precursor metabolite

Showing entry for Phloridzin

Identification

PhytoHub ID
PHUB001322
Name
Phloridzin
Systematic Name
Not Available
Synonyms
  • Phloretin 2'-glucoside
  • Phloretin-2'-β-D-glucopyranoside
  • Phlorizin
CAS Number
60-81-1
Average Mass
436.413
Monoisotopic Mass
436.136946973
Chemical Formula
C21H24O10
IUPAC Name
1-(2,4-dihydroxy-6-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-3-(4-hydroxyphenyl)propan-1-one
InChI Key
IOUVKUPGCMBWBT-QNDFHXLGSA-N
InChI Identifier
InChI=1S/C21H24O10/c22-9-16-18(27)19(28)20(29)21(31-16)30-15-8-12(24)7-14(26)17(15)13(25)6-3-10-1-4-11(23)5-2-10/h1-2,4-5,7-8,16,18-24,26-29H,3,6,9H2/t16-,18-,19+,20-,21-/m1/s1
SMILES
OC[C@H]1O[C@@H](OC2=CC(O)=CC(O)=C2C(=O)CCC2=CC=C(O)C=C2)[C@H](O)[C@@H](O)[C@@H]1O
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
1.21e+00 g/l
LogS (ALOGPS)
-2.56
LogP (ALOGPS)
0.44
Hydrogen Acceptors
10
Hydrogen Donors
7
Rotatable Bond Count
7
Polar Surface Area
177.14
Refractivity
105.85169999999997
Polarizability
42.35851023236527
Formal Charge
0
Physiological Charge
0
pKa (strongest basic)
-2.981092346304827
pKa (strongest acidic)
7.869757606252412
Number of Rings
3
Rule of Five
No
Bioavailability
Yes
Ghose Filter
Yes
Veber's Rule
No
MDDR-like Rule
Yes

Taxonomy as Food Phytochemical

Family
Polyphenols
Class
Flavonoids
Sub-class
Dihydrochalcones

Taxonomy as Metabolite

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

Taxonomy of its Food Phytochemical Precursor(s)

Food PhytochemicalFamilyClassSub-class
PhloridzinPolyphenolsFlavonoidsDihydrochalconesShow Food Phytochemical

Spectra from Online Resources

No spectra information available

Food Sources

NameGroup
AppleFruit, Pomes PublicationsShow
Apple ciderBeverages, Alcoholic PublicationsShow
Apple juiceBeverages, Non-alcoholic PublicationsShow
Apple sauceConfectioneries and desserts PublicationsShow
Common hazelnutNuts PublicationsShow
HazelnutNuts PublicationsShow
Pomegranate juiceBeverages, Non-alcoholic PublicationsShow
Prune JuiceBeverages, Non-alcoholic PublicationsShow
StrawberryFruit, Berries PublicationsShow

Food Sources of its Food Phytochemical(s)

Food PhytochemicalFood SourceFood Source Group
PhloridzinAppleFruit, Pomes PublicationsShow
PhloridzinApple ciderBeverages, Alcoholic PublicationsShow
PhloridzinApple juiceBeverages, Non-alcoholic PublicationsShow
PhloridzinApple sauceConfectioneries and desserts PublicationsShow
PhloridzinCommon hazelnutNuts PublicationsShow
PhloridzinHazelnutNuts PublicationsShow
PhloridzinPomegranate juiceBeverages, Non-alcoholic PublicationsShow
PhloridzinPrune JuiceBeverages, Non-alcoholic PublicationsShow
PhloridzinStrawberryFruit, Berries PublicationsShow

Role as Biomarker of intake

No roles as Biomarker of intake found

Metabolism

Food PhytochemicalMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Phloridzin PhloridzinhumanNot AvailableunchangedNot AvailableNot AvailableNot AvailableC21H24O10436.136946973 Detailed Intervention Studies
Phloridzin Phloretinratplasma, urinehost metabolism8h-12h5-20µmol/L10-30%C15H14O5274.084123551 Detailed Intervention Studies Publications

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
Back