caffeic acid-3'-O-glucuronide
Showing entry for caffeic acid-3'-O-glucuronide
Identification
- PhytoHub ID
- PHUB001916
- Name
- caffeic acid-3'-O-glucuronide
- Systematic Name
- 4′-Hydroxycinnamic acid-3′-glucuronide
- Synonyms
- Not Available
- CAS Number
- Not Available
- Average Mass
- 356.283
- Monoisotopic Mass
- 356.074346715
- Chemical Formula
- C15H16O10
- IUPAC Name
- 6-{5-[(1E)-2-carboxyeth-1-en-1-yl]-2-hydroxyphenoxy}-3,4,5-trihydroxyoxane-2-carboxylic acid
- InChI Key
- BSOMSDFTZKNUHY-DUXPYHPUSA-N
- InChI Identifier
InChI=1S/C15H16O10/c16-7-3-1-6(2-4-9(17)18)5-8(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=CC(\C=C\C(O)=O)=C2)OC(C(O)C1O)C(O)=O
- Structure
Structure for caffeic acid-3'-O-glucuronide
Calculated Properties
- Solubility (ALOGPS)
- 6.29e+00 g/l
- LogS (ALOGPS)
- -1.75
- LogP (ALOGPS)
- 0.69
- Hydrogen Acceptors
- 10
- Hydrogen Donors
- 6
- Rotatable Bond Count
- 5
- Polar Surface Area
- 173.98
- Refractivity
- 79.03349999999999
- Polarizability
- 32.404161214709006
- Formal Charge
- 0
- Physiological Charge
- -2
- pKa (strongest basic)
- -3.6868279771414696
- pKa (strongest acidic)
- 2.8794562240175425
- 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 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 | ||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Caffeic acid | caffeic acid-3'-O-glucuronide | rat | Not Available | Not Available | Not Available | Not Available | Not Available | C15H16O10 | 356.074346715 | Publications | |||
| Orange flavanones | caffeic acid-3'-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-3'-O-glucuronide | human | plasma, urine | host metabolism | 1h-3h | 20-50 nmol/L | <1% | C15H16O10 | 356.074346715 | Detailed Intervention Studies | Publications | ||
| Coffee Chlorogenic acids | caffeic acid-3'-O-glucuronide | human | plasma, urine | host metabolism | 1h-3h | 20-50 nmol/L | <1% | C15H16O10 | 356.074346715 | Detailed Intervention Studies | Publications | ||
| Globe artichoke (Poly)phenols | caffeic acid-3'-O-glucuronide | human | plasma, urine | host-gut microbiota co-metabolite | 5h-8h | <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-3'-O-glucuronide | Microbiota | Effect, clusters | Publications | ||
| Globe artichoke (Poly)phenols | caffeic acid-3'-O-glucuronide | Microbiota | Effect, clusters | Publications |