Showing metabocard for 5-acetoxymethylfuran-3-carboxylic acid (MMDBc0005046)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-05-14 22:47:22 UTC
Update Date2022-08-31 06:23:23 UTC
Metabolite IDMMDBc0005046
Metabolite Identification
Common Name5-acetoxymethylfuran-3-carboxylic acid
Description5-acetoxymethylfuran-3-carboxylic acid 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 5-acetoxymethylfuran-3-carboxylic acid.
Structure
MOLSDFPDBSMILESInChI

MOL for #<Metabolite:0x00005645ca225f90>


  Mrv1652305152100472D          

 13 13  0  0  0  0            999 V2000
    1.2790   -2.9975    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
   -0.0997    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4652   -0.8227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6145   -2.2438    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
    0.9803   -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
    2.4350   -2.1576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1467    2.3518    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
    1.1296   -1.5764    0.0000 O   0  0  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
  5  1  1  0  0  0  0
  6  2  1  0  0  0  0
  6  3  2  0  0  0  0
  7  2  2  0  0  0  0
  7  4  1  0  0  0  0
  8  6  1  0  0  0  0
  9  5  2  0  0  0  0
 10  8  2  0  0  0  0
 11  8  1  0  0  0  0
 12  4  1  0  0  0  0
 12  5  1  0  0  0  0
 13  3  1  0  0  0  0
 13  7  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00005645ca225f90>

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3D SDF for #<Metabolite:0x00005645ca225f90>

  Mrv1652305152100472D          

 13 13  0  0  0  0            999 V2000
    1.2790   -2.9975    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
   -0.0997    0.6294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4652   -0.8227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6145   -2.2438    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
    0.9803   -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
    2.4350   -2.1576    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1467    2.3518    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
    1.1296   -1.5764    0.0000 O   0  0  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
  5  1  1  0  0  0  0
  6  2  1  0  0  0  0
  6  3  2  0  0  0  0
  7  2  2  0  0  0  0
  7  4  1  0  0  0  0
  8  6  1  0  0  0  0
  9  5  2  0  0  0  0
 10  8  2  0  0  0  0
 11  8  1  0  0  0  0
 12  4  1  0  0  0  0
 12  5  1  0  0  0  0
 13  3  1  0  0  0  0
 13  7  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0005046

> <DATABASE_NAME>
MIME

> <SMILES>
CC(=O)OCC1=CC(=CO1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C8H8O5/c1-5(9)12-4-7-2-6(3-13-7)8(10)11/h2-3H,4H2,1H3,(H,10,11)

> <INCHI_KEY>
YVKUULHZJZWUTP-UHFFFAOYSA-N

> <FORMULA>
C8H8O5

> <MOLECULAR_WEIGHT>
184.147

> <EXACT_MASS>
184.037173358

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
21

> <JCHEM_AVERAGE_POLARIZABILITY>
17.171831417789225

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-[(acetyloxy)methyl]furan-3-carboxylic acid

> <ALOGPS_LOGP>
1.05

> <JCHEM_LOGP>
0.3648510109999996

> <ALOGPS_LOGS>
-1.25

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.303141878836968

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1338254203122475

> <JCHEM_POLAR_SURFACE_AREA>
76.74

> <JCHEM_REFRACTIVITY>
41.67250000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.05e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-[(acetyloxy)methyl]furan-3-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for #<Metabolite:0x00005645ca225f90>
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PDB for #<Metabolite:0x00005645ca225f90>
HEADER    PROTEIN                                 15-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-MAY-21         0                                  
HETATM    1  C   UNK     0       2.387  -5.595   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      -0.186   1.175   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.735  -1.536   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.014  -4.188   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  C   UNK     0       1.830  -0.290   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.060   3.620   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       4.545  -4.027   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      -0.274   4.390   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       2.109  -2.943   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       0.290  -0.290   0.000  0.00  0.00           O+0
CONECT    1    5                                                            
CONECT    2    6    7                                                       
CONECT    3    6   13                                                       
CONECT    4    7   12                                                       
CONECT    5    1    9   12                                                  
CONECT    6    2    3    8                                                  
CONECT    7    2    4   13                                                  
CONECT    8    6   10   11                                                  
CONECT    9    5                                                            
CONECT   10    8                                                            
CONECT   11    8                                                            
CONECT   12    4    5                                                       
CONECT   13    3    7                                                       
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END

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3D PDB for #<Metabolite:0x00005645ca225f90>
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SMILES for #<Metabolite:0x00005645ca225f90>
CC(=O)OCC1=CC(=CO1)C(O)=O
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INCHI for #<Metabolite:0x00005645ca225f90>
InChI=1S/C8H8O5/c1-5(9)12-4-7-2-6(3-13-7)8(10)11/h2-3H,4H2,1H3,(H,10,11)
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Synonyms
ValueSource
5-Acetoxymethylfuran-3-carboxylateGenerator
Molecular FormulaC8H8O5
Average Mass184.147
Monoisotopic Mass184.037173358
IUPAC Name5-[(acetyloxy)methyl]furan-3-carboxylic acid
Traditional Name5-[(acetyloxy)methyl]furan-3-carboxylic acid
CAS Registry NumberNot Available
SMILES
CC(=O)OCC1=CC(=CO1)C(O)=O
InChI Identifier
InChI=1S/C8H8O5/c1-5(9)12-4-7-2-6(3-13-7)8(10)11/h2-3H,4H2,1H3,(H,10,11)
InChI KeyYVKUULHZJZWUTP-UHFFFAOYSA-N