precursor metabolite

Showing entry for Phloretin

Identification

PhytoHub ID
PHUB001344
Name
Phloretin
Systematic Name
Not Available
Synonyms
  • 2,6-dihydroxy-4-methoxyacetophenone
  • 4-O-methylphloracetophenone
  • 4,2',4',6'-tetrahydroxydihydrochalcone
  • dihydronaringenin
  • phloretol
CAS Number
60-82-2
Average Mass
274.272
Monoisotopic Mass
274.084123551
Chemical Formula
C15H14O5
IUPAC Name
3-(4-hydroxyphenyl)-1-(2,4,6-trihydroxyphenyl)propan-1-one
InChI Key
VGEREEWJJVICBM-UHFFFAOYSA-N
InChI Identifier
InChI=1S/C15H14O5/c16-10-4-1-9(2-5-10)3-6-12(18)15-13(19)7-11(17)8-14(15)20/h1-2,4-5,7-8,16-17,19-20H,3,6H2
SMILES
OC1=CC=C(CCC(=O)C2=C(O)C=C(O)C=C2O)C=C1
Structure
Similar Structures

Calculated Properties

Solubility (ALOGPS)
1.32e-01 g/l
LogS (ALOGPS)
-3.32
LogP (ALOGPS)
2.23
Hydrogen Acceptors
5
Hydrogen Donors
4
Rotatable Bond Count
4
Polar Surface Area
97.99000000000001
Refractivity
73.7073
Polarizability
27.83486247969684
Formal Charge
0
Physiological Charge
0
pKa (strongest basic)
-4.608418822447718
pKa (strongest acidic)
7.958485348511623
Number of Rings
2
Rule of Five
Yes
Bioavailability
Yes
Ghose Filter
Yes
Veber's Rule
No
MDDR-like Rule
No

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
Apple dihydrochalconesPolyphenolsFlavonoidsDihydrochalconesShow Food Phytochemical
PhloretinPolyphenolsFlavonoidsDihydrochalconesShow Food Phytochemical

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Linear 1,3-diarylpropanoids
Super-class
Phenylpropanoids and polyketides
Sub-class
Chalcones and dihydrochalcones
Direct Parent Name
2'-Hydroxy-dihydrochalcones
Alternative Parent Names
["1-hydroxy-2-unsubstituted benzenoids", "1-hydroxy-4-unsubstituted benzenoids", "Acylphloroglucinols and derivatives", "Alkyl-phenylketones", "Aryl alkyl ketones", "Benzoyl derivatives", "Butyrophenones", "Cinnamylphenols", "Hydrocarbon derivatives", "Organic oxides", "Polyols", "Vinylogous acids"]
External Descriptor Annotations
["Chalcones and dihydrochalcones", "a small molecule", "dihydrochalcones"]
Substituent Names
["1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-unsubstituted benzenoid", "2'-hydroxy-dihydrochalcone", "Acylphloroglucinol derivative", "Alkyl-phenylketone", "Aromatic homomonocyclic compound", "Aryl alkyl ketone", "Aryl ketone", "Benzenetriol", "Benzenoid", "Benzoyl", "Butyrophenone", "Cinnamylphenol", "Hydrocarbon derivative", "Ketone", "Monocyclic benzene moiety", "Organic oxide", "Organic oxygen compound", "Organooxygen compound", "Phenol", "Phenylketone", "Phloroglucinol derivative", "Polyol", "Vinylogous acid"]

Spectra from Online Resources

No spectra information available

Food Sources

NameGroup
AppleFruit, PomesShow
Apple ciderBeverages, Alcoholic PublicationsShow
Apple juiceBeverages, Non-alcoholic PublicationsShow

Food Sources of its Food Phytochemical(s)

Food PhytochemicalFood SourceFood Source Group
PhloridzinAppleFruit, Pomes PublicationsShow
PhloretinAppleFruit, PomesShow
PhloridzinApple ciderBeverages, Alcoholic PublicationsShow
PhloretinApple ciderBeverages, Alcoholic PublicationsShow
PhloridzinApple juiceBeverages, Non-alcoholic PublicationsShow
PhloretinApple 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
Phloretin Phloretinratplasmaunchanged1h-3h2-5µmol/L10-30%C15H14O5274.084123551 Detailed Intervention Studies Publications
Phloretin Phloretin-2'-glucuronidehumanplasma (major), urine (major)host metabolismNot AvailableNot AvailableNot AvailableC21H22O11450.116211528 Publications
Phloridzin Phloretinratplasma, urinehost metabolism8h-12h5-20µmol/L10-30%C15H14O5274.084123551 Detailed Intervention Studies Publications
Apple dihydrochalcones Phloretinhumanileal fluid, urineunknownNo dataNo data1-5%C15H14O5274.084123551 Detailed Intervention Studies Publications

Inter-Individual Variations in Metabolism

Food PhytochemicalMetaboliteEffectValue
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