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

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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