Naringenin-4'-glucuronide
Showing entry for Naringenin-4'-glucuronide
Identification
- PhytoHub ID
- PHUB001113
- Name
- Naringenin-4'-glucuronide
- Systematic Name
- Not Available
- Synonyms
- Not Available
- CAS Number
- Not Available
- Average Mass
- 448.38
- Monoisotopic Mass
- 448.100561464
- Chemical Formula
- C21H20O11
- IUPAC Name
- 6-[4-(5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl)phenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
- InChI Key
- DFIUUCDSSKATFP-UHFFFAOYSA-N
- InChI Identifier
InChI=1S/C21H20O11/c22-9-5-11(23)15-12(24)7-13(31-14(15)6-9)8-1-3-10(4-2-8)30-21-18(27)16(25)17(26)19(32-21)20(28)29/h1-6,13,16-19,21-23,25-27H,7H2,(H,28,29)
- SMILES
OC1C(O)C(OC2=CC=C(C=C2)C2CC(=O)C3=C(O)C=C(O)C=C3O2)OC(C1O)C(O)=O
- Structure
Structure for Naringenin-4'-glucuronide
Calculated Properties
- Solubility (ALOGPS)
- 1.48e+00 g/l
- LogS (ALOGPS)
- -2.48
- LogP (ALOGPS)
- 0.73
- Hydrogen Acceptors
- 11
- Hydrogen Donors
- 6
- Rotatable Bond Count
- 4
- Polar Surface Area
- 183.20999999999998
- Refractivity
- 103.30159999999998
- Polarizability
- 42.98748309580358
- Formal Charge
- 0
- Physiological Charge
- -1
- pKa (strongest basic)
- -3.686826761377129
- pKa (strongest acidic)
- 3.213625752960232
- Number of Rings
- 4
- Rule of Five
- No
- Bioavailability
- No
- Ghose Filter
- Yes
- Veber's Rule
- No
- MDDR-like Rule
- No
Taxonomy as Metabolite
- Family
- (Poly)phenol metabolites
- Class
- Flavonoid metabolites
- Sub-class
- Flavanones (parent and host metabolites)
Taxonomy of its Food Phytochemical Precursor(s)
| Food Phytochemical | Family | Class | Sub-class | |
|---|---|---|---|---|
| Naringenin | Polyphenols | Flavonoids | Flavanones | Show Food Phytochemical |
| Prunin | Polyphenols | Flavonoids | Flavanones | Show Food Phytochemical |
| Naringin | Polyphenols | Flavonoids | Flavanones | Show Food Phytochemical |
| Narirutin | Polyphenols | Flavonoids | Flavanones | Show Food Phytochemical |
| Orange flavanones | Polyphenols | Flavonoids | Flavanones | Show Food Phytochemical |
| Hesperidin | Polyphenols | Flavonoids | Flavanones | Show Food Phytochemical |
| Bergamote flavanones | Polyphenols | Flavonoids | Flavanones | Show Food Phytochemical |
Spectra from Phytohub
| Spectrum Type | Instrument Type | Ion Mode | Collision Energy Level | View | Peaks | |
|---|---|---|---|---|---|---|
Food Sources
No food source information available
Food Sources of its Food Phytochemical(s)
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 | ||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Naringenin | Naringenin-4'-glucuronide | human | plasma (major), urine (major) | host metabolism | Not Available | Not Available | Not Available | C21H20O11 | 448.100561464 | Publications | |||
| Prunin | Naringenin-4'-glucuronide | human | plasma (major), urine (major) | host metabolism | Not Available | Not Available | Not Available | C21H20O11 | 448.100561464 | Publications | |||
| Naringin | Naringenin-4'-glucuronide | human | urine | host metabolism | Not Available | Not Available | Not Available | C21H20O11 | 448.100561464 | Detailed Intervention Studies | Publications | ||
| Narirutin | Naringenin-4'-glucuronide | human rat | plasma (major), urine (major) | host metabolism | Not Available | Not Available | Not Available | C21H20O11 | 448.100561464 | Publications | |||
| Orange flavanones | Naringenin-4'-glucuronide | human | plasma, urine | host metabolism | 3h-5h | 50-200 nmol/L | 5-10% | C21H20O11 | 448.100561464 | Detailed Intervention Studies | Publications | ||
| Bergamote flavanones | Naringenin-4'-glucuronide | Not Available | Not Available | Not Available | Not Available | Not Available | Not Available | C21H20O11 | 448.100561464 | Detailed Intervention Studies |
Inter-Individual Variations in Metabolism
| Food Phytochemical | Metabolite | Effect | Value |
|---|