Cinnamic acid
precursor
Showing entry for Cinnamic acid
Identification
- PhytoHub ID
- PHUB000586
- Name
- Cinnamic acid
- Systematic Name
- Cinnamic acid
- Synonyms
- 3-Prenylacrylic acid
- trans-cinnamic acid
- CAS Number
- 621-82-9
- Average Mass
- 148.161
- Monoisotopic Mass
- 148.052429498
- Chemical Formula
- C9H8O2
- IUPAC Name
- (2E)-3-phenylprop-2-enoic acid
- InChI Key
- WBYWAXJHAXSJNI-VOTSOKGWSA-N
- InChI Identifier
InChI=1S/C9H8O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-7H,(H,10,11)/b7-6+
- SMILES
OC(=O)\C=C\C1=CC=CC=C1
- Structure
Structure for Cinnamic acid
Calculated Properties
- Solubility (ALOGPS)
- 6.18e-01 g/l
- LogS (ALOGPS)
- -2.38
- LogP (ALOGPS)
- 2.38
- Hydrogen Acceptors
- 2
- Hydrogen Donors
- 1
- Rotatable Bond Count
- 2
- Polar Surface Area
- 37.3
- Refractivity
- 43.0599
- Polarizability
- 15.428508082668532
- Formal Charge
- 0
- Physiological Charge
- -1
- pKa (strongest basic)
- Not Available
- pKa (strongest acidic)
- 4.31718769332087
- Number of Rings
- 1
- Rule of Five
- Yes
- Bioavailability
- Yes
- Ghose Filter
- No
- Veber's Rule
- Yes
- MDDR-like Rule
- No
External Links
- ChEBI
- 35697
- ChEBI
- 35699
- PubChem
- 444539
- Chemistry Dashboard
- DTXSID5022489
- MetaboLights
- MTBLC35697
- Phenol-Explorer
- 549
- PeakForestCompound
- 000451
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 |
| Blueberry (Poly)phenols | Polyphenols | Not specified | Not Available | Show Food Phytochemical |
| Cinnamic acid | Polyphenols | Phenolic acids | Hydroxycinnamic acids | Show Food Phytochemical |
Classyfire Taxonomy
- Kingdom Name
- Organic compounds
- Class
- Cinnamic acids and derivatives
- Super-class
- Phenylpropanoids and polyketides
- Sub-class
- Cinnamic acids
- Direct Parent Name
- Cinnamic acids
- Alternative Parent Names
- ["Carbonyl compounds", "Carboxylic acids", "Hydrocarbon derivatives", "Monocarboxylic acids and derivatives", "Organic oxides", "Styrenes"]
- External Descriptor Annotations
- ["Monolignols", "cinnamic acid"]
- Substituent Names
- ["Aromatic homomonocyclic compound", "Benzenoid", "Carbonyl group", "Carboxylic acid", "Carboxylic acid derivative", "Cinnamic acid", "Hydrocarbon derivative", "Monocarboxylic acid or derivatives", "Monocyclic benzene moiety", "Organic oxide", "Organic oxygen compound", "Organooxygen compound", "Styrene"]
Spectra from Online Resources
| Record ID | Source | Description | View |
|---|---|---|---|
| JP010374 | MassBank | EI-B Spectrum - -, [M]+* | View Spectra |
| KO000401 | MassBank | LC-ESI-QQ Spectrum - 10 V, unspecified | View Spectra |
| KO000402 | MassBank | LC-ESI-QQ Spectrum - 20 V, unspecified | View Spectra |
| KO000403 | MassBank | LC-ESI-QQ Spectrum - 30 V, unspecified | View Spectra |
| KO000404 | MassBank | LC-ESI-QQ Spectrum - 40 V, unspecified | View Spectra |
| KO000405 | MassBank | LC-ESI-QQ Spectrum - 50 V, unspecified | View Spectra |
| KZ000090 | MassBank | GC-EI-TOF Spectrum - -, unspecified | View Spectra |
| PR010191 | MassBank | GC-EI-TOF Spectrum - -, unspecified | View Spectra |
| PR100060 | MassBank | LC-ESI-QTOF Spectrum - Ramp 5-60 V, unspecified | View Spectra |
| PR100513 | MassBank | LC-ESI-QTOF Spectrum - Ramp 5-60 V, unspecified | View Spectra |
| PS010501 | ReSpect | N/A Spectrum - 10, [M+H]+ | View Spectra |
| PS044701 | ReSpect | N/A Spectrum - 10, [M+H]+ | View Spectra |
| PS044704 | ReSpect | N/A Spectrum - 40, [M+H]+ | View Spectra |
Food Sources
| Name | Group | |||
|---|---|---|---|---|
| American 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)
| Food Phytochemical | Food Source | Food Source Group | |||
|---|---|---|---|---|---|
| Cinnamic acid | American cranberry | Fruit, Berries | Publications | Show | |
| Cinnamic acid | Olive, black | Fruit, Drupes | Publications | Show | |
| Cinnamic acid | Olive, green | Fruit, Drupes | Publications | Show | |
| Cinnamic acid | Strawberry | Fruit, Berries | 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 | ||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Cinnamic acid | Cinnamic acid | human | plasma | unchanged | <1h | 50-200 nmol/L | Not Available | C9H8O2 | 148.052429498 | Detailed Intervention Studies | Publications | ||
| Cranberry (Poly)phenols | Cinnamic acid | human | plasma | gut microbiota metabolite | 3h-5h | 50-200 nmol/L | Not Available | C9H8O2 | 148.052429498 | Detailed Intervention Studies | Publications | ||
| Blueberry (Poly)phenols | Cinnamic acid | human | plasma | gut microbiota metabolite | 12h-24h | 20-50 nmol/L | Not Available | C9H8O2 | 148.052429498 | Detailed Intervention Studies | Publications |
Inter-Individual Variations in Metabolism
| Food Phytochemical | Metabolite | Effect | Value |
|---|