Identification

PhytoHub ID
PHUB001334
Name
4-Hydroxyhippuric acid
Systematic Name
4’-hydroxhippuric acid
Synonyms
  • 2-(4-hydroxybenzamido)acetic acid
  • 4-Hydroxyhippurate
  • 4'-Hydroxyhippuric acid
  • N-(4-hydroxybenzoyl)glycine
CAS Number
2482-25-9
Average Mass
195.174
Monoisotopic Mass
195.053157774
Chemical Formula
C9H9NO4
IUPAC Name
p-hydroxyhippuric acid
InChI Key
ZMHLUFWWWPBTIU-UHFFFAOYSA-N
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)
SMILES
OC(=O)CNC(=O)C1=CC=C(O)C=C1
Structure

Calculated Properties

Solubility (ALOGPS)
2.63e+00 g/l
LogS (ALOGPS)
-1.87
LogP (ALOGPS)
0.44
Hydrogen Acceptors
4
Hydrogen Donors
3
Rotatable Bond Count
3
Polar Surface Area
86.63
Refractivity
48.0986
Polarizability
18.567962753026087
Formal Charge
0
Physiological Charge
-1
pKa (strongest basic)
-1.1703331113622057
pKa (strongest acidic)
3.238573183597331
Number of Rings
1
Rule of Five
Yes
Bioavailability
Yes
Ghose Filter
Yes
Veber's Rule
No
MDDR-like Rule
No

Taxonomy as Metabolite

Family
(Poly)phenol metabolites
Class
Phenolic acid metabolites
Sub-class
Benzoic and hippuric acids

Taxonomy of its Precursor(s)

PrecursorFamilyClassSub-class
Orange flavanonesPolyphenolsFlavonoidsFlavanonesShow Precursor
HesperetinPolyphenolsFlavonoidsFlavanonesShow Precursor
RutinPolyphenolsFlavonoidsFlavonolsShow Precursor
QuercetinPolyphenolsFlavonoidsFlavonolsShow Precursor
Caffeic acid(Poly)phenol metabolitesPhenolic acid metabolitesCinnamic acidsShow Precursor

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Benzene and substituted derivatives
Super-class
Benzenoids
Sub-class
Benzoic acids and derivatives
Direct Parent Name
Hippuric acids
Alternative Parent Names
["1-hydroxy-2-unsubstituted benzenoids", "Benzoyl derivatives", "Carbonyl compounds", "Carboxylic acids", "Hydrocarbon derivatives", "Monocarboxylic acids and derivatives", "N-acyl-alpha amino acids", "Organic oxides", "Organonitrogen compounds", "Organopnictogen compounds", "Secondary carboxylic acid amides"]
External Descriptor Annotations
["N-acylglycine"]
Substituent Names
["1-hydroxy-2-unsubstituted benzenoid", "Alpha-amino acid or derivatives", "Aromatic homomonocyclic compound", "Benzoyl", "Carbonyl group", "Carboxamide group", "Carboxylic acid", "Carboxylic acid derivative", "Hippuric acid", "Hydrocarbon derivative", "Monocarboxylic acid or derivatives", "N-acyl-alpha amino acid or derivatives", "N-acyl-alpha-amino acid", "Organic nitrogen compound", "Organic oxide", "Organic oxygen compound", "Organonitrogen compound", "Organooxygen compound", "Organopnictogen compound", "Phenol", "Secondary carboxylic acid amide"]

Spectra

No spectra information available

Food Sources

PrecursorFood SourceFood Source Group
QuercetinAmerican cranberryFruit, Berries PublicationsShow
Caffeic acidAmerican cranberryFruit, Berries PublicationsShow
QuercetinAppleFruit, Pomes PublicationsShow
Caffeic acidAppleFruit, Pomes PublicationsShow
RutinApple juiceBeverages, Non-alcoholic PublicationsShow
QuercetinApple juiceBeverages, Non-alcoholic PublicationsShow
Caffeic acidApple juiceBeverages, Non-alcoholic PublicationsShow
RutinApricotFruit, Drupes PublicationsShow
RutinAsparagusVegetables, Other vegetables PublicationsShow
RutinBlack teaTeas and herbal teas PublicationsShow
QuercetinBlack teaTeas and herbal teas PublicationsShow
RutinBlackberryFruit, Berries PublicationsShow
QuercetinBlackberryFruit, Berries PublicationsShow
Caffeic acidBlackberryFruit, Berries PublicationsShow
Caffeic acidBlueberryFruit, Berries PublicationsShow
QuercetinBroccoliVegetables, Cabbages PublicationsShow
Caffeic acidBroccoliVegetables, Cabbages PublicationsShow
Caffeic acidCarrotVegetables, Root vegetables PublicationsShow
RutinCherry tomatoVegetables, Fruit vegetables PublicationsShow
QuercetinCherry tomatoVegetables, Fruit vegetables PublicationsShow
Caffeic acidCiderBeverages, Alcoholic PublicationsShow
Caffeic acidCoffeeCoffee and coffee products PublicationsShow
Caffeic acidCommon wheatCereals and cereal products PublicationsShow
Caffeic acidEggplantVegetables, Fruit vegetables PublicationsShow
QuercetinEuropean cranberryFruit, Berries PublicationsShow
Caffeic acidEuropean cranberryFruit, Berries PublicationsShow
Caffeic acidEuropean plumFruit, Drupes PublicationsShow
RutinGreen teaTeas and herbal teas PublicationsShow
QuercetinGreen teaTeas and herbal teas PublicationsShow
HesperetinLemonFruit, CitrusShow
QuercetinLettuceVegetables, Leaf vegetables PublicationsShow
HesperetinLimeFruit, CitrusShow
Caffeic acidMateBeverages, Non-alcoholic PublicationsShow
RutinOlive, blackFruit, Drupes PublicationsShow
Caffeic acidOlive, blackFruit, Drupes PublicationsShow
Caffeic acidOlive, greenFruit, Drupes PublicationsShow
QuercetinOnionVegetables, Onion-family PublicationsShow
HesperetinOrange juiceBeverages, Non-alcoholicShow
QuercetinOrange juiceBeverages, Non-alcoholic PublicationsShow
QuercetinParsnipVegetables, Root vegetables PublicationsShow
Caffeic acidPearFruit, Pomes PublicationsShow
Caffeic acidStrawberryFruit, Berries PublicationsShow
RutinSweet cherryFruit, Drupes PublicationsShow
Caffeic acidSweet cherryFruit, Drupes PublicationsShow
HesperetinSweet orangeFruit, CitrusShow
QuercetinTomatoVegetables, Fruit vegetables PublicationsShow
Caffeic acidTomatoVegetables, Fruit vegetables PublicationsShow
Caffeic acidWhite wine grapeFruit, Berries PublicationsShow

Metabolism

PrecursorMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Orange flavanones 4-Hydroxyhippuric acidhumanplasma, urinegut microbiota metaboliteNot AvailableNot AvailableC9H9NO4195.053157774 Publications
Hesperetin 4-Hydroxyhippuric acidhumanplasma, urinehost metabolismNot AvailableNot AvailableC9H9NO4195.053157774 Publications
Rutin 4-Hydroxyhippuric acidhumanurinegut microbiota metaboliteNot AvailableNot AvailableC9H9NO4195.053157774 Publications
Quercetin 4-Hydroxyhippuric acidhumanurinegut microbiota metaboliteNot AvailableNot AvailableC9H9NO4195.053157774 Publications
Caffeic acid 4-Hydroxyhippuric acidhumanNot Availablehost metabolismNot AvailableNot AvailableC9H9NO4195.053157774 Publications

Inter-Individual Variations Metabolism

No inter-individual variations available

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