2-{4-[(2-oxocyclopentyl)methyl]phenyl}propanoic acid

• ChemBase ID: 155678
• Molecular Formular: C15H18O3
• Molecular Mass: 246.30162
• Monoisotopic Mass: 246.12559444
• SMILES: CC(c1ccc(cc1)CC1CCCC1=O)C(=O)O
• Canonical SMILES: OC(=O)C(c1ccc(cc1)CC1CCCC1=O)C
• InChI: InChI=1S/C15H18O3/c1-10(15(17)18)12-7-5-11(6-8-12)9-13-3-2-4-14(13)16/h5-8,10,13H,2-4,9H2,1H3,(H,17,18)
• InChIKey: YMBXTVYHTMGZDW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{4-[(2-oxocyclopentyl)methyl]phenyl}propanoic acid
• IUPAC Traditional name: loxoprofen
• Synonyms: α-Methyl-4-[(2-oxocyclopentyl)methyl]benzeneacetic acid; Koloxo; Loxoprofen; 2-(4-((2-Oxocyclopentyl)methyl)phenyl)propanoic acid

Database IDs

• CAS Number: 68767-14-6
• MDL Number: MFCD00864331
• PubChem SID: 24278509; 162249816
• PubChem CID: 3965

CALCULATED PROPERTIES

• Acid pKa: 4.191381
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.0188732
• LogD (pH = 7.4): 0.3064167
• Log P: 3.345719
• Molar Refractivity: 68.799 cm^3
• Polarizability: 26.751402 Å^3
• Polar Surface Area: 54.37 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: solid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Gene Information: human ... PTGS1(5742), PTGS2(5743)

Product Information

• Purity: 95+%
• Empirical Formula (Hill Notation): C15H18O3

DETAILS

Sigma Aldrich - L0664

Application
Anti-inflammatory; analgesic