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Merck
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文件

32425

Supelco

环孢菌素A

VETRANAL®, analytical standard

同義詞:

抗生素S 7481F1, 环孢霉素

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About This Item

經驗公式（希爾表示法）:
C62H111N11O12
CAS號碼:
59865-13-3
分子量：:
1202.61
Beilstein:
3647785
MDL號碼:
MFCD00274558
分類程式碼代碼:
41116107
PubChem物質ID:
329754203
NACRES:
NA.24

等級

analytical standard

品質等級

100

產品線

VETRANAL®

儲存期限

limited shelf life, expiry date on the label

技術

HPLC: suitable
gas chromatography (GC): suitable

應用

forensics and toxicology
pharmaceutical (small molecule)

格式

neat

SMILES 字串

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

InChI 密鑰

PMATZTZNYRCHOR-CGLBZJNRSA-N

基因資訊

human ... PPIA(5478)

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一般說明

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.

應用

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

生化／生理作用

一种具有强大的免疫抑制特性的真菌代谢物。它通过形成抑制钙调神经磷酸酶（蛋白磷酸酶 2B）的环孢菌素A−亲环蛋白复合物来抑制 T 细胞受体的信号转导途径。抑制由白介素1α、脂多糖和TNFα诱导的一氧化氮合成。阻止线粒体释放细胞色素 c。

法律資訊

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

象形圖

Health hazardExclamation mark
GHS08,GHS07

訊號詞

Danger

危險聲明

H302,H350,H360FD

危險分類

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

儲存類別代碼

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

水污染物質分類（WGK）

WGK 3

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分析證明 (COA)

Lot/Batch Number
BCCF3176
BCCC6655
BCBS4825V
SZBF104XV
SZBD169XV

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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
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