EXACT_MASS>
184.001885009

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
17

> <JCHEM_AVERAGE_POLARIZABILITY>
14.159234664410938

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
-2

> <JCHEM_GHOSE_FILTER>
0

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

> <JCHEM_LOGP>
0.017509160666666607

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.988934649429364

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.0057710269560864

> <JCHEM_PKA_STRONGEST_BASIC>
-6.854242339404078

> <JCHEM_POLAR_SURFACE_AREA>
106.56

> <JCHEM_REFRACTIVITY>
59.50020000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
2-(carboxymethyl)-5-oxofuran-2-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for #<Metabolite:0x0000556b6ab6d318>
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PDB for #<Metabolite:0x0000556b6ab6d318>
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       2.090   3.224   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.597   2.904   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.290  -0.290   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.029   3.224   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.060   2.080   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       4.627   4.049   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       4.073   1.440   0.000  0.00  0.00           O-1
HETATM   10  O   UNK     0      -0.615  -1.536   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -1.477   2.904   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       0.505   4.689   0.000  0.00  0.00           O-1
HETATM   13  O   UNK     0      -0.186   1.175   0.000  0.00  0.00           O+0
CONECT    1    2    5                                                       
CONECT    2    1    7                                                       
CONECT    3    4    7                                                       
CONECT    4    3    8    9                                                  
CONECT    5    1   10   13                                                  
CONECT    6    7   11   12                                                  
CONECT    7    2    3    6   13                                             
CONECT    8    4                                                            
CONECT    9    4                                                            
CONECT   10    5                                                            
CONECT   11    6                                                            
CONECT   12    6                                                            
CONECT   13    5    7                                                       
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END

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3D PDB for #<Metabolite:0x0000556b6ab6d318>
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SMILES for #<Metabolite:0x0000556b6ab6d318>
[O-]C(=O)CC1(OC(=O)C=C1)C([O-])=O
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INCHI for #<Metabolite:0x0000556b6ab6d318>
InChI=1S/C7H6O6/c8-4(9)3-7(6(11)12)2-1-5(10)13-7/h1-2H,3H2,(H,8,9)(H,11,12)/p-2
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Synonyms
ValueSource
2-(Carboxylatomethyl)-5-oxo-2,5-dihydro-2-furoate dianionChEBI
2-(Carboxylatomethyl)-5-oxo-2,5-dihydrofuran-2-carboxylate dianionChEBI
2-(Carboxylatomethyl)-5-oxo-2,5-dihydrofuran-2-carboxylate(2-)ChEBI
2-(Carboxymethyl)-5-oxo-2,5-dihydro-2-furoateChEBI
2-Carboxylato-2,5-dihydro-5-oxofuran-2-acetateChEBI
4-Carboxylatomuconolactone(2-)ChEBI
2-(Carboxylatomethyl)-5-oxo-2,5-dihydro-2-furoic acid dianionGenerator
2-(Carboxylatomethyl)-5-oxo-2,5-dihydrofuran-2-carboxylic acid dianionGenerator
2-(Carboxylatomethyl)-5-oxo-2,5-dihydrofuran-2-carboxylic acid(2-)Generator
2-(Carboxymethyl)-5-oxo-2,5-dihydro-2-furoic acidGenerator
2-Carboxylato-2,5-dihydro-5-oxofuran-2-acetic acidGenerator
2-(Carboxylatomethyl)-5-oxo-2,5-dihydro-2-furoic acid(2-)Generator
Molecular FormulaC7H4O6
Average Mass184.104
Monoisotopic Mass184.001885009
IUPAC Name2-(carboxymethyl)-5-oxo-2,5-dihydrofuran-2-carboxylate
Traditional Name2-(carboxymethyl)-5-oxofuran-2-carboxylate
CAS Registry NumberNot Available
SMILES
[O-]C(=O)CC1(OC(=O)C=C1)C([O-])=O
InChI Identifier
InChI=1S/C7H6O6/c8-4(9)3-7(6(11)12)2-1-5(10)13-7/h1-2H,3H2,(H,8,9)(H,11,12)/p-2
InChI KeyDHCUIDTZCMREHG-UHFFFAOYSA-L