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Merck

SML1018

Cyclosporin A

≥95% (HPLC), DMSO solution, calcineurin inhibitor

Synonyme(s) :

CsA, Cyclosporine

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A propos de cet article

Formule empirique (notation de Hill) :
C62H111N11O12
Numéro CAS:
59865-13-3
Poids moléculaire :
1202.61
UNSPSC Code:
12352200
NACRES:
NA.77
EC Number:
200-664-3
Form:
DMSO solution
Quality level:
200
Storage condition:
protect from light

Principaux documents

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Nom du produit

Cyclosporin A, Ready Made Solution, 1 mg/mL in DMSO

form

DMSO solution

Quality Level

200

storage condition

protect from light

concentration

1 mg/mL in DMSO

shipped in

dry ice

storage temp.

−20°C

SMILES string

N1(C(C(=O)NC(C(=O)N(CC(=O)N(C(C(=O)NC(C(=O)N(C(C(=O)NC(C(=O)NC(C(=O)N(C(C(=O)N(C(C(=O)N(C(C1=O)C(C)C)C)CC(C)C)C)CC(C)C)C)C)C)CC(C)C)C)C(C)C)CC(C)C)C)C)CC)C(O)C(C\C=C\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+

InChI key

PMATZTZNYRCHOR-IMVLJIQESA-N

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Catégories apparentées

Application

Cyclosporin A has been used to test its toxic effect on perfused 3D proximal tubule model.

Biochem/physiol Actions

Cyclosporin A is a non-polar cyclic oligopeptide produced by the fungus Tolypocladium inflatum. It is a potent immunosuppressive agent, affecting primarily T-lymphocytes.
Cyclosporin A is a non-polar cyclic oligopeptide produced by the fungus Tolypocladium inflatum. It is a potent immunosuppressive agent, affecting primarily T-lymphocytes. It has been shown to inhibit the functioning of several nuclear proteins involved in T-cell activation at the level of mRNA transcription. It forms a complex with its intracellular receptor cyclophilin, which can then bind to calcineurin, a Ca2+- and calmodulin-dependent protein phosphatase, inhibiting its enzymatic activity. CsA was found to suppress the replication of hepatitis C virus genome in cultured hepatocytes. At concentrations >10 nM, CsA protected isolated hepatocytes against the action of phalloidin. CsA can inhibit IL2 production resulting from T cell activation via Calcineurin inhibition.
An extensive list of references has been reported, including a comprehensive review of analytical properties.
Cyclosporin A is generally given subsequent to transplant surgery to prevent rejection. In addition to its beneficial effects in organ transplantation, cyclosporin (CyA) exhibits nephrotoxic side effects.

Other Notes

Light sensitive

Classe de stockage

10 - Combustible liquids

wgk

WGK 1

flash_point_f

188.6 °F - closed cup

flash_point_c

87 °C - closed cup

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Certificats d'analyse (COA)

Lot/Batch Number
0000440668
0000440668
0000404585
0000404585
0000287844

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Lei Kuang et al.
Frontiers in pharmacology, 12, 770558-770558 (2021-12-18)
Background: Sepsis/septic shock is a common complication in the intensive care unit, and the opening of the mitochondrial permeability transition pore (mPTP), as well as the endoplasmic reticulum stress (ERS), play important roles in this situation. Whether the combination of
María Jiménez-Fernández et al.
Cellular and molecular life sciences : CMLS, 79(8), 468-468 (2022-08-06)
The mechanisms that control the inflammatory-immune response play a key role in tissue remodelling in cardiovascular diseases. T cell activation receptor CD69 binds to oxidized low-density lipoprotein (oxLDL), inducing the expression of anti-inflammatory NR4A nuclear receptors and modulating inflammation in
Zhenling Ma et al.
Bioscience reports, 41(1) (2021-01-05)
The excessive and inappropriate production of reactive oxygen species (ROS) can cause oxidative stress and is implicated in the pathogenesis of lung cancer. Cyclophilin A (CypA), a member of the immunophilin family, is secreted in response to ROS. To determine
Kimberly A Homan et al.
Scientific reports, 6, 34845-34845 (2016-10-12)
Three-dimensional models of kidney tissue that recapitulate human responses are needed for drug screening, disease modeling, and, ultimately, kidney organ engineering. Here, we report a bioprinting method for creating 3D human renal proximal tubules in vitro that are fully embedded
Renata Pavlič et al.
Frontiers in molecular biosciences, 8, 743403-743403 (2021-11-23)
Endometrial cancer (EC) is the most common gynecological malignancy in resource-abundant countries. The majority of EC cases are estrogen dependent but the mechanisms of estrogen biosynthesis and oxidative metabolism and estrogen action are not completely understood. Here, we evaluated formation
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