Isoxanthohumol
precursor
Showing entry for Isoxanthohumol
Identification
- PhytoHub ID
- PHUB000384
- Name
- Isoxanthohumol
- Systematic Name
- Not Available
- Synonyms
- 5-Methyl-8-prenylnaringenin
- 7,4'-Dihydroxy-5-methoxy-8-prenylflavanone
- CAS Number
- 70872-29-6
- Average Mass
- 354.402
- Monoisotopic Mass
- 354.146723808
- Chemical Formula
- C21H22O5
- IUPAC Name
- 7-hydroxy-2-(4-hydroxyphenyl)-5-methoxy-8-(3-methylbut-2-en-1-yl)-3,4-dihydro-2H-1-benzopyran-4-one
- 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
Structure for Isoxanthohumol
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
- 75.99000000000001
- Refractivity
- 100.01490000000001
- Polarizability
- 38.07423347262512
- Formal Charge
- 0
- Physiological Charge
- 0
- pKa (strongest basic)
- -4.626074648338253
- pKa (strongest acidic)
- 7.6644544444732565
- Number of Rings
- 3
- 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
- Miscellaneous flavonoids
Taxonomy as Metabolite
- Metabolite Family
- (Poly)phenol metabolites
- Metabolite Class
- Flavonoid metabolites
- Metabolite Sub-class
- Not Available
Taxonomy of its Food Phytochemical Precursor(s)
| Food Phytochemical | Family | Class | Sub-class | |
|---|---|---|---|---|
| Xanthohumol | Polyphenols | Miscellaneous polyphenols | Not Available | Show Food Phytochemical |
Spectra from Online Resources
No spectra information available
Food Sources
| Name | Group | |||
|---|---|---|---|---|
| Beer | Beverages, Alcoholic | Publications | Show |
Food Sources of its Food Phytochemical(s)
| Food Phytochemical | Food Source | Food Source Group | |||
|---|---|---|---|---|---|
| Xanthohumol | Beer | Beverages, Alcoholic | Publications | Show |
Role as Biomarker of intake
No roles as Biomarker of intake found
Metabolism
| Food Phytochemical | Metabolite | Species | Biofluids | Origin | TMax | CMax | Urinary Excretion | Formula | Monoisotopic mass | ||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Isoxanthohumol | 8-Prenylnaringenin | rat | plasma, urine | Not Available | Not Available | Not Available | Not Available | C20H20O5 | 340.131073744 | Publications | |||
| Xanthohumol | Isoxanthohumol | human | plasma (major) | Not Available | Not Available | Not Available | Not Available | C21H22O5 | 354.146723808 | Publications |
Inter-Individual Variations in Metabolism
| Food Phytochemical | Metabolite | Effect | Value |
|---|