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
2-[(4-hydroxyphenyl)formamido]acetic 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 Food Phytochemical Precursor(s)

Food PhytochemicalFamilyClassSub-class
Orange flavanonesPolyphenolsFlavonoidsFlavanonesShow Food Phytochemical
HesperetinPolyphenolsFlavonoidsFlavanonesShow Food Phytochemical
RutinPolyphenolsFlavonoidsFlavonolsShow Food Phytochemical
QuercetinPolyphenolsFlavonoidsFlavonolsShow Food Phytochemical
Caffeic acidPolyphenolsPhenolic acidsHydroxycinnamic acidsShow Food Phytochemical
Cocoa Flavan-3-olsPolyphenolsFlavonoidsFlavan-3-olsShow Food Phytochemical
Chocolate flavan-3-olsPolyphenolsFlavonoidsFlavan-3-olsShow Food Phytochemical
Black tea Flavan-3-olsPolyphenolsFlavonoidsFlavan-3-olsShow Food Phytochemical

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 from Online Resources

No spectra information available

Food Sources

No food source information available

Food Sources of its Food Phytochemical(s)

Food PhytochemicalFood SourceFood Source Group
QuercetinAcerolaFruit, Tropical fruits PublicationsShow
QuercetinAmerican cranberryFruit, Berries PublicationsShow
Caffeic acidAmerican cranberryFruit, Berries PublicationsShow
QuercetinAngelicaHerbs and Spices 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
Caffeic acidBeerBeverages, Alcoholic 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 acidMateTeas and herbal teas 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
RutinRooibos teaBeverages, Non-alcoholic PublicationsShow
RutinStar aniseHerbs and Spices 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

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Orange flavanones 4-Hydroxyhippuric acidhumanplasma, urinegut microbiota metabolite3h-5h50-200 nmol/L1-5%C9H9NO4195.053157774 Detailed Intervention Studies Publications
Hesperetin 4-Hydroxyhippuric acidhumanplasma, urinehost metabolismNot AvailableNot AvailableNot AvailableC9H9NO4195.053157774 Publications
Rutin 4-Hydroxyhippuric acidhumanurinegut microbiota metaboliteNot AvailableNot AvailableNot AvailableC9H9NO4195.053157774 Publications
Quercetin 4-Hydroxyhippuric acidhumanurinegut microbiota metaboliteNot AvailableNot AvailableNot AvailableC9H9NO4195.053157774 Publications
Caffeic acid 4-Hydroxyhippuric acidhumanNot Availablehost metabolismNot AvailableNot AvailableNot AvailableC9H9NO4195.053157774 Publications
Cocoa Flavan-3-ols 4-Hydroxyhippuric acidhumanurinehost-gut microbiota co-metaboliteNot AvailableNot Available1-5%C9H9NO4195.053157774 Detailed Intervention Studies Publications
Chocolate flavan-3-ols 4-Hydroxyhippuric acidhumanurinehost-gut microbiota co-metaboliteNot AvailableNot Available<1%C9H9NO4195.053157774 Detailed Intervention Studies Publications
Black tea Flavan-3-ols 4-Hydroxyhippuric acidhumanurinehost-gut microbiota co-metaboliteNot AvailableNot Available<1%C9H9NO4195.053157774 Detailed Intervention Studies Publications

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
Cocoa Flavan-3-ols 4-Hydroxyhippuric acidMicrobiotaEffect, clusters Publications
Back