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
phloretin
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

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 Precursor

Family
Polyphenols
Class
Flavonoids
Sub-class
Dihydrochalcones

Taxonomy as Metabolite

Metabolite Family
Not Available
Metabolite Class
Not Available
Metabolite Sub-class
Not Available

Taxonomy of its Precursor(s)

PrecursorFamilyClassSub-class
PhloridzinPolyphenolsFlavonoidsDihydrochalconesShow Precursor
Apple dihydrochalconesPolyphenolsFlavonoidsMiscellaneous flavonoidsShow Precursor

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

No spectra information available

Food Sources

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

Food Sources of its Precursor(s)

Metabolism

PrecursorMetaboliteSpeciesBiofluidsOriginTMaxCMaxUrinary ExcretionFormulaMonoisotopic mass
Phloretin Phloretin-2'-glucuronidehumanplasma (major), urine (major)host metabolismNot AvailableNot AvailableNot AvailableC21H22O11450.116211528 Publications
Phloridzin Phloretinratplasma, urinehost metabolismNot AvailableNot AvailableNot AvailableC15H14O5274.084123551 Publications
Apple dihydrochalcones Phloretinhumanileal fluid, urinehost metabolismNot AvailableNot AvailableNot AvailableC15H14O5274.084123551 Publications

Inter-Individual Variations Metabolism

No inter-individual variations available

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