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Showing metabocard for Meta-hydroxyphenylhydracrylic Acid (HMDB0062595)

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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2017-03-23 04:37:21 UTC
Update Date2023-02-21 17:31:01 UTC
HMDB IDHMDB0062595
Secondary Accession Numbers
  • HMDB62595
Metabolite Identification
Common NameMeta-hydroxyphenylhydracrylic Acid
Descriptionmeta-hydroxyphenylhydracrylic acid belongs to the class of organic compounds known as beta hydroxy acids and derivatives. Beta hydroxy acids and derivatives are compounds containing a carboxylic acid substituted with a hydroxyl group on the C3 carbon atom. meta-hydroxyphenylhydracrylic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Data?1677000661
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0062595 (Meta-hydroxyphenylhydracrylic Acid)


  Mrv1652303231705372D          

 13 13  0  0  0  0            999 V2000
    0.0000    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  3  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  7 13  1  0  0  0  0
M  END
Download

3D MOL for HMDB0062595 (Meta-hydroxyphenylhydracrylic Acid)

HMDB0062595
     RDKit          3D
Meta-hydroxyphenylhydracrylic Acid
 23 23  0  0  0  0  0  0  0  0999 V2000
   -2.7526    1.5146    0.5801 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9468    1.2484   -0.3485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5426    2.2716   -1.1745 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4432   -0.1266   -0.5522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1137   -1.0469    0.4760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8231   -0.6409    1.7776 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0426   -0.2083   -0.4364 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8086   -0.7166   -1.4653 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1748   -0.7887   -1.3519 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8245   -0.3621   -0.2217 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0748    0.1504    0.8204 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7238    0.5925    1.9868 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7087    0.2172    0.6947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8296    3.2239   -1.0444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7302   -0.5211   -1.5358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2187   -0.9141    0.2847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8399   -2.1012    0.2907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3193   -1.3271    2.2875 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3427   -1.0661   -2.3777 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7913   -1.1937   -2.1705 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9149   -0.4071   -0.1019 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0284    1.5745    2.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1247    0.6272    1.5317 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  4  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13  7  1  0
  3 14  1  0
  4 15  1  0
  5 16  1  0
  5 17  1  0
  6 18  1  0
  8 19  1  0
  9 20  1  0
 10 21  1  0
 12 22  1  0
 13 23  1  0
M  END
Download

3D SDF for HMDB0062595 (Meta-hydroxyphenylhydracrylic Acid)


  Mrv1652303231705372D          

 13 13  0  0  0  0            999 V2000
    0.0000    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  3  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  7 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0062595

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C9H10O4/c10-5-8(9(12)13)6-2-1-3-7(11)4-6/h1-4,8,10-11H,5H2,(H,12,13)

> <INCHI_KEY>
DGBMCKWHCNMPPE-UHFFFAOYSA-N

> <FORMULA>
C9H10O4

> <MOLECULAR_WEIGHT>
182.175

> <EXACT_MASS>
182.057908802

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
23

> <JCHEM_AVERAGE_POLARIZABILITY>
17.627931972738125

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-hydroxy-2-(3-hydroxyphenyl)propanoic acid

> <ALOGPS_LOGP>
0.66

> <JCHEM_LOGP>
0.5696439053333331

> <ALOGPS_LOGS>
-1.45

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.453298089257194

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.8676044352574954

> <JCHEM_PKA_STRONGEST_BASIC>
-2.742756251831902

> <JCHEM_POLAR_SURFACE_AREA>
77.76

> <JCHEM_REFRACTIVITY>
45.6957

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.48e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-hydroxy-2-(3-hydroxyphenyl)propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0062595 (Meta-hydroxyphenylhydracrylic Acid)

HMDB0062595
     RDKit          3D
Meta-hydroxyphenylhydracrylic Acid
 23 23  0  0  0  0  0  0  0  0999 V2000
   -2.7526    1.5146    0.5801 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9468    1.2484   -0.3485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5426    2.2716   -1.1745 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4432   -0.1266   -0.5522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1137   -1.0469    0.4760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8231   -0.6409    1.7776 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0426   -0.2083   -0.4364 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8086   -0.7166   -1.4653 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1748   -0.7887   -1.3519 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8245   -0.3621   -0.2217 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0748    0.1504    0.8204 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7238    0.5925    1.9868 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7087    0.2172    0.6947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8296    3.2239   -1.0444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7302   -0.5211   -1.5358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2187   -0.9141    0.2847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8399   -2.1012    0.2907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3193   -1.3271    2.2875 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3427   -1.0661   -2.3777 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7913   -1.1937   -2.1705 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9149   -0.4071   -0.1019 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0284    1.5745    2.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1247    0.6272    1.5317 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  4  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13  7  1  0
  3 14  1  0
  4 15  1  0
  5 16  1  0
  5 17  1  0
  6 18  1  0
  8 19  1  0
  9 20  1  0
 10 21  1  0
 12 22  1  0
 13 23  1  0
M  END
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PDB for HMDB0062595 (Meta-hydroxyphenylhydracrylic Acid)

HEADER    PROTEIN                                 23-MAR-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-MAR-17         0                                  
HETATM    1  O   UNK     0       0.000   6.160   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       2.667   6.160   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    7                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4                                                            
CONECT    7    3    8   13                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    7                                                       
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END
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3D PDB for HMDB0062595 (Meta-hydroxyphenylhydracrylic Acid)

COMPND    HMDB0062595
HETATM    1  O1  UNL     1      -2.753   1.515   0.580  1.00  0.00           O  
HETATM    2  C1  UNL     1      -1.947   1.248  -0.349  1.00  0.00           C  
HETATM    3  O2  UNL     1      -1.543   2.272  -1.174  1.00  0.00           O  
HETATM    4  C2  UNL     1      -1.443  -0.127  -0.552  1.00  0.00           C  
HETATM    5  C3  UNL     1      -2.114  -1.047   0.476  1.00  0.00           C  
HETATM    6  O3  UNL     1      -1.823  -0.641   1.778  1.00  0.00           O  
HETATM    7  C4  UNL     1       0.043  -0.208  -0.436  1.00  0.00           C  
HETATM    8  C5  UNL     1       0.809  -0.717  -1.465  1.00  0.00           C  
HETATM    9  C6  UNL     1       2.175  -0.789  -1.352  1.00  0.00           C  
HETATM   10  C7  UNL     1       2.824  -0.362  -0.222  1.00  0.00           C  
HETATM   11  C8  UNL     1       2.075   0.150   0.820  1.00  0.00           C  
HETATM   12  O4  UNL     1       2.724   0.593   1.987  1.00  0.00           O  
HETATM   13  C9  UNL     1       0.709   0.217   0.695  1.00  0.00           C  
HETATM   14  H1  UNL     1      -1.830   3.224  -1.044  1.00  0.00           H  
HETATM   15  H2  UNL     1      -1.730  -0.521  -1.536  1.00  0.00           H  
HETATM   16  H3  UNL     1      -3.219  -0.914   0.285  1.00  0.00           H  
HETATM   17  H4  UNL     1      -1.840  -2.101   0.291  1.00  0.00           H  
HETATM   18  H5  UNL     1      -1.319  -1.327   2.288  1.00  0.00           H  
HETATM   19  H6  UNL     1       0.343  -1.066  -2.378  1.00  0.00           H  
HETATM   20  H7  UNL     1       2.791  -1.194  -2.170  1.00  0.00           H  
HETATM   21  H8  UNL     1       3.915  -0.407  -0.102  1.00  0.00           H  
HETATM   22  H9  UNL     1       3.028   1.575   2.051  1.00  0.00           H  
HETATM   23  H10 UNL     1       0.125   0.627   1.532  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   14
CONECT    4    5    7   15
CONECT    5    6   16   17
CONECT    6   18
CONECT    7    8    8   13
CONECT    8    9   19
CONECT    9   10   10   20
CONECT   10   11   21
CONECT   11   12   13   13
CONECT   12   22
CONECT   13   23
END
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SMILES for HMDB0062595 (Meta-hydroxyphenylhydracrylic Acid)

OCC(C(O)=O)C1=CC(O)=CC=C1
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INCHI for HMDB0062595 (Meta-hydroxyphenylhydracrylic Acid)

InChI=1S/C9H10O4/c10-5-8(9(12)13)6-2-1-3-7(11)4-6/h1-4,8,10-11H,5H2,(H,12,13)
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
Meta-hydroxyphenylhydracrylateGenerator
Chemical FormulaC9H10O4
Average Molecular Weight182.175
Monoisotopic Molecular Weight182.057908802
IUPAC Name3-hydroxy-2-(3-hydroxyphenyl)propanoic acid
Traditional Name3-hydroxy-2-(3-hydroxyphenyl)propanoic acid
CAS Registry NumberNot Available
SMILES
OCC(C(O)=O)C1=CC(O)=CC=C1
InChI Identifier
InChI=1S/C9H10O4/c10-5-8(9(12)13)6-2-1-3-7(11)4-6/h1-4,8,10-11H,5H2,(H,12,13)
InChI KeyDGBMCKWHCNMPPE-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as beta hydroxy acids and derivatives. Beta hydroxy acids and derivatives are compounds containing a carboxylic acid substituted with a hydroxyl group on the C3 carbon atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassHydroxy acids and derivatives
Sub ClassBeta hydroxy acids and derivatives
Direct ParentBeta hydroxy acids and derivatives
Alternative Parents
Substituents
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Beta-hydroxy acid
  • Phenol
  • Monocyclic benzene moiety
  • Benzenoid
  • Carboxylic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Alcohol
  • Organooxygen compound
  • Primary alcohol
  • Hydrocarbon derivative
  • Carbonyl group
  • Organic oxide
  • Organic oxygen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
ProcessNot Available
Role
Industrial application
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility6.48 g/lALOGPS
LogP0.66ALOGPS
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP0.66ALOGPS
logP0.57ChemAxon
logS-1.4ALOGPS
pKa (Strongest Acidic)3.87ChemAxon
pKa (Strongest Basic)-2.7ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area77.76 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity45.7 m³·mol⁻¹ChemAxon
Polarizability17.63 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]+141.59931661259
DarkChem[M-H]-138.51331661259
DeepCCS[M+H]+135.76530932474
DeepCCS[M-H]-133.16330932474
DeepCCS[M-2H]-169.05830932474
DeepCCS[M+Na]+144.59630932474
AllCCS[M+H]+139.332859911
AllCCS[M+H-H2O]+135.032859911
AllCCS[M+NH4]+143.232859911
AllCCS[M+Na]+144.432859911
AllCCS[M-H]-135.932859911
AllCCS[M+Na-2H]-136.732859911
AllCCS[M+HCOO]-137.732859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.2.86 minutes32390414
Predicted by Siyang on May 30, 20229.6645 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20222.54 minutes32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid1024.1 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid277.7 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid93.3 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid166.9 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid76.7 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid307.7 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid293.6 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)206.8 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid655.2 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid251.7 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid936.8 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid215.3 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid231.7 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate486.3 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA227.2 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water217.6 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Meta-hydroxyphenylhydracrylic AcidOCC(C(O)=O)C1=CC(O)=CC=C13318.8Standard polar33892256
Meta-hydroxyphenylhydracrylic AcidOCC(C(O)=O)C1=CC(O)=CC=C11812.7Standard non polar33892256
Meta-hydroxyphenylhydracrylic AcidOCC(C(O)=O)C1=CC(O)=CC=C11887.3Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Meta-hydroxyphenylhydracrylic Acid,1TMS,isomer #1C[Si](C)(C)OCC(C(=O)O)C1=CC=CC(O)=C11833.0Semi standard non polar33892256
Meta-hydroxyphenylhydracrylic Acid,1TMS,isomer #2C[Si](C)(C)OC(=O)C(CO)C1=CC=CC(O)=C11821.1Semi standard non polar33892256
Meta-hydroxyphenylhydracrylic Acid,1TMS,isomer #3C[Si](C)(C)OC1=CC=CC(C(CO)C(=O)O)=C11829.4Semi standard non polar33892256
Meta-hydroxyphenylhydracrylic Acid,2TMS,isomer #1C[Si](C)(C)OCC(C(=O)O[Si](C)(C)C)C1=CC=CC(O)=C11817.2Semi standard non polar33892256
Meta-hydroxyphenylhydracrylic Acid,2TMS,isomer #2C[Si](C)(C)OCC(C(=O)O)C1=CC=CC(O[Si](C)(C)C)=C11829.6Semi standard non polar33892256
Meta-hydroxyphenylhydracrylic Acid,2TMS,isomer #3C[Si](C)(C)OC(=O)C(CO)C1=CC=CC(O[Si](C)(C)C)=C11808.4Semi standard non polar33892256
Meta-hydroxyphenylhydracrylic Acid,3TMS,isomer #1C[Si](C)(C)OCC(C(=O)O[Si](C)(C)C)C1=CC=CC(O[Si](C)(C)C)=C11836.4Semi standard non polar33892256
Meta-hydroxyphenylhydracrylic Acid,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCC(C(=O)O)C1=CC=CC(O)=C12091.8Semi standard non polar33892256
Meta-hydroxyphenylhydracrylic Acid,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)C(CO)C1=CC=CC(O)=C12065.0Semi standard non polar33892256
Meta-hydroxyphenylhydracrylic Acid,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC1=CC=CC(C(CO)C(=O)O)=C12069.1Semi standard non polar33892256
Meta-hydroxyphenylhydracrylic Acid,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCC(C(=O)O[Si](C)(C)C(C)(C)C)C1=CC=CC(O)=C12291.7Semi standard non polar33892256
Meta-hydroxyphenylhydracrylic Acid,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OCC(C(=O)O)C1=CC=CC(O[Si](C)(C)C(C)(C)C)=C12322.6Semi standard non polar33892256
Meta-hydroxyphenylhydracrylic Acid,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)C(CO)C1=CC=CC(O[Si](C)(C)C(C)(C)C)=C12285.7Semi standard non polar33892256
Meta-hydroxyphenylhydracrylic Acid,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCC(C(=O)O[Si](C)(C)C(C)(C)C)C1=CC=CC(O[Si](C)(C)C(C)(C)C)=C12509.6Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Meta-hydroxyphenylhydracrylic Acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-0k9i-1900000000-5c825db01402844fff092017-09-20Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Meta-hydroxyphenylhydracrylic Acid GC-MS (3 TMS) - 70eV, Positivesplash10-00c0-9266000000-2f2801b3c112e93e52182017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Meta-hydroxyphenylhydracrylic Acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Meta-hydroxyphenylhydracrylic Acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Meta-hydroxyphenylhydracrylic Acid 10V, Positive-QTOFsplash10-0159-0900000000-2d65e2a338290471569d2017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Meta-hydroxyphenylhydracrylic Acid 20V, Positive-QTOFsplash10-014i-0900000000-b8e94f5580e1fc2b32392017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Meta-hydroxyphenylhydracrylic Acid 40V, Positive-QTOFsplash10-014i-0900000000-f90dd69c66d92249383d2017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Meta-hydroxyphenylhydracrylic Acid 10V, Negative-QTOFsplash10-001r-0900000000-2d3f478499e8f14948542017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Meta-hydroxyphenylhydracrylic Acid 20V, Negative-QTOFsplash10-00li-0900000000-89663d109450514a308e2017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Meta-hydroxyphenylhydracrylic Acid 40V, Negative-QTOFsplash10-00kf-7900000000-f5957b561e339e99b2d62017-10-06Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Meta-hydroxyphenylhydracrylic Acid 10V, Positive-QTOFsplash10-05nr-0900000000-d49b1c09098af340c8662021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Meta-hydroxyphenylhydracrylic Acid 20V, Positive-QTOFsplash10-0a4j-2900000000-0f1e91be536f255c57a82021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Meta-hydroxyphenylhydracrylic Acid 40V, Positive-QTOFsplash10-066s-8900000000-01aa71140498cdebeced2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Meta-hydroxyphenylhydracrylic Acid 10V, Negative-QTOFsplash10-001i-0900000000-d61e5a1b352bade062ac2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Meta-hydroxyphenylhydracrylic Acid 20V, Negative-QTOFsplash10-014i-0900000000-826695bcfb4fd98e60aa2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Meta-hydroxyphenylhydracrylic Acid 40V, Negative-QTOFsplash10-014i-3900000000-fbb707d11c3b61963b7e2021-09-25Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-04FELIX labView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
UrineDetected and Quantified2.420 +/- 3.413 umol/mmol creatinineInfant (0-1 year old)BothNormal details
UrineDetected and Quantified3.227 +/- 4.841 umol/mmol creatinineInfant (0-1 year old)Both
Normal		 details
UrineDetected and Quantified5.399 +/- 7.447 umol/mmol creatinineInfant (0-1 year old)Both
Normal		 details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
UrineDetected and Quantified14.895 +/- 9.930 umol/mmol creatinineChildren (1-13 years old)Both
Phenylketonuria		 details
UrineDetected and Quantified7.447 +/- 5.151 umol/mmol creatinineChildren (1-13 years old)BothPhenylketonuria details
UrineDetected and Quantified9.309 +/- 4.779 umol/mmol creatinineChildren (1-13 years old)Both
Phenylketonuria		 details
Associated Disorders and Diseases
Disease References
Phenylketonuria
  1. Rampini S, Vollmin JA, Bosshard HR, Muller M, Curtius HC: Aromatic acids in urine of healthy infants, persistent hyperphenylalaninemia, and phenylketonuria, before and after phenylalanine load. Pediatr Res. 1974 Jul;8(7):704-9. [PubMed:4837567 ]
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkMeta-Hydroxyphenylhydracrylic_acid
METLIN IDNot Available
PubChem Compound22600106
PDB IDNot Available
ChEBI ID78336
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDMDB00029890
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. ARMSTRONG MD, SHAW KN: The occurrence of (-)-beta-m-hydroxyphenyl-hydracrylic acid in human urine. J Biol Chem. 1957 Mar;225(1):269-78. [PubMed:13416236 ]
  2. Das NP: Studies on flavonoid metabolism. Excretion of m-hydroxyphenylhydracrylic acid from (plus)-catechin in the monkey (Macaca iris sp.). Drug Metab Dispos. 1974 May-Jun;2(3):209-13. [PubMed:4153081 ]
  3. Duncan JH, Couch MW, Gotthelf G, Scott KN: Identification of urinary m-hydroxyphenylhydracrylic acid by gas chromatography-mass spectrometry. Biomed Mass Spectrom. 1974 Feb;1(1):40-2. [PubMed:4433713 ]