Passa al contenuto
Merck
Tutte le immagini(1)

Documenti

32425

Supelco

Cyclosporin A

VETRANAL®, analytical standard

Sinonimo/i:

Antibiotic S 7481F1, Cyclosporine

Autenticatiper visualizzare i prezzi riservati alla tua organizzazione & contrattuali
Tutte le immagini(1)

About This Item

Formula empirica (notazione di Hill):
C62H111N11O12
Numero CAS:
59865-13-3
Peso molecolare:
1202.61
Beilstein:
3647785
Numero MDL:
MFCD00274558
Codice UNSPSC:
41116107
ID PubChem:
329754203
NACRES:
NA.24

Grado

analytical standard

Livello qualitativo

100

Nome Commerciale

VETRANAL®

Durata

limited shelf life, expiry date on the label

tecniche

HPLC: suitable
gas chromatography (GC): suitable

applicazioni

forensics and toxicology
pharmaceutical (small molecule)

Formato

neat

Stringa SMILE

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
PMATZTZNYRCHOR-CGLBZJNRSA-N

Informazioni sul gene

human ... PPIA(5478)

Cerchi prodotti simili? Visita Guida al confronto tra prodotti

Descrizione generale

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.

Applicazioni

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

Azioni biochim/fisiol

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.

Note legali

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

Pittogrammi

Health hazardExclamation mark
GHS08,GHS07

Avvertenze

Danger

Indicazioni di pericolo

H302,H350,H360FD

Classi di pericolo

Acute Tox. 4 Oral - Carc. 1B - Repr. 1B

Codice della classe di stoccaggio

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe di pericolosità dell'acqua (WGK)

WGK 3

Choose from one of the most recent versions:

Certificati d'analisi (COA)

Lot/Batch Number
BCCF3176
BCCC6655
BCBS4825V
SZBF104XV
SZBD169XV

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Possiedi già questo prodotto?

I documenti relativi ai prodotti acquistati recentemente sono disponibili nell’Archivio dei documenti.

Visita l’Archivio dei documenti

Cyclosporin A inhibits T-cell growth factor gene expression at the level of mRNA transcription.
Kronke, M., et al.
Proceedings of the National Academy of Sciences of the USA, 81 (16), 5214-5218 (1984)
Cyclosporin A specifically inhibits function of nuclear proteins involved in T cell activation.
Emmel, Elizabeth A., et al.
Science, 246 (4937), 1617-1617 (1989)
R E Handschumacher et al.
Science (New York, N.Y.), 226(4674), 544-547 (1984-11-02)
Cyclophilin, a specific cytosolic binding protein responsible for the concentration of the immunosuppressant cyclosporin A by lymphoid cells, was purified to homogeneity from bovine thymocytes. Cation-exchange high-performance liquid chromatography resolved a major and minor cyclophilin species that bind cyclosporin A
Xiao-Ling Liu et al.
Bioorganic & medicinal chemistry, 16(1), 171-180 (2007-10-30)
A library of chalcones with basic functionalities were screened for inhibition of P-glycoprotein (Pgp, ABCB1) by the calcein-AM accumulation assay on MDCKII/MDR1 cells. Three members that had ring A substituted with 5-(1-ethylpiperidin-4-yl) and 2,4-dimethoxy groups were found to increase calcein-AM
Mi-Yeon Jang et al.
Journal of medicinal chemistry, 54(2), 655-668 (2010-12-22)
Herein we describe the synthesis and in vitro and in vivo activity of thiazolo[5,4-d]pyrimidines as a novel class of immunosuppressive agents, useful for preventing graft rejection after organ transplantation. This research resulted in the discovery of a series of compounds
Visualizza tutti i documenti correlati

Il team dei nostri ricercatori vanta grande esperienza in tutte le aree della ricerca quali Life Science, scienza dei materiali, sintesi chimica, cromatografia, discipline analitiche, ecc..

Contatta l'Assistenza Tecnica.