Showing metabocard for Trans-4-Carboxymethylenebut-2-en-4-olide (MMDBc0030101)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-17 23:53:56 UTC
Update Date2022-08-31 17:39:43 UTC
Metabolite IDMMDBc0030101
Metabolite Identification
Common NameTrans-4-Carboxymethylenebut-2-en-4-olide
DescriptionTrans-4-carboxymethylenebut-2-en-4-olide is a member of the chemical class known as Furans. These are compounds containing a furan ring, which is a five-member aromatic ring with one oxygen atom, four carbon atoms.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x0000560be1a61330>

Structure #1
  Mrv0541 02241207012D          

 10 10  0  0  0  0            999 V2000
    1.2352    0.6294    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
    0.5678    1.1143    0.0000 C   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
    0.1553   -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  0  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
   -0.0997    0.6294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  4  1  0  0  0  0
  2  6  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  4  0  0  0
  4 10  1  0  0  0  0
  5  7  2  0  0  0  0
  5  8  1  0  0  0  0
  6  9  2  0  0  0  0
  6 10  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x0000560be1a61330>

HMDB0060518
     RDKit          3D
trans-4-Carboxymethylenebut-2-en-4-olide
 14 14  0  0  0  0  0  0  0  0999 V2000
   -1.9463   -1.3258    0.4043 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1431   -0.1462    0.1079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4410    0.3278    0.0928 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0522    0.7407   -0.2208 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2125    0.3414   -0.2227 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8119   -0.9446    0.0676 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1435   -0.8961   -0.0590 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4513    0.4679   -0.4475 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6216    0.8743   -0.6554 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2781    1.1888   -0.5388 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7173    1.1687    0.5971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2886    1.7936   -0.4802 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2625   -1.8460    0.3538 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8071   -1.7446    0.1096 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  3
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10  5  1  0
  3 11  1  0
  4 12  1  0
  6 13  1  0
  7 14  1  0
M  END
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3D SDF for #<Metabolite:0x0000560be1a61330>

Structure #1
  Mrv0541 02241207012D          

 10 10  0  0  0  0            999 V2000
    1.2352    0.6294    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
    0.5678    1.1143    0.0000 C   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
    0.1553   -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  0  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
   -0.0997    0.6294    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  4  1  0  0  0  0
  2  6  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  4  0  0  0
  4 10  1  0  0  0  0
  5  7  2  0  0  0  0
  5  8  1  0  0  0  0
  6  9  2  0  0  0  0
  6 10  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0030101

> <DATABASE_NAME>
MIME

> <SMILES>
OC(=O)C=C1OC(=O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C6H4O4/c7-5(8)3-4-1-2-6(9)10-4/h1-3H,(H,7,8)

> <INCHI_KEY>
AYFXPGXAZMFWNH-UHFFFAOYSA-N

> <FORMULA>
C6H4O4

> <MOLECULAR_WEIGHT>
140.0936

> <EXACT_MASS>
140.010958616

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
11.760931845123526

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
0.72

> <JCHEM_LOGP>
0.18295978666666662

> <ALOGPS_LOGS>
-0.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.0646434995810767

> <JCHEM_PKA_STRONGEST_BASIC>
-6.947904211705147

> <JCHEM_POLAR_SURFACE_AREA>
63.599999999999994

> <JCHEM_REFRACTIVITY>
33.3257

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.31e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(5-oxofuran-2-ylidene)acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x0000560be1a61330>

HMDB0060518
     RDKit          3D
trans-4-Carboxymethylenebut-2-en-4-olide
 14 14  0  0  0  0  0  0  0  0999 V2000
   -1.9463   -1.3258    0.4043 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1431   -0.1462    0.1079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4410    0.3278    0.0928 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0522    0.7407   -0.2208 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2125    0.3414   -0.2227 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8119   -0.9446    0.0676 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1435   -0.8961   -0.0590 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4513    0.4679   -0.4475 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6216    0.8743   -0.6554 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2781    1.1888   -0.5388 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7173    1.1687    0.5971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2886    1.7936   -0.4802 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2625   -1.8460    0.3538 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8071   -1.7446    0.1096 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  2  3
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10  5  1  0
  3 11  1  0
  4 12  1  0
  6 13  1  0
  7 14  1  0
M  END
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PDB for #<Metabolite:0x0000560be1a61330>

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Structure #1                                      
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       2.306   1.175   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.830  -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       0.290  -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+0
HETATM    9  O   UNK     0      -0.615  -1.536   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:0x0000560be1a61330>

COMPND    HMDB0060518
HETATM    1  O1  UNL     1      -1.946  -1.326   0.404  1.00  0.00           O  
HETATM    2  C1  UNL     1      -2.143  -0.146   0.108  1.00  0.00           C  
HETATM    3  O2  UNL     1      -3.441   0.328   0.093  1.00  0.00           O  
HETATM    4  C2  UNL     1      -1.052   0.741  -0.221  1.00  0.00           C  
HETATM    5  C3  UNL     1       0.213   0.341  -0.223  1.00  0.00           C  
HETATM    6  C4  UNL     1       0.812  -0.945   0.068  1.00  0.00           C  
HETATM    7  C5  UNL     1       2.144  -0.896  -0.059  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.451   0.468  -0.448  1.00  0.00           C  
HETATM    9  O3  UNL     1       3.622   0.874  -0.655  1.00  0.00           O  
HETATM   10  O4  UNL     1       1.278   1.189  -0.539  1.00  0.00           O  
HETATM   11  H1  UNL     1      -3.717   1.169   0.597  1.00  0.00           H  
HETATM   12  H2  UNL     1      -1.289   1.794  -0.480  1.00  0.00           H  
HETATM   13  H3  UNL     1       0.262  -1.846   0.354  1.00  0.00           H  
HETATM   14  H4  UNL     1       2.807  -1.745   0.110  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   11
CONECT    4    5    5   12
CONECT    5    6   10
CONECT    6    7    7   13
CONECT    7    8   14
CONECT    8    9    9   10
END
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SMILES for #<Metabolite:0x0000560be1a61330>

OC(=O)C=C1OC(=O)C=C1
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INCHI for #<Metabolite:0x0000560be1a61330>

InChI=1S/C6H4O4/c7-5(8)3-4-1-2-6(9)10-4/h1-3H,(H,7,8)
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Synonyms
ValueSource
cis-DienelactoneMeSH
DienelactoneMeSH
4-Carboxymethylenebut-2-en-4-olideMeSH
Molecular FormulaC6H4O4
Average Mass140.0936
Monoisotopic Mass140.010958616
IUPAC Name2-(5-oxo-2,5-dihydrofuran-2-ylidene)acetic acid
Traditional Name(5-oxofuran-2-ylidene)acetic acid
CAS Registry Number22752-92-7
SMILES
OC(=O)C=C1OC(=O)C=C1
InChI Identifier
InChI=1S/C6H4O4/c7-5(8)3-4-1-2-6(9)10-4/h1-3H,(H,7,8)
InChI KeyAYFXPGXAZMFWNH-UHFFFAOYSA-N