3-(4-hydroxyphenyl)propanoic acid

• ChemBase ID: 3534
• Molecular Formular: C9H10O3
• Molecular Mass: 166.1739
• Monoisotopic Mass: 166.06299418
• SMILES: c1(ccc(O)cc1)CCC(=O)O
• Canonical SMILES: OC(=O)CCc1ccc(cc1)O
• InChI: InChI=1S/C9H10O3/c10-8-4-1-7(2-5-8)3-6-9(11)12/h1-2,4-5,10H,3,6H2,(H,11,12)
• InChIKey: NMHMNPHRMNGLLB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(4-hydroxyphenyl)propanoic acid
• IUPAC Traditional name: hydroxyphenyl propionic acid
• Synonyms: Hydroxyphenyl Propionic Acid; 3-(4-Hydroxyphenyl)propanoic acid 98%; 4-HYDROXYHYDROCINNAMIC ACID; 3-(4-hydroxyphenyl)propanoic acid; 3-(4-Hydroxyphenyl)propanoic acid; Desaminotyrosine; Hydro-p-coumaric acid; Phloretate; Phloretic acid; 4-Hydroxy-benzenepropanoic Acid; p-Hydroxyhydrocinnamic Acid; 2,3-Dihydro-p-coumaric Acid; 4-(2-Carboxyethyl)phenol; 4-Hydroxybenzenepropanoic Acid; NSC 40949; NSC 65596; 3-(p-Hydroxyphenyl)propionic acid; 3-(4-Hydroxyphenyl)propionic acid; 3-(4-Hydroxyphenyl)propionic acid; Phloretic acid; 3-(p-HYDROXYPHENYL)-PROPIONIC ACID; 3-(4-Hydroxyphenyl)propionic acid; 4-Hydroxyhydrocinnamic acid; 3-(4-羟基苯基)丙酸; 根皮酸; 对羟基苯丙酸; 3-(4-羟基苯基)丙酸

Database IDs

• CAS Number: 501-97-3
• EC Number: 207-931-3
• MDL Number: MFCD00002778
• Beilstein Number: 2209841
• PubChem SID: 24895679; 24879983; 160966973; 46504920
• PubChem CID: 10394
• Wikipedia Title: Phloretic_acid

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.214214
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.44671443
• LogD (pH = 7.4): -1.2751057
• Log P: 1.7519975
• Molar Refractivity: 43.9475 cm^3
• Polarizability: 16.983263 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.15
• LOG S: -1.79
• Solubility (Water): 2.71e+00 g/l

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: Pale-Yellow Crystals
• Melting Point: 126-131°C; 127-129 °C; 127-129°C; 128-130°C; 129-131 °C(lit.)
• Fluorescence: λex 320 nm; λem 404 nm (buffer, pH 8.6); λex 320 nm; λem 404 nm in 0.1 M Tris pH 8.5, 2 mM H2O2, peroxidase

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• Storage Warning: IRRITANT; Irritant
• RTECS: MW5342000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36; 26-37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥98.0% (T); 95+%; 98%; 99%
• Grade: for fluorescence; purum
• Ignition Residue: ≤0.1%
• Linear Formula: HOC6H4CH2CH2CO2H
• Empirical Formula (Hill Notation): C9H10O3
• Classification: Genuine Natural Compounds

DETAILS

MP Biomedicals - 02151306

Fluorogenic substrate for peroxidase.

MP Biomedicals - 05203654

MP Biomedicals Rare Chemical collection

DrugBank - DB03897

Drug information: experimental

Toronto Research Chemicals - H950820

Antioxidant.

Sigma Aldrich - 56190

Other Notes
Sensitive fluorogenic substrate for horseradish peroxidase1; and other oxidases2

Sigma Aldrich - H52406

Packaging
25, 50 g in poly bottle
5 g in glass bottle

REFERENCES

• Zaitsu, K. and Ohkura, Y., Anal. Biochem., 109: 109, (1980).
• Arnous, A., et al.: J. Agr. Food Chem., 49, 5736 (2001)
• Guendez, R., et al.: Food Chem., 89, 1 (2001)
• Proestos, C., et al.: Food Control,16, 319 (2005)