caffeic acid-4'-O-glucuronide
Showing entry for caffeic acid-4'-O-glucuronide
Identification
- PhytoHub ID
- PHUB001917
- Name
- caffeic acid-4'-O-glucuronide
- Systematic Name
- 3'-Hydroxycinnamic acid-4'-glucuronide
- Synonyms
- Not Available
- CAS Number
- Not Available
- Average Mass
- 356.283
- Monoisotopic Mass
- 356.074346715
- Chemical Formula
- C15H16O10
- IUPAC Name
- 6-{4-[(1E)-2-carboxyeth-1-en-1-yl]-2-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid
- InChI Key
- LTGOIJNQWZWJRF-DUXPYHPUSA-N
- InChI Identifier
InChI=1S/C15H16O10/c16-7-5-6(2-4-9(17)18)1-3-8(7)24-15-12(21)10(19)11(20)13(25-15)14(22)23/h1-5,10-13,15-16,19-21H,(H,17,18)(H,22,23)/b4-2+
- SMILES
OC1C(OC2=C(O)C=C(\C=C\C(O)=O)C=C2)OC(C(O)C1O)C(O)=O
- Structure
Calculated Properties
- Solubility (ALOGPS)
- 6.10e+00 g/l
- LogS (ALOGPS)
- -1.77
- LogP (ALOGPS)
- 0.71
- Hydrogen Acceptors
- 10
- Hydrogen Donors
- 6
- Rotatable Bond Count
- 5
- Polar Surface Area
- 173.98
- Refractivity
- 79.03349999999999
- Polarizability
- 32.75750715155466
- Formal Charge
- 0
- Physiological Charge
- -2
- pKa (strongest basic)
- -3.686827975281513
- pKa (strongest acidic)
- 2.8539449014272864
- Number of Rings
- 2
- Rule of Five
- No
- Bioavailability
- Yes
- Ghose Filter
- No
- 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)
Food Phytochemical | Family | Class | Sub-class | |
---|---|---|---|---|
Caffeic acid | Polyphenols | Phenolic acids | Hydroxycinnamic acids | Show Food Phytochemical |
Orange flavanones | Polyphenols | Flavonoids | Flavanones | Show Food Phytochemical |
Cranberry (Poly)phenols | Polyphenols | Not specified | Not specified | Show Food Phytochemical |
Coffee Chlorogenic acids | Polyphenols | Phenolic acids | Hydroxycinnamic acids | Show Food Phytochemical |
Globe artichoke (Poly)phenols | Polyphenols | Not specified | Not specified | Show Food Phytochemical |
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 | caffeic acid-4'-O-glucuronide | rat | Not Available | Not Available | Not Available | Not Available | Not Available | C15H16O10 | 356.074346715 | Publications | |||
Orange flavanones | caffeic acid-4'-O-glucuronide | Not Available | Not Available | Not Available | Not Available | Not Available | Not Available | C15H16O10 | 356.074346715 | Detailed Intervention Studies | |||
Cranberry (Poly)phenols | caffeic acid-4'-O-glucuronide | human | plasma, urine | host-gut microbiota co-metabolite | 5h-8h | 50-200 nmol/L | <1% | C15H16O10 | 356.074346715 | Detailed Intervention Studies | Publications | ||
Coffee Chlorogenic acids | caffeic acid-4'-O-glucuronide | human | plasma, urine | host metabolism | 1h-3h | <20 nmol/L | <1% | C15H16O10 | 356.074346715 | Detailed Intervention Studies | Publications | ||
Globe artichoke (Poly)phenols | caffeic acid-4'-O-glucuronide | human | plasma, urine | host metabolism | 1h-3h | <20 nmol/L | <1% | C15H16O10 | 356.074346715 | Detailed Intervention Studies | Publications |
Inter-Individual Variations in Metabolism
Food Phytochemical | Metabolite | Effect | Value | |||
---|---|---|---|---|---|---|
Coffee Chlorogenic acids | caffeic acid-4'-O-glucuronide | Microbiota | Effect, clusters | Publications | ||
Globe artichoke (Poly)phenols | caffeic acid-4'-O-glucuronide | Microbiota | Effect, clusters | Publications |