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 Online Resources
No spectra information available
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 |
|---|