Identification

PhytoHub ID
PHUB001345
Name
Phloretin-2'-glucuronide
Systematic Name
Phloretin-2′-glucuronide
Synonyms
  • Phloretin-2′-O-glucuronide
CAS Number
Not Available
Average Mass
450.396
Monoisotopic Mass
450.116211528
Chemical Formula
C21H22O11
IUPAC Name
(2S,3S,4S,5R,6S)-6-{3,5-dihydroxy-2-[3-(4-hydroxyphenyl)propanoyl]phenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid
InChI Key
YFJJAJIWPWXWJJ-ZFORQUDYSA-N
InChI Identifier
InChI=1S/C21H22O11/c22-10-4-1-9(2-5-10)3-6-12(24)15-13(25)7-11(23)8-14(15)31-21-18(28)16(26)17(27)19(32-21)20(29)30/h1-2,4-5,7-8,16-19,21-23,25-28H,3,6H2,(H,29,30)/t16-,17-,18+,19-,21+/m0/s1
SMILES
O[C@@H]1[C@@H](O)[C@H](OC2=CC(O)=CC(O)=C2C(=O)CCC2=CC=C(O)C=C2)O[C@@H]([C@H]1O)C(O)=O
Structure

Calculated Properties

Solubility (ALOGPS)
1.47e+00 g/l
LogS (ALOGPS)
-2.49
LogP (ALOGPS)
1.40
Hydrogen Acceptors
11
Hydrogen Donors
7
Rotatable Bond Count
7
Polar Surface Area
194.20999999999998
Refractivity
105.71909999999998
Polarizability
42.14850802250311
Formal Charge
0
Physiological Charge
-1
pKa (strongest basic)
-3.686827060574213
pKa (strongest acidic)
2.8221312982956257
Number of Rings
3
Rule of Five
No
Bioavailability
No
Ghose Filter
Yes
Veber's Rule
No
MDDR-like Rule
Yes

Taxonomy as Metabolite

Family
(Poly)phenol metabolites
Class
Flavonoid metabolites
Sub-class
Dihydrochalcones metabolites

Taxonomy of its Food Phytochemical Precursor(s)

Food PhytochemicalFamilyClassSub-class
PhloretinPolyphenolsFlavonoidsDihydrochalconesShow Food Phytochemical
Apple dihydrochalconesPolyphenolsFlavonoidsDihydrochalconesShow 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
PhloretinAppleFruit, PomesShow
PhloretinApple ciderBeverages, Alcoholic PublicationsShow
PhloretinApple juiceBeverages, Non-alcoholic PublicationsShow

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Phloretin Phloretin-2'-glucuronidehumanplasma (major), urine (major)host metabolismNot AvailableNot AvailableNot AvailableC21H22O11450.116211528 Publications
Apple dihydrochalcones Phloretin-2'-glucuronidehumanileal fluid, plasma, urinehost metabolism<1h50-200 nmol/L1-5%C21H22O11450.116211528 Detailed Intervention Studies Publications

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
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