precursor metabolite

Showing entry for Phloretic acid

Identification

PhytoHub ID
PHUB000605
Name
Phloretic acid
Systematic Name
3-(4'-hydroxyphenyl)propanoic acid
Synonyms
  • 3-(4-Hydroxyphenyl)propanoic acid
  • 3-(4'-Hydroxyphenyl)propionic acid
  • 4-Hydroxy-dihydrocinnamic acid
  • Dihydro-p-coumaric acid
  • m-hydroxy-dihydrocinnamic acid
  • m-hydroxy-hydrocinnamic acid
  • p-Hydroxyphenylpropanoate
CAS Number
501-97-3
Average Mass
166.1739
Monoisotopic Mass
166.062994186
Chemical Formula
C9H10O3
IUPAC Name
3-(4-hydroxyphenyl)propanoic acid
InChI Key
NMHMNPHRMNGLLB-UHFFFAOYSA-N
InChI Identifier
InChI=1S/C9H10O3/c10-8-4-1-7(2-5-8)3-6-9(11)12/h1-2,4-5,10H,3,6H2,(H,11,12)
SMILES
OC(=O)CCC1=CC=C(O)C=C1
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
2.71e+00 g/l
LogS (ALOGPS)
-1.79
LogP (ALOGPS)
1.15
Hydrogen Acceptors
3
Hydrogen Donors
2
Rotatable Bond Count
3
Polar Surface Area
57.53
Refractivity
43.947500000000005
Polarizability
16.972150949657607
Formal Charge
0
Physiological Charge
-1
pKa (strongest basic)
-5.958297991799354
pKa (strongest acidic)
4.214213970870649
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
Phenylpropanoic acids

Spectra

Record IDSourceDescriptionView
JP000540MassBankEI-B Spectrum - -, [M]+*View Spectra
JP000542MassBankEI-B Spectrum - -, [M]+*View Spectra
JP006335MassBankEI-B Spectrum - -, [M]+*View Spectra
JP011626MassBankEI-B Spectrum - -, [M]+*View Spectra
KO001096MassBankLC-ESI-QQ Spectrum - 10 V, unspecifiedView Spectra
KO001097MassBankLC-ESI-QQ Spectrum - 20 V, unspecifiedView Spectra
KO001098MassBankLC-ESI-QQ Spectrum - 30 V, unspecifiedView Spectra
KO001099MassBankLC-ESI-QQ Spectrum - 40 V, unspecifiedView Spectra
KO001100MassBankLC-ESI-QQ Spectrum - 50 V, unspecifiedView Spectra
PS115701ReSpectN/A Spectrum - 10, [M+H]+View Spectra

Food Sources

NameGroup
Olive, blackFruit, Drupes PublicationsShow
Olive, greenFruit, Drupes PublicationsShow
PrecursorFood SourceFood Source Group
Coumaric acid (p-)American cranberryFruit, Berries PublicationsShow
Ferulic acidAmerican cranberryFruit, Berries PublicationsShow
QuercetinAmerican cranberryFruit, Berries PublicationsShow
Caffeic acidAmerican cranberryFruit, Berries PublicationsShow
Coumaric acid (p-)AppleFruit, Pomes PublicationsShow
QuercetinAppleFruit, Pomes PublicationsShow
Caffeic acidAppleFruit, Pomes PublicationsShow
Coumaric acid (p-)Apple ciderBeverages, Alcoholic PublicationsShow
Coumaric acid (p-)Apple juiceBeverages, Non-alcoholic PublicationsShow
Ferulic acidApple juiceBeverages, Non-alcoholic PublicationsShow
QuercetinApple juiceBeverages, Non-alcoholic PublicationsShow
Caffeic acidApple juiceBeverages, Non-alcoholic PublicationsShow
Coumaric acid (p-)BeerBeverages, Alcoholic PublicationsShow
Ferulic acidBeerBeverages, Alcoholic PublicationsShow
Ferulic acidBilberryFruit, Berries PublicationsShow
Ferulic acidBlack mulberryFruit, Berries PublicationsShow
QuercetinBlack teaTeas and herbal teas PublicationsShow
Coumaric acid (p-)BlackberryFruit, Berries PublicationsShow
Ferulic acidBlackberryFruit, Berries PublicationsShow
QuercetinBlackberryFruit, 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
NaringeninCherry tomatoVegetables, Fruit vegetables PublicationsShow
QuercetinCherry tomatoVegetables, Fruit vegetables PublicationsShow
Caffeic acidCiderBeverages, Alcoholic PublicationsShow
Ferulic acidCocoa beanCocoa and cocoa products PublicationsShow
Coumaric acid (p-)CoffeeCoffee and coffee 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
Coumaric acid (p-)European cranberryFruit, Berries 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
NaringeninGrapefruitFruit, Citrus PublicationsShow
NaringinGrapefruitFruit, Citrus PublicationsShow
Ferulic acidGrapefruitFruit, Citrus PublicationsShow
NaringeninGrapefruit juiceBeverages, Non-alcoholic PublicationsShow
NaringinGrapefruit juiceBeverages, Non-alcoholic PublicationsShow
QuercetinGreen teaTeas and herbal teas PublicationsShow
Ferulic acidHard wheatCereals and cereal products PublicationsShow
NaringinLemonFruit, Citrus PublicationsShow
QuercetinLettuceVegetables, Leaf vegetables PublicationsShow
NaringinLimeFruit, Citrus PublicationsShow
Caffeic acidMateBeverages, Non-alcoholic PublicationsShow
Coumaric acid (p-)Olive, blackFruit, Drupes PublicationsShow
Ferulic acidOlive, blackFruit, Drupes PublicationsShow
Caffeic acidOlive, blackFruit, Drupes PublicationsShow
Coumaric acid (p-)Olive, greenFruit, Drupes PublicationsShow
Ferulic acidOlive, greenFruit, Drupes PublicationsShow
Caffeic acidOlive, greenFruit, Drupes PublicationsShow
QuercetinOnionVegetables, Onion-family PublicationsShow
Coumaric acid (p-)Orange juiceBeverages, Non-alcoholic PublicationsShow
Ferulic acidOrange juiceBeverages, Non-alcoholic PublicationsShow
QuercetinOrange juiceBeverages, Non-alcoholic PublicationsShow
QuercetinParsnipVegetables, Root vegetables PublicationsShow
Coumaric acid (p-)PeanutNuts PublicationsShow
Caffeic acidPearFruit, Pomes 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
NaringinSour orangeFruit, Citrus PublicationsShow
Ferulic acidSpinachVegetables, Leaf vegetables PublicationsShow
Coumaric acid (p-)StrawberryFruit, Berries PublicationsShow
Ferulic acidStrawberryFruit, Berries PublicationsShow
Caffeic acidStrawberryFruit, Berries PublicationsShow
Caffeic acidSweet cherryFruit, Drupes PublicationsShow
NaringeninSweet orangeFruit, Citrus PublicationsShow
NaringinSweet orangeFruit, Citrus PublicationsShow
Ferulic acidSweet orangeFruit, Citrus PublicationsShow
Ferulic acidTarragonHerbs and Spices PublicationsShow
NaringeninTomatoVegetables, Fruit vegetables PublicationsShow
Coumaric acid (p-)TomatoVegetables, Fruit vegetables PublicationsShow
Ferulic acidTomatoVegetables, Fruit vegetables PublicationsShow
QuercetinTomatoVegetables, Fruit vegetables PublicationsShow
Caffeic acidTomatoVegetables, Fruit vegetables PublicationsShow
Coumaric acid (p-)Wheat breadCereals and cereal products PublicationsShow
Ferulic acidWhite wineBeverages, Alcoholic PublicationsShow
Caffeic acidWhite wine grapeFruit, Berries PublicationsShow

Metabolism

PrecursorMetaboliteSpeciesBiofluidsFormulaMonoisotopic mass
Naringenin Phloretic acidin vitro (pig) raturine (major)C9H10O3166.062994186 Publications
Naringin Phloretic acidhumanplasmaC9H10O3166.062994186 Publications
Coumaric acid (p-) Phloretic acidhumanurineC9H10O3166.062994186 Publications
Ferulic acid Phloretic acidhumanurineC9H10O3166.062994186
Quercetin Phloretic acidhumanurineC9H10O3166.062994186 Publications
Caffeic acid Phloretic acidhumanNot AvailableC9H10O3166.062994186 Publications
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