2-{4-[3-(4-acetyl-3-hydroxy-2-propylphenoxy)propoxy]phenoxy}acetic acid

• ChemBase ID: 5706
• Molecular Formular: C22H26O7
• Molecular Mass: 402.43764
• Monoisotopic Mass: 402.16785317
• SMILES: c1(c(ccc(c1O)C(=O)C)OCCCOc1ccc(cc1)OCC(=O)O)CCC
• Canonical SMILES: CCCc1c(OCCCOc2ccc(cc2)OCC(=O)O)ccc(c1O)C(=O)C
• InChI: InChI=1S/C22H26O7/c1-3-5-19-20(11-10-18(15(2)23)22(19)26)28-13-4-12-27-16-6-8-17(9-7-16)29-14-21(24)25/h6-11,26H,3-5,12-14H2,1-2H3,(H,24,25)
• InChIKey: HBBVCKCCQCQCTJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{4-[3-(4-acetyl-3-hydroxy-2-propylphenoxy)propoxy]phenoxy}acetic acid
• IUPAC Traditional name: 4-[3-(4-acetyl-3-hydroxy-2-propylphenoxy)propoxy]phenoxyacetic acid
• Synonyms: 4-[3-(4-Acetyl-3-hydroxy-2-propylphenoxy)propoxy]phenoxy-acetic acid; L-165,041; {4-[3-(4-acetyl-3-hydroxy-2-propylphenoxy)propoxy]phenoxy}acetic acid

Database IDs

• CAS Number: 79558-09-1
• MDL Number: MFCD04974501
• PubChem SID: 99444549; 24278477; 160969133
• PubChem CID: 6603901

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.2775066
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): 1.9423522
• LogD (pH = 7.4): 0.7153546
• Log P: 4.146537
• Molar Refractivity: 107.1135 cm^3
• Polarizability: 41.49958 Å^3
• Polar Surface Area: 102.29 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.88
• LOG S: -4.71
• Solubility (Water): 7.86e-03 g/l

PROPERTIES

Physical Property

• Solubility: DMSO: >10 mg/mL
• Apperance: off-white powder
• Melting Point: 127-128 °C(lit.)

Safety Information

• Storage Condition: protect from light; under inert gas
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: human ... PPARD(5467)

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C22H26O7

DETAILS

DrugBank - DB08078

Drug information: experimental

Sigma Aldrich - L2167

Biochem/physiol Actions
PPARβ (PPARδ) selective agonist.