(-)-Epicatechin 3'-O-glucuronide
Showing entry for (-)-Epicatechin 3'-O-glucuronide
Identification
- PhytoHub ID
- PHUB001029
- Name
- (-)-Epicatechin 3'-O-glucuronide
- Systematic Name
- (−)-Epicatechin-3'-glucuronide
- Synonyms
- Not Available
- CAS Number
- Not Available
- Average Mass
- 466.395
- Monoisotopic Mass
- 466.111126148
- Chemical Formula
- C21H22O12
- IUPAC Name
- 3,4,5-trihydroxy-6-{2-hydroxy-5-[(2R,3R)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl]phenoxy}oxane-2-carboxylic acid
- InChI Key
- VBSMBNMUYITMLB-IUODEOHRSA-N
- InChI Identifier
InChI=1S/C21H22O12/c22-8-4-11(24)9-6-12(25)18(31-13(9)5-8)7-1-2-10(23)14(3-7)32-21-17(28)15(26)16(27)19(33-21)20(29)30/h1-5,12,15-19,21-28H,6H2,(H,29,30)/t12-,15?,16?,17?,18-,19?,21?/m1/s1
- SMILES
O[C@@H]1CC2=C(O[C@@H]1C1=CC=C(O)C(OC3OC(C(O)C(O)C3O)C(O)=O)=C1)C=C(O)C=C2O
- Structure
Structure for (-)-Epicatechin 3'-O-glucuronide
Calculated Properties
- Solubility (ALOGPS)
- 2.89e+00 g/l
- LogS (ALOGPS)
- -2.21
- LogP (ALOGPS)
- 0.08
- Hydrogen Acceptors
- 12
- Hydrogen Donors
- 8
- Rotatable Bond Count
- 4
- Polar Surface Area
- 206.59999999999997
- Refractivity
- 106.01149999999998
- Polarizability
- 43.65327109105406
- Formal Charge
- 0
- Physiological Charge
- -1
- pKa (strongest basic)
- -3.6868279761800333
- pKa (strongest acidic)
- 3.0064421603129543
- Number of Rings
- 4
- Rule of Five
- No
- Bioavailability
- No
- Ghose Filter
- Yes
- Veber's Rule
- No
- MDDR-like Rule
- No
External Links
No external links
Taxonomy as Metabolite
- Family
- (Poly)phenol metabolites
- Class
- Flavonoid metabolites
- Sub-class
- Flavan-3-ols (parent and host metabolites)
Taxonomy of its Food Phytochemical Precursor(s)
| Food Phytochemical | Family | Class | Sub-class | |
|---|---|---|---|---|
| (-)-Epicatechin | Polyphenols | Flavonoids | Flavan-3-ols | Show Food Phytochemical |
| Cocoa Flavan-3-ols | Polyphenols | Flavonoids | Flavan-3-ols | Show Food Phytochemical |
| Green tea Flavan-3-ols | Polyphenols | Flavonoids | Flavan-3-ols | 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 | ||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| (-)-Epicatechin | (-)-Epicatechin 3'-O-glucuronide | human | plasma, plasma (major), urine, urine (major) | host metabolism | 1h-3h | 200-500 nmol/L | 1-5% | C21H22O12 | 466.111126148 | Detailed Intervention Studies | Publications | ||
| Cocoa Flavan-3-ols | (-)-Epicatechin 3'-O-glucuronide | human | plasma, urine | host metabolism | 1h-3h | 200-500 nmol/L | <1% | C21H22O12 | 466.111126148 | Detailed Intervention Studies | Publications | ||
| Green tea Flavan-3-ols | (-)-Epicatechin 3'-O-glucuronide | human | plasma, urine | host metabolism | 1h-3h | 20-50 nmol/L | <1% | C21H22O12 | 466.111126148 | Detailed Intervention Studies | Publications |
Inter-Individual Variations in Metabolism
| Food Phytochemical | Metabolite | Effect | Value | |||
|---|---|---|---|---|---|---|
| Cocoa Flavan-3-ols | (-)-Epicatechin 3'-O-glucuronide | Age | Discordant | Publications |