Cyclosporin A

SIGMA/C1832 - from Tolypocladium inflatum, BioReagent, Molecular Biology, ≥95%

Synonym: Antibiotic S 7481F1; Cyclosporine

CAS Number: 59865-13-3
Empirical Formula (Hill Notation): C₆₂H₁₁₁N₁₁O₁₂
Molecular Weight: 1202.61
MDL Number: MFCD00274558
Linear Formula: C₆₂H₁₁₁N₁₁O₁₂
Product Type: Chemical

Catalog Number	PKG Qty.	Price


45-C1832-5MG	5 mg	$323.00 1/EA	Add To Favorites
45-C1832-10MG	10 mg	$582.00 1/EA	Add To Favorites

This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: C1832-10MG

Properties
Descriptions
Safety Info.
Basic Data

antibiotic activity spectrum	fungi
assay	≥95%
biological source	Tolypocladium inflatum
form	powder
grade	Molecular Biology
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
InChI key	PMATZTZNYRCHOR-CGLBZJNRSA-N
mode of action	enzyme \| inhibits
product line	BioReagent
Quality Level	300
SMILES string	CC[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
solubility	dichloromethane: 9.80-10.20 mg/mL, clear, colorless to faintly yellow
storage temp.	2-8°C
suitability	corresponds to standard
	suitable for molecular biology
technique(s)	drug transporter assay: suitable

Application:	Cyclosporin A was suitable for: • Using in in vivo Neovascularization Assay, to subcutaneously inject the mice daily for suppressing the immune response. • Measuring the multiple drug resistance transporter activity in putative cancer stem/progenitor cells. • mRNA transcription studies • analytical standard
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.
Biochem/physiol Actions:	Cyclosporin A 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. It was found to suppress the replication of hepatitis C virus genome in cultured hepatocytes.
Biochem/physiol Actions:	Potent immunosuppressant; inhibits nitric oxide synthesis induced by interleukin 1α, lipopolysaccharides and TNFα; blocks cytochrome c release from mitochondria.
General description:	Chemical structure: peptide
General description:	Cyclosporin A is a fungal metabolite with immunosuppressive properties. Cyclosporin A is a non-polar cyclic oligopeptide produced by the fungus Tolypocladium inflatum. It is a potent immunosuppressive agent, affecting primarily T-lymphocytes.
Packaging:	5, 10 mg in glass bottle

Symbol	GHS07,GHS08
Signal word	Danger
Hazard statements	H302 - H350 - H360FD
Precautionary statements	P201 - P202 - P264 - P270 - P301 + P312 - P308 + P313
Hazard Codes	T
Risk Statements	45-60-22
Safety Statements	53-45
RIDADR	NONH for all modes of transport
WGK Germany	WGK 3

Purity	≥95%
Storage Temp.	2-8°C
UNSPSC	12352200

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