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
Spectra from Phytohub
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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 |