Identification

PhytoHub ID
PHUB000543
Name
4'-Hydroxyphenylacetic acid
Synonyms
  • (4-Hydroxyphenyl)acetic acid
  • 2-(4'-Hydroxyphenyl)acetic acid
  • 4-Hydroxyphenylacetic acid
CAS Number
156-38-7
Average Mass
152.1473
Monoisotopic Mass
152.047344122
Chemical Formula
C8H8O3
IUPAC Name
4-hydroxyphenylacetic acid
InChI Key
XQXPVVBIMDBYFF-UHFFFAOYSA-N
InChI Identifier
InChI=1S/C8H8O3/c9-7-3-1-6(2-4-7)5-8(10)11/h1-4,9H,5H2,(H,10,11)
SMILES
OC(=O)CC1=CC=C(O)C=C1
Structure

Calculated Properties

Solubility (ALOGPS)
7.12e+00 g/l
LogS (ALOGPS)
-1.33
LogP (ALOGPS)
0.93
Hydrogen Acceptors
3
Hydrogen Donors
2
Rotatable Bond Count
2
Polar Surface Area
57.53
Refractivity
39.3465
Polarizability
14.826780263933244
Formal Charge
0
Physiological Charge
-1
pKa (strongest basic)
-5.9585563884254755
pKa (strongest acidic)
3.9984367127077793
FreewebChemaxon powered

Taxonomy

Family
Polyphenols
Class
Phenolic acids
Sub-class
Miscellaneous phenolic acids

Spectra

Record IDSourceDescriptionView
GLS00020MassBankEI-B Spectrum - -, unspecifiedView Spectra
JP003520MassBankEI-B Spectrum - -, [M]+*View Spectra
JP007234MassBankEI-B Spectrum - -, [M]+*View Spectra
JP011044MassBankEI-B Spectrum - -, [M]+*View Spectra
KO000968MassBankLC-ESI-QQ Spectrum - 10 V, unspecifiedView Spectra
KO000969MassBankLC-ESI-QQ Spectrum - 20 V, unspecifiedView Spectra
KO000970MassBankLC-ESI-QQ Spectrum - 30 V, unspecifiedView Spectra
KO000971MassBankLC-ESI-QQ Spectrum - 40 V, unspecifiedView Spectra
KO000972MassBankLC-ESI-QQ Spectrum - 50 V, unspecifiedView Spectra
KZ000008MassBankGC-EI-TOF Spectrum - -, unspecifiedView Spectra
KZ000101MassBankGC-EI-TOF Spectrum - -, unspecifiedView Spectra
OUF00067MassBankGC-EI-TOF Spectrum - -, unspecifiedView Spectra
PR010008MassBankGC-EI-TOF Spectrum - -, unspecifiedView Spectra
PS003201ReSpectN/A Spectrum - 10, [M+H]+View Spectra
PS003203ReSpectN/A Spectrum - 30, [M+H]+View Spectra

Food Sources

PrecursorFood SourceFood Source Group
(-)-EpicatechinAlmondNuts PublicationsShow
(+)-CatechinAlmondNuts PublicationsShow
QuercetinAmerican cranberryFruit, Berries PublicationsShow
(-)-EpicatechinAppleFruit, Pomes PublicationsShow
(+)-CatechinAppleFruit, Pomes PublicationsShow
QuercetinAppleFruit, Pomes PublicationsShow
(-)-EpicatechinApple ciderBeverages, Alcoholic PublicationsShow
(+)-CatechinApple ciderBeverages, Alcoholic PublicationsShow
(-)-EpicatechinApple juiceBeverages, Non-alcoholic PublicationsShow
(+)-CatechinApple juiceBeverages, Non-alcoholic PublicationsShow
QuercetinApple juiceBeverages, Non-alcoholic PublicationsShow
(-)-EpicatechinApricotFruit, Drupes PublicationsShow
(+)-CatechinApricotFruit, Drupes PublicationsShow
(+)-CatechinBananaFruit, Tropical fruits PublicationsShow
(-)-EpicatechinBlack teaTeas and herbal teas PublicationsShow
(+)-CatechinBlack teaTeas and herbal teas PublicationsShow
QuercetinBlack teaTeas and herbal teas PublicationsShow
Cyanidin 3-O-glucosideBlackberryFruit, Berries PublicationsShow
(-)-EpicatechinBlackberryFruit, Berries PublicationsShow
(+)-CatechinBlackberryFruit, Berries PublicationsShow
QuercetinBlackberryFruit, Berries PublicationsShow
(-)-EpicatechinBroad beanPulses and beans PublicationsShow
QuercetinBroccoliVegetables, Cabbages PublicationsShow
QuercetinCherry tomatoVegetables, Fruit vegetables PublicationsShow
(-)-EpicatechinChocolateCocoa and cocoa products PublicationsShow
(-)-EpicatechinCocoaCocoa and cocoa productsShow
(+)-CatechinCocoaCocoa and cocoa products PublicationsShow
(-)-EpicatechinCocoa beanCocoa and cocoa products PublicationsShow
(-)-EpicatechinCocoa powderCocoa and cocoa products PublicationsShow
(-)-EpicatechinCommon chokecherryFruit, Drupes PublicationsShow
(-)-EpicatechinCommon walnutNuts PublicationsShow
(-)-EpicatechinEuropean cranberryFruit, Berries PublicationsShow
QuercetinEuropean cranberryFruit, Berries PublicationsShow
(-)-EpicatechinEuropean plumFruit, Drupes PublicationsShow
(-)-EpicatechinGrapeFruit, Berries PublicationsShow
(-)-EpicatechinGreen teaTeas and herbal teasShow
(+)-CatechinGreen teaTeas and herbal teas PublicationsShow
QuercetinGreen teaTeas and herbal teas PublicationsShow
Cyanidin 3-O-glucosideLettuceVegetables, Leaf vegetables PublicationsShow
QuercetinLettuceVegetables, Leaf vegetables PublicationsShow
Cyanidin 3-O-glucosideOlive, blackFruit, Drupes PublicationsShow
QuercetinOnionVegetables, Onion-family PublicationsShow
QuercetinOrange juiceBeverages, Non-alcoholic PublicationsShow
QuercetinParsnipVegetables, Root vegetables PublicationsShow
(-)-EpicatechinPeachFruit, Drupes PublicationsShow
(+)-CatechinPeachFruit, Drupes PublicationsShow
(-)-EpicatechinPearFruit, Pomes PublicationsShow
(+)-CatechinPearFruit, Pomes PublicationsShow
(-)-EpicatechinPomegranateFruit, Tropical fruits PublicationsShow
Cyanidin 3-O-glucosidePomegranate juiceBeverages, Non-alcoholic PublicationsShow
Cyanidin 3-O-glucosideStrawberryFruit, Berries PublicationsShow
(-)-EpicatechinStrawberryFruit, Berries PublicationsShow
(+)-CatechinStrawberryFruit, Berries PublicationsShow
Cyanidin 3-O-glucosideSweet cherryFruit, Drupes PublicationsShow
(-)-EpicatechinSweet cherryFruit, Drupes PublicationsShow
(+)-CatechinSweet cherryFruit, Drupes PublicationsShow
(-)-EpicatechinTeaTeas and herbal teas PublicationsShow
QuercetinTomatoVegetables, Fruit vegetables PublicationsShow

Metabolism

PrecursorMetaboliteSpeciesBiofluidsFormulaMonoisotopic mass
Cyanidin 3-O-glucoside 4'-Hydroxyphenylacetic acidhumanfaeces, urineC8H8O3152.047344122 Publications
Procyanidin dimer A2 4'-Hydroxyphenylacetic acidin vitro (human)Not AvailableC8H8O3152.047344122 Publications
Orange flavanones 4'-Hydroxyphenylacetic acidhumanurine (major)C8H8O3152.047344122 Publications
(-)-Epicatechin 4'-Hydroxyphenylacetic acidhumanNot AvailableC8H8O3152.047344122 Publications
(+)-Catechin 4'-Hydroxyphenylacetic acidhumanNot AvailableC8H8O3152.047344122 Publications
Quercetin 4'-Hydroxyphenylacetic acidhumanurineC8H8O3152.047344122 Publications
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