Showing metabocard for 4,7-Dimethylbenzofuran (MMDBc0047661)

Record Information
Version2.0
StatusDetected and Quantified
Creation Date2021-11-19 15:36:31 UTC
Update Date2025-10-07 16:08:04 UTC
Metabolite IDMMDBc0047661
Metabolite Identification
Common Name4,7-Dimethylbenzofuran
Description4,7-Dimethylbenzofuran is a member of the chemical class of benzofurans, characterized by its fused benzene and furan rings with two methyl substituents at the 4 and 7 positions. This compound is noted for its presence as a metabolite in various biological contexts, particularly in the aroma profiles of certain plant-derived substances. For instance, research has shown that the addition of thyme essential oil can significantly alter the aroma profile of meat-derived components, leading to a reduction in the formation of 4,7-dimethylbenzofuran among other compounds (PMID:39124929 ). Additionally, it has been identified in peony seed oil, contributing to a unique aroma characterized by grassy and light bitter notes (PMID:34190350 ). The presence of 4,7-dimethylbenzofuran in these contexts suggests its involvement in metabolic pathways related to flavor and fragrance, highlighting its potential significance in the study of aroma compounds in food and natural products.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007fc9383f87a8>

33109
  Mrv0541 12191221402D          

 21 22  0  0  0  0            999 V2000
    3.8597   -0.6639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8597    0.6639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3412    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2071    0.6683    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2071   -0.6683    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0186    1.1501    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8760    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    2.1615    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8530    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8530   -1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.1615    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8760   -1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8527    0.0000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  1  0  0  0  0
  1 11  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  2  0  0  0  0
  2  8  1  0  0  0  0
  3  5  2  0  0  0  0
  4  6  1  0  0  0  0
  4  9  1  0  0  0  0
  5  7  1  0  0  0  0
  5 10  1  0  0  0  0
  6  7  2  0  0  0  0
  6 12  1  0  0  0  0
  7 13  1  0  0  0  0
  8 11  2  0  0  0  0
  8 14  1  0  0  0  0
  9 15  1  0  0  0  0
  9 16  1  0  0  0  0
  9 17  1  0  0  0  0
 10 18  1  0  0  0  0
 10 19  1  0  0  0  0
 10 20  1  0  0  0  0
 11 21  1  0  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x00007fc9383f87a8>

HMDB0059897
     RDKit          3D
Benzofuran, 4,7-dimethyl-
 21 22  0  0  0  0  0  0  0  0999 V2000
    2.8289   -0.2813   -0.1278 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3486   -0.4051   -0.1006 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7175   -1.6305   -0.2411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6615   -1.7336   -0.2142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4677   -0.6287   -0.0472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9554   -0.7539   -0.0199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8409    0.5923    0.0930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3198    1.7982    0.2635 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3539    2.6837    0.3501 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8625    2.0282    0.2295 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5378    0.6982    0.0664 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1872    0.5346   -0.7579 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2295   -0.1159    0.9083 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2377   -1.2834   -0.4340 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -2.4864   -0.3709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1565   -2.6890   -0.3237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2894   -1.0740    1.0098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4619    0.1680   -0.3492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2126   -1.6203   -0.6803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4450    3.7653    0.4932 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8594    2.4335    0.2529 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  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11  2  1  0
 11  7  2  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  3 15  1  0
  4 16  1  0
  6 17  1  0
  6 18  1  0
  6 19  1  0
  9 20  1  0
 10 21  1  0
M  END
Download

3D SDF for #<Metabolite:0x00007fc9383f87a8>

33109
  Mrv0541 12191221402D          

 21 22  0  0  0  0            999 V2000
    3.8597   -0.6639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8597    0.6639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3412    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2071    0.6683    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2071   -0.6683    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0186    1.1501    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8760    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    2.1615    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8530    1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8530   -1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -2.1615    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8760   -1.6500    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8527    0.0000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  1  0  0  0  0
  1 11  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  2  0  0  0  0
  2  8  1  0  0  0  0
  3  5  2  0  0  0  0
  4  6  1  0  0  0  0
  4  9  1  0  0  0  0
  5  7  1  0  0  0  0
  5 10  1  0  0  0  0
  6  7  2  0  0  0  0
  6 12  1  0  0  0  0
  7 13  1  0  0  0  0
  8 11  2  0  0  0  0
  8 14  1  0  0  0  0
  9 15  1  0  0  0  0
  9 16  1  0  0  0  0
  9 17  1  0  0  0  0
 10 18  1  0  0  0  0
 10 19  1  0  0  0  0
 10 20  1  0  0  0  0
 11 21  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0047661

> <DATABASE_NAME>
MIME

> <SMILES>
[H]C1=C([H])C2=C(C([H])=C([H])C(=C2O1)C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C10H10O/c1-7-3-4-8(2)10-9(7)5-6-11-10/h3-6H,1-2H3

> <INCHI_KEY>
PFXVPEGRXODMIQ-UHFFFAOYSA-N

> <FORMULA>
C10H10O

> <MOLECULAR_WEIGHT>
146.1858

> <EXACT_MASS>
146.073164942

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_AVERAGE_POLARIZABILITY>
16.508785434602927

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4,7-dimethyl-1-benzofuran

> <ALOGPS_LOGP>
3.56

> <JCHEM_LOGP>
3.1592119953333326

> <ALOGPS_LOGS>
-3.30

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-3.065932072861942

> <JCHEM_POLAR_SURFACE_AREA>
13.14

> <JCHEM_REFRACTIVITY>
44.981500000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.35e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
benzofuran, 4,7-dimethyl-

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for #<Metabolite:0x00007fc9383f87a8>

HMDB0059897
     RDKit          3D
Benzofuran, 4,7-dimethyl-
 21 22  0  0  0  0  0  0  0  0999 V2000
    2.8289   -0.2813   -0.1278 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3486   -0.4051   -0.1006 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7175   -1.6305   -0.2411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6615   -1.7336   -0.2142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4677   -0.6287   -0.0472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9554   -0.7539   -0.0199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8409    0.5923    0.0930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3198    1.7982    0.2635 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3539    2.6837    0.3501 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8625    2.0282    0.2295 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5378    0.6982    0.0664 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1872    0.5346   -0.7579 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2295   -0.1159    0.9083 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2377   -1.2834   -0.4340 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -2.4864   -0.3709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1565   -2.6890   -0.3237 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2894   -1.0740    1.0098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4619    0.1680   -0.3492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2126   -1.6203   -0.6803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4450    3.7653    0.4932 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8594    2.4335    0.2529 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  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11  2  1  0
 11  7  2  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  3 15  1  0
  4 16  1  0
  6 17  1  0
  6 18  1  0
  6 19  1  0
  9 20  1  0
 10 21  1  0
M  END
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PDB for #<Metabolite:0x00007fc9383f87a8>

HEADER    PROTEIN                                 19-DEC-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 33109                                             
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-DEC-12         0                                  
HETATM    1  O   UNK     0       7.205  -1.239   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       5.747   0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.747  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.414   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.414  -1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.080   0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.080  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.205   1.239   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.414   3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.414  -3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.104   0.000   0.000  0.00  0.00           C+0
HETATM   12  H   UNK     0       2.253   1.247   0.000  0.00  0.00           H+0
HETATM   13  H   UNK     0       2.253  -1.247   0.000  0.00  0.00           H+0
HETATM   14  H   UNK     0       7.501   2.147   0.000  0.00  0.00           H+0
HETATM   15  H   UNK     0       5.369   3.080   0.000  0.00  0.00           H+0
HETATM   16  H   UNK     0       4.414   4.035   0.000  0.00  0.00           H+0
HETATM   17  H   UNK     0       3.459   3.080   0.000  0.00  0.00           H+0
HETATM   18  H   UNK     0       3.459  -3.080   0.000  0.00  0.00           H+0
HETATM   19  H   UNK     0       4.414  -4.035   0.000  0.00  0.00           H+0
HETATM   20  H   UNK     0       5.369  -3.080   0.000  0.00  0.00           H+0
HETATM   21  H   UNK     0       9.058   0.000   0.000  0.00  0.00           H+0
CONECT    1    3   11                                                       
CONECT    2    3    4    8                                                  
CONECT    3    1    2    5                                                  
CONECT    4    2    6    9                                                  
CONECT    5    3    7   10                                                  
CONECT    6    4    7   12                                                  
CONECT    7    5    6   13                                                  
CONECT    8    2   11   14                                                  
CONECT    9    4   15   16   17                                             
CONECT   10    5   18   19   20                                             
CONECT   11    1    8   21                                                  
CONECT   12    6                                                            
CONECT   13    7                                                            
CONECT   14    8                                                            
CONECT   15    9                                                            
CONECT   16    9                                                            
CONECT   17    9                                                            
CONECT   18   10                                                            
CONECT   19   10                                                            
CONECT   20   10                                                            
CONECT   21   11                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END
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3D PDB for #<Metabolite:0x00007fc9383f87a8>

COMPND    HMDB0059897
HETATM    1  C1  UNL     1       2.829  -0.281  -0.128  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.349  -0.405  -0.101  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.718  -1.631  -0.241  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.662  -1.734  -0.214  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.468  -0.629  -0.047  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.955  -0.754  -0.020  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.841   0.592   0.093  1.00  0.00           C  
HETATM    8  O1  UNL     1      -1.320   1.798   0.263  1.00  0.00           O  
HETATM    9  C8  UNL     1      -0.354   2.684   0.350  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.863   2.028   0.229  1.00  0.00           C  
HETATM   11  C10 UNL     1       0.538   0.698   0.066  1.00  0.00           C  
HETATM   12  H1  UNL     1       3.187   0.535  -0.758  1.00  0.00           H  
HETATM   13  H2  UNL     1       3.229  -0.116   0.908  1.00  0.00           H  
HETATM   14  H3  UNL     1       3.238  -1.283  -0.434  1.00  0.00           H  
HETATM   15  H4  UNL     1       1.356  -2.486  -0.371  1.00  0.00           H  
HETATM   16  H5  UNL     1      -1.157  -2.689  -0.324  1.00  0.00           H  
HETATM   17  H6  UNL     1      -3.289  -1.074   1.010  1.00  0.00           H  
HETATM   18  H7  UNL     1      -3.462   0.168  -0.349  1.00  0.00           H  
HETATM   19  H8  UNL     1      -3.213  -1.620  -0.680  1.00  0.00           H  
HETATM   20  H9  UNL     1      -0.445   3.765   0.493  1.00  0.00           H  
HETATM   21  H10 UNL     1       1.859   2.434   0.253  1.00  0.00           H  
CONECT    1    2   12   13   14
CONECT    2    3    3   11
CONECT    3    4   15
CONECT    4    5    5   16
CONECT    5    6    7
CONECT    6   17   18   19
CONECT    7    8   11   11
CONECT    8    9
CONECT    9   10   10   20
CONECT   10   11   21
END
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SMILES for #<Metabolite:0x00007fc9383f87a8>

[H]C1=C([H])C2=C(C([H])=C([H])C(=C2O1)C([H])([H])[H])C([H])([H])[H]
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INCHI for #<Metabolite:0x00007fc9383f87a8>

InChI=1S/C10H10O/c1-7-3-4-8(2)10-9(7)5-6-11-10/h3-6H,1-2H3
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SynonymsNot Available
Molecular FormulaC10H10O
Average Mass146.1858
Monoisotopic Mass146.073164942
IUPAC Name4,7-dimethyl-1-benzofuran
Traditional Namebenzofuran, 4,7-dimethyl-
CAS Registry NumberNot Available
SMILES
[H]C1=C([H])C2=C(C([H])=C([H])C(=C2O1)C([H])([H])[H])C([H])([H])[H]
InChI Identifier
InChI=1S/C10H10O/c1-7-3-4-8(2)10-9(7)5-6-11-10/h3-6H,1-2H3
InChI KeyPFXVPEGRXODMIQ-UHFFFAOYSA-N