3-Phenylpropionic acid
Showing entry for 3-Phenylpropionic acid
Identification
- PhytoHub ID
- PHUB001078
- Name
- 3-Phenylpropionic acid
- Systematic Name
- 3-Phenylpropanoic acid
- Synonyms
- 3-(phenyl)propanoic acid
- 3-(Phenyl)propionic acid
- 3-Phenylpropionate
- Benzenepropanoic acid
- Dihydrocinnamic acid
- CAS Number
- 501-52-0
- Average Mass
- 150.177
- Monoisotopic Mass
- 150.068079562
- Chemical Formula
- C9H10O2
- IUPAC Name
- 3-phenylpropanoic acid
- InChI Key
- XMIIGOLPHOKFCH-UHFFFAOYSA-N
- InChI Identifier
InChI=1S/C9H10O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-5H,6-7H2,(H,10,11)
- SMILES
OC(=O)CCC1=CC=CC=C1
- Structure
Structure for 3-Phenylpropionic acid
Calculated Properties
- Solubility (ALOGPS)
- 1.70e+00 g/l
- LogS (ALOGPS)
- -1.95
- LogP (ALOGPS)
- 1.84
- Hydrogen Acceptors
- 2
- Hydrogen Donors
- 1
- Rotatable Bond Count
- 3
- Polar Surface Area
- 37.3
- Refractivity
- 41.9666
- Polarizability
- 15.973393331900335
- Formal Charge
- 0
- Physiological Charge
- -1
- pKa (strongest basic)
- Not Available
- pKa (strongest acidic)
- 4.72892532891747
- Number of Rings
- 1
- Rule of Five
- Yes
- Bioavailability
- Yes
- Ghose Filter
- No
- Veber's Rule
- Yes
- MDDR-like Rule
- No
External Links
- ChEBI
- 28631
- PubChem
- 107
- Chemistry Dashboard
- DTXSID2047064
- MetaboLights
- MTBLC28631
- Phenol-Explorer
- 975
- PeakForestCompound
- 000772
Taxonomy as Metabolite
- Family
- (Poly)phenol metabolites
- Class
- Phenolic acid metabolites
- Sub-class
- Phenylpropanoic acids
Taxonomy of its Food Phytochemical Precursor(s)
| Food Phytochemical | Family | Class | Sub-class | |
|---|---|---|---|---|
| Procyanidin dimer A2 | Polyphenols | Flavonoids | Flavan-3-ols | Show Food Phytochemical |
| Naringenin | Polyphenols | Flavonoids | Flavanones | Show Food Phytochemical |
| Naringin | Polyphenols | Flavonoids | Flavanones | Show Food Phytochemical |
| Coumaric acid (p-) | Polyphenols | Phenolic acids | Hydroxycinnamic acids | Show Food Phytochemical |
| Ferulic acid | Polyphenols | Phenolic acids | Hydroxycinnamic acids | Show Food Phytochemical |
| Caffeic acid | Polyphenols | Phenolic acids | Hydroxycinnamic acids | Show Food Phytochemical |
| Orange flavanones | Polyphenols | Flavonoids | Flavanones | Show Food Phytochemical |
Classyfire Taxonomy
- Kingdom Name
- Organic compounds
- Class
- Phenylpropanoic acids
- Super-class
- Phenylpropanoids and polyketides
- Sub-class
- Not Available
- Direct Parent Name
- Phenylpropanoic acids
- Alternative Parent Names
- ["Benzene and substituted derivatives", "Carbonyl compounds", "Carboxylic acids", "Hydrocarbon derivatives", "Monocarboxylic acids and derivatives", "Organic oxides"]
- External Descriptor Annotations
- ["benzenes", "monocarboxylic acid"]
- Substituent Names
- ["3-phenylpropanoic-acid", "Aromatic homomonocyclic compound", "Benzenoid", "Carbonyl group", "Carboxylic acid", "Carboxylic acid derivative", "Hydrocarbon derivative", "Monocarboxylic acid or derivatives", "Monocyclic benzene moiety", "Organic oxide", "Organic oxygen compound", "Organooxygen compound"]
Spectra from Phytohub
| Spectrum Type | Instrument Type | Technology | Ion Mode | Collision Energy | View | |
|---|---|---|---|---|---|---|
| GC-MS | GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) | Not Available | Positive | Not Available | View Spectrum | |
| GC-MS | GC-MS | Not Available | Not Available | Not Available | View Spectrum | |
| GC-MS | EI-B | instrument=HITACHI M-80 | positive | Not Available | View Spectrum | |
| GC-MS | EI-B | instrument=JEOL JMS-D-300 | positive | Not Available | View Spectrum | |
| GC-MS | CI-B | instrument=JEOL JMS-D-300 | positive | Not Available | View Spectrum | |
| GC-MS | EI-B | instrument=HITACHI M-80B | positive | Not Available | View Spectrum | |
| GC-MS | EI-B | instrument=HITACHI RMU-6M | positive | Not Available | View Spectrum | |
| GC-MS | EI-B | instrument=GCMS-2010 Plus, Shimadzu | positive | Not Available | View Spectrum | |
| GC-MS | GC-EI-TOF | instrument=Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies | positive | Not Available | View Spectrum | |
| GC-MS | GC-MS | Not Available | Not Available | Not Available | View Spectrum | |
| GC-MS | GC-EI-TOF | instrument=Leco Pegasus IV | positive | Not Available | View Spectrum | |
| Predicted GC-MS | GC-MS | Predicted by CFMID-EI, energy0 | Positive | Not Available | View Spectrum | |
| Predicted GC-MS | GC-MS | Predicted by CFMID-EI, Ionization energy 70 eV fully TMS-derivatized (structure: C[Si](C)(C)OC(=O)CCC1=CC=CC=C1) | Positive | Not Available | View Spectrum | |
| Predicted GC-MS | GC-MS | Predicted by CFMID-EI, energy0 | Ei | Not Available | View Spectrum | |
| Predicted GC-MS | GC-MS | Predicted by CFMID-EI, energy0 | Ei | Not Available | View Spectrum | |
| Predicted GC-MS | GC-MS | Predicted by CFMID-EI, 70eV, fully TMS-derivatized (structure: CC(C)(C)[Si](C)(C)OC(=O)CCC1=CC=CC=C1) | Positive | Not Available | View Spectrum | |
| LC-MS/MS | Quattro_QQQ | delivery=Flow_Injection analyzer=Triple_Quad | Positive | 10V | View Spectrum | |
| LC-MS/MS | Quattro_QQQ | delivery=Flow_Injection analyzer=Triple_Quad | Positive | 25V | View Spectrum | |
| LC-MS/MS | Quattro_QQQ | delivery=Flow_Injection analyzer=Triple_Quad | Positive | 40V | View Spectrum | |
| LC-MS/MS | EI-B (HITACHI M-80) | Not Available | Positive | V | View Spectrum | |
| LC-MS/MS | EI-B (JEOL JMS-D-300) | Not Available | Positive | V | View Spectrum | |
| LC-MS/MS | CI-B (JEOL JMS-D-300) | Not Available | Positive | V | View Spectrum | |
| LC-MS/MS | EI-B (HITACHI M-80B) | Not Available | Positive | V | View Spectrum | |
| LC-MS/MS | LC-ESI-QQ (API3000, Applied Biosystems) | Not Available | Negative | 10V | View Spectrum | |
| LC-MS/MS | LC-ESI-QQ (API3000, Applied Biosystems) | Not Available | Negative | 20V | View Spectrum | |
| LC-MS/MS | LC-ESI-QQ (API3000, Applied Biosystems) | Not Available | Negative | 30V | View Spectrum | |
| LC-MS/MS | LC-ESI-QQ (API3000, Applied Biosystems) | Not Available | Negative | 40V | View Spectrum | |
| LC-MS/MS | ESI-TOF | Not Available | Negative | V | View Spectrum | |
| LC-MS/MS | ESI-TOF | From Sumner Library | Negative | V | View Spectrum | |
| Predicted LC-MS/MS | Not Available | Predicted by CFM-ID | Positive | 10V | View Spectrum | |
| Predicted LC-MS/MS | Not Available | Predicted by CFM-ID | Positive | 20V | View Spectrum | |
| Predicted LC-MS/MS | Not Available | Predicted by CFM-ID | Positive | 40V | View Spectrum | |
| Predicted LC-MS/MS | Not Available | Predicted by CFM-ID | Positive | 10V | View Spectrum | |
| Predicted LC-MS/MS | Not Available | Predicted by CFM-ID | Positive | 20V | View Spectrum | |
| Predicted LC-MS/MS | Not Available | Predicted by CFM-ID | Positive | 40V | View Spectrum | |
| Predicted LC-MS/MS | Not Available | Predicted by CFM-ID | Negative | 10V | View Spectrum | |
| Predicted LC-MS/MS | Not Available | Predicted by CFM-ID | Negative | 20V | View Spectrum | |
| Predicted LC-MS/MS | Not Available | Predicted by CFM-ID | Negative | 40V | View Spectrum | |
| Predicted LC-MS/MS | Not Available | Predicted by CFM-ID | Negative | 10V | View Spectrum | |
| Predicted LC-MS/MS | Not Available | Predicted by CFM-ID | Negative | 20V | View Spectrum | |
| Predicted LC-MS/MS | Not Available | Predicted by CFM-ID | Negative | 40V | View Spectrum |
Food Sources
No food source information available
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 | ||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Procyanidin dimer A2 | 3-Phenylpropionic acid | in vitro (human) | Not Available | gut microbiota metabolite | Not Available | Not Available | Not Available | C9H10O2 | 150.068079562 | Publications | |||
| Naringenin | 3-Phenylpropionic acid | in vitro (pig) | Not Available | gut microbiota metabolite | Not Available | Not Available | Not Available | C9H10O2 | 150.068079562 | Publications | |||
| Naringin | 3-Phenylpropionic acid | human | plasma | gut microbiota metabolite | Not Available | Not Available | Not Available | C9H10O2 | 150.068079562 | Publications | |||
| Coumaric acid (p-) | 3-Phenylpropionic acid | human | Not Available | gut microbiota metabolite | Not Available | Not Available | Not Available | C9H10O2 | 150.068079562 | Publications | |||
| Ferulic acid | 3-Phenylpropionic acid | human | plasma | gut microbiota metabolite | Not Available | Not Available | Not Available | C9H10O2 | 150.068079562 | ||||
| Caffeic acid | 3-Phenylpropionic acid | human | Not Available | Not Available | Not Available | Not Available | Not Available | C9H10O2 | 150.068079562 | Publications | |||
| Orange flavanones | 3-Phenylpropionic acid | human | plasma, urine | gut microbiota metabolite | 5h-8h | <20 nmol/L | <1% | C9H10O2 | 150.068079562 | Detailed Intervention Studies | Publications |
Inter-Individual Variations in Metabolism
| Food Phytochemical | Metabolite | Effect | Value |
|---|