Showing metabocard for Styrene (MMDBc0015511)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-05-15 06:19:56 UTC
Update Date2024-09-27 17:54:47 UTC
Metabolite IDMMDBc0015511
Metabolite Identification
Common NameStyrene
DescriptionStyrene, also known as vinylbenzene or phenylethylene, belongs to the class of organic compounds known as styrenes. These are organic compounds containing an ethenylbenzene moiety. The metabolites of styrene are excreted mainly in the urine. Styrene is possibly neutral. Styrene is a sweet, balsamic, and floral tasting compound. Styrene has been detected, but not quantified, in several different foods, such as coffee and coffee products, fruits, cocoa and cocoa products, alcoholic beverages, and chinese cinnamons. This could make styrene a potential biomarker for the consumption of these foods. A minor pathway of styrene metabolism involves the formation of phenylacetaldehyde from styrene 7,8-oxide or cytochrome P450 conversion of styrene to pheylethanol and subsequent metabolism to phenylacetic acid. Styrene is formally rated as a possible carcinogen (by IARC 2B) and is also a potentially toxic compound. Styrene oxide is predominantly metabolized by epoxide hydrolase to form styrene glycol; the styrene glycol is subsequently converted to mandelic acid, phenylglyoxylic acid, and hippuric acid. Styrene, with regard to humans, has been found to be associated with several diseases such as nonalcoholic fatty liver disease and ulcerative colitis; styrene has also been linked to the inborn metabolic disorder celiac disease. Styrene may be absorbed following ingestion, inhalation, or dermal exposure. Breathing high levels of styrene may cause nervous system effects such as changes in color vision, tiredness, feeling drunk, slowed reaction time, concentration problems, or balance problems. Chest burning, wheezing, and dyspnea may also occur. Styrene causes nervous system depression and may be carcinogenic.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f923d4bba78>


  Mrv1652309272007432D          

  8  8  0  0  0  0            999 V2000
    0.5802    1.9294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1339    1.5169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1339    0.6919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5802    0.2794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2947    0.6919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2947    1.5169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0092    1.9294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7235    1.5171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  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
  5  6  2  0  0  0  0
  6  1  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007f923d4bba78>

HMDB0034240
     RDKit          3D
Styrene
 16 16  0  0  0  0  0  0  0  0999 V2000
    2.6741   -0.0525    0.8142 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8759    0.4731   -0.0744 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4538    0.1899   -0.1135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1899   -0.6480    0.7677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5590   -0.8836    0.6832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3314   -0.2901   -0.2847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6884    0.5505   -1.1695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3489    0.7860   -1.0930 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2818   -0.7256    1.5569 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7465    0.1573    0.8484 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2975    1.1448   -0.8071 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3612   -1.1538    1.5626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0489   -1.5534    1.3944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3983   -0.4846   -0.3368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2872    1.0388   -1.9555 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1613    1.4512   -1.7928 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  3  1  0
  1  9  1  0
  1 10  1  0
  2 11  1  0
  4 12  1  0
  5 13  1  0
  6 14  1  0
  7 15  1  0
  8 16  1  0
M  END
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3D SDF for #<Metabolite:0x00007f923d4bba78>


  Mrv1652309272007432D          

  8  8  0  0  0  0            999 V2000
    0.5802    1.9294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1339    1.5169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1339    0.6919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5802    0.2794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2947    0.6919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2947    1.5169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0092    1.9294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7235    1.5171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  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
  5  6  2  0  0  0  0
  6  1  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0015511

> <DATABASE_NAME>
MIME

> <SMILES>
C=CC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C8H8/c1-2-8-6-4-3-5-7-8/h2-7H,1H2

> <INCHI_KEY>
PPBRXRYQALVLMV-UHFFFAOYSA-N

> <FORMULA>
C8H8

> <MOLECULAR_WEIGHT>
104.1491

> <EXACT_MASS>
104.062600256

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
16

> <JCHEM_AVERAGE_POLARIZABILITY>
12.176898359735938

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
ethenylbenzene

> <ALOGPS_LOGP>
2.92

> <JCHEM_LOGP>
2.709947884

> <ALOGPS_LOGS>
-3.00

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
35.744299999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.04e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
styrene

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for #<Metabolite:0x00007f923d4bba78>

HMDB0034240
     RDKit          3D
Styrene
 16 16  0  0  0  0  0  0  0  0999 V2000
    2.6741   -0.0525    0.8142 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8759    0.4731   -0.0744 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4538    0.1899   -0.1135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1899   -0.6480    0.7677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5590   -0.8836    0.6832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3314   -0.2901   -0.2847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6884    0.5505   -1.1695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3489    0.7860   -1.0930 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2818   -0.7256    1.5569 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7465    0.1573    0.8484 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2975    1.1448   -0.8071 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3612   -1.1538    1.5626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0489   -1.5534    1.3944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3983   -0.4846   -0.3368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2872    1.0388   -1.9555 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1613    1.4512   -1.7928 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  3  1  0
  1  9  1  0
  1 10  1  0
  2 11  1  0
  4 12  1  0
  5 13  1  0
  6 14  1  0
  7 15  1  0
  8 16  1  0
M  END
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PDB for #<Metabolite:0x00007f923d4bba78>

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  C   UNK     0       1.083   3.602   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.250   2.832   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.250   1.292   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.083   0.522   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.417   1.292   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.417   2.832   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.750   3.602   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.084   2.832   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7                                                            
MASTER        0    0    0    0    0    0    0    0    8    0   16    0
END
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3D PDB for #<Metabolite:0x00007f923d4bba78>

COMPND    HMDB0034240
HETATM    1  C1  UNL     1       2.674  -0.052   0.814  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.876   0.473  -0.074  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.454   0.190  -0.113  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.190  -0.648   0.768  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.559  -0.884   0.683  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.331  -0.290  -0.285  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.688   0.550  -1.169  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.349   0.786  -1.093  1.00  0.00           C  
HETATM    9  H1  UNL     1       2.282  -0.726   1.557  1.00  0.00           H  
HETATM   10  H2  UNL     1       3.746   0.157   0.848  1.00  0.00           H  
HETATM   11  H3  UNL     1       2.297   1.145  -0.807  1.00  0.00           H  
HETATM   12  H4  UNL     1       0.361  -1.154   1.563  1.00  0.00           H  
HETATM   13  H5  UNL     1      -2.049  -1.553   1.394  1.00  0.00           H  
HETATM   14  H6  UNL     1      -3.398  -0.485  -0.337  1.00  0.00           H  
HETATM   15  H7  UNL     1      -2.287   1.039  -1.955  1.00  0.00           H  
HETATM   16  H8  UNL     1       0.161   1.451  -1.793  1.00  0.00           H  
CONECT    1    2    2    9   10
CONECT    2    3   11
CONECT    3    4    4    8
CONECT    4    5   12
CONECT    5    6    6   13
CONECT    6    7   14
CONECT    7    8    8   15
CONECT    8   16
END
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SMILES for #<Metabolite:0x00007f923d4bba78>

C=CC1=CC=CC=C1
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INCHI for #<Metabolite:0x00007f923d4bba78>

InChI=1S/C8H8/c1-2-8-6-4-3-5-7-8/h2-7H,1H2
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Synonyms
ValueSource
EthenylbenzeneChEBI
PhenyletheneChEBI
PhenylethyleneChEBI
StyrenChEBI
StyrolChEBI
VinylbenzeneChEBI
Monomer, styreneMeSH
Styrene monomerMeSH
CinnameneHMDB
CinnamenolHMDB
CinnaminolHMDB
CinnamolHMDB
Ethenyl-benzeneHMDB
Ethenylbenzene, 9ciHMDB
PhenethyleneHMDB
Phenyl-ethyleneHMDB
StyroleneHMDB
Vinyl benzeneHMDB
Vinyl-benzeneHMDB
VinylbenzolHMDB
Molecular FormulaC8H8
Average Mass104.1491
Monoisotopic Mass104.062600256
IUPAC Nameethenylbenzene
Traditional Namestyrene
CAS Registry NumberNot Available
SMILES
C=CC1=CC=CC=C1
InChI Identifier
InChI=1S/C8H8/c1-2-8-6-4-3-5-7-8/h2-7H,1H2
InChI KeyPPBRXRYQALVLMV-UHFFFAOYSA-N