Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2012-04-03 14:10:30 UTC

Update Date

2023-07-07 20:54:00 UTC

HMDB ID

HMDB0013678

Secondary Accession Numbers

HMDB13678

Metabolite Identification

Common Name

p-Hydroxyhippuric acid

Description

4-Hydroxyhippuric acid, also known as 4-hydroxybenzoylglycine or 4-hydroxyhippate, belongs to the class of organic compounds known as hippuric acids. Hippuric acids are compounds containing hippuric acid, which consists of a of a benzoyl group linked to the N-terminal of a glycine. 4-Hydroxyhippuric acid is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on 4-Hydroxyhippuric acid.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652310251917022D          

 14 14  0  0  0  0            999 V2000
    1.4289    2.4749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4749    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  2  0  0  0  0
  6  1  2  0  0  0  0
  6  2  1  0  0  0  0
  7  3  2  0  0  0  0
  7  4  1  0  0  0  0
  8  5  1  0  0  0  0
  9  6  1  0  0  0  0
 10  5  1  0  0  0  0
 10  9  1  0  0  0  0
 11  7  1  0  0  0  0
 12  8  1  0  0  0  0
 13  8  2  0  0  0  0
 14  9  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0013678

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C9H9NO4/c11-7-3-1-6(2-4-7)9(14)10-5-8(12)13/h1-4,11H,5H2,(H,10,14)(H,12,13)

> <INCHI_KEY>
ZMHLUFWWWPBTIU-UHFFFAOYSA-N

> <FORMULA>
C9H9NO4

> <MOLECULAR_WEIGHT>
195.1721

> <EXACT_MASS>
195.053157781

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
23

> <JCHEM_AVERAGE_POLARIZABILITY>
18.539797993825562

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(4-hydroxyphenyl)formamido]acetic acid

> <ALOGPS_LOGP>
0.44

> <JCHEM_LOGP>
0.2219801626666666

> <ALOGPS_LOGS>
-1.87

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.479619853992792

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.238573183597331

> <JCHEM_PKA_STRONGEST_BASIC>
-1.1703331113622055

> <JCHEM_POLAR_SURFACE_AREA>
86.63

> <JCHEM_REFRACTIVITY>
48.0986

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.63e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(4-hydroxyphenyl)formamido]acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-OCT-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-OCT-19         0                                  
HETATM    1  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001   5.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   7.700   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.001   5.390   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      -1.334   5.390   0.000  0.00  0.00           N+0
HETATM   11  O   UNK     0       5.335   7.700   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -5.335   4.620   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -4.001   6.930   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       0.000   3.080   0.000  0.00  0.00           O+0
CONECT    1    3    6                                                       
CONECT    2    4    6                                                       
CONECT    3    1    7                                                       
CONECT    4    2    7                                                       
CONECT    5    8   10                                                       
CONECT    6    1    2    9                                                  
CONECT    7    3    4   11                                                  
CONECT    8    5   12   13                                                  
CONECT    9    6   10   14                                                  
CONECT   10    5    9                                                       
CONECT   11    7                                                            
CONECT   12    8                                                            
CONECT   13    8                                                            
CONECT   14    9                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
4-Hydroxybenzoylglycine	ChEBI
4-Hydroxyhippate	Generator
4-Hydroxyhippic acid	Generator
2-[(4-Hydroxyphenyl)carbonylamino]acetic acid	HMDB
2-[(4-Hydroxyphenyl)formamido]acetic acid	HMDB
4-Hydroxyhippurate	HMDB
4-OH-Hippuric acid	HMDB
p-Hydroxy-hippuric acid	HMDB
[(4-Hydroxybenzoyl)amino]acetic acid	HMDB
p-Hydroxyhippuric acid	HMDB
p-Hydroxyhippate	HMDB
p-Hydroxyhippic acid	HMDB
4'-Hydroxyhippurate	HMDB
4'-Hydroxyhippuric acid	HMDB
4’-hydroxyhippurate	HMDB
4’-hydroxyhippuric acid	HMDB
N-(p-Hydroxybenzoyl)glycine	HMDB
p-Hydroxyhippurate	HMDB
4-Hydroxyhippuric acid	ChEBI
2-[(4-Hydroxybenzoyl)amino]acetic acid	HMDB
4'-Hydroxhippuric acid	HMDB

Chemical Formula

C₉H₉NO₄

Average Molecular Weight

195.1721

Monoisotopic Molecular Weight

195.053157781

IUPAC Name

2-[(4-hydroxyphenyl)formamido]acetic acid

Traditional Name

[(4-hydroxyphenyl)formamido]acetic acid

CAS Registry Number

2482-25-9

SMILES

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

InChI Identifier

InChI=1S/C9H9NO4/c11-7-3-1-6(2-4-7)9(14)10-5-8(12)13/h1-4,11H,5H2,(H,10,14)(H,12,13)

InChI Key

ZMHLUFWWWPBTIU-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hippuric acids. Hippuric acids are compounds containing hippuric acid, which consists of a of a benzoyl group linked to the N-terminal of a glycine.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Hippuric acids

Alternative Parents

Substituents

Hippuric acid
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid or derivatives
Benzoyl
1-hydroxy-2-unsubstituted benzenoid
Phenol
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic oxygen compound
Organic oxide
Organic nitrogen compound
Organopnictogen compound
Carbonyl group
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

N-acylglycine (CHEBI:71018 )

Ontology

Physiological effect

Health effect

Renal system and urinary system

Renal disorder

Uremia (HMDB: HMDB0013678)

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 12675874)

Organ

Placenta (HMDB: HMDB0013678)

Excreta

Biofluid or Excreta

Urine (PMID: 22827565)
Feces (PMID: 24010549)

Source

Endogenous

Endogenous (HMDB: HMDB0013678)

Microbe

Microbe (HMDB: HMDB0013678)

Exogenous

Exogenous (HMDB: HMDB0013678)

Food

Cocoa and cocoa product

Cocoa and cocoa products (HMDB: HMDB0013678)

Coffee and coffee product

Coffee product

Coffee products (HMDB: HMDB0013678)

Tea

Tea products (HMDB: HMDB0013678)

Fat and oil

Olive oil (HMDB: HMDB0013678)

Fruit

Fruits (HMDB: HMDB0013678)

Vegetable

Vegetables (HMDB: HMDB0013678)

Legumes (HMDB: HMDB0013678)

Cereal and cereal product

Cereal product

Whole grain cereal products (HMDB: HMDB0013678)

Nut

Nuts (HMDB: HMDB0013678)

Beverage

Alcoholic beverage

Red wine (HMDB: HMDB0013678)

Process

Not Available

Role

Industrial application

Pharmaceutical industry

Biomarker

Eosinophilic esophagitis (MarkerDB: MDB00029845)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	2.63 g/L	ALOGPS
logP	0.44	ALOGPS
logP	0.22	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	3.24	ChemAxon
pKa (Strongest Basic)	-1.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.63 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	48.1 m³·mol⁻¹	ChemAxon
Polarizability	18.54 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	145.446	31661259
DarkChem	[M-H]-	142.586	31661259
DeepCCS	[M+H]+	138.928	30932474
DeepCCS	[M-H]-	136.532	30932474
DeepCCS	[M-2H]-	171.731	30932474
DeepCCS	[M+Na]+	146.248	30932474
AllCCS	[M+H]+	141.8	32859911
AllCCS	[M+H-H2O]+	137.8	32859911
AllCCS	[M+NH4]+	145.6	32859911
AllCCS	[M+Na]+	146.7	32859911
AllCCS	[M-H]-	141.4	32859911
AllCCS	[M+Na-2H]-	142.0	32859911
AllCCS	[M+HCOO]-	142.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4-Hydroxyhippuric acid	OC(=O)CNC(=O)C1=CC=C(O)C=C1	3281.9	Standard polar	33892256
4-Hydroxyhippuric acid	OC(=O)CNC(=O)C1=CC=C(O)C=C1	2044.3	Standard non polar	33892256
4-Hydroxyhippuric acid	OC(=O)CNC(=O)C1=CC=C(O)C=C1	2209.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4-Hydroxyhippuric acid,1TMS,isomer #1	C[Si](C)(C)OC(=O)CNC(=O)C1=CC=C(O)C=C1	2145.7	Semi standard non polar	33892256
4-Hydroxyhippuric acid,1TMS,isomer #2	C[Si](C)(C)OC1=CC=C(C(=O)NCC(=O)O)C=C1	2149.8	Semi standard non polar	33892256
4-Hydroxyhippuric acid,1TMS,isomer #3	C[Si](C)(C)N(CC(=O)O)C(=O)C1=CC=C(O)C=C1	2108.3	Semi standard non polar	33892256
4-Hydroxyhippuric acid,2TMS,isomer #1	C[Si](C)(C)OC(=O)CNC(=O)C1=CC=C(O[Si](C)(C)C)C=C1	2258.9	Semi standard non polar	33892256
4-Hydroxyhippuric acid,2TMS,isomer #2	C[Si](C)(C)OC(=O)CN(C(=O)C1=CC=C(O)C=C1)[Si](C)(C)C	2153.3	Semi standard non polar	33892256
4-Hydroxyhippuric acid,2TMS,isomer #3	C[Si](C)(C)OC1=CC=C(C(=O)N(CC(=O)O)[Si](C)(C)C)C=C1	2140.2	Semi standard non polar	33892256
4-Hydroxyhippuric acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)CN(C(=O)C1=CC=C(O[Si](C)(C)C)C=C1)[Si](C)(C)C	2147.5	Semi standard non polar	33892256
4-Hydroxyhippuric acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)CN(C(=O)C1=CC=C(O[Si](C)(C)C)C=C1)[Si](C)(C)C	2106.7	Standard non polar	33892256
4-Hydroxyhippuric acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)CN(C(=O)C1=CC=C(O[Si](C)(C)C)C=C1)[Si](C)(C)C	2233.8	Standard polar	33892256
4-Hydroxyhippuric acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CNC(=O)C1=CC=C(O)C=C1	2390.8	Semi standard non polar	33892256
4-Hydroxyhippuric acid,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(C(=O)NCC(=O)O)C=C1	2427.6	Semi standard non polar	33892256
4-Hydroxyhippuric acid,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(CC(=O)O)C(=O)C1=CC=C(O)C=C1	2385.1	Semi standard non polar	33892256
4-Hydroxyhippuric acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CNC(=O)C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1	2778.8	Semi standard non polar	33892256
4-Hydroxyhippuric acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)C1=CC=C(O)C=C1)[Si](C)(C)C(C)(C)C	2653.3	Semi standard non polar	33892256
4-Hydroxyhippuric acid,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C(C(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C)C=C1	2687.1	Semi standard non polar	33892256
4-Hydroxyhippuric acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	2885.4	Semi standard non polar	33892256
4-Hydroxyhippuric acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	2739.4	Standard non polar	33892256
4-Hydroxyhippuric acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	2595.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - p-Hydroxyhippuric acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-1900000000-07bd47210e1c18d19c78	2017-07-27	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - p-Hydroxyhippuric acid GC-MS (2 TMS) - 70eV, Positive	splash10-00dl-8982000000-016ad8c26c264db9ef97	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - p-Hydroxyhippuric acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - p-Hydroxyhippuric acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - p-Hydroxyhippuric acid 35V, Negative-QTOF	splash10-0f6x-9400000000-3d4dbdacafaebba147cf	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - p-Hydroxyhippuric acid 35V, Positive-QTOF	splash10-00di-0900000000-a916e7c30b53b399298a	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-Hydroxyhippuric acid 10V, Positive-QTOF	splash10-006t-0900000000-d252a86f47419d419bc0	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-Hydroxyhippuric acid 20V, Positive-QTOF	splash10-00di-1900000000-a680ce571986b15d0d71	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-Hydroxyhippuric acid 40V, Positive-QTOF	splash10-00dl-9600000000-39500903a2246ed4d7d8	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-Hydroxyhippuric acid 10V, Negative-QTOF	splash10-0006-0900000000-f6ed56b2505b426ab18b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-Hydroxyhippuric acid 20V, Negative-QTOF	splash10-0006-2900000000-0c2b762b727ebf3108f0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-Hydroxyhippuric acid 40V, Negative-QTOF	splash10-00dl-9200000000-cfd75bbf2139a9e184ed	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-Hydroxyhippuric acid 10V, Negative-QTOF	splash10-0006-9600000000-677e373389c304ac33e8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-Hydroxyhippuric acid 20V, Negative-QTOF	splash10-0006-9100000000-4edfd065383ed838da2f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-Hydroxyhippuric acid 40V, Negative-QTOF	splash10-0006-9000000000-983418779545bcb1f73e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-Hydroxyhippuric acid 10V, Positive-QTOF	splash10-00di-4900000000-9c98bf04ba07933f98aa	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-Hydroxyhippuric acid 20V, Positive-QTOF	splash10-00di-3900000000-d3d1bc473b13420cae0c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - p-Hydroxyhippuric acid 40V, Positive-QTOF	splash10-01bc-9200000000-4b8b59c1ab3079b9b3d0	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Feces
Urine

Tissue Locations

Placenta

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	27543620	details
Feces	Detected and Quantified	1.691 nmol/g wet feces	Adult (>18 years old)	Both	Normal	24010549	details
Feces	Detected and Quantified	1.742 nmol/g wet feces	Adult (>18 years old)	Both	Normal	24010549	details
Feces	Detected and Quantified	1.793 nmol/g wet feces	Adult (>18 years old)	Both	Normal	24010549	details
Feces	Detected and Quantified	4.0989 nmol/g wet feces	Adult (>18 years old)	Both	Normal	24010549	details
Feces	Detected and Quantified	0.369 (0.0461-1.0350) nmol/g wet feces	Adult (>18 years old)	Both	Normal	28029051	details
Urine	Detected and Quantified	0-14 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	Great Plains Labo...	details
Urine	Detected and Quantified	0-30 umol/mmol creatinine	Children (1-13 years old)	Both	Normal	Great Plains Labo...	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	21389975	details
Urine	Detected and Quantified	4.2-19.59 umol/mmol creatinine	Newborn (0-30 days old)	Both	Normal	32340350	details
Urine	Detected and Quantified	7.42(4.69-18.33) umol/mmol creatinine	Newborn (0-30 days old)	Female	Normal	32340350	details
Urine	Detected and Quantified	7.48(4.17-19.96) umol/mmol creatinine	Newborn (0-30 days old)	Male	Normal	32340350	details
Urine	Detected and Quantified	2.8 (1.4-6.0) umol/mmol creatinine	Adult (>18 years old)	Both	Not Available	24023812	details
Urine	Detected and Quantified	27.488 +/- 10.23 umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Normal	Analysis of 30 no...	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22827565	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22827565	details
Urine	Detected and Quantified	4.55 (3.40-7.47) umol/mmol creatinine	Newborn (0-30 days old)	Both	Normal	Analysis of 40 NI...	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	21736852	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22932811	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	93.846 +/- 33.846 uM	Adult (>18 years old)	Both	Uremia	12675874	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	25037050	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Bladder cancer	28157703	details
Urine	Detected and Quantified	35.234 +/- 16.83 umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Eosinophilic esophagitis	Analysis of 30 no...	details
Urine	Detected and Quantified	35.795 +/- 21.952 umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Gastroesophageal reflux disease	Analysis of 30 no...	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Hypertension (mild)	20013882	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Hypertension (mild)	20013882	details

Associated Disorders and Diseases

Disease References

Uremia
Vanholder R, De Smet R, Glorieux G, Argiles A, Baurmeister U, Brunet P, Clark W, Cohen G, De Deyn PP, Deppisch R, Descamps-Latscha B, Henle T, Jorres A, Lemke HD, Massy ZA, Passlick-Deetjen J, Rodriguez M, Stegmayr B, Stenvinkel P, Tetta C, Wanner C, Zidek W: Review on uremic toxins: classification, concentration, and interindividual variability. Kidney Int. 2003 May;63(5):1934-43. doi: 10.1046/j.1523-1755.2003.00924.x. [PubMed:12675874 ]
Colorectal cancer
Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]
Eosinophilic esophagitis
Slae, M., Huynh, H., Wishart, D.S. (2014). Analysis of 30 normal pediatric urine samples via NMR spectroscopy (unpublished work). NA.

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB029984

KNApSAcK ID

C00052156

Chemspider ID

133104

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

151012

PDB ID

Not Available

ChEBI ID

71018

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

MDB00029845

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Jacobs DM, Spiesser L, Garnier M, de Roo N, van Dorsten F, Hollebrands B, van Velzen E, Draijer R, van Duynhoven J: SPE-NMR metabolite sub-profiling of urine. Anal Bioanal Chem. 2012 Nov;404(8):2349-61. doi: 10.1007/s00216-012-6339-2. Epub 2012 Aug 31. [PubMed:22932811 ]
van Duynhoven J, Vaughan EE, Jacobs DM, Kemperman RA, van Velzen EJ, Gross G, Roger LC, Possemiers S, Smilde AK, Dore J, Westerhuis JA, Van de Wiele T: Metabolic fate of polyphenols in the human superorganism. Proc Natl Acad Sci U S A. 2011 Mar 15;108 Suppl 1:4531-8. doi: 10.1073/pnas.1000098107. Epub 2010 Jun 25. [PubMed:20615997 ]
Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]

Showing metabocard for p-Hydroxyhippuric acid (HMDB0013678)

MOL for HMDB0013678 (p-Hydroxyhippuric acid)

3D MOL for HMDB0013678 (p-Hydroxyhippuric acid)

3D SDF for HMDB0013678 (p-Hydroxyhippuric acid)

3D-SDF for HMDB0013678 (p-Hydroxyhippuric acid)

PDB for HMDB0013678 (p-Hydroxyhippuric acid)

3D PDB for HMDB0013678 (p-Hydroxyhippuric acid)

SMILES for HMDB0013678 (p-Hydroxyhippuric acid)

INCHI for HMDB0013678 (p-Hydroxyhippuric acid)

Structure for HMDB0013678 (p-Hydroxyhippuric acid)

3D Structure for HMDB0013678 (p-Hydroxyhippuric acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra