Cyclosporin A, VETRANAL, analytical standard

Code: 32425-100MG D2-231

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.


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Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Biochem/physiol Actions

A fungal metabolite possessing potent immunosuppressive properties. It inhibits the T-cell receptor signal transduction pathway via the formation of cyclosporin A−cyclophilin complex that inhibits calcineurin (protein phosphatase 2B). Inhibits nitric oxide synthesis induced by interleukin 1α, lipopolysaccharides and TNFα. Can block cytochrome c release from mitochondria.

General description

Cyclosporin A (CsA) is a fungal metabolite, a cyclic undecapeptide. It has highly specific immunosuppressive effects with low myelotoxicity, thereby making it a valuable drug in human organ transplantation. Its immunosuppressive activity is based upon its ability to inhibit early steps of T-lymphocyte activation such as lymphokine gene transcription.

Cyclosporin A has been used to:Prevent rejection of kidney and liver transplants.In graft versus host disease.Treatment of autoimmune diseases. Treatment of Schistosomiasis.

Legal Information

VETRANAL is a registered trademark of Sigma-Aldrich Chemie GmbH

application(s)forensics and toxicologypharmaceutical (small molecule)
formatneat
Gene Informationhuman ... PPIA(5478)
gradeanalytical standard
InChI keyPMATZTZNYRCHOR-CGLBZJNRSA-N
InChI1S/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(39(13)14)62(85)73(51)24/h25,27,34-47,49-52,75H,26,28-33H2,1-24H3,(H,63,77)(H,64,76)(H,65,79)(H,66,78)/b27-25+/t40-,41+,42-,43+,44+,45+,46+,47+,49+,50+,51+,52-/m1/s1
product lineVETRANAL®
Quality Level100
shelf lifelimited shelf life, expiry date on the label
SMILES stringCC[C@@H]1NC(=O)[C@H]([C@H](O)[C@H](C)CC=CC)N(C)C(=O)[C@H](C(C)C)N(C)C(=O)[C@H](CC(C)C)N(C)C(=O)[C@H](CC(C)C)N(C)C(=O)[C@@H](C)NC(=O)[C@H](C)NC(=O)[C@H](CC(C)C)N(C)C(=O)[C@@H](NC(=O)[C@H](CC(C)C)N(C)C(=O)CN(C)C1=O)C(C)C
technique(s)gas chromatography (GC): suitable, HPLC: suitable
Cas Number59865-13-3
This product has met the following criteria: