Showing metabocard for Phenylacetaldehyde (MMDBc0048003)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2022-02-03 18:17:58 UTC
Update Date2024-04-30 20:34:52 UTC
Metabolite IDMMDBc0048003
Metabolite Identification
Common NamePhenylacetaldehyde
DescriptionPhenylacetaldehyde is one important oxidation-related aldehyde. Exposure to styrene gives phenylacetaldehyde as a secondary metabolite. Styrene has been implicated as reproductive toxicant, neurotoxicant, or carcinogen in vivo or in vitro. Phenylacetaldehyde could be formed by diverse thermal reactions during the cooking process together with C8 compounds is identified as a major aroma- active compound in cooked pine mushroom. Phenylacetaldehyde is readily oxidized to phenylacetic acid. Therefore will eventually be hydrolyzed and oxidized to yield phenylacetic acid that will be excreted primarily in the urine in conjugated form. (PMID: 16910727 , 7818768 , 15606130 ).
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007fe28311fc70>


  Mrv1652309272007322D          

  9  9  0  0  0  0            999 V2000
    0.5801    1.9294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1340    1.5169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1340    0.6918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5801    0.2793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2946    0.6918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2946    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    1.5170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4378    1.9294    0.0000 O   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  1  0  0  0  0
  8  9  2  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007fe28311fc70>

HMDB0006236
     RDKit          3D
Phenylacetaldehyde
 17 17  0  0  0  0  0  0  0  0999 V2000
    2.2250   -0.5244   -1.2407 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5908   -0.4988   -0.0811 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5926   -0.2083    0.9727 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2570    0.0092    0.3797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5983   -1.0554    0.2036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8502   -0.8765   -0.3480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3120    0.3604   -0.7495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534    1.4259   -0.5721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1982    1.2497   -0.0196 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6243   -0.6843    0.1770 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9340    0.6946    1.5086 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5643   -1.0929    1.6729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2381   -2.0372    0.5196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5124   -1.7390   -0.4779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3031    0.4761   -1.1818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8031    2.4015   -0.8827 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4807    2.0994    0.1195 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  2 10  1  0
  3 11  1  0
  3 12  1  0
  5 13  1  0
  6 14  1  0
  7 15  1  0
  8 16  1  0
  9 17  1  0
M  END
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3D SDF for #<Metabolite:0x00007fe28311fc70>


  Mrv1652309272007322D          

  9  9  0  0  0  0            999 V2000
    0.5801    1.9294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1340    1.5169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1340    0.6918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5801    0.2793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2946    0.6918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2946    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    1.5170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4378    1.9294    0.0000 O   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  1  0  0  0  0
  8  9  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0048003

> <DATABASE_NAME>
MIME

> <SMILES>
O=CCC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C8H8O/c9-7-6-8-4-2-1-3-5-8/h1-5,7H,6H2

> <INCHI_KEY>
DTUQWGWMVIHBKE-UHFFFAOYSA-N

> <FORMULA>
C8H8O

> <MOLECULAR_WEIGHT>
120.1485

> <EXACT_MASS>
120.057514878

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
17

> <JCHEM_AVERAGE_POLARIZABILITY>
12.905302752648495

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-phenylacetaldehyde

> <ALOGPS_LOGP>
1.75

> <JCHEM_LOGP>
1.4523778529999998

> <ALOGPS_LOGS>
-1.76

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.982569531878866

> <JCHEM_PKA_STRONGEST_BASIC>
-7.049910347965294

> <JCHEM_POLAR_SURFACE_AREA>
17.07

> <JCHEM_REFRACTIVITY>
36.440200000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.08e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
phenylacetaldehyde

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for #<Metabolite:0x00007fe28311fc70>

HMDB0006236
     RDKit          3D
Phenylacetaldehyde
 17 17  0  0  0  0  0  0  0  0999 V2000
    2.2250   -0.5244   -1.2407 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5908   -0.4988   -0.0811 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5926   -0.2083    0.9727 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2570    0.0092    0.3797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5983   -1.0554    0.2036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8502   -0.8765   -0.3480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3120    0.3604   -0.7495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4534    1.4259   -0.5721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1982    1.2497   -0.0196 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6243   -0.6843    0.1770 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9340    0.6946    1.5086 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5643   -1.0929    1.6729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2381   -2.0372    0.5196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5124   -1.7390   -0.4779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3031    0.4761   -1.1818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8031    2.4015   -0.8827 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4807    2.0994    0.1195 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9  4  1  0
  2 10  1  0
  3 11  1  0
  3 12  1  0
  5 13  1  0
  6 14  1  0
  7 15  1  0
  8 16  1  0
  9 17  1  0
M  END
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PDB for #<Metabolite:0x00007fe28311fc70>

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   1.291   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.083   0.521   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.417   1.291   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
HETATM    9  O   UNK     0       6.417   3.602   0.000  0.00  0.00           O+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    9                                                       
CONECT    9    8                                                            
MASTER        0    0    0    0    0    0    0    0    9    0   18    0
END
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3D PDB for #<Metabolite:0x00007fe28311fc70>

COMPND    HMDB0006236
HETATM    1  O1  UNL     1       2.225  -0.524  -1.241  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.591  -0.499  -0.081  1.00  0.00           C  
HETATM    3  C2  UNL     1       1.593  -0.208   0.973  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.257   0.009   0.380  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.598  -1.055   0.204  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.850  -0.877  -0.348  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.312   0.360  -0.750  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.453   1.426  -0.572  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.198   1.250  -0.020  1.00  0.00           C  
HETATM   10  H1  UNL     1       3.624  -0.684   0.177  1.00  0.00           H  
HETATM   11  H2  UNL     1       1.934   0.695   1.509  1.00  0.00           H  
HETATM   12  H3  UNL     1       1.564  -1.093   1.673  1.00  0.00           H  
HETATM   13  H4  UNL     1      -0.238  -2.037   0.520  1.00  0.00           H  
HETATM   14  H5  UNL     1      -2.512  -1.739  -0.478  1.00  0.00           H  
HETATM   15  H6  UNL     1      -3.303   0.476  -1.182  1.00  0.00           H  
HETATM   16  H7  UNL     1      -1.803   2.402  -0.883  1.00  0.00           H  
HETATM   17  H8  UNL     1       0.481   2.099   0.119  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   10
CONECT    3    4   11   12
CONECT    4    5    5    9
CONECT    5    6   13
CONECT    6    7    7   14
CONECT    7    8   15
CONECT    8    9    9   16
CONECT    9   17
END
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SMILES for #<Metabolite:0x00007fe28311fc70>

O=CCC1=CC=CC=C1
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INCHI for #<Metabolite:0x00007fe28311fc70>

InChI=1S/C8H8O/c9-7-6-8-4-2-1-3-5-8/h1-5,7H,6H2
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Synonyms
ValueSource
1-oxo-2-PhenylethaneChEBI
2-PhenylacetaldehydeChEBI
2-PhenylethanalChEBI
alpha-PhenylacetaldehydeChEBI
alpha-TolualdehydeChEBI
alpha-Toluic aldehydeChEBI
BenzacetaldehydeChEBI
BenzeneacetaldehydeChEBI
HyacinthinChEBI
PhenacetaldehydeChEBI
Phenylacetic aldehydeChEBI
a-PhenylacetaldehydeGenerator
Α-phenylacetaldehydeGenerator
a-TolualdehydeGenerator
Α-tolualdehydeGenerator
a-Toluic aldehydeGenerator
Α-toluic aldehydeGenerator
.alpha.-toluic aldehydeHMDB
BenzenacetaldehydeHMDB
BenzylcarboxaldehydeHMDB
FEMA no. 2974HMDB
OxophenylethaneHMDB
Phenyl-acetaldehydeHMDB
PhenylethanalHMDB
Molecular FormulaC8H8O
Average Mass120.1485
Monoisotopic Mass120.057514878
IUPAC Name2-phenylacetaldehyde
Traditional Namephenylacetaldehyde
CAS Registry Number122-78-1
SMILES
O=CCC1=CC=CC=C1
InChI Identifier
InChI=1S/C8H8O/c9-7-6-8-4-2-1-3-5-8/h1-5,7H,6H2
InChI KeyDTUQWGWMVIHBKE-UHFFFAOYSA-N