Showing metabocard for 4-Vinylguaiacol (MMDBc0033586)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-19 04:54:41 UTC
Update Date2024-09-28 00:45:35 UTC
Metabolite IDMMDBc0033586
Metabolite Identification
Common Name4-Vinylguaiacol
Description4-Vinylguaiacol is a vinylphenol, a type of pyranoanthocyanin. 4-Vinylguaiacol is produced by enzymatic decarboxylation of the grape compound ferulic 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-Vinylguaiacol is also found in beers and is responsible for a pungent clove-like aroma. [PMID: 17303275 ]
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f91fbc95df8>


  Mrv1652304272018572D          

 11 11  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
   -2.0625    0.7144    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
    0.4125    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
   -0.8250   -1.4290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  2  0  0  0  0
  2 11  1  0  0  0  0
  3  7  1  0  0  0  0
  4  5  2  0  0  0  0
  4  7  1  0  0  0  0
  5  8  1  0  0  0  0
  6  7  2  0  0  0  0
  6  9  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  9 11  1  0  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x00007f91fbc95df8>

HMDB0013744
     RDKit          3D
2-Methoxy-4-vinylphenol
 21 21  0  0  0  0  0  0  0  0999 V2000
   -3.4621   -0.8290    0.1142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2327   -1.2023   -0.1397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1460   -0.2402    0.0471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3239    1.0515    0.4779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2768    1.9473    0.6479 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0100    1.5283    0.3731 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0963    2.4026    0.5320 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2324    0.2385   -0.0619 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5492   -0.1235   -0.3219 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8960   -1.4067   -0.7686 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1772   -0.6231   -0.2202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7977    0.1303    0.4564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2777   -1.5589   -0.0286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0186   -2.2039   -0.4821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2962    1.4087    0.6984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4465    2.9595    0.9888 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9366    3.3492    0.8509 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1579   -1.8503   -1.4467 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9963   -2.0510    0.1317 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8911   -1.2992   -1.2911 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3353   -1.6278   -0.5575 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  1  0
  9 10  1  0
  8 11  2  0
 11  3  1  0
  1 12  1  0
  1 13  1  0
  2 14  1  0
  4 15  1  0
  5 16  1  0
  7 17  1  0
 10 18  1  0
 10 19  1  0
 10 20  1  0
 11 21  1  0
M  END
Download

3D SDF for #<Metabolite:0x00007f91fbc95df8>


  Mrv1652304272018572D          

 11 11  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
   -2.0625    0.7144    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
    0.4125    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
   -0.8250   -1.4290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  2  0  0  0  0
  2 11  1  0  0  0  0
  3  7  1  0  0  0  0
  4  5  2  0  0  0  0
  4  7  1  0  0  0  0
  5  8  1  0  0  0  0
  6  7  2  0  0  0  0
  6  9  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  9 11  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0033586

> <DATABASE_NAME>
MIME

> <SMILES>
COC1=C(O)C=CC(C=C)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C9H10O2/c1-3-7-4-5-8(10)9(6-7)11-2/h3-6,10H,1H2,2H3

> <INCHI_KEY>
YOMSJEATGXXYPX-UHFFFAOYSA-N

> <FORMULA>
C9H10O2

> <MOLECULAR_WEIGHT>
150.1745

> <EXACT_MASS>
150.068079564

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
21

> <JCHEM_AVERAGE_POLARIZABILITY>
15.98631844617077

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-ethenyl-2-methoxyphenol

> <ALOGPS_LOGP>
1.84

> <JCHEM_LOGP>
2.2487112966666665

> <ALOGPS_LOGS>
-1.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.034622277956638

> <JCHEM_PKA_STRONGEST_BASIC>
-4.89373168768089

> <JCHEM_POLAR_SURFACE_AREA>
29.46

> <JCHEM_REFRACTIVITY>
44.18840000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.42e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-methoxy-4-vinyl-phenol

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for #<Metabolite:0x00007f91fbc95df8>

HMDB0013744
     RDKit          3D
2-Methoxy-4-vinylphenol
 21 21  0  0  0  0  0  0  0  0999 V2000
   -3.4621   -0.8290    0.1142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2327   -1.2023   -0.1397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1460   -0.2402    0.0471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3239    1.0515    0.4779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2768    1.9473    0.6479 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0100    1.5283    0.3731 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0963    2.4026    0.5320 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2324    0.2385   -0.0619 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5492   -0.1235   -0.3219 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8960   -1.4067   -0.7686 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1772   -0.6231   -0.2202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7977    0.1303    0.4564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2777   -1.5589   -0.0286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0186   -2.2039   -0.4821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2962    1.4087    0.6984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4465    2.9595    0.9888 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9366    3.3492    0.8509 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1579   -1.8503   -1.4467 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9963   -2.0510    0.1317 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8911   -1.2992   -1.2911 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3353   -1.6278   -0.5575 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  1  0
  9 10  1  0
  8 11  2  0
 11  3  1  0
  1 12  1  0
  1 13  1  0
  2 14  1  0
  4 15  1  0
  5 16  1  0
  7 17  1  0
 10 18  1  0
 10 19  1  0
 10 20  1  0
 11 21  1  0
M  END
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PDB for #<Metabolite:0x00007f91fbc95df8>

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      -3.850   1.334   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.540   2.667   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.540   0.000   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      -0.770   1.334   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  C   UNK     0      -1.540   0.000   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.540  -2.667   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -3.080   0.000   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2   11                                                            
CONECT    3    1    7                                                       
CONECT    4    5    7                                                       
CONECT    5    4    8                                                       
CONECT    6    7    9                                                       
CONECT    7    3    4    6                                                  
CONECT    8    5    9   10                                                  
CONECT    9    6    8   11                                                  
CONECT   10    8                                                            
CONECT   11    2    9                                                       
MASTER        0    0    0    0    0    0    0    0   11    0   22    0
END
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3D PDB for #<Metabolite:0x00007f91fbc95df8>

COMPND    HMDB0013744
HETATM    1  C1  UNL     1      -3.462  -0.829   0.114  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.233  -1.202  -0.140  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.146  -0.240   0.047  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.324   1.052   0.478  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.277   1.947   0.648  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.010   1.528   0.373  1.00  0.00           C  
HETATM    7  O1  UNL     1       2.096   2.403   0.532  1.00  0.00           O  
HETATM    8  C7  UNL     1       1.232   0.239  -0.062  1.00  0.00           C  
HETATM    9  O2  UNL     1       2.549  -0.123  -0.322  1.00  0.00           O  
HETATM   10  C8  UNL     1       2.896  -1.407  -0.769  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.177  -0.623  -0.220  1.00  0.00           C  
HETATM   12  H1  UNL     1      -3.798   0.130   0.456  1.00  0.00           H  
HETATM   13  H2  UNL     1      -4.278  -1.559  -0.029  1.00  0.00           H  
HETATM   14  H3  UNL     1      -2.019  -2.204  -0.482  1.00  0.00           H  
HETATM   15  H4  UNL     1      -2.296   1.409   0.698  1.00  0.00           H  
HETATM   16  H5  UNL     1      -0.447   2.960   0.989  1.00  0.00           H  
HETATM   17  H6  UNL     1       1.937   3.349   0.851  1.00  0.00           H  
HETATM   18  H7  UNL     1       2.158  -1.850  -1.447  1.00  0.00           H  
HETATM   19  H8  UNL     1       2.996  -2.051   0.132  1.00  0.00           H  
HETATM   20  H9  UNL     1       3.891  -1.299  -1.291  1.00  0.00           H  
HETATM   21  H10 UNL     1       0.335  -1.628  -0.557  1.00  0.00           H  
CONECT    1    2    2   12   13
CONECT    2    3   14
CONECT    3    4    4   11
CONECT    4    5   15
CONECT    5    6    6   16
CONECT    6    7    8
CONECT    7   17
CONECT    8    9   11   11
CONECT    9   10
CONECT   10   18   19   20
CONECT   11   21
END
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SMILES for #<Metabolite:0x00007f91fbc95df8>

COC1=C(O)C=CC(C=C)=C1
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INCHI for #<Metabolite:0x00007f91fbc95df8>

InChI=1S/C9H10O2/c1-3-7-4-5-8(10)9(6-7)11-2/h3-6,10H,1H2,2H3
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Synonyms
ValueSource
2-(4-Hydroxy-3-methoxyphenyl)etheneChEBI
2m4VPChEBI
4-Ethenyl-2-methoxyphenolChEBI
4-Hydroxy-3-methoxyphenyletheneChEBI
4-Hydroxy-3-methoxystyreneChEBI
4-Hydroxy-3-methoxyvinylbenzeneChEBI
4-Vinyl-2-methoxyphenolChEBI
4-VinylguaiacolChEBI
O-Methoxy-p-vinylphenolChEBI
p-VinylguaiacolChEBI
Para-vinylguaiacolChEBI
2-Methoxy-4-vinyl-phenolHMDB
2-Methoxy-4-vinylphenol (4-vinylguaiacol)HMDB
2-Methoxy-4-vinylphenol (vinylguaiacol)HMDB
2-Methoxy-vinylphenolHMDB
2-Metoxy-4-vinyl-phenolHMDB
4-Ethenyl-2-methoxy-phenolHMDB
4-EthenylguaiacolHMDB
4-Vinyl-2-methoxyphenol ( P-vinylguaiacol)HMDB
4-Vinyl-2-methoxyphenol (4-vinylguaiacol)HMDB
4-Vinyl-O-guaiacolHMDB
4-VinylguaiacoleHMDB
Guaiacol, 4-vinylHMDB
P-Vinyl guaicolHMDB
Phenol, 2-methoxy-4-ethenylHMDB
Phenol, 4-vinyl, 2-methoxyHMDB
VinylguaiacolHMDB
Vinylguaiacol (4-vinyl-2-methoxyphenol)HMDB
VinylguajacolHMDB
Molecular FormulaC9H10O2
Average Mass150.1745
Monoisotopic Mass150.068079564
IUPAC Name4-ethenyl-2-methoxyphenol
Traditional Name2-methoxy-4-vinyl-phenol
CAS Registry Number7786-61-0
SMILES
COC1=C(O)C=CC(C=C)=C1
InChI Identifier
InChI=1S/C9H10O2/c1-3-7-4-5-8(10)9(6-7)11-2/h3-6,10H,1H2,2H3
InChI KeyYOMSJEATGXXYPX-UHFFFAOYSA-N