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Showing metabocard for Vanylglycol (HMDB0001490)

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IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesenzymes (1) Show 1 proteinXML
enzymes (1) Show 1 protein
Record Information
Version5.0
StatusDetected and Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2023-02-21 17:15:45 UTC
HMDB IDHMDB0001490
Secondary Accession Numbers
  • HMDB0002909
  • HMDB0006775
  • HMDB01490
  • HMDB02909
  • HMDB06775
Metabolite Identification
Common NameVanylglycol
DescriptionVanylglycol, also known as 3-Methoxy-4-hydroxyphenylethyleneglycol (MHPG), belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. It is synthesized from endogenous epinephrine and norepinephrine in vivo. It is found in brain, blood, CSF, and urine, where its concentrations are used to measure catecholamine turnover. Catecholamines play an important role in platelet activation and aggregation, epinephrine being the most potent one. Vanylglycol and pyrocatechol can be biosynthesized from 3,4-dihydroxyphenylglycol and guaiacol; which is catalyzed by the enzyme catechol O-methyltransferase. Vanylglycol is a O-methylated metabolite of normetanephrine. In humans, vanylglycol is involved in the metabolic disorder called tyrosinemia in newborns. Alcohol consumption increases the level of vanylglycol in urine and CSF. Vanylglycol is found normally in urine, in plasma and cerebrospinal fluid. Outside of the human body, vanylglycol has been detected, but not quantified in several different foods, such as blackcurrants, chinese bayberries, elderberries, oriental wheats, and poppies.
Structure
Data?1676999745
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0001490 (Vanylglycol)


  Mrv1652305271900322D          

 13 13  0  0  0  0            999 V2000
   11.0364  -11.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0364  -12.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7508  -12.5376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4653  -12.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4653  -11.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7508  -10.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3219  -12.5376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7508  -13.3626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0364  -13.7751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1798  -10.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1798  -10.0626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8943  -11.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6088  -10.8876    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
  2  7  1  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
M  END
Download

3D MOL for HMDB0001490 (Vanylglycol)

HMDB0001490
     RDKit          3D
Vanylglycol
 25 25  0  0  0  0  0  0  0  0999 V2000
    3.0348    0.2967    0.8281 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5029   -0.8974    0.2869 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1911   -1.0128   -0.1275 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3094    0.0751   -0.0273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9969   -0.0067   -0.4300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8737    1.1591   -0.3252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9806    0.9103    0.4868 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1415    2.3591    0.1614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0717    2.7029   -0.6572 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4199   -1.2223   -0.9460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5687   -2.2948   -1.0495 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7445   -2.2060   -0.6434 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6225   -3.2964   -0.7454 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0061    0.1200    1.3340 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1409    1.0359    0.0083 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3665    0.7077    1.6404 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7619    0.9689    0.4115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2941    1.3683   -1.3367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4064    0.0432    0.3009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7611    2.1739    1.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8149    3.2567    0.1731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2827    2.4618   -1.5986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4442   -1.2936   -1.2634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8931   -3.2619   -1.4566 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2690   -4.1476   -1.1235 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  5 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12  3  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  4 17  1  0
  6 18  1  0
  7 19  1  0
  8 20  1  0
  8 21  1  0
  9 22  1  0
 10 23  1  0
 11 24  1  0
 13 25  1  0
M  END
Download

3D SDF for HMDB0001490 (Vanylglycol)


  Mrv1652305271900322D          

 13 13  0  0  0  0            999 V2000
   11.0364  -11.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0364  -12.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7508  -12.5376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4653  -12.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4653  -11.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7508  -10.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3219  -12.5376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7508  -13.3626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0364  -13.7751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1798  -10.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1798  -10.0626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.8943  -11.3001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6088  -10.8876    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
  2  7  1  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0001490

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(=CC=C1O)C(O)CO

> <INCHI_IDENTIFIER>
InChI=1S/C9H12O4/c1-13-9-4-6(8(12)5-10)2-3-7(9)11/h2-4,8,10-12H,5H2,1H3

> <INCHI_KEY>
FBWPWWWZWKPJFL-UHFFFAOYSA-N

> <FORMULA>
C9H12O4

> <MOLECULAR_WEIGHT>
184.1892

> <EXACT_MASS>
184.073558872

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
25

> <JCHEM_AVERAGE_POLARIZABILITY>
18.636009577166565

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(4-hydroxy-3-methoxyphenyl)ethane-1,2-diol

> <ALOGPS_LOGP>
-0.13

> <JCHEM_LOGP>
0.11432451933333344

> <ALOGPS_LOGS>
-1.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.741893489428545

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.909148631409135

> <JCHEM_PKA_STRONGEST_BASIC>
-2.97784960091455

> <JCHEM_POLAR_SURFACE_AREA>
69.92

> <JCHEM_REFRACTIVITY>
47.2805

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.99e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methoxyhydroxyphenylglycol

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0001490 (Vanylglycol)

HMDB0001490
     RDKit          3D
Vanylglycol
 25 25  0  0  0  0  0  0  0  0999 V2000
    3.0348    0.2967    0.8281 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5029   -0.8974    0.2869 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1911   -1.0128   -0.1275 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3094    0.0751   -0.0273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9969   -0.0067   -0.4300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8737    1.1591   -0.3252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9806    0.9103    0.4868 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1415    2.3591    0.1614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0717    2.7029   -0.6572 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4199   -1.2223   -0.9460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5687   -2.2948   -1.0495 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7445   -2.2060   -0.6434 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6225   -3.2964   -0.7454 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0061    0.1200    1.3340 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1409    1.0359    0.0083 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3665    0.7077    1.6404 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7619    0.9689    0.4115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2941    1.3683   -1.3367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4064    0.0432    0.3009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7611    2.1739    1.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8149    3.2567    0.1731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2827    2.4618   -1.5986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4442   -1.2936   -1.2634 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8931   -3.2619   -1.4566 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2690   -4.1476   -1.1235 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  5 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 12  3  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  4 17  1  0
  6 18  1  0
  7 19  1  0
  8 20  1  0
  8 21  1  0
  9 22  1  0
 10 23  1  0
 11 24  1  0
 13 25  1  0
M  END
Download

PDB for HMDB0001490 (Vanylglycol)

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      20.601 -21.094   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      20.601 -22.634   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      21.935 -23.404   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      23.269 -22.634   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      23.269 -21.094   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      21.935 -20.324   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      19.268 -23.404   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      21.935 -24.944   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      20.601 -25.714   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      24.602 -20.324   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      24.602 -18.784   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      25.936 -21.094   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      27.270 -20.324   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3    7                                                  
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    1                                                       
CONECT    7    2                                                            
CONECT    8    3    9                                                       
CONECT    9    8                                                            
CONECT   10    5   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END
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3D PDB for HMDB0001490 (Vanylglycol)

COMPND    HMDB0259702
HETATM    1  C1  UNL     1       2.385   2.121  -0.045  1.00  0.00           C  
HETATM    2  O1  UNL     1       2.656   0.739   0.055  1.00  0.00           O  
HETATM    3  C2  UNL     1       1.658  -0.221   0.025  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.345   0.150  -0.106  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.696  -0.767  -0.142  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.108  -0.412  -0.281  1.00  0.00           C  
HETATM    7  O2  UNL     1      -2.945  -1.103   0.598  1.00  0.00           O  
HETATM    8  C6  UNL     1      -2.377   1.059  -0.108  1.00  0.00           C  
HETATM    9  O3  UNL     1      -2.131   1.497   1.183  1.00  0.00           O  
HETATM   10  C7  UNL     1      -0.358  -2.100  -0.039  1.00  0.00           C  
HETATM   11  C8  UNL     1       0.969  -2.498   0.095  1.00  0.00           C  
HETATM   12  C9  UNL     1       1.967  -1.546   0.125  1.00  0.00           C  
HETATM   13  O4  UNL     1       3.306  -1.940   0.260  1.00  0.00           O  
HETATM   14  H1  UNL     1       3.250   2.725   0.294  1.00  0.00           H  
HETATM   15  H2  UNL     1       1.548   2.341   0.669  1.00  0.00           H  
HETATM   16  H3  UNL     1       2.104   2.413  -1.059  1.00  0.00           H  
HETATM   17  H4  UNL     1       0.093   1.197  -0.186  1.00  0.00           H  
HETATM   18  H5  UNL     1      -2.420  -0.675  -1.323  1.00  0.00           H  
HETATM   19  H6  UNL     1      -3.775  -0.608   0.778  1.00  0.00           H  
HETATM   20  H7  UNL     1      -1.853   1.683  -0.859  1.00  0.00           H  
HETATM   21  H8  UNL     1      -3.473   1.209  -0.300  1.00  0.00           H  
HETATM   22  H9  UNL     1      -2.374   2.457   1.211  1.00  0.00           H  
HETATM   23  H10 UNL     1      -1.087  -2.886  -0.056  1.00  0.00           H  
HETATM   24  H11 UNL     1       1.254  -3.538   0.177  1.00  0.00           H  
HETATM   25  H12 UNL     1       4.061  -1.296   0.287  1.00  0.00           H  
CONECT    1    2   14   15   16
CONECT    2    3
CONECT    3    4    4   12
CONECT    4    5   17
CONECT    5    6   10   10
CONECT    6    7    8   18
CONECT    7   19
CONECT    8    9   20   21
CONECT    9   22
CONECT   10   11   23
CONECT   11   12   12   24
CONECT   12   13
CONECT   13   25
END
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SMILES for HMDB0001490 (Vanylglycol)

COC1=CC(=CC=C1O)C(O)CO
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INCHI for HMDB0001490 (Vanylglycol)

InChI=1S/C9H12O4/c1-13-9-4-6(8(12)5-10)2-3-7(9)11/h2-4,8,10-12H,5H2,1H3
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View in JSmolView Stereo Labels
Synonyms
ValueSource
1-(4-Hydroxy-3-methoxyphenyl)-1,2-ethanediolHMDB
3-Methoxy-4-hydroxyphenethylene glycolHMDB
3-Methoxy-4-hydroxyphenyl glycolHMDB
4-Hydroxy-3-methoxy-b-phenylglycolHMDB
4-Hydroxy-3-methoxy-beta-phenylglycolHMDB
4-Hydroxy-3-methoxyphenyl glycolHMDB
HMPGHMDB
HydroxymethoxyphenylglycolHMDB, MeSH
MethoxyhydroxyphenylglycolHMDB, MeSH
MHPGHMDB, MeSH
MOPEGHMDB, MeSH
4 Hydroxy 3 methoxyphenylethyleneglycolMeSH, HMDB
4 Hydroxy 3 methoxyphenylglycolMeSH, HMDB
4-Hydroxy-3-methoxyphenylethyleneglycolMeSH, HMDB
Methoxyhydroxyphenylglycol, (-)-isomerMeSH, HMDB
4 Hydroxy 3 methoxyphenylethylene glycolMeSH, HMDB
4-Hydroxy-3-methoxyphenylglycolMeSH, HMDB
Methoxyhydroxyphenylglycol, (+)-isomerMeSH, HMDB
4-Hydroxy-3-methoxyphenylethylene glycolMeSH, HMDB
Methoxyhydroxyphenylglycol, (+-)-isomerMeSH, HMDB
Chemical FormulaC9H12O4
Average Molecular Weight184.1892
Monoisotopic Molecular Weight184.073558872
IUPAC Name1-(4-hydroxy-3-methoxyphenyl)ethane-1,2-diol
Traditional Namemethoxyhydroxyphenylglycol
CAS Registry Number534-82-7
SMILES
COC1=CC(=CC=C1O)C(O)CO
InChI Identifier
InChI=1S/C9H12O4/c1-13-9-4-6(8(12)5-10)2-3-7(9)11/h2-4,8,10-12H,5H2,1H3
InChI KeyFBWPWWWZWKPJFL-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenols
Sub ClassMethoxyphenols
Direct ParentMethoxyphenols
Alternative Parents
Substituents
  • Methoxyphenol
  • Anisole
  • Phenoxy compound
  • Phenol ether
  • Methoxybenzene
  • Alkyl aryl ether
  • 1-hydroxy-2-unsubstituted benzenoid
  • Monocyclic benzene moiety
  • Secondary alcohol
  • 1,2-diol
  • Ether
  • Aromatic alcohol
  • Primary alcohol
  • Organooxygen compound
  • Alcohol
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Not AvailableNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility8.99 g/LALOGPS
logP-0.13ALOGPS
logP0.11ChemAxon
logS-1.3ALOGPS
pKa (Strongest Acidic)9.91ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area69.92 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity47.28 m³·mol⁻¹ChemAxon
Polarizability18.64 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+141.67731661259
DarkChem[M-H]-136.96331661259
AllCCS[M+H]+141.2532859911
AllCCS[M-H]-138.84132859911
DeepCCS[M+H]+136.52530932474
DeepCCS[M-H]-133.42730932474
DeepCCS[M-2H]-170.22430932474
DeepCCS[M+Na]+145.76330932474
AllCCS[M+H]+141.232859911
AllCCS[M+H-H2O]+137.032859911
AllCCS[M+NH4]+145.232859911
AllCCS[M+Na]+146.332859911
AllCCS[M-H]-138.832859911
AllCCS[M+Na-2H]-139.832859911
AllCCS[M+HCOO]-140.932859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
VanylglycolCOC1=CC(=CC=C1O)C(O)CO3143.3Standard polar33892256
VanylglycolCOC1=CC(=CC=C1O)C(O)CO1769.1Standard non polar33892256
VanylglycolCOC1=CC(=CC=C1O)C(O)CO1669.7Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Vanylglycol,1TMS,isomer #1COC1=CC(C(O)CO)=CC=C1O[Si](C)(C)C1795.4Semi standard non polar33892256
Vanylglycol,1TMS,isomer #2COC1=CC(C(CO)O[Si](C)(C)C)=CC=C1O1744.7Semi standard non polar33892256
Vanylglycol,1TMS,isomer #3COC1=CC(C(O)CO[Si](C)(C)C)=CC=C1O1805.2Semi standard non polar33892256
Vanylglycol,2TMS,isomer #1COC1=CC(C(CO)O[Si](C)(C)C)=CC=C1O[Si](C)(C)C1780.1Semi standard non polar33892256
Vanylglycol,2TMS,isomer #2COC1=CC(C(O)CO[Si](C)(C)C)=CC=C1O[Si](C)(C)C1811.7Semi standard non polar33892256
Vanylglycol,2TMS,isomer #3COC1=CC(C(CO[Si](C)(C)C)O[Si](C)(C)C)=CC=C1O1775.9Semi standard non polar33892256
Vanylglycol,3TMS,isomer #1COC1=CC(C(CO[Si](C)(C)C)O[Si](C)(C)C)=CC=C1O[Si](C)(C)C1779.9Semi standard non polar33892256
Vanylglycol,1TBDMS,isomer #1COC1=CC(C(O)CO)=CC=C1O[Si](C)(C)C(C)(C)C2044.6Semi standard non polar33892256
Vanylglycol,1TBDMS,isomer #2COC1=CC(C(CO)O[Si](C)(C)C(C)(C)C)=CC=C1O2002.5Semi standard non polar33892256
Vanylglycol,1TBDMS,isomer #3COC1=CC(C(O)CO[Si](C)(C)C(C)(C)C)=CC=C1O2045.4Semi standard non polar33892256
Vanylglycol,2TBDMS,isomer #1COC1=CC(C(CO)O[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C2259.8Semi standard non polar33892256
Vanylglycol,2TBDMS,isomer #2COC1=CC(C(O)CO[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C2286.9Semi standard non polar33892256
Vanylglycol,2TBDMS,isomer #3COC1=CC(C(CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=CC=C1O2254.0Semi standard non polar33892256
Vanylglycol,3TBDMS,isomer #1COC1=CC(C(CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C2470.1Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Vanylglycol GC-MS (Non-derivatized) - 70eV, Positivesplash10-0udi-2900000000-85ebe9a57a84ddca41b62017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Vanylglycol GC-MS (3 TMS) - 70eV, Positivesplash10-0079-7149000000-54b71f18882477571deb2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Vanylglycol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Vanylglycol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Vanylglycol GC-MS (TMS_1_1) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Vanylglycol GC-MS (TMS_1_2) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Vanylglycol GC-MS (TMS_1_3) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Vanylglycol GC-MS (TMS_2_1) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Vanylglycol GC-MS (TMS_2_2) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Vanylglycol GC-MS (TMS_2_3) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Vanylglycol GC-MS (TBDMS_1_1) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Vanylglycol GC-MS (TBDMS_1_2) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Vanylglycol GC-MS (TBDMS_1_3) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Vanylglycol GC-MS (TBDMS_2_1) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Vanylglycol GC-MS (TBDMS_2_2) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Vanylglycol GC-MS (TBDMS_2_3) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Vanylglycol GC-MS (TBDMS_3_1) - 70eV, PositiveNot Available2021-11-05Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Vanylglycol Quattro_QQQ 10V, Negative-QTOF (Annotated)splash10-0uxr-0900000000-fb2c82b5598c8c9bab3a2012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Vanylglycol Quattro_QQQ 25V, Negative-QTOF (Annotated)splash10-00di-0900000000-a449b185542d66dc0be82012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Vanylglycol Quattro_QQQ 40V, Negative-QTOF (Annotated)splash10-006x-9600000000-316d1194b9b0ed76d1782012-07-24HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Vanylglycol 10V, Positive-QTOFsplash10-000i-0900000000-f104dd3883189a74b6222015-05-27Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Vanylglycol 20V, Positive-QTOFsplash10-00kr-0900000000-040295df7423a417edab2015-05-27Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Vanylglycol 40V, Positive-QTOFsplash10-0f72-3900000000-87310e73492350a05b5c2015-05-27Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Vanylglycol 10V, Negative-QTOFsplash10-001i-0900000000-01cbe4fce361c48afabf2015-05-27Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Vanylglycol 20V, Negative-QTOFsplash10-05ur-1900000000-b4ac6a118c11eb31a6ff2015-05-27Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Vanylglycol 40V, Negative-QTOFsplash10-0a4i-5900000000-4a1c057f8cdd445e71252015-05-27Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Vanylglycol 10V, Positive-QTOFsplash10-004r-0900000000-df828b6c78ec969e404f2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Vanylglycol 20V, Positive-QTOFsplash10-056r-4900000000-97f0c28e2ac7713a8fc52021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Vanylglycol 40V, Positive-QTOFsplash10-0ue9-9100000000-ed2fd3623e179bd8e27f2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Vanylglycol 10V, Negative-QTOFsplash10-00lr-0900000000-9b55b059e2dc27b7380f2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Vanylglycol 20V, Negative-QTOFsplash10-0a4l-2900000000-44ed0b094433b8f047212021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Vanylglycol 40V, Negative-QTOFsplash10-053u-6900000000-4de993e85915570061f32021-09-25Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Experimental 1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, experimental)2021-10-10Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-03FELIX labView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
  • Cerebrospinal Fluid (CSF)
  • Urine
Tissue Locations
  • Brain
  • Platelet
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified0.017 +/- 0.004 uMAdult (>18 years old)BothNormal details
BloodDetected and Quantified0.0173 +/- 0.0034 uMAdult (>18 years old)BothNormal details
BloodDetected and Quantified0.025 +/- 0.005 uMAdult (>18 years old)MaleNormal
    • Geigy Scientific ...
 details
Cerebrospinal Fluid (CSF)Detected and Quantified0.057 +/- 0.04 uMAdult (>18 years old)Not SpecifiedNormal details
Cerebrospinal Fluid (CSF)Detected and Quantified0.075 +/- 0.037 uMChildren (1-13 years old)BothNormal details
Cerebrospinal Fluid (CSF)Detected and Quantified0.036 +/- 0.008 uMAdult (>18 years old)Not SpecifiedNormal details
Cerebrospinal Fluid (CSF)Detected and Quantified0.010 +/- 0.003 uMAdult (>18 years old)Not SpecifiedNormal details
Cerebrospinal Fluid (CSF)Detected and Quantified0.082 (0.051-0.112) uMInfant (0-1 year old)Not SpecifiedNormal details
Cerebrospinal Fluid (CSF)Detected and Quantified0.050 (0.039-0.061) uMAdult (>18 years old)BothNormal details
Cerebrospinal Fluid (CSF)Detected and Quantified38.1 +/- 7.2 uMAdult (>18 years old)BothNormal details
Cerebrospinal Fluid (CSF)Detected and Quantified0.042 +/- 0.005 uMAdult (>18 years old)FemaleNormal details
Cerebrospinal Fluid (CSF)Detected and Quantified42.1 +/- 4.9 uMAdult (>18 years old)FemaleNormal details
Cerebrospinal Fluid (CSF)Detected and Quantified0.05 (0.0058-0.094) uMAdult (>18 years old)BothNormal details
Cerebrospinal Fluid (CSF)Detected and Quantified0.116 +/- 0.16 uMInfant (0-1 year old)BothNormal details
Cerebrospinal Fluid (CSF)Detected and Quantified0.054 +/- 0.014 uMChildren (1-13 years old)BothNormal details
Cerebrospinal Fluid (CSF)Detected and Quantified0.044 +/- 0.020 uMAdolescent (13-18 years old)BothNormal details
Cerebrospinal Fluid (CSF)Detected and Quantified0.032-0.068 uMChildren (1-13 years old)MaleNormal details
Cerebrospinal Fluid (CSF)Detected and Quantified0.037-0.075 uMChildren (1-13 years old)MaleNormal details
Cerebrospinal Fluid (CSF)Detected and Quantified0.07 +/- 0.040 uMInfant (0-1 year old)BothNormal details
Cerebrospinal Fluid (CSF)Detected and Quantified0.17 +/- 0.095 uMAdolescent (13-18 years old)BothNormal details
Cerebrospinal Fluid (CSF)Detected and Quantified0.039 (0.047-0.081) uMAdult (>18 years old)BothNormal details
Cerebrospinal Fluid (CSF)Detected and Quantified0.082 (0.051-0.11) uMAdult (>18 years old)BothNormal details
Cerebrospinal Fluid (CSF)Detected and Quantified0.066 +/- 0.038 uMAdult (>18 years old)BothNormal
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 details
Cerebrospinal Fluid (CSF)Detected and Quantified0.0338 +/- 0.0091 uMNot SpecifiedNot SpecifiedNormal details
Cerebrospinal Fluid (CSF)Detected and Quantified0.05 +/- 0.032 uMAdult (>18 years old)Not SpecifiedNormal details
UrineDetected and Quantified0.1-2.1 umol/mmol creatinineAdult (>18 years old)MaleNormal details
UrineDetected and Quantified0.06 +/- 0.06 umol/mmol creatinineInfant (0-1 year old)BothNormal details
UrineDetected and Quantified0.045 +/- 0.0039 umol/mmol creatinineAdult (>18 years old)MaleNormal details
UrineDetected and Quantified0.049 +/- 0.0075 umol/mmol creatinineAdult (>18 years old)FemaleNormal details
UrineDetected and Quantified0.66 +/- 0.04 umol/mmol creatinineAdult (>18 years old)MaleNormal
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 details
UrineDetected and Quantified0.86 +/- 0.26 umol/mmol creatinineAdult (>18 years old)BothNormal
    • Geigy Scientific ...
 details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified0.021 +/- 0.007 uMAdult (>18 years old)BothSchizophrenia details
BloodDetected and Quantified0.0237 +/- 0.011 uMAdult (>18 years old)MaleSchizophrenia details
BloodDetected and Quantified0.0232 +/- 0.0063 uMAdult (>18 years old)BothSchizophrenia details
Cerebrospinal Fluid (CSF)Detected and Quantified0.041 +/- 0.023 uMAdult (>18 years old)Not SpecifiedEpilepsy details
Cerebrospinal Fluid (CSF)Detected and Quantified0.064 +/- 0.045 uMAdult (>18 years old)Not SpecifiedEpilepsy details
Cerebrospinal Fluid (CSF)Detected and Quantified0.037 +/- 0.006 uMAdult (>18 years old)Not SpecifiedPanic Disorder details
Cerebrospinal Fluid (CSF)Detected and Quantified0.042 +/- 0.002 uMAdult (>18 years old)Not SpecifiedOlivopontocerebellar atrophy (OPCA) details
Cerebrospinal Fluid (CSF)Detected and Quantified0.036 +/- 0.005 uMAdult (>18 years old)Not SpecifiedAutosomal recessive spastic ataxia of Charlevoix-Saguena details
Cerebrospinal Fluid (CSF)Detected and Quantified0.013 (0.012-0.014) uMChildren (1-13 years old)Malesepiapterin reductase deficiency details
Cerebrospinal Fluid (CSF)Detected and Quantified0.003 (0.000-0.005) uMInfant (0-1 year old)MaleAromatic L-amino acid decarboxylase deficiency details
Cerebrospinal Fluid (CSF)Detected and Quantified0.044 (0.032-0.056) uMAdult (>18 years old)BothVascular Dementia details
Cerebrospinal Fluid (CSF)Detected and Quantified42.5 +/- 7.6 uMAdult (>18 years old)BothSchizophrenia details
Cerebrospinal Fluid (CSF)Detected and Quantified0.039 (0.027-0.051) uMAdult (>18 years old)Both
Vascular dementia		 details
Cerebrospinal Fluid (CSF)Detected and Quantified0.044 (0.035-0.053) uMAdult (>18 years old)BothVascular Dementia details
Cerebrospinal Fluid (CSF)Detected and Quantified50.3 +/- 7.4 uMAdult (>18 years old)FemaleSchizophrenia details
Cerebrospinal Fluid (CSF)Detected and Quantified0.048 (0.035-0.061) uMAdult (>18 years old)BothSevere vascular dementia details
Cerebrospinal Fluid (CSF)Detected and Quantified0.09 +/- 0.09 uMAdult (>18 years old)Both
Major depression		 details
Cerebrospinal Fluid (CSF)Detected and Quantified0.042 +/- 0.0022 uMNot SpecifiedNot SpecifiedFriedreich's ataxia details
Cerebrospinal Fluid (CSF)Detected and Quantified0.0039 uMAdult (>18 years old)BothEarly-onset encephalopathy and cortical myoclonus (MECP2 gene mutation) details
Cerebrospinal Fluid (CSF)Detected and Quantified0.003 +/- 0.003 uMAdult (>18 years old)BothAromatic L-amino acid decarboxylase deficiency details
Cerebrospinal Fluid (CSF)Detected and Quantified0.012 uMAdult (>18 years old)Not Specified
Progressive cognitive impairment		 details
Cerebrospinal Fluid (CSF)Detected and Quantified0.05 +/- 0.002 uMAdult (>18 years old)FemaleSchizophrenia details
Cerebrospinal Fluid (CSF)Detected and Quantified0.04 +/- 0.002 uMAdult (>18 years old)FemaleSchizophrenia details
Cerebrospinal Fluid (CSF)Detected and Quantified0.051 +/- 0.0054 uMAdult (>18 years old)Not SpecifiedEpilepsy details
Cerebrospinal Fluid (CSF)Detected and Quantified0.05 +/- 0.018 uMAdult (>18 years old)Not SpecifiedEpilepsy details
Cerebrospinal Fluid (CSF)Detected and Quantified0.0332 +/- 0.00622 uMAdult (>18 years old)Not SpecifiedParkinson's Disease details
Cerebrospinal Fluid (CSF)Detected and Quantified0.048 +/- 0.033 uMAdult (>18 years old)Not SpecifiedEpilepsy details
Cerebrospinal Fluid (CSF)Detected and Quantified0.046 +/- 0.021 uMAdult (>18 years old)Not SpecifiedEpilepsy details
Cerebrospinal Fluid (CSF)Detected and Quantified0.046 +/- 0.029 uMAdult (>18 years old)Not SpecifiedEpilepsy details
Cerebrospinal Fluid (CSF)Detected and Quantified0.045 +/- 0.026 uMAdult (>18 years old)Not SpecifiedEpilepsy details
UrineDetected and Quantified0.1-0.2 umol/mmol creatinineAdult (>18 years old)MaleBrunner Syndrome details
Associated Disorders and Diseases
Disease References
Multi-infarct dementia
  1. Wallin A, Blennow K, Edman A, Mansson JE: Decreased lumbar cerebrospinal fluid levels of monoamine metabolites in vascular dementia. Int Psychogeriatr. 1996 Fall;8(3):425-36. [PubMed:9116178 ]
Cortical myoclonus
  1. Leuzzi V, Di Sabato ML, Zollino M, Montanaro ML, Seri S: Early-onset encephalopathy and cortical myoclonus in a boy with MECP2 gene mutation. Neurology. 2004 Nov 23;63(10):1968-70. [PubMed:15557528 ]
Aromatic L-amino acid decarboxylase deficiency
  1. Abdenur JE, Abeling N, Specola N, Jorge L, Schenone AB, van Cruchten AC, Chamoles NA: Aromatic l-aminoacid decarboxylase deficiency: unusual neonatal presentation and additional findings in organic acid analysis. Mol Genet Metab. 2006 Jan;87(1):48-53. Epub 2005 Nov 9. [PubMed:16288991 ]
Cognitive disorders
  1. Hildebrand J, Bourgeois F, Buyse M, Przedborski S, Goldman S: Reproducibility of monoamine metabolite measurements in human cerebrospinal fluid. Acta Neurol Scand. 1990 May;81(5):427-30. [PubMed:1695809 ]
Schizophrenia
  1. Harnryd C, Bjerkenstedt L, Grimm VE, Sedvall G: Reduction of MOPEG levels in cerebrospinal fluid of psychotic women after electroconvulsive treatment. Psychopharmacology (Berl). 1979 Aug 8;64(2):131-4. [PubMed:115032 ]
  2. Alfredsson G, Wiesel FA: Monoamine metabolites and amino acids in serum from schizophrenic patients before and during sulpiride treatment. Psychopharmacology (Berl). 1989;99(3):322-7. [PubMed:2480613 ]
  3. Pickar D, Breier A, Hsiao JK, Doran AR, Wolkowitz OM, Pato CN, Konicki PE, Potter WZ: Cerebrospinal fluid and plasma monoamine metabolites and their relation to psychosis. Implications for regional brain dysfunction in schizophrenia. Arch Gen Psychiatry. 1990 Jul;47(7):641-8. [PubMed:1694425 ]
  4. Bjerkenstedt L, Edman G, Hagenfeldt L, Sedvall G, Wiesel FA: Plasma amino acids in relation to cerebrospinal fluid monoamine metabolites in schizophrenic patients and healthy controls. Br J Psychiatry. 1985 Sep;147:276-82. [PubMed:2415198 ]
  5. Zumarraga M, Davila R, Basterreche N, Arrue A, Goienetxea B, Zamalloa MI, Erkoreka L, Bustamante S, Inchausti L, Gonzalez-Torres MA, Guimon J: Catechol O-methyltransferase and monoamine oxidase A genotypes, and plasma catecholamine metabolites in bipolar and schizophrenic patients. Neurochem Int. 2010 May-Jun;56(6-7):774-9. doi: 10.1016/j.neuint.2010.02.015. Epub 2010 Mar 4. [PubMed:20206656 ]
Epilepsy
  1. Botez MI, Young SN: Effects of anticonvulsant treatment and low levels of folate and thiamine on amine metabolites in cerebrospinal fluid. Brain. 1991 Feb;114 ( Pt 1A):333-48. [PubMed:1705463 ]
Panic disorder
  1. Eriksson E, Westberg P, Alling C, Thuresson K, Modigh K: Cerebrospinal fluid levels of monoamine metabolites in panic disorder. Psychiatry Res. 1991 Mar;36(3):243-51. [PubMed:1712114 ]
Olivopontocerebral atrophy
  1. Botez MI, Young SN: Biogenic amine metabolites and thiamine in cerebrospinal fluid in heredo-degenerative ataxias. Can J Neurol Sci. 2001 May;28(2):134-40. [PubMed:11383938 ]
Hereditary spastic paraplegia
  1. Botez MI, Young SN: Biogenic amine metabolites and thiamine in cerebrospinal fluid in heredo-degenerative ataxias. Can J Neurol Sci. 2001 May;28(2):134-40. [PubMed:11383938 ]
Friedreich's ataxia
  1. Botez MI, Young SN: Biogenic amine metabolites and thiamine in cerebrospinal fluid in heredo-degenerative ataxias. Can J Neurol Sci. 2001 May;28(2):134-40. [PubMed:11383938 ]
Major depressive disorder
  1. Sheline Y, Bardgett ME, Csernansky JG: Correlated reductions in cerebrospinal fluid 5-HIAA and MHPG concentrations after treatment with selective serotonin reuptake inhibitors. J Clin Psychopharmacol. 1997 Feb;17(1):11-4. [PubMed:9004051 ]
Sepiapterin reductase deficiency
  1. Verbeek MM, Willemsen MA, Wevers RA, Lagerwerf AJ, Abeling NG, Blau N, Thony B, Vargiami E, Zafeiriou DI: Two Greek siblings with sepiapterin reductase deficiency. Mol Genet Metab. 2008 Aug;94(4):403-9. doi: 10.1016/j.ymgme.2008.04.003. Epub 2008 May 27. [PubMed:18502672 ]
Parkinson's disease
  1. Dizdar N, Kagedal B, Lindvall B: Treatment of Parkinson's disease with NADH. Acta Neurol Scand. 1994 Nov;90(5):345-7. [PubMed:7887134 ]
Brunner Syndrome
  1. Brunner HG, Nelen MR, van Zandvoort P, Abeling NG, van Gennip AH, Wolters EC, Kuiper MA, Ropers HH, van Oost BA: X-linked borderline mental retardation with prominent behavioral disturbance: phenotype, genetic localization, and evidence for disturbed monoamine metabolism. Am J Hum Genet. 1993 Jun;52(6):1032-9. [PubMed:8503438 ]
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022651
KNApSAcK IDNot Available
Chemspider ID10348
KEGG Compound IDC05594
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDMDB00000330
Good Scents IDNot Available
References
Synthesis ReferenceKessler J A; Gordon E K; Reid J L; Kopin I J Homovanillic acid and 3-methoxy-4-hydroxyphenylethyleneglycol production by the monkey spinal cord. Journal of neurochemistry (1976), 26(6), 1057-61.
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Sjoberg S, Eriksson M, Nordin C: L-thyroxine treatment and neurotransmitter levels in the cerebrospinal fluid of hypothyroid patients: a pilot study. Eur J Endocrinol. 1998 Nov;139(5):493-7. [PubMed:9849813 ]
  2. Eklundh T, Eriksson M, Sjoberg S, Nordin C: Monoamine precursors, transmitters and metabolites in cerebrospinal fluid: a prospective study in healthy male subjects. J Psychiatr Res. 1996 May-Jun;30(3):201-8. [PubMed:8884658 ]
  3. Javors MA, Bowden CL, Maas JW: 3-methoxy-4-hydroxyphenylglycol, 5-hydroxyindoleacetic acid, and homovanillic acid in human cerebrospinal fluid. Storage and measurement by reversed-phase high-performance liquid chromatography and coulometric detection using 3-methoxy-4-hydroxyphenyllactic acid as an internal standard. J Chromatogr. 1984 Dec 12;336(2):259-69. [PubMed:6085084 ]
  4. Eriksson E, Westberg P, Alling C, Thuresson K, Modigh K: Cerebrospinal fluid levels of monoamine metabolites in panic disorder. Psychiatry Res. 1991 Mar;36(3):243-51. [PubMed:1712114 ]
  5. Sullivan GM, Oquendo MA, Huang YY, Mann JJ: Elevated cerebrospinal fluid 5-hydroxyindoleacetic acid levels in women with comorbid depression and panic disorder. Int J Neuropsychopharmacol. 2006 Oct;9(5):547-56. Epub 2005 Nov 1. [PubMed:16259647 ]
  6. von Holst H, Lindquist C, Sedvall G: Increased concentrations of the monoamine metabolites homovanillic acid and 5-hydroxyindoleacetic acid in lumbar and central CSF and of 3-methoxy-4-hydroxyphenylglycol in lumbar CSF after subarachnoid haemorrhage. Acta Neurochir (Wien). 1985;77(3-4):146-51. [PubMed:2416192 ]
  7. Harnryd C, Bjerkenstedt L, Grimm VE, Sedvall G: Reduction of MOPEG levels in cerebrospinal fluid of psychotic women after electroconvulsive treatment. Psychopharmacology (Berl). 1979 Aug 8;64(2):131-4. [PubMed:115032 ]
  8. Brautigam C, Wevers RA, Jansen RJ, Smeitink JA, de Rijk-van Andel JF, Gabreels FJ, Hoffmann GF: Biochemical hallmarks of tyrosine hydroxylase deficiency. Clin Chem. 1998 Sep;44(9):1897-904. [PubMed:9732974 ]
  9. Hagenfeldt L, Bjerkenstedt L, Edman G, Sedvall G, Wiesel FA: Amino acids in plasma and CSF and monoamine metabolites in CSF: interrelationship in healthy subjects. J Neurochem. 1984 Mar;42(3):833-7. [PubMed:6198473 ]
  10. Abdenur JE, Abeling N, Specola N, Jorge L, Schenone AB, van Cruchten AC, Chamoles NA: Aromatic l-aminoacid decarboxylase deficiency: unusual neonatal presentation and additional findings in organic acid analysis. Mol Genet Metab. 2006 Jan;87(1):48-53. Epub 2005 Nov 9. [PubMed:16288991 ]
  11. Frankenhaeuser M, Lundberg U, Rauste von Wright M, von Wright J, Sedvall G: Urinary monoamine metabolites as indices of mental stress in healthy males and females. Pharmacol Biochem Behav. 1986 Jun;24(6):1521-5. [PubMed:2426718 ]
  12. Leuzzi V, Di Sabato ML, Zollino M, Montanaro ML, Seri S: Early-onset encephalopathy and cortical myoclonus in a boy with MECP2 gene mutation. Neurology. 2004 Nov 23;63(10):1968-70. [PubMed:15557528 ]
  13. Wallin A, Blennow K, Edman A, Mansson JE: Decreased lumbar cerebrospinal fluid levels of monoamine metabolites in vascular dementia. Int Psychogeriatr. 1996 Fall;8(3):425-36. [PubMed:9116178 ]
  14. Kawamura M, Eisenhofer G, Kopin IJ, Kador PF, Lee YS, Fujisawa S, Sato S: Aldose reductase: an aldehyde scavenging enzyme in the intraneuronal metabolism of norepinephrine in human sympathetic ganglia. Auton Neurosci. 2002 Mar 18;96(2):131-9. [PubMed:11958479 ]
  15. Evangelou AM, Malamas MP, Vezyraki P, Karkabounas SC: Is epinephrine-induced platelet aggregation autoregulated by its metabolic degradation products in vivo? In Vivo. 1998 May-Jun;12(3):321-5. [PubMed:9706478 ]
  16. Rollag J, Liu T, Hage DS: Determination of 3-methoxy-4-hydroxyphenylethylene glycol in urine using reversed-phase liquid chromatography with column switching and electrochemical detection. J Chromatogr B Biomed Appl. 1995 Jan 20;663(2):193-200. [PubMed:7735466 ]
  17. Brewerton TD, Berrettini WH, Nurnberger JI Jr, Linnoila M: Analysis of seasonal fluctuations of CSF monoamine metabolites and neuropeptides in normal controls: findings with 5HIAA and HVA. Psychiatry Res. 1988 Mar;23(3):257-65. [PubMed:2455302 ]

Enzymes

Enzyme Details
1. Catechol O-methyltransferase
General function:
Involved in magnesium ion binding
Specific function:
Catalyzes the O-methylation, and thereby the inactivation, of catecholamine neurotransmitters and catechol hormones. Also shortens the biological half-lives of certain neuroactive drugs, like L-DOPA, alpha-methyl DOPA and isoproterenol.
Gene Name:
COMT
Uniprot ID:
P21964
Molecular weight:
30036.77
Reactions
S-Adenosylmethionine + 3,4-Dihydroxyphenylglycol → S-Adenosylhomocysteine + Vanylglycoldetails