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-CZAMIVPPNA-N
- InChI Identifier
InChI=1/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+/s2
- SMILES
COC1=C(O[[email protected]@H]2O[[email protected]@H]([[email protected]@H](O)[[email protected]](O)[[email protected]]2O)C(O)=O)C=C(\C=C\C(O)=O)C=C1
- Structure
Structure for Isoferulic acid-3'-O-glucuronide
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 Precursor(s)
| Precursor | Family | Class | Sub-class | |
|---|---|---|---|---|
| Coffee hydroxycinnamates | Polyphenols | Flavonoids | Hydroxycinnamic acids | Show Precursor |
| Caffeic acid | Polyphenols | Phenolic acids | Hydroxycinnamic acids | Show Precursor |
| Orange flavanones | Polyphenols | Flavonoids | Flavanones | Show Precursor |
Spectra from Online Resources
No spectra information available
Food Sources
No food source information available
Food Sources of its Precursor(s)
Metabolism
| Precursor | 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 | 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 |
Inter-Individual Variations Metabolism
No data on inter-individual variations available