Showing metabocard for 2,5-Dimethylfuran (MMDBc0007482)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-05-15 00:39:27 UTC
Update Date2022-08-31 06:27:14 UTC
Metabolite IDMMDBc0007482
Metabolite Identification
Common Name2,5-Dimethylfuran
Description2,5-Dimethylfuran is a derivative of furan. It is a heterocyclic compound of the formula C6H8O. While it may be abbreviated DMF, it should not be confused with dimethylformamide. 2,5-Dimethylfuran is a maillard product. 2,5-Dimethylfuran has been identified as one of the components of cigar smoke with low cilatoxicity (ability to adversely affect the cilia in the respiratory tract that are responsible for removing foreign particles). Its blood concentration can be used as a biomarker for smoking. 2,5-Dimethylfuran, together with 2,5-hexanedione and 4,5-dihydroxy-2-hexanone, is one of the main metabolites of hexane in humans, which play a role in the mechanism for the neurotoxicity of hexane.Recent advances have increased its attractiveness as a biofuel.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f12409472b8>


  Mrv1652305261923562D          

  7  7  0  0  0  0            999 V2000
   -0.3297   -0.8227    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
    0.9803   -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
    0.1553   -0.1553    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 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  5  1  1  0  0  0  0
  5  3  2  0  0  0  0
  6  2  1  0  0  0  0
  6  4  2  0  0  0  0
  7  5  1  0  0  0  0
  7  6  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007f12409472b8>

HMDB0033182
     RDKit          3D
2,5-Dimethylfuran
 15 15  0  0  0  0  0  0  0  0999 V2000
    2.5264   -0.5257   -0.1616 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0943   -0.0695   -0.0334 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6590    1.1965    0.2970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7189    1.1690    0.2997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0837   -0.1135   -0.0293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4978   -0.6223   -0.1508 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0163   -0.7852   -0.2108 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5688   -1.1272   -1.0881 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7747   -1.2073    0.7009 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1908    0.3382   -0.1423 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3091    2.0463    0.5121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3758    2.0127    0.5225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1207   -0.0991    0.5860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5178   -1.7095    0.0949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8247   -0.5034   -1.1969 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  5  7  1  0
  7  2  1  0
  1  8  1  0
  1  9  1  0
  1 10  1  0
  3 11  1  0
  4 12  1  0
  6 13  1  0
  6 14  1  0
  6 15  1  0
M  END
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3D SDF for #<Metabolite:0x00007f12409472b8>


  Mrv1652305261923562D          

  7  7  0  0  0  0            999 V2000
   -0.3297   -0.8227    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
    0.9803   -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
    0.1553   -0.1553    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 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  1  0  0  0  0
  5  1  1  0  0  0  0
  5  3  2  0  0  0  0
  6  2  1  0  0  0  0
  6  4  2  0  0  0  0
  7  5  1  0  0  0  0
  7  6  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0007482

> <DATABASE_NAME>
MIME

> <SMILES>
CC1=CC=C(C)O1

> <INCHI_IDENTIFIER>
InChI=1S/C6H8O/c1-5-3-4-6(2)7-5/h3-4H,1-2H3

> <INCHI_KEY>
GSNUFIFRDBKVIE-UHFFFAOYSA-N

> <FORMULA>
C6H8O

> <MOLECULAR_WEIGHT>
96.1271

> <EXACT_MASS>
96.057514878

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
15

> <JCHEM_AVERAGE_POLARIZABILITY>
11.08581108665272

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,5-dimethylfuran

> <ALOGPS_LOGP>
2.17

> <JCHEM_LOGP>
1.5126139823333333

> <ALOGPS_LOGS>
-1.10

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-2.737097440646146

> <JCHEM_POLAR_SURFACE_AREA>
13.14

> <JCHEM_REFRACTIVITY>
28.870800000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.55e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,5-dimethylfuran

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for #<Metabolite:0x00007f12409472b8>

HMDB0033182
     RDKit          3D
2,5-Dimethylfuran
 15 15  0  0  0  0  0  0  0  0999 V2000
    2.5264   -0.5257   -0.1616 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0943   -0.0695   -0.0334 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6590    1.1965    0.2970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7189    1.1690    0.2997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0837   -0.1135   -0.0293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4978   -0.6223   -0.1508 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0163   -0.7852   -0.2108 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5688   -1.1272   -1.0881 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7747   -1.2073    0.7009 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1908    0.3382   -0.1423 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3091    2.0463    0.5121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3758    2.0127    0.5225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1207   -0.0991    0.5860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5178   -1.7095    0.0949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8247   -0.5034   -1.1969 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  5  7  1  0
  7  2  1  0
  1  8  1  0
  1  9  1  0
  1 10  1  0
  3 11  1  0
  4 12  1  0
  6 13  1  0
  6 14  1  0
  6 15  1  0
M  END
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PDB for #<Metabolite:0x00007f12409472b8>

HEADER    PROTEIN                                 26-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-19         0                                  
HETATM    1  C   UNK     0      -0.615  -1.536   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.060   3.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.830  -0.290   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.306   1.175   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       1.060   2.080   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -0.186   1.175   0.000  0.00  0.00           O+0
CONECT    1    5                                                            
CONECT    2    6                                                            
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    1    3    7                                                  
CONECT    6    2    4    7                                                  
CONECT    7    5    6                                                       
MASTER        0    0    0    0    0    0    0    0    7    0   14    0
END
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3D PDB for #<Metabolite:0x00007f12409472b8>

COMPND    HMDB0033182
HETATM    1  C1  UNL     1       2.526  -0.526  -0.162  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.094  -0.070  -0.033  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.659   1.197   0.297  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.719   1.169   0.300  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.084  -0.113  -0.029  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.498  -0.622  -0.151  1.00  0.00           C  
HETATM    7  O1  UNL     1       0.016  -0.785  -0.211  1.00  0.00           O  
HETATM    8  H1  UNL     1       2.569  -1.127  -1.088  1.00  0.00           H  
HETATM    9  H2  UNL     1       2.775  -1.207   0.701  1.00  0.00           H  
HETATM   10  H3  UNL     1       3.191   0.338  -0.142  1.00  0.00           H  
HETATM   11  H4  UNL     1       1.309   2.046   0.512  1.00  0.00           H  
HETATM   12  H5  UNL     1      -1.376   2.013   0.522  1.00  0.00           H  
HETATM   13  H6  UNL     1      -3.121  -0.099   0.586  1.00  0.00           H  
HETATM   14  H7  UNL     1      -2.518  -1.709   0.095  1.00  0.00           H  
HETATM   15  H8  UNL     1      -2.825  -0.503  -1.197  1.00  0.00           H  
CONECT    1    2    8    9   10
CONECT    2    3    3    7
CONECT    3    4   11
CONECT    4    5    5   12
CONECT    5    6    7
CONECT    6   13   14   15
END
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SMILES for #<Metabolite:0x00007f12409472b8>

CC1=CC=C(C)O1
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INCHI for #<Metabolite:0x00007f12409472b8>

InChI=1S/C6H8O/c1-5-3-4-6(2)7-5/h3-4H,1-2H3
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Synonyms
ValueSource
2,5-Dimethyl-furanChEBI
2,5-DimethylfuraneChEBI
Molecular FormulaC6H8O
Average Mass96.1271
Monoisotopic Mass96.057514878
IUPAC Name2,5-dimethylfuran
Traditional Name2,5-dimethylfuran
CAS Registry NumberNot Available
SMILES
CC1=CC=C(C)O1
InChI Identifier
InChI=1S/C6H8O/c1-5-3-4-6(2)7-5/h3-4H,1-2H3
InChI KeyGSNUFIFRDBKVIE-UHFFFAOYSA-N