Identification

PhytoHub ID
PHUB001078
Name
3-Phenylpropionic acid
Systematic Name
3-phenylpropanoic acid
Synonyms
  • 3-(phenyl)propanoic acid
  • 3-(Phenyl)propionic acid
  • 3-Phenylpropionate
  • Benzenepropanoic acid
  • Dihydrocinnamic acid
CAS Number
501-52-0
Average Mass
150.177
Monoisotopic Mass
150.068079562
Chemical Formula
C9H10O2
IUPAC Name
3-phenylpropionic acid
InChI Key
XMIIGOLPHOKFCH-UHFFFAOYSA-N
InChI Identifier
InChI=1S/C9H10O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-5H,6-7H2,(H,10,11)
SMILES
OC(=O)CCC1=CC=CC=C1
Structure

Calculated Properties

Solubility (ALOGPS)
1.70e+00 g/l
LogS (ALOGPS)
-1.95
LogP (ALOGPS)
1.84
Hydrogen Acceptors
2
Hydrogen Donors
1
Rotatable Bond Count
3
Polar Surface Area
37.3
Refractivity
41.9666
Polarizability
15.973393331900335
Formal Charge
0
Physiological Charge
-1
pKa (strongest basic)
Not Available
pKa (strongest acidic)
4.72892532891747
Number of Rings
1
Rule of Five
Yes
Bioavailability
Yes
Ghose Filter
No
Veber's Rule
Yes
MDDR-like Rule
No

Precursor Taxonomy

PrecursorFamilyClassSub-class
Procyanidin dimer A2PolyphenolsFlavonoidsFlavanolsShow Precursor
NaringeninPolyphenolsFlavonoidsFlavanonesShow Precursor
NaringinPolyphenolsFlavonoidsFlavanonesShow Precursor
Coumaric acid (p-)(Poly)phenol metabolitesPhenolic acid metabolitesCinnamic acidsShow Precursor
Ferulic acid(Poly)phenol metabolitesPhenolic acid metabolitesCinnamic acidsShow Precursor
Caffeic acid(Poly)phenol metabolitesPhenolic acid metabolitesCinnamic acidsShow Precursor

Spectra

No spectra information available

Food Sources

PrecursorFood SourceFood Source Group
Procyanidin dimer A2American cranberryFruit, Berries PublicationsShow
Coumaric acid (p-)American cranberryFruit, Berries PublicationsShow
Ferulic acidAmerican cranberryFruit, Berries PublicationsShow
Caffeic acidAmerican cranberryFruit, Berries PublicationsShow
Coumaric acid (p-)AppleFruit, 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
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
Coumaric acid (p-)BlackberryFruit, Berries PublicationsShow
Ferulic acidBlackberryFruit, Berries PublicationsShow
Caffeic acidBlackberryFruit, Berries PublicationsShow
Ferulic acidBlueberryFruit, Berries PublicationsShow
Caffeic acidBlueberryFruit, Berries PublicationsShow
Ferulic acidBroccoliVegetables, Cabbages PublicationsShow
Caffeic acidBroccoliVegetables, Cabbages PublicationsShow
Caffeic acidCarrotVegetables, Root vegetables PublicationsShow
NaringeninCherry 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
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
Ferulic acidHard wheatCereals and cereal products PublicationsShow
NaringinLemonFruit, Citrus PublicationsShow
NaringinLimeFruit, Citrus PublicationsShow
Procyanidin dimer A2LingonberryFruit, Berries 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
Coumaric acid (p-)Orange juiceBeverages, Non-alcoholic PublicationsShow
Ferulic acidOrange juiceBeverages, Non-alcoholic 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
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

PrecursorMetaboliteSpeciesBiofluidsOriginFormulaMonoisotopic mass
Procyanidin dimer A2 3-Phenylpropionic acidin vitro (human)Not Availablegut microbiota metaboliteC9H10O2150.068079562 Publications
Naringenin 3-Phenylpropionic acidin vitro (pig)Not Availablegut microbiota metaboliteC9H10O2150.068079562 Publications
Naringin 3-Phenylpropionic acidhumanplasmagut microbiota metaboliteC9H10O2150.068079562 Publications
Coumaric acid (p-) 3-Phenylpropionic acidhumanNot Availablegut microbiota metaboliteC9H10O2150.068079562 Publications
Ferulic acid 3-Phenylpropionic acidhumanplasmagut microbiota metaboliteC9H10O2150.068079562
Caffeic acid 3-Phenylpropionic acidhumanNot AvailableNot AvailableC9H10O2150.068079562 Publications
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