Identification

PhytoHub ID
PHUB001092
Name
Hesperetin-3'-glucuronide
Systematic Name
Not Available
Synonyms
Not Available
CAS Number
Not Available
Average Mass
478.406
Monoisotopic Mass
478.111126148
Chemical Formula
C22H22O12
IUPAC Name
6-[5-(5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl)-2-methoxyphenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
InChI Key
AXWNOFHBYPBYNO-UHFFFAOYSA-N
InChI Identifier
InChI=1S/C22H22O12/c1-31-12-3-2-8(13-7-11(25)16-10(24)5-9(23)6-15(16)32-13)4-14(12)33-22-19(28)17(26)18(27)20(34-22)21(29)30/h2-6,13,17-20,22-24,26-28H,7H2,1H3,(H,29,30)
SMILES
COC1=C(OC2OC(C(O)C(O)C2O)C(O)=O)C=C(C=C1)C1CC(=O)C2=C(O)C=C(O)C=C2O1
Structure

Calculated Properties

Solubility (ALOGPS)
1.79e+00 g/l
LogS (ALOGPS)
-2.43
LogP (ALOGPS)
0.72
Hydrogen Acceptors
12
Hydrogen Donors
6
Rotatable Bond Count
5
Polar Surface Area
192.43999999999997
Refractivity
109.76479999999998
Polarizability
45.34526078231213
Formal Charge
0
Physiological Charge
-1
pKa (strongest basic)
-3.686827976962355
pKa (strongest acidic)
3.0853684829126453
Number of Rings
4
Rule of Five
No
Bioavailability
No
Ghose Filter
Yes
Veber's Rule
No
MDDR-like Rule
No

Taxonomy as Metabolite

Family
(Poly)phenol metabolites
Class
Flavonoid metabolites
Sub-class
Flavanones (parent and host metabolites)

Taxonomy of its Food Phytochemical Precursor(s)

Food PhytochemicalFamilyClassSub-class
HesperetinPolyphenolsFlavonoidsFlavanonesShow Food Phytochemical
HesperidinPolyphenolsFlavonoidsFlavanonesShow Food Phytochemical
Orange flavanonesPolyphenolsFlavonoidsFlavanonesShow Food Phytochemical
Bergamote flavanonesPolyphenolsFlavonoidsFlavanonesShow 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
HesperidinGrapefruit juiceBeverages, Non-alcoholic PublicationsShow
HesperetinLemonFruit, CitrusShow
HesperetinLimeFruit, CitrusShow
HesperetinOrange juiceBeverages, Non-alcoholicShow
HesperidinOrange juiceBeverages, Non-alcoholic PublicationsShow
HesperetinSweet orangeFruit, CitrusShow
HesperidinSweet orangeFruit, CitrusShow

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Hesperetin Hesperetin-3'-glucuronidehuman ratplasma (major), urine (major)host metabolismNot AvailableNot AvailableNot AvailableC22H22O12478.111126148 Publications
Hesperidin Hesperetin-3'-glucuronidehuman ratplasma, urinehost metabolismNot AvailableNot AvailableNot AvailableC22H22O12478.111126148 Detailed Intervention Studies Publications
Orange flavanones Hesperetin-3'-glucuronidehumanplasma, urinehost metabolism3h-5h<20 nmol/L5-10%C22H22O12478.111126148 Detailed Intervention Studies Publications
Bergamote flavanones Hesperetin-3'-glucuronideNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableNot AvailableC22H22O12478.111126148 Detailed Intervention Studies

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
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