5-(3'-hydroxyphenyl)-gamma-valerolactone-4'-O-beta-D-glucuronide
metabolite

Showing entry for 5-(3'-hydroxyphenyl)-gamma-valerolactone-4'-O-beta-D-glucuronide

Identification

PhytoHub ID
PHUB001754
Name
5-(3'-hydroxyphenyl)-gamma-valerolactone-4'-O-beta-D-glucuronide
Systematic Name
Not Available
Synonyms
  • 5-(3-hydroxyphenyl)-γ-valerolactone-4-glucuronide
  • 5-(3'-hydroxyphenyl)-γ-valerolactone-4'-glucuronide
  • 5-(3',4'-dihydroxyphenyl)-γ-valerolactone-4'-glucuronide
CAS Number
Not Available
Average Mass
384.337
Monoisotopic Mass
384.105646844
Chemical Formula
C17H20O10
IUPAC Name
3,4,5-trihydroxy-6-{2-hydroxy-4-[(5-oxooxolan-2-yl)methyl]phenoxy}oxane-2-carboxylic acid
InChI Key
OTBJYBQGMPICIK-UHFFFAOYSA-N
InChI Identifier
InChI=1S/C17H20O10/c18-9-6-7(5-8-2-4-11(19)25-8)1-3-10(9)26-17-14(22)12(20)13(21)15(27-17)16(23)24/h1,3,6,8,12-15,17-18,20-22H,2,4-5H2,(H,23,24)
SMILES
OC1C(O)C(OC2=CC=C(CC3CCC(=O)O3)C=C2O)OC(C1O)C(O)=O
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
6.45e+00 g/l
LogS (ALOGPS)
-1.78
LogP (ALOGPS)
-0.22
Hydrogen Acceptors
9
Hydrogen Donors
5
Rotatable Bond Count
5
Polar Surface Area
162.98000000000002
Refractivity
85.3195
Polarizability
36.047272335861216
Formal Charge
0
Physiological Charge
-1
pKa (strongest basic)
-3.686827975275016
pKa (strongest acidic)
3.0598960355045133
Number of Rings
3
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

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
(-)-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-(3'-hydroxyphenyl)-gamma-valerolactone-4'-O-beta-D-glucuronideraturinegut microbiota metaboliteNot AvailableNot AvailableNot AvailableC17H20O10384.105646844 Publications

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
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