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Human Metabolome Database Version 3.5

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Showing metabocard for 4-Hydroxyhippuric acid (HMDB13678)

Record Information
Version 3.5
Creation Date 2012-04-03 08:10:30 -0600
Update Date 2013-03-19 14:26:23 -0600
HMDB ID HMDB13678
Secondary Accession Numbers None
Metabolite Identification
Common Name 4-Hydroxyhippuric acid
Description 4-hydroxyhippuric acid is a microbial end-product derived from polyphenol metabolism by the microflora in the intestine (PMID: 22932811 Link_out). It is derived from 4-hydroxybenzoic acid derivatives which may undergo glycination in the liver and kidney.
Structure Thumb
Download: MOL | SDF | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
  1. 2-[(4-hydroxyphenyl)carbonylamino]acetic acid
  2. 2-[(4-hydroxyphenyl)formamido]acetic acid
  3. 4-Hydroxybenzoylglycine
  4. 4-hydroxyhippurate
  5. 4-OH-hippuric acid
  6. N-(4-Hydroxybenzoyl)glycine
  7. p-hydroxy-hippuric acid
  8. [(4-hydroxybenzoyl)amino]acetic acid
Chemical Formula C9H9NO4
Average Molecular Weight 195.1721
Monoisotopic Molecular Weight 195.053157781
IUPAC Name 2-[(4-hydroxyphenyl)formamido]acetic acid
Traditional IUPAC 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
Kingdom Organic Compounds
Super Class Amino Acids, Peptides, and Analogues
Class Amino Acids and Derivatives
Sub Class Alpha Amino Acids and Derivatives
Other Descriptors
  • Aromatic Homomonocyclic Compounds
Substituents
  • Benzamide
  • Benzoyl
  • Carboxamide Group
  • Carboxylic Acid
  • Hippurate
  • Phenol
  • Phenol Derivative
  • Secondary Carboxylic Acid Amide
Direct Parent Acyl Glycines
Ontology
Status Detected and Quantified
Origin
  • Endogenous
  • Microbial
Biofunction Not Available
Application Not Available
Cellular locations Not Available
Physical Properties
State Solid
Experimental 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
Predicted Properties
Property Value Source
Water Solubility 2.63 g/L ALOGPS
LogP 0.44 ALOGPS
LogP 0.22 ChemAxon
LogS -1.87 ALOGPS
pKa (strongest acidic) 3.24 ChemAxon
pKa (strongest basic) -1.4 ChemAxon
Hydrogen Acceptor Count 4 ChemAxon
Hydrogen Donor Count 3 ChemAxon
Polar Surface Area 86.63 A2 ChemAxon
Rotatable Bond Count 3 ChemAxon
Refractivity 48.1 ChemAxon
Polarizability 18.54 ChemAxon
Formal Charge 0 ChemAxon
Physiological Charge -1 ChemAxon
Spectra
Not Available
Biological Properties
Cellular Locations Not Available
Biofluid Locations
  • Blood
  • Urine
Tissue Location Not Available
Pathways Not Available
Normal Concentrations
Biofluid Status Value Age Sex Condition Comments
Blood Expected and not Quantified
Not Applicable Not Available Not Available Normal Inferred from detection in urine
Urine Detected and Quantified
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0-14 umol/mmol creatinine Adult (>18 years old) Both Normal Not Available
Urine Detected and Quantified
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0-30 umol/mmol creatinine Children (1-13 year old) Both Normal Not Available
Urine Detected and not Quantified
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Not Applicable Adult (>18 years old) Both Normal Not Available
Urine Detected and Quantified
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2.8 (1.4-6.0) umol/mmol creatinine Adult (>18 years old) Both Not Available Not Available
Urine Detected and not Quantified
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Not Applicable Adult (>18 years old) Male Normal After Both green tea and black tea intake
Urine Detected and not Quantified
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Not Applicable Adult (>18 years old) Male Normal Not Available
Abnormal Concentrations
Biofluid Status Value Age Sex Condition Comments
Urine Detected and not Quantified
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Not Applicable Adult (>18 years old) Both Hypertension (mild) After 4-wk comsumption of polyphenol-rich MIX....
Urine Detected and not Quantified
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Not Applicable Adult (>18 years old) Both Hypertension (mild) After 4-wk comsumption of polyphenol-rich GJX...
Associated Disorders and Diseases
Disease References None
Associated OMIM IDs None
DrugBank ID Not Available
Phenol Explorer Compound ID Not Available
Phenol Explorer Metabolite ID 926 Link_out
FoodDB ID Not Available
KNApSAcK ID Not Available
Chemspider ID 133104 Link_out
KEGG Compound ID Not Available
BioCyc ID Not Available
BiGG ID Not Available
Wikipedia Link Not Available
NuGOwiki Link HMDB13678 Link_out
Metagene Link HMDB13678 Link_out
METLIN ID Not Available
PubChem Compound 151012 Link_out
PDB ID Not Available
ChEBI ID 613375 Link_out
References
Synthesis Reference Not Available
Material Safety Data Sheet (MSDS) Not Available
General References Not Available