(2R)-2-(4-chlorophenyl)-2-[3-(trifluoromethyl)phenoxy]acetic acid

• ChemBase ID: 154916
• Molecular Formular: C15H10ClF3O3
• Molecular Mass: 330.6863096
• Monoisotopic Mass: 330.02705652
• SMILES: c1cc(cc(c1)O[C@H](c1ccc(cc1)Cl)C(=O)O)C(F)(F)F
• Canonical SMILES: Clc1ccc(cc1)[C@H](C(=O)O)Oc1cccc(c1)C(F)(F)F
• InChI: InChI=1S/C15H10ClF3O3/c16-11-6-4-9(5-7-11)13(14(20)21)22-12-3-1-2-10(8-12)15(17,18)19/h1-8,13H,(H,20,21)/t13-/m1/s1
• InChIKey: DDTQLPXXNHLBAB-CYBMUJFWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-(4-chlorophenyl)-2-[3-(trifluoromethyl)phenoxy]acetic acid
• IUPAC Traditional name: (R)-(4-chlorophenyl)(3-(trifluoromethyl)phenoxy)acetic acid
• Synonyms: (aR)-4-chloro-a-[3-(trifluoromethyl)phenoxy]benzeneacetic acid; MBX-102/JNJ39659100; MBX-102 acid

Database IDs

• CAS Number: 23953-39-1
• MDL Number: MFCD19686974
• PubChem SID: 162249054
• PubChem CID: 12082255

CALCULATED PROPERTIES

• Acid pKa: 3.274657
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.5050025
• LogD (pH = 7.4): 1.2805343
• Log P: 4.71188
• Molar Refractivity: 73.7422 cm^3
• Polarizability: 27.898306 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: ≥20 mg/mL
• Apperance: white to tan powder

Safety Information

• European Hazard Symbols: Nature polluting (N); Toxic (T)
• German water hazard class: 3
• Risk Statements: 25-50/53
• Safety Statements: 45-60-61
• GHS Pictograms: GHS06; GHS09
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H410
• GHS Precautionary statements: P273-P301 + P310-P501
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C15H10ClF3O3

DETAILS

Sigma Aldrich - M5824

Biochem/physiol Actions
MBX-102 is a selective PPAR modulator (SPPARM) and has been shown to inhibit phosphorylation of PPARγ.