Identification

PhytoHub ID
PHUB000384
Name
Isoxanthohumol
Synonyms
  • 5-Methyl-8-prenylnaringenin
  • 7,4'-Dihydroxy-5-methoxy-8-prenylflavanone
CAS Number
Not Available
Average Mass
354.402
Monoisotopic Mass
354.146723808
Chemical Formula
C21H22O5
IUPAC Name
isoxanthohumol(sophora)
InChI Key
YKGCBLWILMDSAV-UHFFFAOYSA-N
InChI Identifier
InChI=1S/C21H22O5/c1-12(2)4-9-15-16(23)10-19(25-3)20-17(24)11-18(26-21(15)20)13-5-7-14(22)8-6-13/h4-8,10,18,22-23H,9,11H2,1-3H3
SMILES
COC1=C2C(=O)CC(OC2=C(CC=C(C)C)C(O)=C1)C1=CC=C(O)C=C1
Structure

Calculated Properties

Solubility (ALOGPS)
1.42e-02 g/l
LogS (ALOGPS)
-4.40
LogP (ALOGPS)
3.25
Hydrogen Acceptors
5
Hydrogen Donors
2
Rotatable Bond Count
4
Polar Surface Area
75.99
Refractivity
100.01489999999998
Polarizability
38.40126742507229
Formal Charge
0
Physiological Charge
0
pKa (strongest basic)
-4.626074648338253
pKa (strongest acidic)
7.664454342976803
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Taxonomy

Family
Polyphenols
Class
Flavonoids
Sub-class
Miscellaneous flavonoids

Spectra

No spectra information available

Food Sources

NameGroup
BeerBeverages, Alcoholic PublicationsShow
PrecursorFood SourceFood Source Group
XanthohumolBeerBeverages, Alcoholic PublicationsShow

Metabolism

PrecursorMetaboliteSpeciesBiofluidsFormulaMonoisotopic mass
Isoxanthohumol 8-Prenylnaringeninratplasma, urineC20H20O5340.131073744 Publications
Xanthohumol Isoxanthohumolhumanplasma (major)C21H22O5354.146723808 Publications
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