Identification
- Generic Name
- 3-phenylpropionic acid
- DrugBank Accession Number
- DB02024
- Background
Not Available
- Type
- Small Molecule
- Groups
- Experimental
- Structure
Structure for 3-phenylpropionic acid (DB02024)
- Weight
- Average: 150.1745
Monoisotopic: 150.068079564 - Chemical Formula
- C9H10O2
- Synonyms
- 3-phenyl-propionic acid
- 3-phenylpropanoic acid
- 3-phenylpropionic acid
- 3-Phenylpropionsäure
- 3PP
- beta-Phenylpropionic acid
- Hydrocinnamic acid
- Phenylpropanoate
- External IDs
- FEMA NO. 2889
- NSC-9272
Pharmacology
- Indication
Not Available
Reduce drug development failure ratesBuild, train, & validate machine-learning modelswith evidence-based and structured datasets.Build, train, & validate predictive machine-learning models with structured datasets.- Contraindications & Blackbox Warnings
Prevent Adverse Drug Events TodayTap into our Clinical API for life-saving information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.Avoid life-threatening adverse drug events with our Clinical API- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UAspartate aminotransferase Not Available Escherichia coli (strain K12) UAromatic-amino-acid aminotransferase Not Available Paracoccus denitrificans UAminotransferase Not Available Thermus thermophilus - Absorption
Not Available
- Volume of distribution
Not Available
- Protein binding
Not Available
- Metabolism
- Not Available
- Route of elimination
Not Available
- Half-life
Not Available
- Clearance
Not Available
- Adverse Effects
Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!Improve decision support & research outcomes with our structured adverse effects data.- Toxicity
Not Available
- Pathways
- Not Available
- Pharmacogenomic Effects/ADRs
- Not Available
Interactions
- Drug Interactions
- This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.Not Available
- Food Interactions
- Not Available
Categories
- Drug Categories
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as phenylpropanoic acids. These are compounds with a structure containing a benzene ring conjugated to a propanoic acid.
- Kingdom
- Organic compounds
- Super Class
- Phenylpropanoids and polyketides
- Class
- Phenylpropanoic acids
- Sub Class
- Not Available
- Direct Parent
- Phenylpropanoic acids
- Alternative Parents
- Benzene and substituted derivatives / Monocarboxylic acids and derivatives / Carboxylic acids / Organic oxides / Hydrocarbon derivatives / Carbonyl compounds
- Substituents
- 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
- Molecular Framework
- Aromatic homomonocyclic compounds
- External Descriptors
- monocarboxylic acid, benzenes (CHEBI:28631)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- 5Q445IN5CU
- CAS number
- 501-52-0
- InChI Key
- XMIIGOLPHOKFCH-UHFFFAOYSA-N
- InChI
- InChI=1S/C9H10O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-5H,6-7H2,(H,10,11)
- IUPAC Name
- 3-phenylpropanoic acid
- SMILES
- OC(=O)CCC1=CC=CC=C1
References
- Synthesis Reference
Anna M. C. F. Castelijns, Johanna M. Hogeweg, Simon P. J. M. van Nispen, "Process for the preparation of 3-phenylpropionic acid." U.S. Patent US5786507, issued April, 1964.
US5786507- General References
- Not Available
- External Links
- Human Metabolome Database
- HMDB0000764
- KEGG Compound
- C05629
- PubChem Compound
- 107
- PubChem Substance
- 46506078
- ChemSpider
- 10181339
- BindingDB
- 50304072
- ChEBI
- 28631
- ChEMBL
- CHEMBL851
- ZINC
- ZINC000000154564
- PDBe Ligand
- HCI
- PDB Entries
- 1ahx / 1ay8 / 1bxg / 1tog / 1toi / 1toj / 1v2f / 3ayi / 4e67 / 4gm7 … show 7 more
Clinical Trials
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
- Not Available
- Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Solid
- Experimental Properties
Property Value Source melting point (°C) 107 °C PhysProp boiling point (°C) 279.8 °C PhysProp water solubility 5900 mg/L (at 20 °C) YALKOWSKY,SH & DANNENFELSER,RM (1992) logP 1.84 HANSCH,C ET AL. (1995) pKa 4.66 (at 18 °C) KORTUM,G ET AL (1961) - Predicted Properties
Property Value Source Water Solubility 1.7 mg/mL ALOGPS logP 1.84 ALOGPS logP 2.06 Chemaxon logS -2 ALOGPS pKa (Strongest Acidic) 4.73 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 2 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 37.3 Å2 Chemaxon Rotatable Bond Count 3 Chemaxon Refractivity 41.97 m3·mol-1 Chemaxon Polarizability 15.94 Å3 Chemaxon Number of Rings 1 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter No Chemaxon Veber's Rule Yes Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 0.9814 Blood Brain Barrier + 0.944 Caco-2 permeable + 0.837 P-glycoprotein substrate Non-substrate 0.7927 P-glycoprotein inhibitor I Non-inhibitor 0.9723 P-glycoprotein inhibitor II Non-inhibitor 0.9873 Renal organic cation transporter Non-inhibitor 0.8978 CYP450 2C9 substrate Non-substrate 0.8111 CYP450 2D6 substrate Non-substrate 0.927 CYP450 3A4 substrate Non-substrate 0.7922 CYP450 1A2 substrate Non-inhibitor 0.6967 CYP450 2C9 inhibitor Non-inhibitor 0.9766 CYP450 2D6 inhibitor Non-inhibitor 0.9375 CYP450 2C19 inhibitor Non-inhibitor 0.9795 CYP450 3A4 inhibitor Non-inhibitor 0.9732 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9812 Ames test Non AMES toxic 0.9572 Carcinogenicity Non-carcinogens 0.8213 Biodegradation Ready biodegradable 0.9257 Rat acute toxicity 1.9377 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9184 hERG inhibition (predictor II) Non-inhibitor 0.9726
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 133.8336917 predictedDarkChem Lite v0.1.0 [M-H]- 136.4643815 predictedDarkChem Standard v0.1.0 [M-H]- 133.6762917 predictedDarkChem Lite v0.1.0 [M-H]- 133.7147917 predictedDarkChem Lite v0.1.0 [M-H]- 133.4350917 predictedDarkChem Lite v0.1.0 [M-H]- 127.2883 predictedDeepCCS 1.0 (2019) [M-H]- 133.8336917 predictedDarkChem Lite v0.1.0 [M-H]- 136.4643815 predictedDarkChem Standard v0.1.0 [M-H]- 133.6762917 predictedDarkChem Lite v0.1.0 [M-H]- 133.7147917 predictedDarkChem Lite v0.1.0 [M-H]- 133.4350917 predictedDarkChem Lite v0.1.0 [M-H]- 127.2883 predictedDeepCCS 1.0 (2019) [M+H]+ 130.641 predictedDeepCCS 1.0 (2019) [M+H]+ 130.641 predictedDeepCCS 1.0 (2019) [M+Na]+ 139.77864 predictedDeepCCS 1.0 (2019) [M+Na]+ 139.77864 predictedDeepCCS 1.0 (2019)
Targets
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- Kind
- Protein
- Organism
- Escherichia coli (strain K12)
- Pharmacological action
- Unknown
- General Function
- Pyridoxal phosphate binding
- Specific Function
- Not Available
- Gene Name
- aspC
- Uniprot ID
- P00509
- Uniprot Name
- Aspartate aminotransferase
- Molecular Weight
- 43572.965 Da
References
- Kind
- Protein
- Organism
- Paracoccus denitrificans
- Pharmacological action
- Unknown
- General Function
- Pyridoxal phosphate binding
- Specific Function
- Shows activities toward both dicarboxylic and aromatic substrates.
- Gene Name
- tyrB
- Uniprot ID
- P95468
- Uniprot Name
- Aromatic-amino-acid aminotransferase
- Molecular Weight
- 42731.635 Da
References
- Kind
- Protein
- Organism
- Thermus thermophilus
- Pharmacological action
- Unknown
- General Function
- Transaminase activity
- Specific Function
- Not Available
- Gene Name
- Not Available
- Uniprot ID
- Q75WK2
- Uniprot Name
- Aminotransferase
- Molecular Weight
- 42270.13 Da
Drug created at June 13, 2005 13:24 / Updated at June 12, 2020 16:52