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Showing metabocard for 4-Methoxyphenylacetic acid (HMDB0002072)

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IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesXML
Record Information
Version5.0
StatusDetected and Quantified
Creation Date2006-05-22 14:17:35 UTC
Update Date2023-02-21 17:16:07 UTC
HMDB IDHMDB0002072
Secondary Accession Numbers
  • HMDB02072
Metabolite Identification
Common Name4-Methoxyphenylacetic acid
Description4-methoxyphenylacetic acid is a monocarboxylic acid that is phenylacetic acid carrying a 4-methoxy substituent. It is used as an intermediate for pharmaceuticals and other organic synthesis. It has been found to inhibit the germination of cress and lettuce seeds. It has a role as a plant metabolite, a plant growth retardant and an Aspergillus metabolite. It is a monocarboxylic acid and a monomethoxybenzene. 4-Methoxyphenylacetic acid, also known as 4-methoxybenzeneacetate or 2-(p-anisyl)acetic acid, belongs to the class of organic compounds known as anisoles. These are organic compounds containing a methoxybenzene or a derivative thereof. 4-Methoxyphenylacetic acid is a 4-O-Methylated catecholamine metabolite found in normal human urine, cerebrospinal fluid and brain tissue.
Structure
Data?1676999767
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0002072 (4-Methoxyphenylacetic acid)


  Mrv1652305261923592D          

 12 12  0  0  0  0            999 V2000
   25.9719   -8.2387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.6865   -3.7012    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.4009   -4.9387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.9719   -4.9387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2575   -8.6512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6865   -4.5262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9719   -7.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9719   -5.7637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6865   -7.0012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2575   -7.0012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6865   -6.1762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2575   -6.1762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  1  0  0  0  0
  1  7  1  0  0  0  0
  2  6  1  0  0  0  0
  3  6  2  0  0  0  0
  4  6  1  0  0  0  0
  4  8  1  0  0  0  0
  7  9  2  0  0  0  0
  7 10  1  0  0  0  0
  8 11  2  0  0  0  0
  8 12  1  0  0  0  0
  9 11  1  0  0  0  0
 10 12  2  0  0  0  0
M  END
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3D MOL for HMDB0002072 (4-Methoxyphenylacetic acid)

HMDB0002072
     RDKit          3D
4-Methoxyphenylacetic acid
 22 22  0  0  0  0  0  0  0  0999 V2000
   -4.0110    0.1751    0.6283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9478    0.7435   -0.0854 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6373    0.3402   -0.1012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7235    1.0646   -0.8860 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5995    0.7275   -0.9562 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0594   -0.3740   -0.2249 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5154   -0.6608   -0.2869 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1677   -0.0374    0.8945 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1039   -0.6011    2.0110 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8391    1.1717    0.7872 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1783   -1.0888    0.5440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1827   -0.7381    0.6137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6984    1.0012    0.9388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6017   -0.3077    1.5608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5604   -0.6042    0.0808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0765    1.9212   -1.4617 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3214    1.2616   -1.5586 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9604   -0.2503   -1.2118 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6289   -1.7655   -0.3038 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4939    1.2501    0.0191 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4630   -1.9371    1.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8916   -1.2917    1.2175 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  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  6 11  1  0
 11 12  2  0
 12  3  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  4 16  1  0
  5 17  1  0
  7 18  1  0
  7 19  1  0
 10 20  1  0
 11 21  1  0
 12 22  1  0
M  END
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3D SDF for HMDB0002072 (4-Methoxyphenylacetic acid)


  Mrv1652305261923592D          

 12 12  0  0  0  0            999 V2000
   25.9719   -8.2387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.6865   -3.7012    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.4009   -4.9387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.9719   -4.9387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2575   -8.6512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6865   -4.5262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9719   -7.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9719   -5.7637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6865   -7.0012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2575   -7.0012    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6865   -6.1762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2575   -6.1762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  1  0  0  0  0
  1  7  1  0  0  0  0
  2  6  1  0  0  0  0
  3  6  2  0  0  0  0
  4  6  1  0  0  0  0
  4  8  1  0  0  0  0
  7  9  2  0  0  0  0
  7 10  1  0  0  0  0
  8 11  2  0  0  0  0
  8 12  1  0  0  0  0
  9 11  1  0  0  0  0
 10 12  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0002072

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C9H10O3/c1-12-8-4-2-7(3-5-8)6-9(10)11/h2-5H,6H2,1H3,(H,10,11)

> <INCHI_KEY>
NRPFNQUDKRYCNX-UHFFFAOYSA-N

> <FORMULA>
C9H10O3

> <MOLECULAR_WEIGHT>
166.1739

> <EXACT_MASS>
166.062994186

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
22

> <JCHEM_AVERAGE_POLARIZABILITY>
16.855201156554454

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(4-methoxyphenyl)acetic acid

> <ALOGPS_LOGP>
1.73

> <JCHEM_LOGP>
1.4533228396666666

> <ALOGPS_LOGS>
-2.07

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.116021917653093

> <JCHEM_PKA_STRONGEST_BASIC>
-4.824732645952242

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
43.8288

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.43e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-methoxyphenylacetic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0002072 (4-Methoxyphenylacetic acid)

HMDB0002072
     RDKit          3D
4-Methoxyphenylacetic acid
 22 22  0  0  0  0  0  0  0  0999 V2000
   -4.0110    0.1751    0.6283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9478    0.7435   -0.0854 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6373    0.3402   -0.1012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7235    1.0646   -0.8860 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5995    0.7275   -0.9562 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0594   -0.3740   -0.2249 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5154   -0.6608   -0.2869 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1677   -0.0374    0.8945 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1039   -0.6011    2.0110 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8391    1.1717    0.7872 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1783   -1.0888    0.5440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1827   -0.7381    0.6137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6984    1.0012    0.9388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6017   -0.3077    1.5608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5604   -0.6042    0.0808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0765    1.9212   -1.4617 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3214    1.2616   -1.5586 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9604   -0.2503   -1.2118 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6289   -1.7655   -0.3038 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4939    1.2501    0.0191 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4630   -1.9371    1.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8916   -1.2917    1.2175 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  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  6 11  1  0
 11 12  2  0
 12  3  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  4 16  1  0
  5 17  1  0
  7 18  1  0
  7 19  1  0
 10 20  1  0
 11 21  1  0
 12 22  1  0
M  END
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PDB for HMDB0002072 (4-Methoxyphenylacetic acid)

HEADER    PROTEIN                                 26-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-19         0                                  
HETATM    1  O   UNK     0      48.481 -15.379   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      49.815  -6.909   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      51.148  -9.219   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      48.481  -9.219   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      47.147 -16.149   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      49.815  -8.449   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      48.481 -13.839   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      48.481 -10.759   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      49.815 -13.069   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      47.147 -13.069   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      49.815 -11.529   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      47.147 -11.529   0.000  0.00  0.00           C+0
CONECT    1    5    7                                                       
CONECT    2    6                                                            
CONECT    3    6                                                            
CONECT    4    6    8                                                       
CONECT    5    1                                                            
CONECT    6    2    3    4                                                  
CONECT    7    1    9   10                                                  
CONECT    8    4   11   12                                                  
CONECT    9    7   11                                                       
CONECT   10    7   12                                                       
CONECT   11    8    9                                                       
CONECT   12    8   10                                                       
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END
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3D PDB for HMDB0002072 (4-Methoxyphenylacetic acid)

COMPND    HMDB0002072
HETATM    1  C1  UNL     1      -4.011   0.175   0.628  1.00  0.00           C  
HETATM    2  O1  UNL     1      -2.948   0.743  -0.085  1.00  0.00           O  
HETATM    3  C2  UNL     1      -1.637   0.340  -0.101  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.724   1.065  -0.886  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.599   0.728  -0.956  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.059  -0.374  -0.225  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.515  -0.661  -0.287  1.00  0.00           C  
HETATM    8  C7  UNL     1       3.168  -0.037   0.895  1.00  0.00           C  
HETATM    9  O2  UNL     1       3.104  -0.601   2.011  1.00  0.00           O  
HETATM   10  O3  UNL     1       3.839   1.172   0.787  1.00  0.00           O  
HETATM   11  C8  UNL     1       0.178  -1.089   0.544  1.00  0.00           C  
HETATM   12  C9  UNL     1      -1.183  -0.738   0.614  1.00  0.00           C  
HETATM   13  H1  UNL     1      -4.698   1.001   0.939  1.00  0.00           H  
HETATM   14  H2  UNL     1      -3.602  -0.308   1.561  1.00  0.00           H  
HETATM   15  H3  UNL     1      -4.560  -0.604   0.081  1.00  0.00           H  
HETATM   16  H4  UNL     1      -1.076   1.921  -1.462  1.00  0.00           H  
HETATM   17  H5  UNL     1       1.321   1.262  -1.559  1.00  0.00           H  
HETATM   18  H6  UNL     1       2.960  -0.250  -1.212  1.00  0.00           H  
HETATM   19  H7  UNL     1       2.629  -1.766  -0.304  1.00  0.00           H  
HETATM   20  H8  UNL     1       4.494   1.250   0.019  1.00  0.00           H  
HETATM   21  H9  UNL     1       0.463  -1.937   1.130  1.00  0.00           H  
HETATM   22  H10 UNL     1      -1.892  -1.292   1.218  1.00  0.00           H  
CONECT    1    2   13   14   15
CONECT    2    3
CONECT    3    4    4   12
CONECT    4    5   16
CONECT    5    6    6   17
CONECT    6    7   11
CONECT    7    8   18   19
CONECT    8    9    9   10
CONECT   10   20
CONECT   11   12   12   21
CONECT   12   22
END
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SMILES for HMDB0002072 (4-Methoxyphenylacetic acid)

COC1=CC=C(CC(O)=O)C=C1
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INCHI for HMDB0002072 (4-Methoxyphenylacetic acid)

InChI=1S/C9H10O3/c1-12-8-4-2-7(3-5-8)6-9(10)11/h2-5H,6H2,1H3,(H,10,11)
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View in JSmolView Stereo Labels
Synonyms
ValueSource
(4-Methoxyphenyl)acetic acidChEBI
(p-Methoxyphenyl)acetic acidChEBI
2-(p-Anisyl)acetic acidChEBI
4-Methoxybenzeneacetic acidChEBI
Homoanisic acidChEBI
p-Methoxy-alpha-toluic acidChEBI
p-Methoxyphenylacetic acidChEBI
(4-Methoxyphenyl)acetateGenerator
(p-Methoxyphenyl)acetateGenerator
2-(p-Anisyl)acetateGenerator
4-MethoxybenzeneacetateGenerator
HomoanisateGenerator
p-Methoxy-a-toluateGenerator
p-Methoxy-a-toluic acidGenerator
p-Methoxy-alpha-toluateGenerator
p-Methoxy-α-toluateGenerator
p-Methoxy-α-toluic acidGenerator
p-MethoxyphenylacetateGenerator
4-MethoxyphenylacetateGenerator
3-Methoxyphenylacetic acid, potassium saltMeSH
3-Methoxyphenylacetic acidMeSH
(4-Methoxy-phenyl)-acetateHMDB
(4-Methoxy-phenyl)-acetic acidHMDB
4-Methoxy phenylacetic acidHMDB
4-Methoxy-benzeneacetateHMDB
4-Methoxy-benzeneacetic acidHMDB
homo-P-Anisic acidHMDB
P-Methoxyphenyl-acetateHMDB
P-Methoxyphenyl-acetic acidHMDB
Chemical FormulaC9H10O3
Average Molecular Weight166.1739
Monoisotopic Molecular Weight166.062994186
IUPAC Name2-(4-methoxyphenyl)acetic acid
Traditional Name4-methoxyphenylacetic acid
CAS Registry Number104-01-8
SMILES
COC1=CC=C(CC(O)=O)C=C1
InChI Identifier
InChI=1S/C9H10O3/c1-12-8-4-2-7(3-5-8)6-9(10)11/h2-5H,6H2,1H3,(H,10,11)
InChI KeyNRPFNQUDKRYCNX-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as anisoles. These are organic compounds containing a methoxybenzene or a derivative thereof.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenol ethers
Sub ClassAnisoles
Direct ParentAnisoles
Alternative Parents
Substituents
  • Phenoxy compound
  • Methoxybenzene
  • Anisole
  • Alkyl aryl ether
  • Monocyclic benzene moiety
  • Monocarboxylic acid or derivatives
  • Ether
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point87 °CNot Available
Boiling Point138.00 to 140.00 °C. @ 3.00 mm HgThe Good Scents Company Information System
Water Solubility18 mg/mLNot Available
LogP1.42HANSCH,C ET AL. (1995)
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M+H]+MetCCS_train_pos137.4430932474
[M+H]+Not Available137.951http://allccs.zhulab.cn/database/detail?ID=AllCCS00000528
Predicted Molecular Properties
PropertyValueSource
Water Solubility1.43 g/LALOGPS
logP1.73ALOGPS
logP1.45ChemAxon
logS-2.1ALOGPS
pKa (Strongest Acidic)4.12ChemAxon
pKa (Strongest Basic)-4.8ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area46.53 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity43.83 m³·mol⁻¹ChemAxon
Polarizability16.86 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]+137.75631661259
DarkChem[M-H]-136.59231661259
DeepCCS[M+H]+134.99430932474
DeepCCS[M-H]-131.30430932474
DeepCCS[M-2H]-168.97130932474
DeepCCS[M+Na]+144.5130932474
AllCCS[M+H]+135.532859911
AllCCS[M+H-H2O]+131.132859911
AllCCS[M+NH4]+139.632859911
AllCCS[M+Na]+140.832859911
AllCCS[M-H]-135.332859911
AllCCS[M+Na-2H]-136.332859911
AllCCS[M+HCOO]-137.632859911

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, 2022.4.2 minutes32390414
Predicted by Siyang on May 30, 202211.1528 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20222.21 minutes32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid1492.3 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid367.1 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid141.0 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid216.0 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid122.3 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid425.2 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 Acid463.9 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)116.9 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid936.5 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid385.0 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid1059.5 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid272.4 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid355.1 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate400.6 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA281.1 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water104.6 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
4-Methoxyphenylacetic acidCOC1=CC=C(CC(O)=O)C=C12807.2Standard polar33892256
4-Methoxyphenylacetic acidCOC1=CC=C(CC(O)=O)C=C11440.6Standard non polar33892256
4-Methoxyphenylacetic acidCOC1=CC=C(CC(O)=O)C=C11517.7Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
4-Methoxyphenylacetic acid,1TMS,isomer #1COC1=CC=C(CC(=O)O[Si](C)(C)C)C=C11555.5Semi standard non polar33892256
4-Methoxyphenylacetic acid,1TBDMS,isomer #1COC1=CC=C(CC(=O)O[Si](C)(C)C(C)(C)C)C=C11769.6Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - 4-Methoxyphenylacetic acid EI-B (Non-derivatized)splash10-00di-1900000000-3f38b31d62021162fa792017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 4-Methoxyphenylacetic acid EI-B (Non-derivatized)splash10-00di-1900000000-3f38b31d62021162fa792018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 4-Methoxyphenylacetic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-00di-4900000000-c0ac9a8c960efa14aa9e2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 4-Methoxyphenylacetic acid GC-MS (1 TMS) - 70eV, Positivesplash10-00di-9610000000-827c52ec2601e1848c832017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 4-Methoxyphenylacetic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - 4-Methoxyphenylacetic acid Quattro_QQQ 10V, Positive-QTOF (Annotated)splash10-00di-0900000000-9a07510e862a3a8fbc0f2012-07-25HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 4-Methoxyphenylacetic acid Quattro_QQQ 25V, Positive-QTOF (Annotated)splash10-00di-4900000000-a51b42c5bcf30f73fa212012-07-25HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 4-Methoxyphenylacetic acid Quattro_QQQ 40V, Positive-QTOF (Annotated)splash10-004i-9100000000-09ddc34c57dd8f759d362012-07-25HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Methoxyphenylacetic acid 10V, Positive-QTOFsplash10-0002-0900000000-dd75ebae080e8172f70b2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Methoxyphenylacetic acid 20V, Positive-QTOFsplash10-00dj-0900000000-484c747c20eb441a0e702017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Methoxyphenylacetic acid 40V, Positive-QTOFsplash10-0a6u-9500000000-41ce119cf280dbf7526d2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Methoxyphenylacetic acid 10V, Negative-QTOFsplash10-01b9-0900000000-0f38d32c191cd9ba89322017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Methoxyphenylacetic acid 20V, Negative-QTOFsplash10-06dj-0900000000-b2cf5d48884871a755b12017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Methoxyphenylacetic acid 40V, Negative-QTOFsplash10-0a4i-5900000000-55e9339f98026f5943d32017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Methoxyphenylacetic acid 10V, Negative-QTOFsplash10-00di-0900000000-1b3f50229a3d0ec9c0bc2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Methoxyphenylacetic acid 20V, Negative-QTOFsplash10-0ab9-2900000000-a9f561b97c1d5a1e63112021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Methoxyphenylacetic acid 40V, Negative-QTOFsplash10-004i-9100000000-b841e9a4caa432e86a172021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Methoxyphenylacetic acid 10V, Positive-QTOFsplash10-01b9-0900000000-68e12f60465e411079c32021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Methoxyphenylacetic acid 20V, Positive-QTOFsplash10-00di-3900000000-0b3e0467ba9195464cf32021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 4-Methoxyphenylacetic acid 40V, Positive-QTOFsplash10-004i-9100000000-6f175172d619e7e483742021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Experimental 1D NMR1H NMR Spectrum (1D, 500 MHz, CDCl3, experimental)2012-12-05Wishart LabView Spectrum
Experimental 2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)2012-12-05Wishart 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+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
  • Saliva
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified0.123 +/- 0.032 uMAdult (>18 years old)Male
Normal		 details
BloodDetected and Quantified0.107 +/- 0.035 uMAdult (>18 years old)Male
Normal		 details
BloodDetected and Quantified0.113 +/- 0.029 uMAdult (>18 years old)Male
Normal		 details
BloodDetected and Quantified0.175 +/- 0.066 uMAdult (>18 years old)Male
Normal		 details
BloodDetected and Quantified0.126 +/- 0.029 uMAdult (>18 years old)Male
Normal		 details
BloodDetected and Quantified0.114 +/- 0.012 uMAdult (>18 years old)Male
Normal		 details
BloodDetected and Quantified0.111 +/- 0.03 uMAdult (>18 years old)Male
Normal		 details
BloodDetected and Quantified0.445 +/- 0.382 uMAdult (>18 years old)Male
Normal		 details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
UrineDetected and Quantified0.073 +/- 0.046 umol/mmol creatinineAdult (>18 years old)Male
Normal		 details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothOral squamous cell carcinoma (OSCC) details
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothOral leukoplakia (OLK) details
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022832
KNApSAcK IDNot Available
Chemspider ID7406
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID6472
PubChem Compound7690
PDB IDNot Available
ChEBI ID55501
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1204611
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Todoriki H, Hayashi T, Naruse H: High-performance liquid chromatographic method for screening disorders of aromatic acid metabolism using a multi-detection system. J Chromatogr. 1984 Oct 12;310(2):273-81. [PubMed:6511847 ]