Coumaric acid (o-)
precursor
Showing entry for Coumaric acid (o-)
Identification
- PhytoHub ID
- PHUB000589
- Name
- Coumaric acid (o-)
- Systematic Name
- 2’-hydroxycinnamic acid
- Synonyms
- 2-Hydroxycinnamic acid
- 3-(2-hydroxyphenyl)acrylic acid
- trans-2-coumaric acid
- trans-2-hydroxycinnamic acid
- CAS Number
- 614-60-8
- Average Mass
- 164.16
- Monoisotopic Mass
- 164.047344118
- Chemical Formula
- C9H8O3
- IUPAC Name
- (2E)-3-(2-hydroxyphenyl)prop-2-enoic acid
- InChI Key
- PMOWTIHVNWZYFI-AATRIKPKSA-N
- InChI Identifier
InChI=1S/C9H8O3/c10-8-4-2-1-3-7(8)5-6-9(11)12/h1-6,10H,(H,11,12)/b6-5+
- SMILES
OC(=O)\C=C\C1=C(O)C=CC=C1
- Structure
Structure for Coumaric acid (o-)
Calculated Properties
- Solubility (ALOGPS)
- 1.15e+00 g/l
- LogS (ALOGPS)
- -2.15
- LogP (ALOGPS)
- 1.90
- Hydrogen Acceptors
- 3
- Hydrogen Donors
- 2
- Rotatable Bond Count
- 2
- Polar Surface Area
- 57.53
- Refractivity
- 45.040800000000004
- Polarizability
- 16.27171443151333
- Formal Charge
- 0
- Physiological Charge
- -1
- pKa (strongest basic)
- -6.042883115419331
- pKa (strongest acidic)
- 3.845591042532155
- Number of Rings
- 1
- Rule of Five
- Yes
- Bioavailability
- Yes
- Ghose Filter
- Yes
- Veber's Rule
- No
- MDDR-like Rule
- No
Taxonomy as Food Phytochemical
- Family
- Polyphenols
- Class
- Phenolic acids
- Sub-class
- Hydroxycinnamic acids
Taxonomy as Metabolite
- Metabolite Family
- (Poly)phenol metabolites
- Metabolite Class
- Phenolic acid metabolites
- Metabolite Sub-class
- Cinnamic acids
Taxonomy of its Food Phytochemical Precursor(s)
| Food Phytochemical | Family | Class | Sub-class | |
|---|---|---|---|---|
| Cranberry (Poly)phenols | Polyphenols | Not specified | Not specified | Show Food Phytochemical |
| Coumarin | Polyphenols | Coumarins and Furanocoumarins | Not Available | Show Food Phytochemical |
Classyfire Taxonomy
- Kingdom Name
- Organic compounds
- Class
- Cinnamic acids and derivatives
- Super-class
- Phenylpropanoids and polyketides
- Sub-class
- Hydroxycinnamic acids and derivatives
- Direct Parent Name
- Hydroxycinnamic acids
- Alternative Parent Names
- ["1-hydroxy-2-unsubstituted benzenoids", "1-hydroxy-4-unsubstituted benzenoids", "Carbonyl compounds", "Carboxylic acids", "Cinnamic acids", "Coumaric acids", "Hydrocarbon derivatives", "Monocarboxylic acids and derivatives", "Organic oxides", "Styrenes"]
- External Descriptor Annotations
- ["2-coumaric acid", "Monolignols", "phenols"]
- Substituent Names
- ["1-hydroxy-2-unsubstituted benzenoid", "1-hydroxy-4-unsubstituted benzenoid", "Aromatic homomonocyclic compound", "Benzenoid", "Carbonyl group", "Carboxylic acid", "Carboxylic acid derivative", "Cinnamic acid", "Coumaric acid", "Coumaric acid or derivatives", "Hydrocarbon derivative", "Hydroxycinnamic acid", "Monocarboxylic acid or derivatives", "Monocyclic benzene moiety", "Organic oxide", "Organic oxygen compound", "Organooxygen compound", "Phenol", "Styrene"]
Spectra from Online Resources
| Record ID | Source | Description | View |
|---|---|---|---|
| JP011904 | MassBank | EI-B Spectrum - -, [M]+* | View Spectra |
| KO000441 | MassBank | LC-ESI-QQ Spectrum - 10 V, unspecified | View Spectra |
| KO000442 | MassBank | LC-ESI-QQ Spectrum - 20 V, unspecified | View Spectra |
| KO000443 | MassBank | LC-ESI-QQ Spectrum - 30 V, unspecified | View Spectra |
| KO000444 | MassBank | LC-ESI-QQ Spectrum - 40 V, unspecified | View Spectra |
| KO000445 | MassBank | LC-ESI-QQ Spectrum - 50 V, unspecified | View Spectra |
| KZ000087 | MassBank | GC-EI-TOF Spectrum - -, unspecified | View Spectra |
| PR010183 | MassBank | GC-EI-TOF Spectrum - -, unspecified | View Spectra |
| PR010184 | MassBank | GC-EI-TOF Spectrum - -, unspecified | View Spectra |
| PR100185 | MassBank | LC-ESI-QTOF Spectrum - Ramp 5-60 V, unspecified | View Spectra |
| PR100593 | MassBank | LC-ESI-QTOF Spectrum - Ramp 5-60 V, unspecified | View Spectra |
Food Sources
| Name | Group | |||
|---|---|---|---|---|
| American cranberry | Fruit, Berries | Publications | Show | |
| Apple | Fruit, Pomes | Publications | Show | |
| Apple juice | Beverages, Non-alcoholic | Publications | Show | |
| Olive, black | Fruit, Drupes | Publications | Show | |
| Olive, green | Fruit, Drupes | Publications | Show |
Food Sources of its Food Phytochemical(s)
No food source information available of its precursor(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 | ||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Cranberry (Poly)phenols | Coumaric acid (o-) | human | plasma, urine | gut microbiota metabolite | 3h-5h | <20 nmol/L | <1% | C9H8O3 | 164.047344118 | Detailed Intervention Studies | Publications | ||
| Coumarin | Coumaric acid (o-) | human | plasma | host metabolism | 1h-3h | 0.5-2µmol/L | Not Available | C9H8O3 | 164.047344118 | Detailed Intervention Studies | Publications |
Inter-Individual Variations in Metabolism
| Food Phytochemical | Metabolite | Effect | Value |
|---|