C3662

Cyclosporin A

from Tolypocladium inflatum, ≥95% (HPLC), solid, Calcineurin inhibitor

• Sinonimo/i: Antibiotic S 7481F1, Cyclosporine
• Formula empirica (notazione di Hill): C₆₂H₁₁₁N₁₁O₁₂
• Numero CAS: 59865-13-3
• Peso molecolare: 1202.61
• Beilstein: 3647785
• Numero MDL: MFCD00274558
• Codice UNSPSC: 12352200
• ID PubChem: 24278028
• NACRES: NA.77

Proprietà

• Nome del prodotto: Cyclosporin A, from Tolypocladium inflatum, ≥95% (HPLC), solid
• Origine biologica: Tolypocladium inflatum
• Livello qualitativo: 300
• Saggio: ≥95% (HPLC)
• Stato: solid
• Colore: white
• Solubilità: dichloromethane: 10 mg/mL; ethanol: 10 mg/mL; DMSO: 50 mg/mL; chloroform: 6 mg/mL; H₂O: insoluble
• Spettro attività antibiotica: fungi
• Modalità d’azione: enzyme | inhibits
• Ideatore: Novartis
• Temperatura di conservazione: 2-8°C
• 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) , PPP3CA(5530) , PPP3CB(5532) , PPP3CC(5533) , PPP3R1(5534) , PPP3R2(5535)

Descrizione

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.

Potent immunosuppressant; inhibits nitric oxide synthesis induced by interleukin 1α, lipopolysaccharides and TNFα; blocks cytochrome c release from mitochondria.

Caratteristiche e vantaggi

This compound is a featured product for ADME Tox research. Click here to discover more featured ADME Tox products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

This compound is featured on the Phosphoprotein Phosphatases (Serine/Threonine) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

This compound was developed by Novartis. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Informazioni sulla sicurezza

• Pittogrammi: GHS08,GHS07
• Avvertenze: Danger
• Indicazioni di pericolo: H302,H350,H360FD
• Consigli di prudenza: P201 - P202 - P264 - P270 - P301 + P312 - P308 + P313
• 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
• Dispositivi di protezione individuale: Eyeshields, Gloves, type P3 (EN 143) respirator cartridges