Showing metabocard for 2-acetylthiophene (MMDBc0033462)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-19 04:49:39 UTC
Update Date2024-04-30 20:09:50 UTC
Metabolite IDMMDBc0033462
Metabolite Identification
Common Name2-acetylthiophene
Description2-Acetylthiophene, also known as 2-acetothienone or thiophene,2-acetyl, belongs to the class of organic compounds known as aryl alkyl ketones. These are ketones have the generic structure RC(=O)R', where R = aryl group and R'=alkyl group. 2-Acetylthiophene is a sulfury tasting compound. 2-Acetylthiophene is found, on average, in the highest concentration within kohlrabis. 2-Acetylthiophene has also been detected, but not quantified, in asparagus. This could make 2-acetylthiophene a potential biomarker for the consumption of these foods.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007fed14a56140>


  Mrv1652305261923532D          

  8  8  0  0  0  0            999 V2000
   -0.1467    2.3518    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    1.9393    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
    1.2822    2.3518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  4  2  2  0  0  0  0
  5  1  1  0  0  0  0
  6  3  2  0  0  0  0
  6  5  1  0  0  0  0
  7  5  2  0  0  0  0
  8  4  1  0  0  0  0
  8  6  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007fed14a56140>

HMDB0033133
     RDKit          3D
2-Acetylthiophene
 14 14  0  0  0  0  0  0  0  0999 V2000
   -2.3406   -0.1180    0.0586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3275    0.8271   -0.4564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6925    1.8913   -1.0171 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0978    0.4969   -0.2991 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6535   -0.6060    0.2797 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9948   -0.6802    0.3022 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6963    0.3495   -0.2537 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4569    1.3948   -0.7932 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9664   -1.1403    0.1648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1872   -0.1745   -0.6824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7248    0.2098    1.0680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0129   -1.3852    0.7021 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5553   -1.5289    0.7459 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7971    0.4636   -0.3283 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  4  1  0
  1  9  1  0
  1 10  1  0
  1 11  1  0
  5 12  1  0
  6 13  1  0
  7 14  1  0
M  END
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3D SDF for #<Metabolite:0x00007fed14a56140>


  Mrv1652305261923532D          

  8  8  0  0  0  0            999 V2000
   -0.1467    2.3518    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    1.9393    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
    1.2822    2.3518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0997    0.6294    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  4  2  2  0  0  0  0
  5  1  1  0  0  0  0
  6  3  2  0  0  0  0
  6  5  1  0  0  0  0
  7  5  2  0  0  0  0
  8  4  1  0  0  0  0
  8  6  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0033462

> <DATABASE_NAME>
MIME

> <SMILES>
CC(=O)C1=CC=CS1

> <INCHI_IDENTIFIER>
InChI=1S/C6H6OS/c1-5(7)6-3-2-4-8-6/h2-4H,1H3

> <INCHI_KEY>
WYJOVVXUZNRJQY-UHFFFAOYSA-N

> <FORMULA>
C6H6OS

> <MOLECULAR_WEIGHT>
126.176

> <EXACT_MASS>
126.013935504

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
14

> <JCHEM_AVERAGE_POLARIZABILITY>
12.717966707681217

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-(thiophen-2-yl)ethan-1-one

> <ALOGPS_LOGP>
1.28

> <JCHEM_LOGP>
1.4437747076666667

> <ALOGPS_LOGS>
-2.14

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.958114479013645

> <JCHEM_PKA_STRONGEST_BASIC>
-7.809546142304336

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
33.3507

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.14e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-acetylthiophene

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for #<Metabolite:0x00007fed14a56140>

HMDB0033133
     RDKit          3D
2-Acetylthiophene
 14 14  0  0  0  0  0  0  0  0999 V2000
   -2.3406   -0.1180    0.0586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3275    0.8271   -0.4564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6925    1.8913   -1.0171 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0978    0.4969   -0.2991 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6535   -0.6060    0.2797 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9948   -0.6802    0.3022 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6963    0.3495   -0.2537 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4569    1.3948   -0.7932 S   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9664   -1.1403    0.1648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1872   -0.1745   -0.6824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7248    0.2098    1.0680 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0129   -1.3852    0.7021 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5553   -1.5289    0.7459 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7971    0.4636   -0.3283 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  4  1  0
  1  9  1  0
  1 10  1  0
  1 11  1  0
  5 12  1  0
  6 13  1  0
  7 14  1  0
M  END
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PDB for #<Metabolite:0x00007fed14a56140>

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      -0.274   4.390   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       2.306   1.175   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.290  -0.290   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.060   3.620   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       2.393   4.390   0.000  0.00  0.00           O+0
HETATM    8  S   UNK     0      -0.186   1.175   0.000  0.00  0.00           S+0
CONECT    1    5                                                            
CONECT    2    3    4                                                       
CONECT    3    2    6                                                       
CONECT    4    2    8                                                       
CONECT    5    1    6    7                                                  
CONECT    6    3    5    8                                                  
CONECT    7    5                                                            
CONECT    8    4    6                                                       
MASTER        0    0    0    0    0    0    0    0    8    0   16    0
END
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3D PDB for #<Metabolite:0x00007fed14a56140>

COMPND    HMDB0033133
HETATM    1  C1  UNL     1      -2.341  -0.118   0.059  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.328   0.827  -0.456  1.00  0.00           C  
HETATM    3  O1  UNL     1      -1.693   1.891  -1.017  1.00  0.00           O  
HETATM    4  C3  UNL     1       0.098   0.497  -0.299  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.654  -0.606   0.280  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.995  -0.680   0.302  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.696   0.349  -0.254  1.00  0.00           C  
HETATM    8  S1  UNL     1       1.457   1.395  -0.793  1.00  0.00           S  
HETATM    9  H1  UNL     1      -1.966  -1.140   0.165  1.00  0.00           H  
HETATM   10  H2  UNL     1      -3.187  -0.174  -0.682  1.00  0.00           H  
HETATM   11  H3  UNL     1      -2.725   0.210   1.068  1.00  0.00           H  
HETATM   12  H4  UNL     1      -0.013  -1.385   0.702  1.00  0.00           H  
HETATM   13  H5  UNL     1       2.555  -1.529   0.746  1.00  0.00           H  
HETATM   14  H6  UNL     1       3.797   0.464  -0.328  1.00  0.00           H  
CONECT    1    2    9   10   11
CONECT    2    3    3    4
CONECT    4    5    5    8
CONECT    5    6   12
CONECT    6    7    7   13
CONECT    7    8   14
END
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SMILES for #<Metabolite:0x00007fed14a56140>

CC(=O)C1=CC=CS1
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INCHI for #<Metabolite:0x00007fed14a56140>

InChI=1S/C6H6OS/c1-5(7)6-3-2-4-8-6/h2-4H,1H3
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Synonyms
ValueSource
1-(2-Thienyl)-ethanoneHMDB
1-(2-Thienyl)ethanoneHMDB
1-(2-Thienyl)ethanone, 9ciHMDB
1-Thiophen-2-yl-ethanoneHMDB
2-AcethylthiopheneHMDB
2-AcetothienoneHMDB
2-AcetothiopheneHMDB
2-AcetylthiophenHMDB
2-Thienyl methyl ketoneHMDB
alpha-AcetylthiopheneHMDB
Ketone, methyl 2-thienylHMDB
Methyl 2-thienyl ketoneHMDB
Methyl-2-thienyl ketoneHMDB
THIOPHENE,2-acetylHMDB
2-AcetylthiopheneMeSH
Molecular FormulaC6H6OS
Average Mass126.176
Monoisotopic Mass126.013935504
IUPAC Name1-(thiophen-2-yl)ethan-1-one
Traditional Name2-acetylthiophene
CAS Registry Number88-15-3
SMILES
CC(=O)C1=CC=CS1
InChI Identifier
InChI=1S/C6H6OS/c1-5(7)6-3-2-4-8-6/h2-4H,1H3
InChI KeyWYJOVVXUZNRJQY-UHFFFAOYSA-N