Identification

PhytoHub ID
PHUB001755
Name
5-(4'-hydroxyphenyl)-gamma-valerolactone-3'-sulfate
Systematic Name
5-(4'-Hydroxyphenyl)-γ-valerolactone-3'-sulfate
Synonyms
Not Available
CAS Number
Not Available
Average Mass
288.27
Monoisotopic Mass
288.0303739
Chemical Formula
C11H12O7S
IUPAC Name
(2-hydroxy-5-{[(2R)-5-oxooxolan-2-yl]methyl}phenyl)oxidanesulfonic acid
InChI Key
YAXFVDUJDAQPTJ-MRVPVSSYSA-M
InChI Identifier
InChI=1S/C11H12O7S/c12-9-3-1-7(5-8-2-4-11(13)17-8)6-10(9)18-19(14,15)16/h1,3,6,8,12H,2,4-5H2,(H,14,15,16)/p-1/t8-/m1/s1
SMILES
OC1=CC=C(C[C@H]2CCC(=O)O2)C=C1OS(O)(=O)=O
Structure

Calculated Properties

Solubility (ALOGPS)
Not Available
LogS (ALOGPS)
Not Available
LogP (ALOGPS)
Not Available
Hydrogen Acceptors
5
Hydrogen Donors
2
Rotatable Bond Count
4
Polar Surface Area
110.13
Refractivity
63.29950000000001
Polarizability
25.78440030700712
Formal Charge
0
Physiological Charge
-1
pKa (strongest basic)
-4.413491424833225
pKa (strongest acidic)
-2.1298547235396534
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
Black tea Flavan-3-olsPolyphenolsFlavonoidsFlavan-3-olsShow Food Phytochemical
Almond Flavan-3-olsPolyphenolsFlavonoidsFlavan-3-olsShow Food Phytochemical
Apple 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
(-)-EpicatechinApple ciderBeverages, Alcoholic PublicationsShow
(-)-EpicatechinApple juiceBeverages, Non-alcoholic PublicationsShow
(-)-EpicatechinApricotFruit, Drupes PublicationsShow
(-)-EpicatechinBeerBeverages, Alcoholic PublicationsShow
(-)-EpicatechinBlack teaTeas and herbal teas PublicationsShow
(-)-EpicatechinBlackberryFruit, Berries PublicationsShow
(-)-EpicatechinBroad beanPulses and beans PublicationsShow
(-)-EpicatechinChocolateCocoa and cocoa products PublicationsShow
(-)-EpicatechinCiderBeverages, Alcoholic PublicationsShow
(-)-EpicatechinCocoaCocoa and cocoa products PublicationsShow
(-)-EpicatechinCocoa 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
(-)-EpicatechinGrapeFruit, Berries PublicationsShow
(-)-EpicatechinGreen teaTeas and herbal teasShow
(-)-EpicatechinPeachFruit, Drupes PublicationsShow
(-)-EpicatechinPearFruit, Pomes PublicationsShow
(-)-EpicatechinPomegranateFruit, Tropical fruits PublicationsShow
(-)-EpicatechinStrawberryFruit, Berries PublicationsShow
(-)-EpicatechinSweet 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-valerolactone-3'-sulfatehuman ratplasma, urinehost-gut microbiota co-metabolite5h-8h200-500 nmol/L10-30%C11H12O7S288.0303739 Detailed Intervention Studies Publications
Black tea Flavan-3-ols 5-(4'-hydroxyphenyl)-gamma-valerolactone-3'-sulfatehumanurinehost-gut microbiota co-metabolite5h-8h20-50 nmol/L<1%C11H12O7S288.0303739 Detailed Intervention Studies Publications
Almond Flavan-3-ols 5-(4'-hydroxyphenyl)-gamma-valerolactone-3'-sulfatehumanurinehost-gut microbiota co-metaboliteNot AvailableNot Available70-90%C11H12O7S288.0303739 Detailed Intervention Studies Publications
Apple Flavan-3-ols 5-(4'-hydroxyphenyl)-gamma-valerolactone-3'-sulfatehumanurinehost-gut microbiota co-metaboliteNot AvailableNot Available1-5%C11H12O7S288.0303739 Publications

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
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