precursor metabolite

Showing entry for 3',4'-Dihydroxyphenylacetic acid

Identification

PhytoHub ID
PHUB000527
Name
3',4'-Dihydroxyphenylacetic acid
Systematic Name
3',4'-dihydroxyphenylacetic acid
Synonyms
  • (3,4-Dihydroxyphenyl)acetic acid
  • 3,4-Dihydroxyphenylacetic acid
  • 3,4-dihydroxyphenylethanoic acid
  • DOPAC
  • Dopacetic acid
  • Homoprotocatechuic acid
CAS Number
102-32-9
Average Mass
168.1467
Monoisotopic Mass
168.042258744
Chemical Formula
C8H8O4
IUPAC Name
2-(3,4-dihydroxyphenyl)acetic acid
InChI Key
CFFZDZCDUFSOFZ-UHFFFAOYSA-N
InChI Identifier
InChI=1S/C8H8O4/c9-6-2-1-5(3-7(6)10)4-8(11)12/h1-3,9-10H,4H2,(H,11,12)
SMILES
OC(=O)CC1=CC(O)=C(O)C=C1
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
7.23e+00 g/l
LogS (ALOGPS)
-1.37
LogP (ALOGPS)
0.93
Hydrogen Acceptors
4
Hydrogen Donors
3
Rotatable Bond Count
2
Polar Surface Area
77.76
Refractivity
41.3274
Polarizability
15.708406862574998
Formal Charge
0
Physiological Charge
-1
pKa (strongest basic)
-6.289422625216583
pKa (strongest acidic)
3.6084358670447667
Number of Rings
1
Rule of Five
Yes
Bioavailability
Yes
Ghose Filter
Yes
Veber's Rule
No
MDDR-like Rule
No

Taxonomy

Family
(Poly)phenol metabolites
Class
Phenolic acid metabolites
Sub-class
Phenylacetic acids

Spectra

Record IDSourceDescriptionView
KZ000174MassBankGC-EI-TOF Spectrum - -, unspecifiedView Spectra
OUF00044MassBankGC-EI-TOF Spectrum - -, unspecifiedView Spectra
PR010219MassBankGC-EI-TOF Spectrum - -, unspecifiedView Spectra
PS046607ReSpectN/A Spectrum - 10, [M-H]-View Spectra
PS046608ReSpectN/A Spectrum - 20, [M-H]-View Spectra

Food Sources

NameGroup
Olive, blackFruit, Drupes PublicationsShow
Olive, greenFruit, Drupes PublicationsShow
PrecursorFood SourceFood Source Group
Procyanidin dimer A2American cranberryFruit, Berries PublicationsShow
Ferulic acidAmerican cranberryFruit, Berries PublicationsShow
QuercetinAmerican cranberryFruit, Berries PublicationsShow
Caffeic acidAmerican cranberryFruit, Berries PublicationsShow
QuercetinAppleFruit, Pomes PublicationsShow
Caffeic acidAppleFruit, Pomes PublicationsShow
Ferulic acidApple juiceBeverages, Non-alcoholic PublicationsShow
QuercetinApple juiceBeverages, Non-alcoholic PublicationsShow
RutinApple juiceBeverages, Non-alcoholic PublicationsShow
Caffeic acidApple juiceBeverages, Non-alcoholic PublicationsShow
RutinApricotFruit, Drupes PublicationsShow
RutinAsparagusVegetables, Other vegetables PublicationsShow
Ferulic acidBeerBeverages, Alcoholic PublicationsShow
Ferulic acidBilberryFruit, Berries PublicationsShow
Ferulic acidBlack mulberryFruit, Berries PublicationsShow
QuercetinBlack teaTeas and herbal teas PublicationsShow
RutinBlack teaTeas and herbal teas PublicationsShow
Cyanidin 3-O-glucosideBlackberryFruit, Berries PublicationsShow
Ferulic acidBlackberryFruit, Berries PublicationsShow
QuercetinBlackberryFruit, Berries PublicationsShow
RutinBlackberryFruit, Berries PublicationsShow
Caffeic acidBlackberryFruit, Berries PublicationsShow
Ferulic acidBlueberryFruit, Berries PublicationsShow
Caffeic acidBlueberryFruit, Berries PublicationsShow
Ferulic acidBroccoliVegetables, Cabbages PublicationsShow
QuercetinBroccoliVegetables, Cabbages PublicationsShow
Caffeic acidBroccoliVegetables, Cabbages PublicationsShow
Caffeic acidCarrotVegetables, Root vegetables PublicationsShow
QuercetinCherry tomatoVegetables, Fruit vegetables PublicationsShow
RutinCherry tomatoVegetables, Fruit vegetables PublicationsShow
Caffeic acidCiderBeverages, Alcoholic PublicationsShow
Ferulic acidCocoa beanCocoa and cocoa products PublicationsShow
Ferulic acidCoffeeCoffee and coffee products PublicationsShow
Caffeic acidCoffeeCoffee and coffee products PublicationsShow
Ferulic acidCommon beanPulses and beans PublicationsShow
Ferulic acidCommon walnutNuts PublicationsShow
Ferulic acidCommon wheatCereals and cereal products PublicationsShow
Caffeic acidCommon wheatCereals and cereal products PublicationsShow
Ferulic acidCornCereals and cereal products PublicationsShow
Ferulic acidDateFruit, Other fruits PublicationsShow
Ferulic acidEggplantVegetables, Fruit vegetables PublicationsShow
Caffeic acidEggplantVegetables, Fruit vegetables PublicationsShow
Ferulic acidEuropean cranberryFruit, Berries PublicationsShow
QuercetinEuropean cranberryFruit, Berries PublicationsShow
Caffeic acidEuropean cranberryFruit, Berries PublicationsShow
Caffeic acidEuropean plumFruit, Drupes PublicationsShow
Ferulic acidFennelHerbs and Spices PublicationsShow
Ferulic acidGrapefruitFruit, Citrus PublicationsShow
QuercetinGreen teaTeas and herbal teas PublicationsShow
RutinGreen teaTeas and herbal teas PublicationsShow
Ferulic acidHard wheatCereals and cereal products PublicationsShow
Cyanidin 3-O-glucosideLettuceVegetables, Leaf vegetables PublicationsShow
QuercetinLettuceVegetables, Leaf vegetables PublicationsShow
Procyanidin dimer A2LingonberryFruit, Berries PublicationsShow
Caffeic acidMateBeverages, Non-alcoholic PublicationsShow
Cyanidin 3-O-glucosideOlive, blackFruit, Drupes PublicationsShow
Ferulic acidOlive, blackFruit, Drupes PublicationsShow
RutinOlive, blackFruit, Drupes PublicationsShow
Caffeic acidOlive, blackFruit, Drupes PublicationsShow
Ferulic acidOlive, greenFruit, Drupes PublicationsShow
Caffeic acidOlive, greenFruit, Drupes PublicationsShow
QuercetinOnionVegetables, Onion-family PublicationsShow
Ferulic acidOrange juiceBeverages, Non-alcoholic PublicationsShow
QuercetinOrange juiceBeverages, Non-alcoholic PublicationsShow
QuercetinParsnipVegetables, Root vegetables PublicationsShow
Caffeic acidPearFruit, Pomes PublicationsShow
Cyanidin 3-O-glucosidePomegranate juiceBeverages, Non-alcoholic PublicationsShow
Ferulic acidRapeseedOilseed crops PublicationsShow
Ferulic acidRed raspberryFruit, Berries PublicationsShow
Ferulic acidRiceCereals and cereal products PublicationsShow
Ferulic acidRosemaryHerbs and Spices PublicationsShow
Ferulic acidRye breadCereals and cereal products PublicationsShow
Ferulic acidSpinachVegetables, Leaf vegetables PublicationsShow
Cyanidin 3-O-glucosideStrawberryFruit, Berries PublicationsShow
Ferulic acidStrawberryFruit, Berries PublicationsShow
Caffeic acidStrawberryFruit, Berries PublicationsShow
Cyanidin 3-O-glucosideSweet cherryFruit, Drupes PublicationsShow
RutinSweet cherryFruit, Drupes PublicationsShow
Caffeic acidSweet cherryFruit, Drupes PublicationsShow
Ferulic acidSweet orangeFruit, Citrus PublicationsShow
Ferulic acidTarragonHerbs and Spices PublicationsShow
Ferulic acidTomatoVegetables, Fruit vegetables PublicationsShow
QuercetinTomatoVegetables, Fruit vegetables PublicationsShow
Caffeic acidTomatoVegetables, Fruit vegetables PublicationsShow
Ferulic acidWhite wineBeverages, Alcoholic PublicationsShow
Caffeic acidWhite wine grapeFruit, Berries PublicationsShow

Metabolism

PrecursorMetaboliteSpeciesBiofluidsFormulaMonoisotopic mass
Procyanidin dimer A2 3',4'-Dihydroxyphenylacetic acidin vitro (human)Not AvailableC8H8O4168.042258744 Publications
Cyanidin 3-O-glucoside 3',4'-Dihydroxyphenylacetic acidhumanfaeces, urineC8H8O4168.042258744 Publications
Ferulic acid 3',4'-Dihydroxyphenylacetic acidhuman in vitro (human) raturineC8H8O4168.042258744 Publications
Quercetin 3',4'-Dihydroxyphenylacetic acidhumanurineC8H8O4168.042258744 Publications
Rutin 3',4'-Dihydroxyphenylacetic acidhumanurineC8H8O4168.042258744 Publications
Caffeic acid 3',4'-Dihydroxyphenylacetic acidhumanNot AvailableC8H8O4168.042258744 Publications
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