sodium 4-[5-(4-fluorophenyl)-5-hydroxy-4-phenyl-2-(phenylcarbamoyl)-1-(propan-2-yl)-3,10-dioxa-6-azatricyclo[4.4.0.02,4]decan-9-yl]-3-hydroxybutanoate

• ChemBase ID: 160877
• Molecular Formular: C33H34FN2NaO7
• Molecular Mass: 612.6204332
• Monoisotopic Mass: 612.22477394
• SMILES: C12(C(C(N3C1(OC(CC3)CC(CC(=O)[O-])O)C(C)C)(c1ccc(cc1)F)O)(O2)c1ccccc1)C(=O)Nc1ccccc1.[Na+]
• Canonical SMILES: [O-]C(=O)CC(CC1CCN2C(O1)(C(C)C)C1(OC1(C2(O)c1ccc(cc1)F)c1ccccc1)C(=O)Nc1ccccc1)O.[Na+]
• InChI: InChI=1S/C33H35FN2O7.Na/c1-21(2)33-31(29(40)35-25-11-7-4-8-12-25)30(43-31,22-9-5-3-6-10-22)32(41,23-13-15-24(34)16-14-23)36(33)18-17-27(42-33)19-26(37)20-28(38)39;/h3-16,21,26-27,37,41H,17-20H2,1-2H3,(H,35,40)(H,38,39);/q;+1/p-1
• InChIKey: OWLRXFXFFHQDSQ-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium 4-[5-(4-fluorophenyl)-5-hydroxy-4-phenyl-2-(phenylcarbamoyl)-1-(propan-2-yl)-3,10-dioxa-6-azatricyclo[4.4.0.0^2,^4]decan-9-yl]-3-hydroxybutanoate
• IUPAC Traditional name: sodium 4-[5-(4-fluorophenyl)-5-hydroxy-1-isopropyl-4-phenyl-2-(phenylcarbamoyl)-3,10-dioxa-6-azatricyclo[4.4.0.0^2,^4]decan-9-yl]-3-hydroxybutanoate
• Synonyms: 7-(4-Fluorophenyl)hexahydro-β,7-dihydroxy-1b-(1-methylethyl)-7a-phenyl-1a-[(phenylamino)carbonyl]-3H-oxireno[3,4]pyrrolo[2,1-b][1,3]oxazine-3-butanoic Acid Sodium Salt; ATV-cycloIP Sodium Salt; ATV-FXA sodium salt; Atorvastatin Cyclic Sodium Salt (Isopropyl) Impurity

Database IDs

• PubChem SID: 162255012
• PubChem CID: 71313523

CALCULATED PROPERTIES

• Acid pKa: 3.639177
• H Acceptors: 8
• H Donor: 3
• LogD (pH = 5.5): 3.4114265
• LogD (pH = 7.4): 1.9675224
• Log P: 3.708442
• Molar Refractivity: 166.0081 cm^3
• Polarizability: 60.397827 Å^3
• Polar Surface Area: 131.39 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: White to Off-White Solid
• Melting Point: >150°C (dec.)

Safety Information

• Storage Condition: Amber Vial, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - A791825

A photodegadation product of Atorvastatin (a cyclic impurity of Atorvastatin).

REFERENCES

• Roger, D., et al.: Clin. Exp. Dermatol., 19, 88 (1994)
• Cosa, G., et al.: Photochem. Photobiol., 80, 159 (1994)
• Kerwin, B., et al.: J. Pharm. Sci., 96, 1468 (1994)