Identification

PhytoHub ID
PHUB001834
Name
5-(4’-hydroxyphenyl)-gamma-valerolactone
Systematic Name
5-(4′-Hydroxyphenyl)-γ-valerolactone
Synonyms
Not Available
CAS Number
Not Available
Average Mass
192.214
Monoisotopic Mass
192.078644246
Chemical Formula
C11H12O3
IUPAC Name
5-[(4-hydroxyphenyl)methyl]oxolan-2-one
InChI Key
OXASBXALVLRTKO-UHFFFAOYSA-N
InChI Identifier
InChI=1S/C11H12O3/c12-9-3-1-8(2-4-9)7-10-5-6-11(13)14-10/h1-4,10,12H,5-7H2
SMILES
OC1=CC=C(CC2CCC(=O)O2)C=C1
Structure

Calculated Properties

Solubility (ALOGPS)
9.65e-01 g/l
LogS (ALOGPS)
-2.30
LogP (ALOGPS)
1.79
Hydrogen Acceptors
2
Hydrogen Donors
1
Rotatable Bond Count
2
Polar Surface Area
46.53
Refractivity
51.326800000000006
Polarizability
19.902202467535933
Formal Charge
0
Physiological Charge
0
pKa (strongest basic)
-5.958343887639902
pKa (strongest acidic)
9.503501668075458
Number of Rings
2
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
Flavonoid metabolites
Sub-class
Phenylvalerolactones and phenylvaleric acids

Taxonomy of its Food Phytochemical Precursor(s)

Food PhytochemicalFamilyClassSub-class
(-)-EpicatechinPolyphenolsFlavonoidsFlavan-3-olsShow Food Phytochemical
(+)-CatechinPolyphenolsFlavonoidsFlavan-3-olsShow Food Phytochemical
Green tea Flavan-3-olsPolyphenolsFlavonoidsFlavan-3-olsShow Food Phytochemical

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
(-)-EpicatechinAlmondNuts PublicationsShow
(-)-EpicatechinAppleFruit, Pomes PublicationsShow
(+)-CatechinAppleFruit, Pomes PublicationsShow
(-)-EpicatechinApple ciderBeverages, Alcoholic PublicationsShow
(+)-CatechinApple ciderBeverages, Alcoholic PublicationsShow
(-)-EpicatechinApple juiceBeverages, Non-alcoholic PublicationsShow
(+)-CatechinApple juiceBeverages, Non-alcoholic PublicationsShow
(-)-EpicatechinApricotFruit, Drupes PublicationsShow
(+)-CatechinApricotFruit, Drupes PublicationsShow
(+)-CatechinBananaFruit, Tropical fruits PublicationsShow
(-)-EpicatechinBeerBeverages, Alcoholic PublicationsShow
(+)-CatechinBeerBeverages, Alcoholic PublicationsShow
(-)-EpicatechinBlack teaTeas and herbal teas PublicationsShow
(+)-CatechinBlack teaTeas and herbal teas PublicationsShow
(-)-EpicatechinBlackberryFruit, Berries PublicationsShow
(+)-CatechinBlackberryFruit, Berries PublicationsShow
(-)-EpicatechinBroad beanPulses and beans PublicationsShow
(+)-CatechinBroad beanPulses and beans PublicationsShow
(-)-EpicatechinChocolateCocoa and cocoa products PublicationsShow
(+)-CatechinChocolateCocoa and cocoa products PublicationsShow
(-)-EpicatechinCiderBeverages, Alcoholic PublicationsShow
(-)-EpicatechinCocoaCocoa and cocoa products PublicationsShow
(+)-CatechinCocoaCocoa and cocoa products PublicationsShow
(-)-EpicatechinCocoa beanCocoa and cocoa products PublicationsShow
(+)-CatechinCocoa beanCocoa and cocoa products PublicationsShow
(-)-EpicatechinCocoa powderCocoa and cocoa products PublicationsShow
(-)-EpicatechinCommon chokecherryFruit, Drupes PublicationsShow
(-)-EpicatechinCommon walnutNuts PublicationsShow
(-)-EpicatechinEuropean cranberryFruit, Berries PublicationsShow
(-)-EpicatechinEuropean plumFruit, Drupes PublicationsShow
(+)-CatechinEuropean plumFruit, Drupes PublicationsShow
(-)-EpicatechinGrapeFruit, Berries PublicationsShow
(-)-EpicatechinGreen teaTeas and herbal teasShow
(+)-CatechinGreen teaTeas and herbal teas PublicationsShow
(-)-EpicatechinPeachFruit, Drupes PublicationsShow
(+)-CatechinPeachFruit, Drupes PublicationsShow
(-)-EpicatechinPearFruit, Pomes PublicationsShow
(+)-CatechinPearFruit, Pomes PublicationsShow
(+)-CatechinPecan nutNuts PublicationsShow
(-)-EpicatechinPomegranateFruit, Tropical fruits PublicationsShow
(+)-CatechinRed wineBeverages, Alcoholic PublicationsShow
(-)-EpicatechinStrawberryFruit, Berries PublicationsShow
(+)-CatechinStrawberryFruit, Berries PublicationsShow
(-)-EpicatechinSweet cherryFruit, Drupes PublicationsShow
(+)-CatechinSweet cherryFruit, Drupes PublicationsShow
(-)-EpicatechinTeaTeas and herbal teas PublicationsShow

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
(-)-Epicatechin 5-(4’-hydroxyphenyl)-gamma-valerolactonehumanurinegut microbiota metaboliteNot AvailableNot AvailableNot AvailableC11H12O3192.078644246 Publications
(+)-Catechin 5-(4’-hydroxyphenyl)-gamma-valerolactonehumanNot Availablegut microbiota metaboliteNot AvailableNot AvailableNot AvailableC11H12O3192.078644246 Publications
Green tea Flavan-3-ols 5-(4’-hydroxyphenyl)-gamma-valerolactonehumanurinegut microbiota metaboliteNot AvailableNot Available<1%C11H12O3192.078644246 Detailed Intervention Studies Publications

Inter-Individual Variations in Metabolism

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