An immunosuppressant
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Active Metabolite(s)
15477Cyclosporin D
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Cyclosporin A

Item No. 12088

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
CAS Number
59865-13-3
Synonyms
  • NSC 290193
Molecular Formula
C62H111N11O12
Formula Weight
1202.6
Purity
≥99%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMF:PBS (pH 7.2)(1:3): 0.25 mg/mlDMSO: 3 mg/mlEthanol: 14 mg/ml
SMILES
O[C@@H]([C@](C(N[C@H](C(N(CC(N(C)[C@H](C(N[C@@H](C(C)C)C(N(C)[C@H]1CC(C)C)=O)=O)CC(C)C)=O)C)=O)CC)=O)([H])N(C([C@H](C(C)C)N(C([C@@H](N(C([C@H](CC(C)C)N(C([C@H](NC([C@@H](NC1=O)C)=O)C)=O)C)=O)C)CC(C)C)=O)C)=O)C)[C@H](C)C/C=C/C
InChi Code
InChI=1S/C62H111N11O12/c1-25-27-28-40(15)52(75)51-56(79)65-43(26-2)58(81)67(18)33-48(74)68(19)44(29-34(3)4)55(78)66-49(38(11)12)61(84)69(20)45(30-35(5)6)54(77)63-41(16)53(76)64-42(17)57(80)70(21)46(31-36(7)8)59(82)71(22)47(32-37(9)10)60(83)72(23)50(3
InChi Key
PMATZTZNYRCHOR-CGLBZJNRSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    25 mg

    $39

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    100 mg

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    Product Description

    Cyclosporin A is an immunosuppressant drug that binds cyclophilin D, inhibiting the phosphatase activity of calcineurin in T cells (IC50 = 5 nM).1,2,3 It blocks the transcription of genes involved in T cell activation by interfering with the calcineurin-driven nuclear import of the transcription factor NFAT.1,4,5 Because of its powerful immunosuppressant activity, cyclosporin A has long been used for the prevention of transplant rejection.6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Jorgensen, K.A., Koefoed-Nielsen, P.B., and Karamperis, N. Calcineurin phosphatase activity and immunosuppression. A review on the role of calcineurin phosphatase activity and the immunosuppressive effect of cyclosporin A and tacrolimus. Scand. J. Immunol. 57(2), 93-98 (2003).

    2. Mrowietz, U. Macrolide immunosuppressants. Eur. J. Dermatol. 9(5), 346-351 (1999).

    3. Fruman, D.A., Klee, C.B., Bierer, B.E., et al. Calcineurin phosphatase activity in T lymphocytes is inhibited by FK 506 and cyclosporin A. Proc. Natl. Acad. Sci. USA 89(9), 3686-3690 (1992).

    4. Roehrl, M.H.A., Kang, S., Aramburu, J., et al. Selective inhibition of calcineurin-NFAT signaling by blocking protein-protein interaction with small organic molecules. Proc. Natl. Acad. Sci. USA 101(20), 7554-7559 (2004).

    5. McCaffrey, P.G., Perrino, B.A., Soderling, T.R., et al. NF-ATp, a T lymphocyte DNA-binding protein that is a target for calcineurin and immunosuppressive drugs. The Journal of Biological Chemisty 268(5), 3747-3752 (1993).

    6. Laupacis, A., Keown, P.A., Ulan, R.A., et al. Cyclosporin A: A powerful immunosuppressant. Can. Med. Assoc. J. 126(9), 1041-1046 (1982).

    Product Citations

    Alavi, M.V. Tau phosphorylation and OPA1 proteolysis are unrelated events: Implications for Alzheimer’s Disease. Biochim. Biophys. Acta Mol. Cell Res. 1868(12), 119116 (2021).

    Varalda, M., Antona, A., Bettio, V., et al. Psychotropic drugs show anticancer activity by disrupting mitochondrial and lysosomal function. Front. Oncol. 10, 562196 (2020).