2-(6-hydroxynaphthalen-2-yl)(3,3,3-2H3)propanoic acid

• ChemBase ID: 166460
• Molecular Formular: C13H12O3
• Molecular Mass: 216.23258
• Monoisotopic Mass: 216.07864424
• SMILES: c1cc(cc2c1cc(cc2)C(C)C(=O)O)O
• Canonical SMILES: OC(=O)C(c1ccc2c(c1)ccc(c2)O)C
• InChI: InChI=1S/C13H12O3/c1-8(13(15)16)9-2-3-11-7-12(14)5-4-10(11)6-9/h2-8,14H,1H3,(H,15,16)
• InChIKey: XWJUDDGELKXYNO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(6-hydroxynaphthalen-2-yl)(3,3,3-^2H₃)propanoic acid
• IUPAC Traditional name: 2-(6-hydroxynaphthalen-2-yl)(3,3,3-^2H₃)propanoic acid
• Synonyms: rac O-Desmethyl Naproxen-d3

Database IDs

• CAS Number: 1122399-99-8
• PubChem SID: 162260593
• PubChem CID: 46781184

CALCULATED PROPERTIES

• Acid pKa: 4.3397193
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.6524085
• LogD (pH = 7.4): -0.095613755
• Log P: 2.839892
• Molar Refractivity: 60.3712 cm^3
• Polarizability: 24.467857 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Dark Red Solid
• Melting Point: 172-174°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - D292127

A labelled metabolite of Naproxen.

REFERENCES

• Rettie, A., et al.: Chem. Res. Toxicol., 5, 54 (1992)
• Tracy, T., et al.: Biochem. Pharmacol., 52, 1305 (1992)
• Bonnabry, P., et al.: Eur. J. Clin. Pharmacol., 49, 305 (1992)
• Rao, S., et al.: J. Med. Chem., 43, 2789 (1992)
• Hutzler, J., et al.: Drug Meta