CICLOSPORINE

Ciclosporine suppresses Tcell activation by inhibiting calcineurin, widely used in transplantation and autoimmune diseases. Side effects include nephrotoxicity, hypertension, and tremors. Only GMP materials will be supplied, logistics all according to GDP.

SKU: e3b6130be622 Category: Tag:

Product Description


Mechanism of Action

Cyclosporine is a cyclic undecapeptide immunosuppressant that binds cyclophilin, forming a complex that inhibits calcineurin phosphatase. This prevents dephosphorylation and nuclear translocation of NFAT (nuclear factor of activated T-cells), thereby blocking transcription of IL2 and other cytokines essential for Tcell activation. It selectively suppresses cellmediated immunity while sparing myelopoiesis.

Benefits and Advantages

Used extensively in transplantimmunology research, Tcell signalling studies, calcineurinpathway modelling, autoimmunedisease investigations, cytokineexpression analysis, and druginteraction studies involving CYP3A4/Pgp transport.

Side Effects and Risks

Risks include nephrotoxicity, hypertension, neurotoxicity, gingival hyperplasia, hirsutism, hepatotoxicity and immunosuppressionrelated infection risk. Handle with full immunomodulator precautions.

Only GMP materials will be supplied, logistics all according to GDP.

Datasheet


Molecular Formula

C62H111N11O12

Molecular Weight

1202.6 g/mol

CAS Number

59865-13-3

Storage Condition

/Cyclosporine/ should be stored below 30 °C & protected from light. Light protection is not required for iv admixtures of cyclosporine.

Solubility

Slightly soluble (NTP, 1992)

Purity

Purity information is available upon request (COA).

Synonym

cyclosporin A; Ciclosporin; cyclosporine; 59865-13-3; Sandimmune

IUPAC/Chemical Name

(3S,6S,9S,12R,15S,18S,21S,24S,30S,33S)-30-ethyl-33-[(E,1R,2R)-1-hydroxy-2-methylhex-4-enyl]-1,4,7,10,12,15,19,25,28-nonamethyl-6,9,18,24-tetrakis(2-methylpropyl)-3,21-di(propan-2-yl)-1,4,7,10,13,16,19,22,25,28,31-undecazacyclotritriacontane-2,5,8,11,14,17,20,23,26,29,32-undecone

InChl Key

PMATZTZNYRCHOR-CGLBZJNRSA-N

InChl 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(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

References

https://pubchem.ncbi.nlm.nih.gov/compound/5284373;

3D Conformer.

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