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
Taxonomy as Food Phytochemical
- Family
- Polyphenols
- Class
- Phenolic acids
- Sub-class
- Hydroxybenzoic acids
Taxonomy as Metabolite
- Metabolite Family
- (Poly)phenol metabolites
- Metabolite Class
- Phenolic acid metabolites
- Metabolite 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 |
| Quercetin | Polyphenols | Flavonoids | Flavonols | Show Food Phytochemical |
| Caffeic acid | Polyphenols | Phenolic acids | Hydroxycinnamic acids | Show Food Phytochemical |
| Ferulic acid | Polyphenols | Phenolic acids | Hydroxycinnamic acids | Show Food Phytochemical |
| Orange flavanones | Polyphenols | Flavonoids | Flavanones | Show Food Phytochemical |
Classyfire Taxonomy
- Kingdom Name
- Organic compounds
- Class
- Benzene and substituted derivatives
- Super-class
- Benzenoids
- Sub-class
- Benzoic acids and derivatives
- Direct Parent Name
- Hydroxybenzoic acid derivatives
- Alternative Parent Names
- ["1-hydroxy-2-unsubstituted benzenoids", "1-hydroxy-4-unsubstituted benzenoids", "Benzoic acids", "Benzoyl derivatives", "Carboxylic acids", "Catechols", "Hydrocarbon derivatives", "Monocarboxylic acids and derivatives", "Organic oxides", "Organooxygen compounds"]
- External Descriptor Annotations
- ["catechols", "dihydroxybenzoic acid"]
- Substituent Names
- ["1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-unsubstituted benzenoid", "Aromatic homomonocyclic compound", "Benzoic acid", "Benzoyl", "Carboxylic acid", "Carboxylic acid derivative", "Catechol", "Dihydroxybenzoic acid", "Hydrocarbon derivative", "Hydroxybenzoic acid", "Monocarboxylic acid or derivatives", "Organic oxide", "Organic oxygen compound", "Organooxygen compound", "Phenol"]
Spectra from Online Resources
| 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 | |
| Beer | Beverages, Alcoholic | Publications | Show | |
| Cocoa | Cocoa and cocoa products | Publications | Show | |
| Date | Fruit, Other fruits | Publications | Show | |
| Olive, black | Fruit, Drupes | Publications | Show | |
| Olive, green | Fruit, Drupes | Publications | Show | |
| Onion | Vegetables, Onion-family | Publications | Show |
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 | ||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Cyanidin 3-O-glucoside | Protocatechuic acid | human | faeces, serum, urine | Not Available | 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 | Not Available | C7H6O4 | 154.026608673 | Publications | |||
| Caffeic acid | Protocatechuic acid | human | Not Available | 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 | Not Available | C7H6O4 | 154.026608673 | Publications | |||
| Orange flavanones | Protocatechuic acid | human | plasma, urine | gut microbiota metabolite | Not Available | Not Available | Not Available | C7H6O4 | 154.026608673 | Detailed Intervention Studies |
Inter-Individual Variations Metabolism
No data on inter-individual variations available