32425

Cyclosporin A

VETRANAL^®, analytical standard

• Synonyme(s) : Antibiotic S 7481F1, Cyclosporine
• Formule empirique (notation de Hill): C₆₂H₁₁₁N₁₁O₁₂
• Numéro CAS: 59865-13-3
• Poids moléculaire : 1202.61
• Numéro Beilstein : 3647785
• Numéro MDL: MFCD00274558
• Code UNSPSC : 41116107
• ID de substance PubChem : 329754203
• Nomenclature NACRES : NA.24

Propriétés

• Qualité: analytical standard
• Niveau de qualité: 100
• Gamme de produits: VETRANAL^®
• Durée de conservation: limited shelf life, expiry date on the label
• Technique(s): HPLC: suitable; gas chromatography (GC): suitable
• Application(s): forensics and toxicology; pharmaceutical (small molecule)
• Format: neat
• Chaîne SMILES: CC[C@@H]1NC(=O)[C@H]([C@H](O)[C@H](C)C\C=C\C)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
• 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(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
• Clé InChI: PMATZTZNYRCHOR-CGLBZJNRSA-N
• Informations sur le gène: human ... PPIA(5478)

Description

Description générale

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.

Application

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

Actions biochimiques/physiologiques

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.

Informations légales

VETRANAL is a registered trademark of Merck KGaA, Darmstadt, Germany

Informations sur la sécurité

• Pictogrammes: GHS08,GHS07
• Mention d'avertissement: Danger
• Mentions de danger: H302,H350,H360FD
• Conseils de prudence: P201 - P202 - P264 - P270 - P301 + P312 - P308 + P313
• Classification des risques: Acute Tox. 4 Oral - Carc. 1B - Repr. 1B
• Code de la classe de stockage: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Classe de danger pour l'eau (WGK): WGK 3