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Showing metabocard for 3-(3-Hydroxyphenyl)propanoic acid (HMDB0000375)

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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2023-02-21 17:14:46 UTC
HMDB IDHMDB0000375
Secondary Accession Numbers
  • HMDB00375
Metabolite Identification
Common Name3-(3-Hydroxyphenyl)propanoic acid
Description3-(3-Hydroxyphenyl)propanoic (hMPP) acid is one of the major metabolites of ingested caffeic acid (PMID: 15479001 ) and of the phenolic degradation products of proanthocyanidins (the most abundant polyphenol present in chocolate) by the microflora in the colon (PMID: 12663291 ). mHPP is suspected to have antioxidants properties and is actively absorbed by the monocarboxylic acid transporter (MCT) in intestinal Caco-2 cell monolayers (PMID: 15479001 , 12663291 ). hMPP has been found to be a metabolite of Clostridium, Escherichia, and Eubacterium (PMID: 28393285 , 19520845 ). 3-(3-Hydroxyphenyl)propanoic acid is a flavonoid metabolite. 3-(3-Hydroxyphenyl)propanoic acid is a phenolic acid metabolite formed by the gut microflora detected after the consumption of whole grain.
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0000375 (3-(3-Hydroxyphenyl)propanoic acid)

  Mrv1652306181900072D          

 12 12  0  0  0  0            999 V2000
10000.014610000.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.7294 9999.9999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.014610001.2359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8713 9999.9986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.156710000.4111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4423 9999.9986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4423 9999.1735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1567 9998.7611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8713 9999.1735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3002 9999.9991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.585610000.4113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.727810000.4111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  2  0  0  0  0
  4  5  2  0  0  0  0
  5  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  4  1  0  0  0  0
  1 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11  4  1  0  0  0  0
  6 12  1  0  0  0  0
M  END
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3D MOL for HMDB0000375 (3-(3-Hydroxyphenyl)propanoic acid)

HMDB0000375
     RDKit          3D
3-(3-Hydroxyphenyl)propanoic acid
 22 22  0  0  0  0  0  0  0  0999 V2000
    3.6945    0.6950    1.3078 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3440    0.4683    0.1289 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2764    0.0624   -0.8015 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9385    0.6298   -0.2687 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1063   -0.2086    0.6255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3200   -0.2112    0.4069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8187   -1.1427   -0.5080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1370   -1.2779   -0.8229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0633   -0.4563   -0.2153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5903    0.4850    0.7055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5300    1.2948    1.3004 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2476    0.5991    1.0040 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4093   -0.9741   -0.8568 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7334    1.7149   -0.2223 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8369    0.3429   -1.3337 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2846    0.0843    1.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4878   -1.2487    0.5561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1209   -1.8154   -1.0195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5119   -2.0028   -1.5311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1141   -0.5353   -0.4327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7730    2.1759    0.8630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8849    1.3203    1.7136 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
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12  6  1  0
  3 13  1  0
  4 14  1  0
  4 15  1  0
  5 16  1  0
  5 17  1  0
  7 18  1  0
  8 19  1  0
  9 20  1  0
 11 21  1  0
 12 22  1  0
M  END
Download

3D SDF for HMDB0000375 (3-(3-Hydroxyphenyl)propanoic acid)

  Mrv1652306181900072D          

 12 12  0  0  0  0            999 V2000
10000.014610000.4118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.7294 9999.9999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.014610001.2359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8713 9999.9986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.156710000.4111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4423 9999.9986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4423 9999.1735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1567 9998.7611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.8713 9999.1735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3002 9999.9991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.585610000.4113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.727810000.4111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  2  0  0  0  0
  4  5  2  0  0  0  0
  5  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  4  1  0  0  0  0
  1 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11  4  1  0  0  0  0
  6 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0000375

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)CCC1=CC(O)=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C9H10O3/c10-8-3-1-2-7(6-8)4-5-9(11)12/h1-3,6,10H,4-5H2,(H,11,12)

> <INCHI_KEY>
QVWAEZJXDYOKEH-UHFFFAOYSA-N

> <FORMULA>
C9H10O3

> <MOLECULAR_WEIGHT>
166.1739

> <EXACT_MASS>
166.062994186

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
22

> <JCHEM_AVERAGE_POLARIZABILITY>
16.91566623086139

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
1.14

> <JCHEM_LOGP>
1.7519974486666663

> <ALOGPS_LOGS>
-1.77

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.466811432900812

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.214566239011227

> <JCHEM_PKA_STRONGEST_BASIC>
-5.964060407587341

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
43.947500000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.80e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-hydroxyphenylpropionic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0000375 (3-(3-Hydroxyphenyl)propanoic acid)

HMDB0000375
     RDKit          3D
3-(3-Hydroxyphenyl)propanoic acid
 22 22  0  0  0  0  0  0  0  0999 V2000
    3.6945    0.6950    1.3078 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3440    0.4683    0.1289 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2764    0.0624   -0.8015 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9385    0.6298   -0.2687 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1063   -0.2086    0.6255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3200   -0.2112    0.4069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8187   -1.1427   -0.5080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1370   -1.2779   -0.8229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0633   -0.4563   -0.2153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5903    0.4850    0.7055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5300    1.2948    1.3004 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2476    0.5991    1.0040 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4093   -0.9741   -0.8568 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7334    1.7149   -0.2223 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8369    0.3429   -1.3337 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2846    0.0843    1.6971 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4878   -1.2487    0.5561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1209   -1.8154   -1.0195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5119   -2.0028   -1.5311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1141   -0.5353   -0.4327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7730    2.1759    0.8630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8849    1.3203    1.7136 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
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12  6  1  0
  3 13  1  0
  4 14  1  0
  4 15  1  0
  5 16  1  0
  5 17  1  0
  7 18  1  0
  8 19  1  0
  9 20  1  0
 11 21  1  0
 12 22  1  0
M  END
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PDB for HMDB0000375 (3-(3-Hydroxyphenyl)propanoic acid)

HEADER    PROTEIN                                 18-JUN-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   18-JUN-19         0                                  
HETATM    1  C   UNK     0    8666.6948667.435   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0    8668.0288666.666   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0    8666.6948668.974   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0    8662.6938666.664   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8661.3598667.434   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8660.0268666.664   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8660.0268665.124   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8661.3598664.354   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8662.6938665.124   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8665.3608666.665   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8664.0268667.434   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0    8658.6928667.434   0.000  0.00  0.00           O+0
CONECT    1    2    3   10                                                  
CONECT    2    1                                                            
CONECT    3    1                                                            
CONECT    4    5    9   11                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   12                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8    4                                                       
CONECT   10    1   11                                                       
CONECT   11   10    4                                                       
CONECT   12    6                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END
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3D PDB for HMDB0000375 (3-(3-Hydroxyphenyl)propanoic acid)

COMPND    HMDB0000375
HETATM    1  O1  UNL     1       3.695   0.695   1.308  1.00  0.00           O  
HETATM    2  C1  UNL     1       3.344   0.468   0.129  1.00  0.00           C  
HETATM    3  O2  UNL     1       4.276   0.062  -0.802  1.00  0.00           O  
HETATM    4  C2  UNL     1       1.939   0.630  -0.269  1.00  0.00           C  
HETATM    5  C3  UNL     1       1.106  -0.209   0.625  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.320  -0.211   0.407  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.819  -1.143  -0.508  1.00  0.00           C  
HETATM    8  C6  UNL     1      -2.137  -1.278  -0.823  1.00  0.00           C  
HETATM    9  C7  UNL     1      -3.063  -0.456  -0.215  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.590   0.485   0.706  1.00  0.00           C  
HETATM   11  O3  UNL     1      -3.530   1.295   1.300  1.00  0.00           O  
HETATM   12  C9  UNL     1      -1.248   0.599   1.004  1.00  0.00           C  
HETATM   13  H1  UNL     1       4.409  -0.974  -0.857  1.00  0.00           H  
HETATM   14  H2  UNL     1       1.733   1.715  -0.222  1.00  0.00           H  
HETATM   15  H3  UNL     1       1.837   0.343  -1.334  1.00  0.00           H  
HETATM   16  H4  UNL     1       1.285   0.084   1.697  1.00  0.00           H  
HETATM   17  H5  UNL     1       1.488  -1.249   0.556  1.00  0.00           H  
HETATM   18  H6  UNL     1      -0.121  -1.815  -1.019  1.00  0.00           H  
HETATM   19  H7  UNL     1      -2.512  -2.003  -1.531  1.00  0.00           H  
HETATM   20  H8  UNL     1      -4.114  -0.535  -0.433  1.00  0.00           H  
HETATM   21  H9  UNL     1      -3.773   2.176   0.863  1.00  0.00           H  
HETATM   22  H10 UNL     1      -0.885   1.320   1.714  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   13
CONECT    4    5   14   15
CONECT    5    6   16   17
CONECT    6    7    7   12
CONECT    7    8   18
CONECT    8    9    9   19
CONECT    9   10   20
CONECT   10   11   12   12
CONECT   11   21
CONECT   12   22
END
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SMILES for HMDB0000375 (3-(3-Hydroxyphenyl)propanoic acid)

OC(=O)CCC1=CC(O)=CC=C1
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INCHI for HMDB0000375 (3-(3-Hydroxyphenyl)propanoic acid)

InChI=1S/C9H10O3/c10-8-3-1-2-7(6-8)4-5-9(11)12/h1-3,6,10H,4-5H2,(H,11,12)
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
Chemical FormulaC9H10O3
Average Molecular Weight166.1739
Monoisotopic Molecular Weight166.062994186
IUPAC Name3-(3-hydroxyphenyl)propanoic acid
Traditional Name3-hydroxyphenylpropionic acid
CAS Registry Number621-54-5
SMILES
OC(=O)CCC1=CC(O)=CC=C1
InChI Identifier
InChI=1S/C9H10O3/c10-8-3-1-2-7(6-8)4-5-9(11)12/h1-3,6,10H,4-5H2,(H,11,12)
InChI KeyQVWAEZJXDYOKEH-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
  • 3-phenylpropanoic-acid
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • 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
Process
Naturally occurring process
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility17370 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M-H]-MetCCS_train_neg136.11430932474
[M-H]-Not Available136.114http://allccs.zhulab.cn/database/detail?ID=AllCCS00000426
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
  • Feces
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
Abnormal Concentrations
Associated Disorders and Diseases
Disease References
Irritable bowel syndrome
  1. Ponnusamy K, Choi JN, Kim J, Lee SY, Lee CH: Microbial community and metabolomic comparison of irritable bowel syndrome faeces. J Med Microbiol. 2011 Jun;60(Pt 6):817-27. doi: 10.1099/jmm.0.028126-0. Epub 2011 Feb 17. [PubMed:21330412 ]
Colorectal cancer
  1. Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ]
Diverticular disease
  1. Tursi A, Mastromarino P, Capobianco D, Elisei W, Miccheli A, Capuani G, Tomassini A, Campagna G, Picchio M, Giorgetti G, Fabiocchi F, Brandimarte G: Assessment of Fecal Microbiota and Fecal Metabolome in Symptomatic Uncomplicated Diverticular Disease of the Colon. J Clin Gastroenterol. 2016 Oct;50 Suppl 1:S9-S12. doi: 10.1097/MCG.0000000000000626. [PubMed:27622378 ]
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 IDFDB021993
KNApSAcK IDC00052683
Chemspider ID89
KEGG Compound IDC11457
BioCyc ID3-HYDROXYPHENYL-PROPIONATE
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound91
PDB IDNot Available
ChEBI ID1427
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1417091
References
Synthesis ReferenceDombrow, M.; Linnell, W. H. Preparation of m-hydroxyphenylpropionic acid. Journal of Pharmacy and Pharmacology (1952), 4 118-19.
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Nakazawa T, Ohsawa K: Metabolites of orally administered Perilla frutescens extract in rats and humans. Biol Pharm Bull. 2000 Jan;23(1):122-7. [PubMed:10706426 ]
  2. Duran M, Wanders RJ, de Jager JP, Dorland L, Bruinvis L, Ketting D, Ijlst L, van Sprang FJ: 3-Hydroxydicarboxylic aciduria due to long-chain 3-hydroxyacyl-coenzyme A dehydrogenase deficiency associated with sudden neonatal death: protective effect of medium-chain triglyceride treatment. Eur J Pediatr. 1991 Jan;150(3):190-5. [PubMed:2044590 ]
  3. Rios LY, Gonthier MP, Remesy C, Mila I, Lapierre C, Lazarus SA, Williamson G, Scalbert A: Chocolate intake increases urinary excretion of polyphenol-derived phenolic acids in healthy human subjects. Am J Clin Nutr. 2003 Apr;77(4):912-8. [PubMed:12663291 ]
  4. Konishi Y, Kobayashi S: Microbial metabolites of ingested caffeic acid are absorbed by the monocarboxylic acid transporter (MCT) in intestinal Caco-2 cell monolayers. J Agric Food Chem. 2004 Oct 20;52(21):6418-24. [PubMed:15479001 ]
  5. Rowland I, Gibson G, Heinken A, Scott K, Swann J, Thiele I, Tuohy K: Gut microbiota functions: metabolism of nutrients and other food components. Eur J Nutr. 2018 Feb;57(1):1-24. doi: 10.1007/s00394-017-1445-8. Epub 2017 Apr 9. [PubMed:28393285 ]
  6. Manso I, Torres B, Andreu JM, Menendez M, Rivas G, Alfonso C, Diaz E, Garcia JL, Galan B: 3-Hydroxyphenylpropionate and phenylpropionate are synergistic activators of the MhpR transcriptional regulator from Escherichia coli. J Biol Chem. 2009 Aug 7;284(32):21218-28. doi: 10.1074/jbc.M109.008243. Epub 2009 Jun 11. [PubMed:19520845 ]
  7. Upadhyaya S, Banerjee G: Type 2 diabetes and gut microbiome: at the intersection of known and unknown. Gut Microbes. 2015;6(2):85-92. doi: 10.1080/19490976.2015.1024918. [PubMed:25901889 ]
  8. Koistinen VM (2019). Effects of Food Processing and Gut Microbial Metabolism on Whole Grain Phytochemicals: A Metabolomics Approach. In Publications of the University of Eastern Finland. Dissertations in Health Sciences., no 510 (pp. 26-58). University of Eastern Finland. [ISBN:978-952-61-3088-0 ]

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
3-(3-Hydroxyphenyl)propanoic acid → 6-[3-(2-carboxyethyl)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic aciddetails
3-(3-Hydroxyphenyl)propanoic acid → 3,4,5-trihydroxy-6-{[3-(3-hydroxyphenyl)propanoyl]oxy}oxane-2-carboxylic aciddetails
Enzyme Details
2. Sulfotransferase 1A3
General function:
sulfotransferase activity
Specific function:
Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the sulfate conjugation of phenolic monoamines (neurotransmitters such as dopamine, norepinephrine and serotonin) and phenolic and catechol drugs.
Gene Name:
SULT1A3
Uniprot ID:
P0DMM9
Molecular weight:
34195.96
Reactions
3-(3-Hydroxyphenyl)propanoic acid → 3-[3-(Sulfooxy)phenyl]propanoic aciddetails