Showing metabocard for Thiophene (MMDBc0033718)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-19 05:00:18 UTC
Update Date2024-10-06 20:15:59 UTC
Metabolite IDMMDBc0033718
Metabolite Identification
Common NameThiophene
DescriptionThiophene is a maillard product. At room temperature, thiophene is a colorless liquid with a mildly pleasant odor reminiscent of benzene, with which thiophene shares some similarities. The high reactivity of thiophene toward sulfonation is the basis for the separation of thiophene from benzene, which are difficult to separate by distillation due to their similar boiling points (4 °C difference at ambient pressure). Like benzene, thiophene forms an azeotrope with water. Not only is thiophene reactive toward electrophiles, it is also readily lithiated with butyl lithium to give 2-lithiothiophene, which is a precursor to a variety of derivatives, including dithienyl
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00005645c6c5e510>


  Mrv1652305271900302D          

  5  5  0  0  0  0            999 V2000
   -0.6191    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2059    0.6605    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.6191    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2059   -0.6605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6191   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00005645c6c5e510>

HMDB0029718
     RDKit          3D
Thiophene
  9  9  0  0  0  0  0  0  0  0999 V2000
    0.6775   -0.6220    0.0209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6673   -0.6206    0.0820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2996    0.5916    0.0100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0047    1.6860   -0.1400 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.2985    0.5956   -0.1087 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2663   -1.5768    0.0735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2517   -1.5705    0.1876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3926    0.7436    0.0471 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3737    0.7731   -0.1724 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  1  0
  5  1  2  0
  1  6  1  0
  2  7  1  0
  3  8  1  0
  5  9  1  0
M  END
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3D SDF for #<Metabolite:0x00005645c6c5e510>


  Mrv1652305271900302D          

  5  5  0  0  0  0            999 V2000
   -0.6191    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2059    0.6605    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.6191    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2059   -0.6605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6191   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0033718

> <DATABASE_NAME>
MIME

> <SMILES>
S1C=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C4H4S/c1-2-4-5-3-1/h1-4H

> <INCHI_KEY>
YTPLMLYBLZKORZ-UHFFFAOYSA-N

> <FORMULA>
C4H4S

> <MOLECULAR_WEIGHT>
84.14

> <EXACT_MASS>
84.003370818

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
8.55734014130827

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
thiophene

> <ALOGPS_LOGP>
1.89

> <JCHEM_LOGP>
1.753687769

> <ALOGPS_LOGS>
-1.84

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
23.1638

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.22e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
thiophene

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for #<Metabolite:0x00005645c6c5e510>

HMDB0029718
     RDKit          3D
Thiophene
  9  9  0  0  0  0  0  0  0  0999 V2000
    0.6775   -0.6220    0.0209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6673   -0.6206    0.0820 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2996    0.5916    0.0100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0047    1.6860   -0.1400 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.2985    0.5956   -0.1087 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2663   -1.5768    0.0735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2517   -1.5705    0.1876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3926    0.7436    0.0471 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3737    0.7731   -0.1724 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  1  0
  5  1  2  0
  1  6  1  0
  2  7  1  0
  3  8  1  0
  5  9  1  0
M  END
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PDB for #<Metabolite:0x00005645c6c5e510>

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0      -1.156   0.770   0.000  0.00  0.00           C+0
HETATM    2  S   UNK     0       0.384   1.233   0.000  0.00  0.00           S+0
HETATM    3  C   UNK     0       1.156   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.384  -1.233   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.156  -0.770   0.000  0.00  0.00           C+0
CONECT    1    2    5                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    1    4                                                       
MASTER        0    0    0    0    0    0    0    0    5    0   10    0
END
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3D PDB for #<Metabolite:0x00005645c6c5e510>

COMPND    HMDB0029718
HETATM    1  C1  UNL     1       0.678  -0.622   0.021  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.667  -0.621   0.082  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.300   0.592   0.010  1.00  0.00           C  
HETATM    4  S1  UNL     1      -0.005   1.686  -0.140  1.00  0.00           S  
HETATM    5  C4  UNL     1       1.298   0.596  -0.109  1.00  0.00           C  
HETATM    6  H1  UNL     1       1.266  -1.577   0.073  1.00  0.00           H  
HETATM    7  H2  UNL     1      -1.252  -1.570   0.188  1.00  0.00           H  
HETATM    8  H3  UNL     1      -2.393   0.744   0.047  1.00  0.00           H  
HETATM    9  H4  UNL     1       2.374   0.773  -0.172  1.00  0.00           H  
CONECT    1    2    5    5    6
CONECT    2    3    3    7
CONECT    3    4    8
CONECT    4    5
CONECT    5    9
END
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SMILES for #<Metabolite:0x00005645c6c5e510>

S1C=CC=C1
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INCHI for #<Metabolite:0x00005645c6c5e510>

InChI=1S/C4H4S/c1-2-4-5-3-1/h1-4H
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Synonyms
ValueSource
ThiofuranChEBI
ThiophenChEBI
ThiophenesMeSH
2-Thienylacetic acidHMDB
2-Thiopheneacetic acidHMDB
Divinylene sulfideHMDB
Hopkin'S lactic acid reagentHMDB
PolythiopheneHMDB
ThiacyclopentadieneHMDB
ThiapheneHMDB
Thien-2-ylacetateHMDB
thio-FuranHMDB
ThiofenHMDB
ThiofuramHMDB
ThiofurfuranHMDB
ThioleHMDB
Thiophene, homopolymerHMDB
ThiotetroleHMDB
Molecular FormulaC4H4S
Average Mass84.14
Monoisotopic Mass84.003370818
IUPAC Namethiophene
Traditional Namethiophene
CAS Registry NumberNot Available
SMILES
S1C=CC=C1
InChI Identifier
InChI=1S/C4H4S/c1-2-4-5-3-1/h1-4H
InChI KeyYTPLMLYBLZKORZ-UHFFFAOYSA-N