Protocatechuic acid-3-O-glucuronide
Showing entry for Protocatechuic acid-3-O-glucuronide
Identification
- PhytoHub ID
- PHUB001288
- Name
- Protocatechuic acid-3-O-glucuronide
- Systematic Name
- 4-hydroxybenzoic acid-3-glucuronide
- Synonyms
- 4-hydroxybenzoic acid-3-glucuronide
- 4-Hydroxybenzoic acid-3-O-glucuronide
- Protocatechuic acid-3-glucuronide
- CAS Number
- 953037-17-7
- Average Mass
- 330.245
- Monoisotopic Mass
- 330.058696651
- Chemical Formula
- C13H14O10
- IUPAC Name
- 6-(5-carboxy-2-hydroxyphenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid
- InChI Key
- CXNFDJSOAJNKSU-UHFFFAOYSA-N
- InChI Identifier
InChI=1S/C13H14O10/c14-5-2-1-4(11(18)19)3-6(5)22-13-9(17)7(15)8(16)10(23-13)12(20)21/h1-3,7-10,13-17H,(H,18,19)(H,20,21)
- SMILES
OC1C(O)C(OC2=C(O)C=CC(=C2)C(O)=O)OC(C1O)C(O)=O
- Structure
Structure for Protocatechuic acid-3-O-glucuronide
Calculated Properties
- Solubility (ALOGPS)
- 1.59e+01 g/l
- LogS (ALOGPS)
- -1.32
- LogP (ALOGPS)
- -0.12
- Hydrogen Acceptors
- 10
- Hydrogen Donors
- 6
- Rotatable Bond Count
- 4
- Polar Surface Area
- 173.98
- Refractivity
- 69.2878
- Polarizability
- 29.151654220708373
- Formal Charge
- 0
- Physiological Charge
- -2
- pKa (strongest basic)
- -3.6868279772037007
- pKa (strongest acidic)
- 2.7497060247433
- Number of Rings
- 2
- Rule of Five
- No
- Bioavailability
- Yes
- Ghose Filter
- No
- Veber's Rule
- No
- MDDR-like Rule
- No
Taxonomy as Metabolite
- Family
- (Poly)phenol metabolites
- Class
- Phenolic acid metabolites
- Sub-class
- Benzoic and hippuric acids
Taxonomy of its Food Phytochemical Precursor(s)
| Food Phytochemical | Family | Class | Sub-class | |
|---|---|---|---|---|
| Cyanidin 3-O-glucoside | Polyphenols | Flavonoids | Anthocyanins | Show Food Phytochemical |
| Coffee Chlorogenic acids | Polyphenols | Phenolic acids | Hydroxycinnamic acids | 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)
| Food Phytochemical | Food Source | Food Source Group | |||
|---|---|---|---|---|---|
| Cyanidin 3-O-glucoside | Blackberry | Fruit, Berries | Publications | Show | |
| Cyanidin 3-O-glucoside | Blackcurrant | Fruit, Berries | Publications | Show | |
| Cyanidin 3-O-glucoside | Elderberry | Fruit, Berries | Publications | Show | |
| Cyanidin 3-O-glucoside | European plum | Fruit, Drupes | Publications | Show | |
| Cyanidin 3-O-glucoside | Lettuce | Vegetables, Leaf vegetables | Publications | Show | |
| Cyanidin 3-O-glucoside | Olive, black | Fruit, Drupes | Publications | Show | |
| Cyanidin 3-O-glucoside | Peach | Fruit, Drupes | Publications | Show | |
| Cyanidin 3-O-glucoside | Pomegranate juice | Beverages, Non-alcoholic | Publications | Show | |
| Cyanidin 3-O-glucoside | Red raspberry | Fruit, Berries | Publications | Show | |
| Cyanidin 3-O-glucoside | Strawberry | Fruit, Berries | Publications | Show | |
| Cyanidin 3-O-glucoside | Sweet cherry | Fruit, Drupes | Publications | Show |
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 | ||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Cyanidin 3-O-glucoside | Protocatechuic acid-3-O-glucuronide | human | feces, serum, urine | Not Available | Not Available | Not Available | Not Available | C13H14O10 | 330.058696651 | Publications | |||
| Coffee Chlorogenic acids | Protocatechuic acid-3-O-glucuronide | human | plasma | host-gut microbiota co-metabolite | 3h-5h | <20 nmol/L | Not Available | C13H14O10 | 330.058696651 | Detailed Intervention Studies | Publications |
Inter-Individual Variations in Metabolism
| Food Phytochemical | Metabolite | Effect | Value | |||
|---|---|---|---|---|---|---|
| Coffee Chlorogenic acids | Protocatechuic acid-3-O-glucuronide | Microbiota | Effect, clusters | Publications |