p-Hydroxybenzoic acid
precursor
Showing entry for p-Hydroxybenzoic acid
Identification
- PhytoHub ID
- PHUB000295
- Name
- p-Hydroxybenzoic acid
- Systematic Name
- 4-Hydroxybenzoic acid
- Synonyms
- 4-Hydroxybenzene carboxylic acid
- 4-Hydroxybenzoic acid
- p-Hydroxybenzoic acid
- CAS Number
- 99-96-7
- Average Mass
- 138.122
- Monoisotopic Mass
- 138.031694053
- Chemical Formula
- C7H6O3
- IUPAC Name
- 4-hydroxybenzoic acid
- InChI Key
- FJKROLUGYXJWQN-UHFFFAOYSA-N
- InChI Identifier
InChI=1S/C7H6O3/c8-6-3-1-5(2-4-6)7(9)10/h1-4,8H,(H,9,10)
- SMILES
OC(=O)C1=CC=C(O)C=C1
- Structure
Structure for p-Hydroxybenzoic acid
Calculated Properties
- Solubility (ALOGPS)
- 1.19e+01 g/l
- LogS (ALOGPS)
- -1.06
- LogP (ALOGPS)
- 1.58
- Hydrogen Acceptors
- 3
- Hydrogen Donors
- 2
- Rotatable Bond Count
- 1
- Polar Surface Area
- 57.53
- Refractivity
- 35.2951
- Polarizability
- 12.938026647621673
- Formal Charge
- 0
- Physiological Charge
- -1
- pKa (strongest basic)
- -6.063011046171022
- pKa (strongest acidic)
- 4.379964053135935
- 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 |
| Orange flavanones | Polyphenols | Flavonoids | Flavanones | Show Food Phytochemical |
| Caffeic acid | Polyphenols | Phenolic acids | Hydroxycinnamic acids | Show Food Phytochemical |
| Coumaric acid (p-) | Polyphenols | Phenolic acids | Hydroxycinnamic acids | Show Food Phytochemical |
| Ferulic acid | Polyphenols | Phenolic acids | Hydroxycinnamic acids | Show Food Phytochemical |
| Black tea Flavan-3-ols | Polyphenols | Flavonoids | Flavanols | Show Food Phytochemical |
| Green tea Flavan-3-ols | Polyphenols | Flavonoids | Flavanols | Show Food Phytochemical |
| Cocoa Flavan-3-ols | Polyphenols | Flavonoids | Flavanols | 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", "Benzoic acids", "Benzoyl derivatives", "Carboxylic acids", "Hydrocarbon derivatives", "Monocarboxylic acids and derivatives", "Organic oxides", "Organooxygen compounds"]
- External Descriptor Annotations
- ["monohydroxybenzoic acid"]
- Substituent Names
- ["1-hydroxy-2-unsubstituted benzenoid", "Aromatic homomonocyclic compound", "Benzoic acid", "Benzoyl", "Carboxylic acid", "Carboxylic acid derivative", "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 |
|---|---|---|---|
| GLS00140 | MassBank | EI-B Spectrum - -, unspecified | View Spectra |
| JP003521 | MassBank | EI-B Spectrum - -, [M]+* | View Spectra |
| JP008414 | MassBank | EI-B Spectrum - -, [M]+* | View Spectra |
| JP009473 | MassBank | EI-B Spectrum - -, [M]+* | View Spectra |
| JP010315 | MassBank | EI-B Spectrum - -, [M]+* | View Spectra |
| JP010824 | MassBank | EI-B Spectrum - -, [M]+* | View Spectra |
| KO000963 | MassBank | LC-ESI-QQ Spectrum - 10 V, unspecified | View Spectra |
| KO000964 | MassBank | LC-ESI-QQ Spectrum - 20 V, unspecified | View Spectra |
| KO000965 | MassBank | LC-ESI-QQ Spectrum - 30 V, unspecified | View Spectra |
| KO000966 | MassBank | LC-ESI-QQ Spectrum - 40 V, unspecified | View Spectra |
| KO000967 | MassBank | LC-ESI-QQ Spectrum - 50 V, unspecified | View Spectra |
| KZ000178 | MassBank | GC-EI-TOF Spectrum - -, unspecified | View Spectra |
| ML001751 | MassBank | LC-ESI-ITFT Spectrum - 50 % (nominal), unspecified | View Spectra |
| OUF00425 | MassBank | GC-EI-TOF Spectrum - -, unspecified | View Spectra |
| PR010226 | MassBank | GC-EI-TOF Spectrum - -, unspecified | View Spectra |
| PR100187 | MassBank | LC-ESI-QTOF Spectrum - Ramp 5-60 V, unspecified | View Spectra |
| PR100417 | MassBank | LC-ESI-QTOF Spectrum - Ramp 5-60 V, unspecified | View Spectra |
| PR100596 | MassBank | LC-ESI-QTOF Spectrum - Ramp 5-60 V, unspecified | View Spectra |
| PS032107 | ReSpect | N/A Spectrum - 10, [M-H]- | View Spectra |
| PS032108 | ReSpect | N/A Spectrum - 20, [M-H]- | View Spectra |
| PS104007 | ReSpect | N/A Spectrum - 10, [M-H]- | View Spectra |
| PS104008 | ReSpect | N/A Spectrum - 20, [M-H]- | View Spectra |
Food Sources
| Name | Group | |||
|---|---|---|---|---|
| American cranberry | Fruit, Berries | Publications | Show | |
| Beer | Beverages, Alcoholic | Publications | Show | |
| Carrot | Vegetables, Root vegetables | Publications | Show | |
| European cranberry | Fruit, Berries | Publications | Show | |
| Olive, black | Fruit, Drupes | Publications | Show | |
| Olive, green | Fruit, Drupes | Publications | Show | |
| Strawberry | Fruit, Berries | 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 | p-Hydroxybenzoic acid | human | feces, urine | Not Available | Not Available | Not Available | Not Available | C7H6O3 | 138.031694053 | Publications | |||
| Orange flavanones | p-Hydroxybenzoic acid | human | urine, urine (minor) | gut microbiota metabolite | Not Available | Not Available | <1% | C7H6O3 | 138.031694053 | Detailed Intervention Studies | Publications | ||
| Caffeic acid | p-Hydroxybenzoic acid | human | Not Available | Not Available | Not Available | Not Available | Not Available | C7H6O3 | 138.031694053 | Publications | |||
| Coumaric acid (p-) | p-Hydroxybenzoic acid | human | urine | Not Available | Not Available | Not Available | Not Available | C7H6O3 | 138.031694053 | Publications | |||
| Ferulic acid | p-Hydroxybenzoic acid | human | plasma, urine | Not Available | Not Available | Not Available | Not Available | C7H6O3 | 138.031694053 | Publications | |||
| Black tea Flavan-3-ols | p-Hydroxybenzoic acid | Not Available | Not Available | Not Available | Not Available | Not Available | Not Available | C7H6O3 | 138.031694053 | Detailed Intervention Studies | |||
| Green tea Flavan-3-ols | p-Hydroxybenzoic acid | human | urine | gut microbiota metabolite | Not Available | Not Available | 1-5% | C7H6O3 | 138.031694053 | Detailed Intervention Studies | Publications | ||
| Cocoa Flavan-3-ols | p-Hydroxybenzoic acid | human | urine | gut microbiota metabolite | Not Available | Not Available | <1% | C7H6O3 | 138.031694053 | Publications |
Inter-Individual Variations in Metabolism
| Food Phytochemical | Metabolite | Effect | Value |
|---|