Showing metabocard for 4-Vinylphenol (MMDBc0033587)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-19 04:54:43 UTC
Update Date2024-09-28 04:15:06 UTC
Metabolite IDMMDBc0033587
Metabolite Identification
Common Name4-Vinylphenol
Description4-Vinylphenol is a vinylphenol, a type of pyranoanthocyanin. 4-Vinylphenol is produced by decarboxylation by phenyl acrylic acid decarboxylase of the grape compound p-coumaric acid by certain strains of S. cerevisiae. Vinylphenols then spontaneously condensate with grape anthocyanins (mainly malvidin-3-O-glucoside) to form pigments important for the color of ageing wine. 4-Vinylphenol is responsible for a hospital or plaster smell. [PMID: 17303275 ]
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f92391abe68>


  Mrv1652304272018562D          

  9  9  0  0  0  0            999 V2000
    1.6500    1.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -1.4290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  7  1  0  0  0  0
  3  5  2  0  0  0  0
  3  7  1  0  0  0  0
  4  6  1  0  0  0  0
  4  7  2  0  0  0  0
  5  8  1  0  0  0  0
  6  8  2  0  0  0  0
  8  9  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007f92391abe68>

HMDB0004072
     RDKit          3D
4-Hydroxystyrene
 17 17  0  0  0  0  0  0  0  0999 V2000
    2.9765   -0.6245    0.4368 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1238    0.3610    0.4841 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7108    0.2219    0.1496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1430    1.3299    0.2251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4797    1.2291   -0.0841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0496    0.0408   -0.4828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4104   -0.0392   -0.7923 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2273   -1.0605   -0.5635 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1339   -0.9608   -0.2492 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6800   -1.6137    0.1429 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0050   -0.4410    0.6994 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4870    1.3502    0.7921 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3049    2.2600    0.5375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1367    2.0866   -0.0249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1117   -0.2646   -0.0753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6171   -2.0171   -0.8696 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7536   -1.8581   -0.3257 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
  6  8  1  0
  8  9  2  0
  9  3  1  0
  1 10  1  0
  1 11  1  0
  2 12  1  0
  4 13  1  0
  5 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:0x00007f92391abe68>


  Mrv1652304272018562D          

  9  9  0  0  0  0            999 V2000
    1.6500    1.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250   -1.4290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  7  1  0  0  0  0
  3  5  2  0  0  0  0
  3  7  1  0  0  0  0
  4  6  1  0  0  0  0
  4  7  2  0  0  0  0
  5  8  1  0  0  0  0
  6  8  2  0  0  0  0
  8  9  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0033587

> <DATABASE_NAME>
MIME

> <SMILES>
OC1=CC=C(C=C)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C8H8O/c1-2-7-3-5-8(9)6-4-7/h2-6,9H,1H2

> <INCHI_KEY>
FUGYGGDSWSUORM-UHFFFAOYSA-N

> <FORMULA>
C8H8O

> <MOLECULAR_WEIGHT>
120.1485

> <EXACT_MASS>
120.057514878

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
17

> <JCHEM_AVERAGE_POLARIZABILITY>
13.150650686578334

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-ethenylphenol

> <ALOGPS_LOGP>
2.07

> <JCHEM_LOGP>
2.4063825623333335

> <ALOGPS_LOGS>
-1.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.564744411272942

> <JCHEM_PKA_STRONGEST_BASIC>
-5.945492538502283

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
37.7252

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.40e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-vinylphenol

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for #<Metabolite:0x00007f92391abe68>

HMDB0004072
     RDKit          3D
4-Hydroxystyrene
 17 17  0  0  0  0  0  0  0  0999 V2000
    2.9765   -0.6245    0.4368 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1238    0.3610    0.4841 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7108    0.2219    0.1496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1430    1.3299    0.2251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4797    1.2291   -0.0841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0496    0.0408   -0.4828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4104   -0.0392   -0.7923 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2273   -1.0605   -0.5635 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1339   -0.9608   -0.2492 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6800   -1.6137    0.1429 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0050   -0.4410    0.6994 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4870    1.3502    0.7921 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3049    2.2600    0.5375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1367    2.0866   -0.0249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1117   -0.2646   -0.0753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6171   -2.0171   -0.8696 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7536   -1.8581   -0.3257 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
  6  8  1  0
  8  9  2  0
  9  3  1  0
  1 10  1  0
  1 11  1  0
  2 12  1  0
  4 13  1  0
  5 14  1  0
  7 15  1  0
  8 16  1  0
  9 17  1  0
M  END
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PDB for #<Metabolite:0x00007f92391abe68>

HEADER    PROTEIN                                 27-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-APR-20         0                                  
HETATM    1  C   UNK     0       3.080   2.667   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.540   2.667   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.770   1.334   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.770  -1.334   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.540   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.770   1.334   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -1.540  -2.667   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    7                                                       
CONECT    3    5    7                                                       
CONECT    4    6    7                                                       
CONECT    5    3    8                                                       
CONECT    6    4    8                                                       
CONECT    7    2    3    4                                                  
CONECT    8    5    6    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:0x00007f92391abe68>

COMPND    HMDB0004072
HETATM    1  C1  UNL     1       2.977  -0.625   0.437  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.124   0.361   0.484  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.711   0.222   0.150  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.143   1.330   0.225  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.480   1.229  -0.084  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.050   0.041  -0.483  1.00  0.00           C  
HETATM    7  O1  UNL     1      -3.410  -0.039  -0.792  1.00  0.00           O  
HETATM    8  C7  UNL     1      -1.227  -1.060  -0.563  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.134  -0.961  -0.249  1.00  0.00           C  
HETATM   10  H1  UNL     1       2.680  -1.614   0.143  1.00  0.00           H  
HETATM   11  H2  UNL     1       4.005  -0.441   0.699  1.00  0.00           H  
HETATM   12  H3  UNL     1       2.487   1.350   0.792  1.00  0.00           H  
HETATM   13  H4  UNL     1       0.305   2.260   0.538  1.00  0.00           H  
HETATM   14  H5  UNL     1      -2.137   2.087  -0.025  1.00  0.00           H  
HETATM   15  H6  UNL     1      -4.112  -0.265  -0.075  1.00  0.00           H  
HETATM   16  H7  UNL     1      -1.617  -2.017  -0.870  1.00  0.00           H  
HETATM   17  H8  UNL     1       0.754  -1.858  -0.326  1.00  0.00           H  
CONECT    1    2    2   10   11
CONECT    2    3   12
CONECT    3    4    4    9
CONECT    4    5   13
CONECT    5    6    6   14
CONECT    6    7    8
CONECT    7   15
CONECT    8    9    9   16
CONECT    9   17
END
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SMILES for #<Metabolite:0x00007f92391abe68>

OC1=CC=C(C=C)C=C1
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INCHI for #<Metabolite:0x00007f92391abe68>

InChI=1S/C8H8O/c1-2-7-3-5-8(9)6-4-7/h2-6,9H,1H2
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Synonyms
ValueSource
4-VinylphenolChEBI
p-HydroxystyreneChEBI
p-VinylphenolChEBI
Molecular FormulaC8H8O
Average Mass120.1485
Monoisotopic Mass120.057514878
IUPAC Name4-ethenylphenol
Traditional Name4-vinylphenol
CAS Registry Number2628-17-3
SMILES
OC1=CC=C(C=C)C=C1
InChI Identifier
InChI=1S/C8H8O/c1-2-7-3-5-8(9)6-4-7/h2-6,9H,1H2
InChI KeyFUGYGGDSWSUORM-UHFFFAOYSA-N