metabolite

Showing entry for 5-(3',4'-dihydroxyphenyl)-gamma-valerolactone

Identification

PhytoHub ID
PHUB001060
Name
5-(3',4'-dihydroxyphenyl)-gamma-valerolactone
Systematic Name
5-(3',4'-dihydroxyphenyl)-γ-valerolactone
Synonyms
  • [M6]
  • 5-(3,4-dihydroxyphenyl)-gamma-valerolactone
  • 5-(3,4-dihydroxyphenyl)-γ-valerolactone
  • 5-(dihydroxyphenyl)-valerolactone
  • 5-(dihydroxyphenyl)-γ-valerolactone
  • δ-(3,4-dihydroxyphenyl)-γ-valerolactone
CAS Number
21618-92-8
Average Mass
208.213
Monoisotopic Mass
208.073558866
Chemical Formula
C11H12O4
IUPAC Name
5-[(3,4-dihydroxyphenyl)methyl]oxolan-2-one
InChI Key
KTDWBJGUMIZRHU-UHFFFAOYSA-N
InChI Identifier
InChI=1S/C11H12O4/c12-9-3-1-7(6-10(9)13)5-8-2-4-11(14)15-8/h1,3,6,8,12-13H,2,4-5H2
SMILES
OC1=C(O)C=C(CC2CCC(=O)O2)C=C1
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
1.38e+00 g/l
LogS (ALOGPS)
-2.18
LogP (ALOGPS)
1.47
Hydrogen Acceptors
3
Hydrogen Donors
2
Rotatable Bond Count
2
Polar Surface Area
66.76
Refractivity
53.30770000000001
Polarizability
20.789901850517715
Formal Charge
0
Physiological Charge
0
pKa (strongest basic)
-6.289147264805463
pKa (strongest acidic)
9.284113130939318
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
Procyanidin dimer B2PolyphenolsFlavonoidsFlavan-3-olsShow Food Phytochemical
(+)-CatechinPolyphenolsFlavonoidsFlavan-3-olsShow Food Phytochemical
Cocoa Flavan-3-olsPolyphenolsFlavonoidsFlavan-3-olsShow Food Phytochemical
Red Grape pomace Flavan-3-olsPolyphenolsFlavonoidsFlavan-3-olsShow Food Phytochemical
Green tea Flavan-3-olsPolyphenolsFlavonoidsFlavan-3-olsShow Food Phytochemical
Cranberry Flavan-3-olsPolyphenolsFlavonoidsFlavan-3-olsShow Food Phytochemical
Apple Flavan-3-olsPolyphenolsFlavonoidsFlavan-3-olsShow Food Phytochemical
Red Wine Flavan-3-olsPolyphenolsFlavonoidsFlavan-3-olsShow Food Phytochemical

Spectra from Online Resources

No spectra information available

Spectra from Phytohub

Spectrum TypeDescriptionSplash KeyDeposition DateView

Food Sources

No food source information available

Food Sources of its Food Phytochemical(s)

Food PhytochemicalFood SourceFood Source Group
(-)-EpicatechinAlmondNuts PublicationsShow
(-)-EpicatechinAppleFruit, Pomes PublicationsShow
Procyanidin dimer B2AppleFruit, Pomes PublicationsShow
(+)-CatechinAppleFruit, Pomes PublicationsShow
(-)-EpicatechinApple ciderBeverages, Alcoholic PublicationsShow
Procyanidin dimer B2Apple ciderBeverages, Alcoholic PublicationsShow
(+)-CatechinApple ciderBeverages, Alcoholic PublicationsShow
(-)-EpicatechinApple juiceBeverages, Non-alcoholic PublicationsShow
Procyanidin dimer B2Apple juiceBeverages, Non-alcoholic PublicationsShow
(+)-CatechinApple juiceBeverages, Non-alcoholic PublicationsShow
(-)-EpicatechinApricotFruit, Drupes PublicationsShow
Procyanidin dimer B2ApricotFruit, Drupes PublicationsShow
(+)-CatechinApricotFruit, Drupes PublicationsShow
(+)-CatechinBananaFruit, Tropical fruits PublicationsShow
(-)-EpicatechinBeerBeverages, Alcoholic PublicationsShow
(+)-CatechinBeerBeverages, Alcoholic PublicationsShow
(-)-EpicatechinBlack teaTeas and herbal teas PublicationsShow
Procyanidin dimer B2Black teaTeas and herbal teas PublicationsShow
(+)-CatechinBlack teaTeas and herbal teas PublicationsShow
(-)-EpicatechinBlackberryFruit, Berries PublicationsShow
Procyanidin dimer B2BlackberryFruit, 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
Procyanidin dimer B2CocoaCocoa and cocoa products PublicationsShow
(+)-CatechinCocoaCocoa and cocoa products PublicationsShow
(-)-EpicatechinCocoa beanCocoa and cocoa products PublicationsShow
Procyanidin dimer B2Cocoa 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
Procyanidin dimer B2Green teaTeas and herbal teas PublicationsShow
(+)-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-(3',4'-dihydroxyphenyl)-gamma-valerolactonehuman in vitro (human) ratplasma, urinegut microbiota metabolite5h-8hNot AvailableNot AvailableC11H12O4208.073558866 Publications
Procyanidin dimer B2 5-(3',4'-dihydroxyphenyl)-gamma-valerolactonein vitro (human)Not Availablegut microbiota metaboliteNot AvailableNot AvailableNot AvailableC11H12O4208.073558866 Publications
(+)-Catechin 5-(3',4'-dihydroxyphenyl)-gamma-valerolactonehumanNot Availablegut microbiota metaboliteNot AvailableNot AvailableNot AvailableC11H12O4208.073558866 Publications
Cocoa Flavan-3-ols 5-(3',4'-dihydroxyphenyl)-gamma-valerolactonehumanplasma, urinegut microbiota metabolite3h-5h20-50 nmol/L<1%C11H12O4208.073558866 Publications
Red Grape pomace Flavan-3-ols 5-(3',4'-dihydroxyphenyl)-gamma-valerolactonehumanplasma, urinegut microbiota metabolite5h-8h<20 nmol/L<1%C11H12O4208.073558866 Publications
Green tea Flavan-3-ols 5-(3',4'-dihydroxyphenyl)-gamma-valerolactonehumanplasma, urinegut microbiota metaboliteNot Available<20 nmol/L<1%C11H12O4208.073558866 Publications
Cranberry Flavan-3-ols 5-(3',4'-dihydroxyphenyl)-gamma-valerolactonehumanurinegut microbiota metaboliteNot AvailableNot Available<1%C11H12O4208.073558866 Publications
Apple Flavan-3-ols 5-(3',4'-dihydroxyphenyl)-gamma-valerolactonehumanurinegut microbiota metaboliteNot AvailableNot Available<1%C11H12O4208.073558866 Publications
Red Wine Flavan-3-ols 5-(3',4'-dihydroxyphenyl)-gamma-valerolactonehumanurinegut microbiota metaboliteNot AvailableNot AvailableNot AvailableC11H12O4208.073558866 Publications
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