An active metabolite of atorvastatin
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2-hydroxy Atorvastatin (calcium salt)

Item No. 30974

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(βR,δR)-2-(4-fluorophenyl)-β,δ-dihydroxy-4-[[(2-hydroxyphenyl)amino]carbonyl]-5-(1-methylethyl)-3-phenyl-1H-pyrrole-1-heptanoic acid, calcium salt (2:1)
CAS Number
265989-46-6
Synonyms
  • o-hydroxy Atorvastatin
  • ortho-hydroxy Atorvastatin
  • BMS 243887-01
  • PD 152873
Molecular Formula
C33H34FN2O6 • 1/2Ca
Formula Weight
593.7
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: solubleMethanol: soluble
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=CC=C4O.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=CC=C8O.[Ca+2]
InChi Code
InChI=1S/2C33H35FN2O6.Ca/c2*1-20(2)31-30(33(42)35-26-10-6-7-11-27(26)39)29(21-8-4-3-5-9-21)32(22-12-14-23(34)15-13-22)36(31)17-16-24(37)18-25(38)19-28(40)41;/h2*3-15,20,24-25,37-39H,16-19H2,1-2H3,(H,35,42)(H,40,41);/q;;+2/p-2/t2*24-,25-;/m11./s1
InChi Key
NOCWNJZXNVSDOU-LBSXWHBJSA-L
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $163

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    Product Description

    2-hydroxy Atorvastatin is an active metabolite of the HMG-CoA reductase inhibitor atorvastatin (Item No. 10493).1 2-hydroxy Atorvastatin is formed from atorvastatin by the cytochrome P450 (CYP) isoform CYP3A4. It inhibits lipid hydroperoxide formation and copper sulfate-induced thiobarbituric acid reactive substances (TBARS) formation in 1,2-dilinoleoyl-sn-glycero-3-PC (DLPC; Item No. 20954) vesicles and human LDL, respectively, in a concentration-dependent manner.2 2-hydroxy Atorvastatin reduces cell death induced by oxygen-glucose deprivation (OGD) in primary rat cortical neurons and increases phosphorylation of cAMP-response-element-binding protein (CREB) in GABAergic neurons when used at a concentration of 600 nM following OGD.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Park, J.-E., Kim, K.-B., Bae, S.K., et al. Contribution of cytochrome P450 3A4 and 3A5 to the metabolism of atorvastatin. Xenobiotica 38(9), 1240-1251 (2008).

    2. Mason, R.P., Walter, M.F., Day, C.A., et al. Active metabolite of atorvastatin inhibits membrane cholesterol domain formation by an antioxidant mechanism. The Journal of Biological Chemisty 281(14), 9337-9345 (2006).

    3. Guirao, V., Martí-Sistac, O., DeGregorio-Rocasolano, N., et al. Specific rescue by ortho-hydroxy atorvastatin of cortical GABAergic neurons from previous oxygen/glucose deprivation: Role of pCREB. J. Neurochem. 143(3), 359-374 (2017).