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Showing metabocard for 2-Phenylpropionate (HMDB0011743)

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enzymes (1) Show 1 protein
Record Information
Version5.0
StatusDetected and Quantified
Creation Date2009-03-03 11:52:14 UTC
Update Date2023-02-21 17:17:35 UTC
HMDB IDHMDB0011743
Secondary Accession Numbers
  • HMDB11743
Metabolite Identification
Common Name2-Phenylpropionate
Description2-Phenylpropionate is an intermediate in alpha-Methylstyrene (2-phenylpropylene) metabolism. It was identified in human liver slices in small amounts. It is. likely that 2-Phenylpropionate derives from 2-phenylpropionaldehyde, formed from a. 1,2-hydride shift during the transfer of active oxygen to the vinyl. group, as has been proposed for the cytochrome P450-mediated oxidation. of styrene to form phenylacetaldehyde. (PMID: 11159807 ). 2-Phenylpropionate has been found to be a metabolite of Acinetobacter, Bacteroides, Bifidobacterium, Clostridium, Enterococcus, Escherichia, Eubacterium, Klebsiella, Lactobacillus, Pseudomonas and Staphylococcus (PMID: 19961416 ).
Structure
Data?1676999855
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0011743 (2-Phenylpropionate)


  Mrv1652304272019252D          

 11 11  0  0  0  0            999 V2000
   -2.0625    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0625   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8876   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -1.4290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  7  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  3  5  1  0  0  0  0
  4  6  2  0  0  0  0
  5  8  2  0  0  0  0
  6  8  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
M  END
Download

3D MOL for HMDB0011743 (2-Phenylpropionate)

HMDB0011743
     RDKit          3D
2-Phenylpropionate
 21 21  0  0  0  0  0  0  0  0999 V2000
   -1.8679   -1.3693   -0.1749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3033    0.0461   -0.3507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9438    0.9724    0.6087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7964    0.5243    1.4090 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6410    2.3190    0.6611 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1610   -0.0184   -0.1894 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7452   -0.4015    1.0080 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1072   -0.4380    1.0837 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9333   -0.1112    0.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3595    0.2729   -1.1776 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9784    0.3087   -1.2506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0473   -2.1049   -0.1492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4342   -1.4182    0.8002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5700   -1.5933   -0.9980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5430    0.3758   -1.3886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2757    3.0252    0.3633 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0747   -0.6537    1.8274 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5799   -0.7341    2.0085 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0154   -0.1458    0.1011 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9648    0.5380   -2.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5034    0.6060   -2.1792 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
  3  5  1  0
  2  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
  1 12  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  0
  5 16  1  0
  7 17  1  0
  8 18  1  0
  9 19  1  0
 10 20  1  0
 11 21  1  0
M  END
Download

3D SDF for HMDB0011743 (2-Phenylpropionate)


  Mrv1652304272019252D          

 11 11  0  0  0  0            999 V2000
   -2.0625    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0625   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8876   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -1.4290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  7  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  3  5  1  0  0  0  0
  4  6  2  0  0  0  0
  5  8  2  0  0  0  0
  6  8  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0011743

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C9H10O2/c1-7(9(10)11)8-5-3-2-4-6-8/h2-7H,1H3,(H,10,11)

> <INCHI_KEY>
YPGCWEMNNLXISK-UHFFFAOYSA-N

> <FORMULA>
C9H10O2

> <MOLECULAR_WEIGHT>
150.1745

> <EXACT_MASS>
150.068079564

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
21

> <JCHEM_AVERAGE_POLARIZABILITY>
15.774604993351875

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-phenylpropanoic acid

> <ALOGPS_LOGP>
2.17

> <JCHEM_LOGP>
2.1539803836666667

> <ALOGPS_LOGS>
-1.72

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.587870280133123

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
41.9401

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.85e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-phenylpropionic acid

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0011743 (2-Phenylpropionate)

HMDB0011743
     RDKit          3D
2-Phenylpropionate
 21 21  0  0  0  0  0  0  0  0999 V2000
   -1.8679   -1.3693   -0.1749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3033    0.0461   -0.3507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9438    0.9724    0.6087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7964    0.5243    1.4090 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6410    2.3190    0.6611 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1610   -0.0184   -0.1894 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7452   -0.4015    1.0080 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1072   -0.4380    1.0837 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9333   -0.1112    0.0233 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3595    0.2729   -1.1776 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9784    0.3087   -1.2506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0473   -2.1049   -0.1492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4342   -1.4182    0.8002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5700   -1.5933   -0.9980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5430    0.3758   -1.3886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2757    3.0252    0.3633 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0747   -0.6537    1.8274 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5799   -0.7341    2.0085 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0154   -0.1458    0.1011 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9648    0.5380   -2.0360 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5034    0.6060   -2.1792 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
  3  5  1  0
  2  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
  1 12  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  0
  5 16  1  0
  7 17  1  0
  8 18  1  0
  9 19  1  0
 10 20  1  0
 11 21  1  0
M  END
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PDB for HMDB0011743 (2-Phenylpropionate)

HEADER    PROTEIN                                 27-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-APR-20         0                                  
HETATM    1  C   UNK     0      -3.850   1.334   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.770  -1.334   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.770   1.334   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.770   1.334   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.080   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.540   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.850  -1.334   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -5.390  -1.334   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -3.080  -2.667   0.000  0.00  0.00           O+0
CONECT    1    7                                                            
CONECT    2    3    4                                                       
CONECT    3    2    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    8                                                       
CONECT    6    4    8                                                       
CONECT    7    1    8    9                                                  
CONECT    8    5    6    7                                                  
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   22    0
END
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3D PDB for HMDB0011743 (2-Phenylpropionate)

COMPND    HMDB0011743
HETATM    1  C1  UNL     1      -1.868  -1.369  -0.175  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.303   0.046  -0.351  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.944   0.972   0.609  1.00  0.00           C  
HETATM    4  O1  UNL     1      -2.796   0.524   1.409  1.00  0.00           O  
HETATM    5  O2  UNL     1      -1.641   2.319   0.661  1.00  0.00           O  
HETATM    6  C4  UNL     1       0.161  -0.018  -0.189  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.745  -0.401   1.008  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.107  -0.438   1.084  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.933  -0.111   0.023  1.00  0.00           C  
HETATM   10  C8  UNL     1       2.359   0.273  -1.178  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.978   0.309  -1.251  1.00  0.00           C  
HETATM   12  H1  UNL     1      -1.047  -2.105  -0.149  1.00  0.00           H  
HETATM   13  H2  UNL     1      -2.434  -1.418   0.800  1.00  0.00           H  
HETATM   14  H3  UNL     1      -2.570  -1.593  -0.998  1.00  0.00           H  
HETATM   15  H4  UNL     1      -1.543   0.376  -1.389  1.00  0.00           H  
HETATM   16  H5  UNL     1      -2.276   3.025   0.363  1.00  0.00           H  
HETATM   17  H6  UNL     1       0.075  -0.654   1.827  1.00  0.00           H  
HETATM   18  H7  UNL     1       2.580  -0.734   2.008  1.00  0.00           H  
HETATM   19  H8  UNL     1       4.015  -0.146   0.101  1.00  0.00           H  
HETATM   20  H9  UNL     1       2.965   0.538  -2.036  1.00  0.00           H  
HETATM   21  H10 UNL     1       0.503   0.606  -2.179  1.00  0.00           H  
CONECT    1    2   12   13   14
CONECT    2    3    6   15
CONECT    3    4    4    5
CONECT    5   16
CONECT    6    7    7   11
CONECT    7    8   17
CONECT    8    9    9   18
CONECT    9   10   19
CONECT   10   11   11   20
CONECT   11   21
END
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SMILES for HMDB0011743 (2-Phenylpropionate)

CC(C(O)=O)C1=CC=CC=C1
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INCHI for HMDB0011743 (2-Phenylpropionate)

InChI=1S/C9H10O2/c1-7(9(10)11)8-5-3-2-4-6-8/h2-7H,1H3,(H,10,11)
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
(+-)-HydratropasaeureChEBI
(+-)-Hydratropic acidChEBI
2-Phenylpropionic acidChEBI
alpha-Methylbenzeneacetic acidChEBI
alpha-Methylphenylacetic acidChEBI
alpha-Phenylpropionic acidChEBI
HydratropasaeureChEBI
(+-)-HydratropateGenerator
a-MethylbenzeneacetateGenerator
a-Methylbenzeneacetic acidGenerator
alpha-MethylbenzeneacetateGenerator
Α-methylbenzeneacetateGenerator
Α-methylbenzeneacetic acidGenerator
a-MethylphenylacetateGenerator
a-Methylphenylacetic acidGenerator
alpha-MethylphenylacetateGenerator
Α-methylphenylacetateGenerator
Α-methylphenylacetic acidGenerator
a-PhenylpropionateGenerator
a-Phenylpropionic acidGenerator
alpha-PhenylpropionateGenerator
Α-phenylpropionateGenerator
Α-phenylpropionic acidGenerator
2-PhenylpropanoateHMDB
2-Phenylpropanoic acidHMDB
alpha-PhenylpropioateHMDB
alpha-Phenylpropioic acidHMDB
Hydratropic acidHMDB
PhenylpropionateHMDB
Hydratropic acid, (R)-isomerHMDB
Hydratropic acid, (+-)-isomerHMDB
Hydratropic acid, (S)-isomerHMDB
HydratropateHMDB
2-PhenylpropionateGenerator
Chemical FormulaC9H10O2
Average Molecular Weight150.1745
Monoisotopic Molecular Weight150.068079564
IUPAC Name2-phenylpropanoic acid
Traditional Name2-phenylpropionic acid
CAS Registry Number492-37-5
SMILES
CC(C(O)=O)C1=CC=CC=C1
InChI Identifier
InChI=1S/C9H10O2/c1-7(9(10)11)8-5-3-2-4-6-8/h2-7H,1H3,(H,10,11)
InChI KeyYPGCWEMNNLXISK-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phenylpropanoic acids. Phenylpropanoic acids are compounds with a structure containing a benzene ring conjugated to a propanoic acid.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassPhenylpropanoic acids
Sub ClassNot Available
Direct ParentPhenylpropanoic acids
Alternative Parents
Substituents
  • 2-phenylpropanoic-acid
  • Benzenoid
  • Monocyclic benzene moiety
  • 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 PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility2.85 g/LALOGPS
logP2.17ALOGPS
logP2.15ChemAxon
logS-1.7ALOGPS
pKa (Strongest Acidic)4.59ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity41.94 m³·mol⁻¹ChemAxon
Polarizability15.77 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+132.34731661259
DarkChem[M-H]-129.73531661259
DeepCCS[M+H]+130.66430932474
DeepCCS[M-H]-127.35930932474
DeepCCS[M-2H]-164.33330932474
DeepCCS[M+Na]+139.84130932474
AllCCS[M+H]+130.932859911
AllCCS[M+H-H2O]+126.332859911
AllCCS[M+NH4]+135.232859911
AllCCS[M+Na]+136.432859911
AllCCS[M-H]-130.232859911
AllCCS[M+Na-2H]-131.532859911
AllCCS[M+HCOO]-133.032859911

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, 2022.4.97 minutes32390414
Predicted by Siyang on May 30, 202212.4583 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20225.06 minutes32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid32.0 seconds40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid1688.7 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid423.0 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid153.9 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid255.0 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid142.2 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid484.8 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 Acid525.6 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)110.0 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid1013.3 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid404.3 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid1160.3 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid308.3 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid371.5 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate412.8 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA310.0 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water69.7 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
2-PhenylpropionateCC(C(O)=O)C1=CC=CC=C12441.7Standard polar33892256
2-PhenylpropionateCC(C(O)=O)C1=CC=CC=C11271.1Standard non polar33892256
2-PhenylpropionateCC(C(O)=O)C1=CC=CC=C11346.3Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
2-Phenylpropionate,1TMS,isomer #1CC(C(=O)O[Si](C)(C)C)C1=CC=CC=C11321.8Semi standard non polar33892256
2-Phenylpropionate,1TBDMS,isomer #1CC(C(=O)O[Si](C)(C)C(C)(C)C)C1=CC=CC=C11551.2Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - 2-Phenylpropionate EI-B (Non-derivatized)splash10-0zfr-0941000000-2f10a7e26d01d9e7085d2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 2-Phenylpropionate EI-B (Non-derivatized)splash10-0zfr-0941000000-2f10a7e26d01d9e7085d2018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Phenylpropionate GC-MS (Non-derivatized) - 70eV, Positivesplash10-0pb9-5900000000-05490efdd6c98b3ce82a2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Phenylpropionate GC-MS (1 TMS) - 70eV, Positivesplash10-0ab9-9600000000-26dae48b72bfc2ca97592017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Phenylpropionate 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 - 2-Phenylpropionate Orbitrap 3V, negative-QTOFsplash10-0002-0900000000-e53ef142c9412380df552020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 2-Phenylpropionate Orbitrap 3V, negative-QTOFsplash10-0002-0900000000-29c3d5fe28bb9f6c40d12020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 2-Phenylpropionate Orbitrap 4V, negative-QTOFsplash10-0002-0900000000-82af54e1d6af45e429c42020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 2-Phenylpropionate n/a 10V, negative-QTOFsplash10-0a4i-0900000000-a7098d20de07020e22312020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 2-Phenylpropionate Orbitrap 3V, positive-QTOFsplash10-0a4i-0900000000-075f367a42fbc68964482020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 2-Phenylpropionate Orbitrap 3V, positive-QTOFsplash10-0a4i-1900000000-2ed09d6fc9f1aabaabf12020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 2-Phenylpropionate Orbitrap 4V, positive-QTOFsplash10-0a4i-3900000000-8527a4a6e8ee0bdee3792020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 2-Phenylpropionate Orbitrap 5V, positive-QTOFsplash10-0a6r-5900000000-91464b7282caefce7c572020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 2-Phenylpropionate Orbitrap 6V, positive-QTOFsplash10-0a6r-8900000000-6af8501efd3a965287572020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 2-Phenylpropionate Orbitrap 8V, positive-QTOFsplash10-056r-9700000000-da767035d624aa0474e22020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 2-Phenylpropionate Orbitrap 9V, positive-QTOFsplash10-0zi0-9400000000-7f0b4bb235bff9727a2b2020-07-22HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 2-Phenylpropionate n/a 10V, positive-QTOFsplash10-004i-9000000000-dc545560bfc652d6c7592020-07-22HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Phenylpropionate 10V, Positive-QTOFsplash10-0udi-0900000000-664100ae6aaf810f18672016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Phenylpropionate 20V, Positive-QTOFsplash10-0a59-1900000000-be2ddda93cd5e199df442016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Phenylpropionate 40V, Positive-QTOFsplash10-0pdi-9700000000-e4fa8c169fd74948e53c2016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Phenylpropionate 10V, Negative-QTOFsplash10-0002-0900000000-07dca2cefa0ac465cc862016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Phenylpropionate 20V, Negative-QTOFsplash10-0a4j-1900000000-e6c60c33501a07cbc77d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Phenylpropionate 40V, Negative-QTOFsplash10-004i-9400000000-378acac48334d166eee52016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Phenylpropionate 10V, Positive-QTOFsplash10-0a4i-0900000000-6b3d4e1b557147f638272021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Phenylpropionate 20V, Positive-QTOFsplash10-0a4i-1900000000-930ae846bea291d5ca182021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Phenylpropionate 40V, Positive-QTOFsplash10-004i-9300000000-beef29c8d5993e4d6c702021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Phenylpropionate 10V, Negative-QTOFsplash10-0a4i-3900000000-c17d7c6430ffec5df7052021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Phenylpropionate 20V, Negative-QTOFsplash10-004i-9300000000-a46351f80403da280fae2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Phenylpropionate 40V, Negative-QTOFsplash10-004i-9000000000-1ab829396e40b06657d72021-09-23Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 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, 1000 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, 200 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, 300 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, 400 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, 500 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, 600 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, 700 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, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H 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]-)2023-02-03FELIX 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 Locations
  • Membrane (predicted from logP)
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot Available
Normal
      Not Available
 details
UrineDetected and Quantified0.048 (0.0046-0.092) umol/mmol creatinineAdult (>18 years old)BothNormal
    • Geigy Scientific ...
 details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)MaleNormal details
UrineDetected and Quantified3.615 +/- 2.669 umol/mmol creatinineChildren (1 - 13 years old)Not Specified
Normal
    • Analysis of 30 no...
 details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
UrineDetected and Quantified8.826 +/- 3.28 umol/mmol creatinineChildren (1 - 13 years old)Not Specified
Eosinophilic esophagitis
    • Analysis of 30 no...
 details
Associated Disorders and Diseases
Disease References
Eosinophilic esophagitis
  1. Slae, M., Huynh, H., Wishart, D.S. (2014). Analysis of 30 normal pediatric urine samples via NMR spectroscopy (unpublished work). NA.
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB028418
KNApSAcK IDNot Available
Chemspider ID9874
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkPhenylpropanoic acid
METLIN IDNot Available
PubChem Compound10296
PDB IDNot Available
ChEBI ID48526
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDMDB00000846
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. De Costa KS, Black SR, Thomas BF, Burgess JP, Mathews JM: Metabolism and disposition of alpha-methylstyrene in rats. Drug Metab Dispos. 2001 Feb;29(2):166-71. [PubMed:11159807 ]
  2. Beloborodova NV, Khodakova AS, Bairamov IT, Olenin AY: Microbial origin of phenylcarboxylic acids in the human body. Biochemistry (Mosc). 2009 Dec;74(12):1350-5. [PubMed:19961416 ]

Enzymes

Enzyme Details
1. UDP-glucuronosyltransferase 1-1
General function:
Involved in transferase activity, transferring hexosyl groups
Specific function:
UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:
UGT1A1
Uniprot ID:
P22309
Molecular weight:
59590.91
Reactions
2-Phenylpropionate → 3,4,5-trihydroxy-6-[(2-phenylpropanoyl)oxy]oxane-2-carboxylic aciddetails