Hmdb loader

Showing metabocard for Phenylglyoxylic acid (HMDB0001587)

Jump To Section:
IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesXML
Record Information
Version5.0
StatusDetected and Quantified
Creation Date2005-12-21 14:22:10 UTC
Update Date2023-02-21 17:15:48 UTC
HMDB IDHMDB0001587
Secondary Accession Numbers
  • HMDB01587
Metabolite Identification
Common NamePhenylglyoxylic acid
DescriptionPhenylglyoxylic acid, also known as benzoylformate or 2-oxo-2-phenylacetate, belongs to the class of organic compounds known as benzoyl derivatives. These are organic compounds containing an acyl moiety of benzoic acid with the formula (C6H5CO-). Phenylglyoxylic acid exists in all living organisms, ranging from bacteria to humans. Phenylglyoxylic acid has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make phenylglyoxylic acid a potential biomarker for the consumption of these foods. Phenylglyoxylic acid is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a significant number of articles have been published on Phenylglyoxylic acid.
Structure
Data?1676999748
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0001587 (Phenylglyoxylic acid)


  Mrv1652305271900262D          

 11 11  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 O   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 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
    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  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  6 11  1  0  0  0  0
M  END
Download

3D MOL for HMDB0001587 (Phenylglyoxylic acid)

HMDB0001587
     RDKit          3D
Phenylglyoxylic acid
 17 17  0  0  0  0  0  0  0  0999 V2000
    2.4289    1.4153   -0.6061 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5856    0.4219    0.1204 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8755    0.1256    0.5242 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4717   -0.3770    0.5180 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7560   -1.3791    1.2698 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0821   -0.2005    0.1840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4166    0.8054   -0.6028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7560    0.9486   -0.9057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6523    0.0275   -0.3889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1988   -0.9917    0.4004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8657   -1.1040    0.6805 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6993    0.5437    0.1027 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2455    1.5301   -1.0158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1324    1.7610   -1.5371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7055    0.1164   -0.6103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8805   -1.7268    0.8179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5368   -1.9163    1.3048 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  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  6  1  0
  3 12  1  0
  7 13  1  0
  8 14  1  0
  9 15  1  0
 10 16  1  0
 11 17  1  0
M  END
Download

3D SDF for HMDB0001587 (Phenylglyoxylic acid)


  Mrv1652305271900262D          

 11 11  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 O   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 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
    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  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  6 11  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0001587

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C8H6O3/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5H,(H,10,11)

> <INCHI_KEY>
FAQJJMHZNSSFSM-UHFFFAOYSA-N

> <FORMULA>
C8H6O3

> <MOLECULAR_WEIGHT>
150.1314

> <EXACT_MASS>
150.031694058

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
17

> <JCHEM_AVERAGE_POLARIZABILITY>
14.074629888520002

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-oxo-2-phenylacetic acid

> <ALOGPS_LOGP>
1.16

> <JCHEM_LOGP>
1.4904874796666667

> <ALOGPS_LOGS>
-1.79

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.6860857287720954

> <JCHEM_PKA_STRONGEST_BASIC>
-9.541268827596856

> <JCHEM_POLAR_SURFACE_AREA>
54.37

> <JCHEM_REFRACTIVITY>
38.255700000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.42e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
benzoylformic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0001587 (Phenylglyoxylic acid)

HMDB0001587
     RDKit          3D
Phenylglyoxylic acid
 17 17  0  0  0  0  0  0  0  0999 V2000
    2.4289    1.4153   -0.6061 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5856    0.4219    0.1204 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8755    0.1256    0.5242 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4717   -0.3770    0.5180 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7560   -1.3791    1.2698 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0821   -0.2005    0.1840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4166    0.8054   -0.6028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7560    0.9486   -0.9057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6523    0.0275   -0.3889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1988   -0.9917    0.4004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8657   -1.1040    0.6805 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6993    0.5437    0.1027 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2455    1.5301   -1.0158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1324    1.7610   -1.5371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7055    0.1164   -0.6103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8805   -1.7268    0.8179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5368   -1.9163    1.3048 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  2  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  6  1  0
  3 12  1  0
  7 13  1  0
  8 14  1  0
  9 15  1  0
 10 16  1  0
 11 17  1  0
M  END
Download

PDB for HMDB0001587 (Phenylglyoxylic acid)

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  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  O   UNK     0      -1.334   3.850   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10    6                                                       
MASTER        0    0    0    0    0    0    0    0   11    0   22    0
END
Download

3D PDB for HMDB0001587 (Phenylglyoxylic acid)

COMPND    HMDB0001587
HETATM    1  O1  UNL     1       2.429   1.415  -0.606  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.586   0.422   0.120  1.00  0.00           C  
HETATM    3  O2  UNL     1       3.875   0.126   0.524  1.00  0.00           O  
HETATM    4  C2  UNL     1       1.472  -0.377   0.518  1.00  0.00           C  
HETATM    5  O3  UNL     1       1.756  -1.379   1.270  1.00  0.00           O  
HETATM    6  C3  UNL     1       0.082  -0.201   0.184  1.00  0.00           C  
HETATM    7  C4  UNL     1      -0.417   0.805  -0.603  1.00  0.00           C  
HETATM    8  C5  UNL     1      -1.756   0.949  -0.906  1.00  0.00           C  
HETATM    9  C6  UNL     1      -2.652   0.027  -0.389  1.00  0.00           C  
HETATM   10  C7  UNL     1      -2.199  -0.992   0.400  1.00  0.00           C  
HETATM   11  C8  UNL     1      -0.866  -1.104   0.681  1.00  0.00           C  
HETATM   12  H1  UNL     1       4.699   0.544   0.103  1.00  0.00           H  
HETATM   13  H2  UNL     1       0.246   1.530  -1.016  1.00  0.00           H  
HETATM   14  H3  UNL     1      -2.132   1.761  -1.537  1.00  0.00           H  
HETATM   15  H4  UNL     1      -3.705   0.116  -0.610  1.00  0.00           H  
HETATM   16  H5  UNL     1      -2.881  -1.727   0.818  1.00  0.00           H  
HETATM   17  H6  UNL     1      -0.537  -1.916   1.305  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   12
CONECT    4    5    5    6
CONECT    6    7    7   11
CONECT    7    8   13
CONECT    8    9    9   14
CONECT    9   10   15
CONECT   10   11   11   16
CONECT   11   17
END
Download

SMILES for HMDB0001587 (Phenylglyoxylic acid)

OC(=O)C(=O)C1=CC=CC=C1
Download

INCHI for HMDB0001587 (Phenylglyoxylic acid)

InChI=1S/C8H6O3/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5H,(H,10,11)
Download
View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
2-oxo-2-PhenylacetateChEBI
2-oxo-2-Phenylacetic acidChEBI
2-Phenylethanoic acidChEBI
alpha-Ketophenylacetic acidChEBI
alpha-oxo-Benzeneacetic acidChEBI
Benzeneglyoxylic acidChEBI
BENZOYL-formIC ACIDChEBI
BenzoylformateChEBI
Benzoylformic acidChEBI
PhenylglyoxylateChEBI
2-PhenylethanoateGenerator
a-KetophenylacetateGenerator
a-Ketophenylacetic acidGenerator
alpha-KetophenylacetateGenerator
Α-ketophenylacetateGenerator
Α-ketophenylacetic acidGenerator
a-oxo-BenzeneacetateGenerator
a-oxo-Benzeneacetic acidGenerator
alpha-oxo-BenzeneacetateGenerator
Α-oxo-benzeneacetateGenerator
Α-oxo-benzeneacetic acidGenerator
BenzeneglyoxylateGenerator
BENZOYL-formateGenerator
a-Oxobenzeneacetic acidHMDB
alpha-Oxobenzeneacetic acidHMDB
Oxophenylacetic acidHMDB
Phenylgloxylic acidHMDB
Phenyloxoacetic acidHMDB
Phenylglyoxilic acidMeSH, HMDB
Phenylglyoxylic acid, calcium saltMeSH, HMDB
Phenylglyoxylic acid, potassium saltMeSH, HMDB
Phenylglyoxylic acid, sodium saltMeSH, HMDB
Phenylglyoxylic hydrochlorideMeSH, HMDB
Phenylglyoxylic acidKEGG
Chemical FormulaC8H6O3
Average Molecular Weight150.1314
Monoisotopic Molecular Weight150.031694058
IUPAC Name2-oxo-2-phenylacetic acid
Traditional Namebenzoylformic acid
CAS Registry Number611-73-4
SMILES
OC(=O)C(=O)C1=CC=CC=C1
InChI Identifier
InChI=1S/C8H6O3/c9-7(8(10)11)6-4-2-1-3-5-6/h1-5H,(H,10,11)
InChI KeyFAQJJMHZNSSFSM-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as benzoyl derivatives. These are organic compounds containing an acyl moiety of benzoic acid with the formula (C6H5CO-).
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzoyl derivatives
Direct ParentBenzoyl derivatives
Alternative Parents
Substituents
  • Aryl ketone
  • Benzoyl
  • Keto acid
  • Alpha-keto acid
  • Alpha-hydroxy ketone
  • Ketone
  • Monocarboxylic acid or derivatives
  • 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
Role
Industrial application
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point66 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility920 mg/mL at 0 °CNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility2.42 g/LALOGPS
logP1.16ALOGPS
logP1.49ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)2.69ChemAxon
pKa (Strongest Basic)-9.5ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area54.37 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity38.26 m³·mol⁻¹ChemAxon
Polarizability14.07 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+132.11731661259
DarkChem[M-H]-128.91731661259
AllCCS[M+H]+130.86232859911
AllCCS[M-H]-126.75932859911
DeepCCS[M+H]+132.01130932474
DeepCCS[M-H]-129.1830932474
DeepCCS[M-2H]-165.36830932474
DeepCCS[M+Na]+140.76530932474
AllCCS[M+H]+130.932859911
AllCCS[M+H-H2O]+126.332859911
AllCCS[M+NH4]+135.132859911
AllCCS[M+Na]+136.432859911
AllCCS[M-H]-126.832859911
AllCCS[M+Na-2H]-128.032859911
AllCCS[M+HCOO]-129.332859911

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, 2022.4.24 minutes32390414
Predicted by Siyang on May 30, 202212.2809 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20223.0 minutes32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid1756.3 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid424.3 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid137.5 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid272.4 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid188.8 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid450.4 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 Acid527.9 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)185.6 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid979.8 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid381.3 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid1194.9 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid319.4 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid381.2 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate527.3 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA254.9 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water139.0 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Phenylglyoxylic acidOC(=O)C(=O)C1=CC=CC=C12122.0Standard polar33892256
Phenylglyoxylic acidOC(=O)C(=O)C1=CC=CC=C11341.2Standard non polar33892256
Phenylglyoxylic acidOC(=O)C(=O)C1=CC=CC=C11303.6Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Phenylglyoxylic acid,1TMS,isomer #1C[Si](C)(C)OC(=O)C(=O)C1=CC=CC=C11474.4Semi standard non polar33892256
Phenylglyoxylic acid,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C(=O)C1=CC=CC=C11698.5Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Phenylglyoxylic acid GC-EI-TOF (Non-derivatized)splash10-00di-1590000000-8979a0bb117ef1b0a5ef2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Phenylglyoxylic acid GC-EI-TOF (Non-derivatized)splash10-0f79-6910000000-9b94bfa8c5a5d0d503912017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Phenylglyoxylic acid GC-EI-TOF (Non-derivatized)splash10-0f79-7920000000-92b45b4e19d67c7831b62017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Phenylglyoxylic acid GC-EI-TOF (Non-derivatized)splash10-00di-1590000000-8979a0bb117ef1b0a5ef2018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Phenylglyoxylic acid GC-EI-TOF (Non-derivatized)splash10-0f79-6910000000-9b94bfa8c5a5d0d503912018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Phenylglyoxylic acid GC-EI-TOF (Non-derivatized)splash10-0f79-7920000000-92b45b4e19d67c7831b62018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Phenylglyoxylic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-0pb9-9800000000-0aa7221d97a613853d272017-08-28Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Phenylglyoxylic acid GC-MS (1 TMS) - 70eV, Positivesplash10-0a4i-3900000000-0da1d073cf227a6edb2d2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Phenylglyoxylic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Phenylglyoxylic 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 - Phenylglyoxylic acid Quattro_QQQ 10V, Positive-QTOF (Annotated)splash10-0zfr-1900000000-15499c77fbdf6aba2c6f2012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Phenylglyoxylic acid Quattro_QQQ 25V, Positive-QTOF (Annotated)splash10-004i-9300000000-c84b000626073ef1eb7e2012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Phenylglyoxylic acid Quattro_QQQ 40V, Positive-QTOF (Annotated)splash10-004i-9100000000-0d840af6ff6db1d610382012-07-24HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Phenylglyoxylic acid LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative-QTOFsplash10-0002-0900000000-22fd9c3f15b7011e17792012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Phenylglyoxylic acid LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative-QTOFsplash10-004i-9000000000-eb5833f7b7cb1312e0fb2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Phenylglyoxylic acid LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negative-QTOFsplash10-004i-9000000000-518533199e7a59cb1b172012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Phenylglyoxylic acid LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negative-QTOFsplash10-004i-9000000000-a7f64053378dba21530c2012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Phenylglyoxylic acid LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negative-QTOFsplash10-004i-9000000000-77eed9b73d7a3aa5b3342012-08-31HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Phenylglyoxylic acid LC-ESI-QQ , negative-QTOFsplash10-0002-0900000000-22fd9c3f15b7011e17792017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Phenylglyoxylic acid LC-ESI-QQ , negative-QTOFsplash10-004i-9000000000-6404f2ea0445ac6823c22017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Phenylglyoxylic acid LC-ESI-QQ , negative-QTOFsplash10-004i-9000000000-518533199e7a59cb1b172017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Phenylglyoxylic acid LC-ESI-QQ , negative-QTOFsplash10-004i-9000000000-a7f64053378dba21530c2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Phenylglyoxylic acid LC-ESI-QQ , negative-QTOFsplash10-004i-9000000000-77eed9b73d7a3aa5b3342017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Phenylglyoxylic acid 20V, Negative-QTOFsplash10-004i-9000000000-3db36f8deb8fabd14f752021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Phenylglyoxylic acid 10V, Negative-QTOFsplash10-004i-9000000000-35591367b5f0a689afd52021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Phenylglyoxylic acid 35V, Negative-QTOFsplash10-0a4i-4900000000-fedd7e10a9e14777c7e72021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Phenylglyoxylic acid 40V, Negative-QTOFsplash10-0f6t-9700000000-60c3be452de894cec9702021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Phenylglyoxylic acid 10V, Positive-QTOFsplash10-0zfr-0900000000-bfd6a85aa1dd9b7b18252017-07-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Phenylglyoxylic acid 20V, Positive-QTOFsplash10-0a4i-0900000000-26ddf52958908dab7e612017-07-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Phenylglyoxylic acid 40V, Positive-QTOFsplash10-0a4i-4900000000-1c5be9fdb7b12285bd782017-07-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Phenylglyoxylic acid 10V, Negative-QTOFsplash10-052b-0900000000-a1aa81158b89b94eafa22017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Phenylglyoxylic acid 20V, Negative-QTOFsplash10-0a4j-0900000000-4ade370b08e99fee6f562017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Phenylglyoxylic acid 40V, Negative-QTOFsplash10-0pb9-2900000000-37feae0472ecc66b90f32017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Phenylglyoxylic acid 10V, Negative-QTOFsplash10-0a4i-0900000000-8f57e2aef7c9a26f6dd52021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Phenylglyoxylic acid 20V, Negative-QTOFsplash10-0a6r-6900000000-0b8f95dc0fc5974fccff2021-09-22Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Experimental 1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, experimental)2012-12-04Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-16Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-16Wishart 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
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
UrineDetected and Quantified36.6 +/- 0.48 umol/mmol creatinineAdult (>18 years old)Both
Normal		 details
UrineDetected and Quantified7.34 umol/mmol creatinineAdult (>18 years old)Both
Normal		 details
UrineDetected and Quantified0.019 (0.015-0.024) umol/mmol creatinineNewborn (0-30 days old)BothNormal details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
UrineDetected and Quantified62.9 +/- 1.18 umol/mmol creatinineAdult (>18 years old)BothOccupational exposure to styrene details
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB02279
Phenol Explorer Compound IDNot Available
FooDB IDFDB022696
KNApSAcK IDC00052384
Chemspider ID11421
KEGG Compound IDC02137
BioCyc IDPHENYLGLYOXYLATE
BiGG IDNot Available
Wikipedia LinkPhenylglyoxylic_acid
METLIN IDNot Available
PubChem Compound11915
PDB IDNot Available
ChEBI ID18280
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceHurd, Charles D.; McNamee, R. W.; Green, Frank O. Benzoylformic acid from styrene. Journal of the American Chemical Society (1939), 61 2979-80.
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Lacroix C, Inger F, Menager S, Lafont O: [Simultaneous determination of urinary hippuric acid and o-, m-, p-methylhippuric acids with liquid chromatography]. J Chromatogr. 1986 Oct 31;382:275-9. [PubMed:3782394 ]
  2. Sakai T, Takeuchi Y, Ikeya Y, Araki T, Ushio K: [Method for simultaneous determination of six metabolites of toluene, xylene and ethylbenzene, and its application to exposure monitoring of workers in a printing factory with gravure machines]. Sangyo Igaku. 1989 Jan;31(1):9-16. [PubMed:2739101 ]