A metabolite of atorvastatin
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4-hydroxy Atorvastatin (calcium salt)

Item No. 22575

Technical Information
Formal Name
2-(4-fluorophenyl)-βR,δR-dihydroxy-4-[[(4-hydroxyphenyl)amino]carbonyl]-5-(1-methylethyl)-3-phenyl-1H-pyrrole-1-heptanoic acid, hemicalcium salt
CAS Number
265989-44-4
Synonyms
  • p-hydroxy Atorvastatin
  • para-hydroxy Atorvastatin
Molecular Formula
C33H34FN2O6 • 1/2Ca
Formula Weight
Purity
≥90%
A crystalline solid
DMF: 25 mg/mlDMF:PBS (pH 7.2) (1:9): 0.1 mg/mlDMSO: 15 mg/mlEthanol: 0.5 mg/ml
λmax
253 nm
SMILES
O=C(C1=C(C(C)C)N(CC[C@@H](O)C[C@@H](O)CC([O-])=O)C(C2=CC=C(F)C=C2)=C1C3=CC=CC=C3)NC4=CC=C(O)C=C4.O=C(C5=C(C(C)C)N(CC[C@@H](O)C[C@@H](O)CC([O-])=O)C(C6=CC=C(F)C=C6)=C5C7=CC=CC=C7)NC8=CC=C(O)C=C8.[Ca+2]
InChi Code
InChI=1S/2C33H35FN2O6.Ca/c2*1-20(2)31-30(33(42)35-24-12-14-25(37)15-13-24)29(21-6-4-3-5-7-21)32(22-8-10-23(34)11-9-22)36(31)17-16-26(38)18-27(39)19-28(40)41;/h2*3-15,20,26-27,37-39H,16-19H2,1-2H3,(H,35,42)(H,40,41);/q;;+2/p-2/t2*26-,27-;/m11./s1
InChi Key
PYIWEMFVBXVPDU-MNSAWQCASA-L
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    4-hydroxy Atorvastatin is a metabolite of atorvastatin (Item No. 10493), an HMG-CoA reductase inhibitor present in formulations that have been used to treat hypercholesterolemia and certain dyslipidemias.1,2,3,4 Atorvastatin is metabolized by the cytochrome P450 (CYP) isoform CYP3A4 to form 4-hydroxy atorvastatin.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hong, J.H., Youm, J.K., Kwon, M.J., et alK6PC-5, a direct activator of sphingosine kinase 1, promotes epidermal differentiation through intracellular Ca2+ signaling. J. Invest. Dermatol. 128, 2166-2178 (2008).

    2. Dart, A., Jerums, G., Nicholson, G., et alA multicenter, double-blind, one-year study comparing safety and efficacy of atorvastatin versus simvastatin in patients with hypercholesterolemia. Am. J. Cardiol. 80(1), 39-44 (1997).

    3. Group, T.D.A.L.I.S. The effect of aggressive versus standard lipid lowering by atorvastatin on diabetic dyslipidemia. The DALI study: A double-blind, randomized, placebo-controlled trial in patients with type 2 diabetes and diabetic dyslipidemia. Diabetes Care 24(8), 1335-1341 (2001).

    4. van Dam, M., Zwart, M., de Beer, F., et alLong term efficacy and safety of atorvastatin in the treatment of severe type III and combined dyslipidaemia. Heart 88(3), 234-238 (2002).