A weak immunosuppressant
Related Products
Parent Compound(s)
12088Cyclosporin A
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Cyclosporin D

Item No. 15477

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
7-L-valine-cyclosporin A
CAS Number
63775-96-2
Molecular Formula
C63H113N11O12
Formula Weight
1216.7
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Ethanol: Soluble
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)C(C)C)=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/C63H113N11O12/c1-26-27-28-41(16)53(76)52-57(80)67-49(38(10)11)61(84)68(19)33-48(75)69(20)44(29-34(2)3)56(79)66-50(39(12)13)62(85)70(21)45(30-35(4)5)55(78)64-42(17)54(77)65-43(18)58(81)71(22)46(31-36(6)7)59(82)72(23)47(32-37(8)9)60(83)73(24)5
InChi Key
ZNVBEWJRWHNZMK-SYOLRUPNSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $117

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    5 mg

    $263

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    Product Description

    Cyclosporin D is a metabolite of cyclosporin A (Item No. 12088), an immunosuppressant drug that binds cyclophilin D, inhibiting the phosphatase activity of calcineurin in T cells.1,2 Cyclosporin D displays about 10% lower immunosuppressant activity than cyclosporin A.3,4 Cyclosporin D has been used as an internal standard for the quantification of cyclosporin A.5

    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. Vollenbroeker, B., Koch, J.H., Fobker, M., et al. Determination of cyclosporine and its metabolites in blood via HPLC-MS and correlation to clinically important parameters. Transplant. Proc. 37(4), 1741-1744 (2005).

    3. von Wartburg, A., and Traber, R. Cyclosporins, fungal metabolites with immunosuppressive activities. Prog. Med. Chem. 25, 1-33 (1988).

    4. Copeland, K.R., Yatscoff, R.W., and McKenna, R.M. Immunosuppressive activity of cyclosporine metabolites compared and characterized by mass spectroscopy and nuclear magnetic resonance. Clin. Chem. 36(2), 225-229 (1990).

    5. Kaiser, P., Akerboom, T., Wood, W.G., et al. A new approach for the determination of immunosuppressive drugs using HPLC-MS/MS and Cs+ adducts. Ger. Med. Sci. 4, 1-12 (2006).