Isoferulic acid-3'-O-glucuronide
Showing entry for Isoferulic acid-3'-O-glucuronide
Identification
- PhytoHub ID
- PHUB001432
- Name
- Isoferulic acid-3'-O-glucuronide
- Systematic Name
- 4’-methoxycinnamic acid-3'-glucuronide
- Synonyms
- 4-methoxycinnamic acid-3-glucuronide
- isoferulic acid-3-glucuronide
- isoferulic acid-3'-glucuronide
- CAS Number
- Not Available
- Average Mass
- 370.31
- Monoisotopic Mass
- 370.08999678
- Chemical Formula
- C16H18O10
- IUPAC Name
- (2S,3S,4S,5R,6S)-6-{5-[(1E)-2-carboxyeth-1-en-1-yl]-2-methoxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid
- InChI Key
- SHJZLGVIOYFHCB-MBAOVNHDSA-N
- InChI Identifier
InChI=1S/C16H18O10/c1-24-8-4-2-7(3-5-10(17)18)6-9(8)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
COC1=C(O[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)C=C(\C=C\C(O)=O)C=C1
- Structure
Calculated Properties
- Solubility (ALOGPS)
- 4.18e+00 g/l
- LogS (ALOGPS)
- -1.95
- LogP (ALOGPS)
- -0.23
- Hydrogen Acceptors
- 10
- Hydrogen Donors
- 5
- Rotatable Bond Count
- 6
- Polar Surface Area
- 162.98000000000002
- Refractivity
- 83.5158
- Polarizability
- 34.13116906602628
- Formal Charge
- 0
- Physiological Charge
- -2
- pKa (strongest basic)
- -3.686827977923865
- pKa (strongest acidic)
- 2.963519929853911
- Number of Rings
- 2
- Rule of Five
- Yes
- Bioavailability
- Yes
- Ghose Filter
- Yes
- Veber's Rule
- No
- MDDR-like Rule
- No
External Links
- PubChem
- 49844484
- Chemistry Dashboard
- DTXSID90678636
- Phenol-Explorer
- 936
- FooDB (Compounds)
- FDB029917
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 | ||||
---|---|---|---|---|---|---|---|---|---|---|---|---|---|
Coffee hydroxycinnamates | Isoferulic acid-3'-O-glucuronide | human | plasma | host metabolism | Not Available | Not Available | Not Available | C16H18O10 | 370.08999678 | Detailed Intervention Studies | Publications | ||
Caffeic acid | Isoferulic acid-3'-O-glucuronide | human | plasma | host metabolism | Not Available | Not Available | Not Available | C16H18O10 | 370.08999678 | Publications | |||
Orange flavanones | Isoferulic acid-3'-O-glucuronide | human | plasma, urine | host-gut microbiota co-metabolite | 5h-8h | <20 nmol/L | <1% | C16H18O10 | 370.08999678 | Detailed Intervention Studies | Publications | ||
Hazelnut Flavan-3-ols | Isoferulic acid-3'-O-glucuronide | human | urine | host-gut microbiota co-metabolite | Not Available | Not Available | <1% | C16H18O10 | 370.08999678 | Detailed Intervention Studies | Publications | ||
Cranberry (Poly)phenols | Isoferulic acid-3'-O-glucuronide | human | plasma, urine | host metabolism | 1h-3h | 200-500 nmol/L | 1-5% | C16H18O10 | 370.08999678 | Detailed Intervention Studies | Publications | ||
Coffee Chlorogenic acids | Isoferulic acid-3'-O-glucuronide | human | plasma, urine | host-gut microbiota co-metabolite | 3h-5h | 50-200 nmol/L | 1-5% | C16H18O10 | 370.08999678 | Detailed Intervention Studies | Publications | ||
Red Raspberries Anthocyanins | Isoferulic acid-3'-O-glucuronide | human | plasma, urine | host metabolism | 1h-3h | <20 nmol/L | <1% | C16H18O10 | 370.08999678 | Detailed Intervention Studies | Publications | ||
Rosemary tea (poly)phenols | Isoferulic acid-3'-O-glucuronide | human | plasma, urine | host-gut microbiota co-metabolite | 8h-12h | 200-500 nmol/L | <1% | C16H18O10 | 370.08999678 | Detailed Intervention Studies | Publications | ||
Globe artichoke (Poly)phenols | Isoferulic acid-3'-O-glucuronide | human | plasma, urine | host-gut microbiota co-metabolite | 5h-8h | 50-200 nmol/L | <1% | C16H18O10 | 370.08999678 | Detailed Intervention Studies | Publications | ||
Yerba mate Chlorogenic acids | Isoferulic acid-3'-O-glucuronide | human | urine | host-gut microbiota co-metabolite | Not Available | Not Available | <1% | C16H18O10 | 370.08999678 | Detailed Intervention Studies | Publications | ||
Grape (Poly)phenols | Isoferulic acid-3'-O-glucuronide | human | urine | host-gut microbiota co-metabolite | Not Available | Not Available | <1% | C16H18O10 | 370.08999678 | Detailed Intervention Studies | Publications | ||
Orange (Poly)phenols | Isoferulic acid-3'-O-glucuronide | Not Available | Not Available | Not Available | Not Available | Not Available | Not Available | C16H18O10 | 370.08999678 | Detailed Intervention Studies | |||
Oat (Poly)phenols | Isoferulic acid-3'-O-glucuronide | human | urine | host-gut microbiota co-metabolite | Not Available | Not Available | <1% | C16H18O10 | 370.08999678 | Detailed Intervention Studies | Publications |
Inter-Individual Variations in Metabolism
Food Phytochemical | Metabolite | Effect | Value | |||
---|---|---|---|---|---|---|
Coffee Chlorogenic acids | Isoferulic acid-3'-O-glucuronide | Microbiota | Effect, clusters | Publications | ||
Globe artichoke (Poly)phenols | Isoferulic acid-3'-O-glucuronide | Microbiota | Effect, clusters | Publications |