Ferulic acid-4'-O-glucuronide
Showing entry for Ferulic acid-4'-O-glucuronide
Identification
- PhytoHub ID
- PHUB001170
- Name
- Ferulic acid-4'-O-glucuronide
- Systematic Name
- 3’-methoxycinnamic acid-4’-glucuronide
- Synonyms
- 3-methoxycinnamic acid-4-glucuronide
- Ferulic acid-4-glucuronide
- Ferulic acid-4'-glucuronide
- trans-Ferulic acid glucuronide
- CAS Number
- Not Available
- Average Mass
- 370.31
- Monoisotopic Mass
- 370.08999678
- Chemical Formula
- C16H18O10
- IUPAC Name
- (2R,3R,4S,5S,6R)-6-{4-[(1E)-2-carboxyeth-1-en-1-yl]-2-methoxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid
- InChI Key
- TWSIWBHKRJLZCF-XZYOHINHSA-N
- InChI Identifier
InChI=1S/C16H18O10/c1-24-9-6-7(3-5-10(17)18)2-4-8(9)25-16-13(21)11(19)12(20)14(26-16)15(22)23/h2-6,11-14,16,19-21H,1H3,(H,17,18)(H,22,23)/b5-3+/t11-,12+,13-,14+,16-/m0/s1
- SMILES
[H]\C(=C(\[H])C1=CC(OC)=C(O[C@H]2O[C@H]([C@H](O)[C@H](O)[C@@H]2O)C(O)=O)C=C1)C(O)=O
- Structure
Calculated Properties
- Solubility (ALOGPS)
- 3.81e+00 g/l
- LogS (ALOGPS)
- -1.99
- LogP (ALOGPS)
- -0.23
- Hydrogen Acceptors
- 10
- Hydrogen Donors
- 5
- Rotatable Bond Count
- 6
- Polar Surface Area
- 162.98
- Refractivity
- 83.5158
- Polarizability
- 34.748538751337804
- Formal Charge
- 0
- Physiological Charge
- -2
- pKa (strongest basic)
- -3.6868279760638365
- pKa (strongest acidic)
- 2.9466244035891003
- Number of Rings
- 2
- Rule of Five
- Yes
- Bioavailability
- Yes
- Ghose Filter
- Yes
- Veber's Rule
- No
- MDDR-like Rule
- No
External Links
No external links
Taxonomy as Metabolite
- Family
- (Poly)phenol metabolites
- Class
- Phenolic acid metabolites
- Sub-class
- Cinnamic acids
Taxonomy of its Food Phytochemical Precursor(s)
Spectra from Online Resources
No spectra information available
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 | ||||
---|---|---|---|---|---|---|---|---|---|---|---|---|---|
Caffeic acid | Ferulic acid-4'-O-glucuronide | rat | plasma | Not Available | Not Available | Not Available | Not Available | C16H18O10 | 370.08999678 | Publications | |||
Ferulic acid | Ferulic acid-4'-O-glucuronide | rat | urine | Not Available | Not Available | Not Available | Not Available | C16H18O10 | 370.08999678 | Publications | |||
Orange flavanones | Ferulic acid-4'-O-glucuronide | human | plasma, urine | host-gut microbiota co-metabolite | 1h-3h | <20 nmol/L | <1% | C16H18O10 | 370.08999678 | Detailed Intervention Studies | Publications | ||
Hazelnut Flavan-3-ols | Ferulic acid-4'-O-glucuronide | human | urine | host-gut microbiota co-metabolite | Not Available | Not Available | 5-10% | C16H18O10 | 370.08999678 | Detailed Intervention Studies | Publications | ||
Black tea Flavan-3-ols | Ferulic acid-4'-O-glucuronide | human | urine | host-gut microbiota co-metabolite | Not Available | Not Available | <1% | C16H18O10 | 370.08999678 | Detailed Intervention Studies | Publications | ||
Coffee Chlorogenic acids | Ferulic acid-4'-O-glucuronide | human | plasma, urine | host metabolism | 1h-3h | 50-200 nmol/L | <1% | C16H18O10 | 370.08999678 | Detailed Intervention Studies | Publications | ||
Yerba mate Chlorogenic acids | Ferulic acid-4'-O-glucuronide | human | plasma, urine | host metabolism | 1h-3h | <20 nmol/L | <1% | C16H18O10 | 370.08999678 | Detailed Intervention Studies | Publications | ||
Red Raspberries Anthocyanins | Ferulic acid-4'-O-glucuronide | human | plasma, urine | host metabolism | 1h-3h | <20 nmol/L | <1% | C16H18O10 | 370.08999678 | Detailed Intervention Studies | Publications | ||
Rosemary tea (poly)phenols | Ferulic acid-4'-O-glucuronide | human | plasma, urine | host-gut microbiota co-metabolite | 8h-12h | 200-500 nmol/L | <1% | C16H18O10 | 370.08999678 | Detailed Intervention Studies | Publications | ||
Tomato (Poly)phenols | Ferulic acid-4'-O-glucuronide | human | plasma, urine | host metabolism | 1h-3h | 200-500 nmol/L | 30-50% | C16H18O10 | 370.08999678 | Detailed Intervention Studies | Publications | ||
Cranberry (Poly)phenols | Ferulic acid-4'-O-glucuronide | human | plasma, urine | host-gut microbiota co-metabolite | 8h-12h | 200-500 nmol/L | <1% | C16H18O10 | 370.08999678 | Detailed Intervention Studies | Publications | ||
Blueberry (Poly)phenols | Ferulic acid-4'-O-glucuronide | human | plasma | host-gut microbiota co-metabolite | 3h-5h | 20-50 nmol/L | Not Available | C16H18O10 | 370.08999678 | Detailed Intervention Studies | Publications | ||
Olive oil (Poly)phenols | Ferulic acid-4'-O-glucuronide | human | plasma | host-gut microbiota co-metabolite | Not Available | 0.5-2µmol/L | Not Available | C16H18O10 | 370.08999678 | Detailed Intervention Studies | |||
Red grape pomace (Poly)phenols | Ferulic acid-4'-O-glucuronide | human | plasma, urine | host-gut microbiota co-metabolite | 5h-8h | 50-200 nmol/L | <1% | C16H18O10 | 370.08999678 | Detailed Intervention Studies | Publications | ||
Globe artichoke (Poly)phenols | Ferulic acid-4'-O-glucuronide | human | plasma, urine | host-gut microbiota co-metabolite | 5h-8h | 200-500 nmol/L | <1% | C16H18O10 | 370.08999678 | Detailed Intervention Studies | Publications | ||
Orange (Poly)phenols | Ferulic acid-4'-O-glucuronide | human | urine | host-gut microbiota co-metabolite | Not Available | Not Available | 1-5% | C16H18O10 | 370.08999678 | Detailed Intervention Studies | Publications | ||
Oat (Poly)phenols | Ferulic acid-4'-O-glucuronide | human | urine | host-gut microbiota co-metabolite | Not Available | Not Available | 1-5% | C16H18O10 | 370.08999678 | Detailed Intervention Studies | Publications |
Inter-Individual Variations in Metabolism
Food Phytochemical | Metabolite | Effect | Value | |||
---|---|---|---|---|---|---|
Coffee Chlorogenic acids | Ferulic acid-4'-O-glucuronide | Microbiota | Effect, clusters | Publications | ||
Tomato (Poly)phenols | Ferulic acid-4'-O-glucuronide | Microbiota | Effect, clusters | Publications | ||
Red grape pomace (Poly)phenols | Ferulic acid-4'-O-glucuronide | Microbiota | Effect, clusters | Publications | ||
Globe artichoke (Poly)phenols | Ferulic acid-4'-O-glucuronide | Microbiota | Effect, clusters | Publications |