Protocatechuic acid
precursor
Showing entry for Protocatechuic acid
Identification
- PhytoHub ID
- PHUB000310
- Name
- Protocatechuic acid
- Systematic Name
- 3,4-dihydroxybenzoic acid
- Synonyms
- 3,4-Dihydroxybenzoic acid
- CAS Number
- 99-50-3
- Average Mass
- 154.121
- Monoisotopic Mass
- 154.026608673
- Chemical Formula
- C7H6O4
- IUPAC Name
- 3,4-dihydroxybenzoic acid
- InChI Key
- YQUVCSBJEUQKSH-UHFFFAOYSA-N
- InChI Identifier
InChI=1S/C7H6O4/c8-5-2-1-4(7(10)11)3-6(5)9/h1-3,8-9H,(H,10,11)
- SMILES
OC(=O)C1=CC(O)=C(O)C=C1
- Structure
Structure for Protocatechuic acid
Calculated Properties
- Solubility (ALOGPS)
- 1.24e+01 g/l
- LogS (ALOGPS)
- -1.10
- LogP (ALOGPS)
- 1.32
- Hydrogen Acceptors
- 4
- Hydrogen Donors
- 3
- Rotatable Bond Count
- 1
- Polar Surface Area
- 77.76
- Refractivity
- 37.275999999999996
- Polarizability
- 13.845510992306696
- Formal Charge
- 0
- Physiological Charge
- -1
- pKa (strongest basic)
- -6.341303650784173
- pKa (strongest acidic)
- 4.160229176821464
- Number of Rings
- 1
- Rule of Five
- Yes
- Bioavailability
- Yes
- Ghose Filter
- No
- Veber's Rule
- No
- MDDR-like Rule
- No
External Links
- ChEBI
- 36062
Taxonomy as Precursor
- Family
- (Poly)phenol metabolites
- Class
- Phenolic acid metabolites
- Sub-class
- Benzoic and hippuric acids
Taxonomy as Metabolite
- Metabolite Family
- Not Available
- Metabolite Class
- Not Available
- Metabolite Sub-class
- Not Available
Taxonomy of its Precursor(s)
| Precursor | Family | Class | Sub-class | |
|---|---|---|---|---|
| Cyanidin 3-O-glucoside | Polyphenols | Flavonoids | Anthocyanins | Show Precursor |
| Quercetin | Polyphenols | Flavonoids | Flavonols | Show Precursor |
| Caffeic acid | Polyphenols | Phenolic acids | Hydroxycinnamic acids | Show Precursor |
| Ferulic acid | Polyphenols | Phenolic acids | Hydroxycinnamic acids | Show Precursor |
| Orange flavanones | Polyphenols | Flavonoids | Flavanones | Show Precursor |
Spectra
| Record ID | Source | Description | View |
|---|---|---|---|
| JP007231 | MassBank | EI-B Spectrum - -, [M]+* | View Spectra |
| KZ000068 | MassBank | GC-EI-TOF Spectrum - -, unspecified | View Spectra |
| OUF00045 | MassBank | GC-EI-TOF Spectrum - -, unspecified | View Spectra |
| PR010227 | MassBank | GC-EI-TOF Spectrum - -, unspecified | View Spectra |
| PR100601 | MassBank | LC-ESI-QTOF Spectrum - Ramp 5-60 V, unspecified | View Spectra |
| PS032807 | ReSpect | N/A Spectrum - 10, [M-H]- | View Spectra |
Food Sources
| Name | Group | |||
|---|---|---|---|---|
| Apple juice | Beverages, Non-alcoholic | Publications | Show | |
| Apricot | Fruit, Drupes | Publications | Show | |
| Cocoa | Cocoa and cocoa products | Publications | Show | |
| Olive, black | Fruit, Drupes | Publications | Show | |
| Olive, green | Fruit, Drupes | Publications | Show | |
| Onion | Vegetables, Onion-family | Publications | Show |
Metabolism
| Precursor | Metabolite | Species | Biofluids | Origin | TMax | CMax | Urinary Excretion | Formula | Monoisotopic mass | ||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Cyanidin 3-O-glucoside | Protocatechuic acid | human | faeces, serum, urine | Not Available | Not Available | Not Available | C7H6O4 | 154.026608673 | Publications | ||||
| Quercetin | Protocatechuic acid | in vitro (human) | duodenal juice | gut microbiota metabolite | Not Available | Not Available | C7H6O4 | 154.026608673 | Publications | ||||
| Caffeic acid | Protocatechuic acid | human | Not Available | Not Available | Not Available | Not Available | C7H6O4 | 154.026608673 | Publications | ||||
| Ferulic acid | Protocatechuic acid | human | plasma, urine | Not Available | Not Available | Not Available | C7H6O4 | 154.026608673 | Publications | ||||
| Orange flavanones | Protocatechuic acid | human | plasma, urine | gut microbiota metabolite | Not Available | Not Available | C7H6O4 | 154.026608673 | Detailed Intervention Studies |
Inter-Individual Variations Metabolism
No inter-individual variations available