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C3662

Sigma-Aldrich

Cyclosporin A

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

Synonym(e):

Antibiotic S 7481F1

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About This Item

Empirische Formel (Hill-System):
C62H111N11O12
CAS-Nummer:
59865-13-3
Molekulargewicht:
1202.61
Beilstein:
3647785
MDL-Nummer:
MFCD00274558
UNSPSC-Code:
12352200
PubChem Substanz-ID:
24278028
NACRES:
NA.77

product name

Cyclosporin A, from Tolypocladium inflatum, ≥95% (HPLC), solid

Biologische Quelle

Tolypocladium inflatum

Qualitätsniveau

300

Assay

≥95% (HPLC)

Form

solid

Farbe

white

Löslichkeit

dichloromethane: 10 mg/mL
ethanol: 10 mg/mL
DMSO: 50 mg/mL
chloroform: 6 mg/mL
H2O: insoluble

Wirkungsspektrum von Antibiotika

fungi

Wirkungsweise

enzyme | inhibits

Ersteller

Novartis

Lagertemp.

2-8°C

SMILES String

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

InChIKey

PMATZTZNYRCHOR-CGLBZJNRSA-N

Angaben zum Gen

human ... PPIA(5478) , PPP3CA(5530) , PPP3CB(5532) , PPP3CC(5533) , PPP3R1(5534) , PPP3R2(5535)

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Biochem./physiol. Wirkung

Ein Pilzmetabolit mit wirksamen immunsuppressiven Eigenschaften. Er hemmt die T-Zell-Rezeptor-Signaltransduktion über die Bildung eines Cyclosporin A−Cyclophilin Komplexes, der Calcineurin (Protein Phosphatase 2B) inhibiert. Hemmt die durch Interleukin 1?, Lipopolysaccharide und TNF induzierte Stickoxid-Synthese. Kann die Freisetzung von Cytochrom c aus Mitochondrien blockieren.

Leistungsmerkmale und Vorteile

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.

Piktogramme

Health hazardExclamation mark
GHS08,GHS07

Signalwort

Danger

Gefahreneinstufungen

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

Lagerklassenschlüssel

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

WGK

WGK 3

Persönliche Schutzausrüstung

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

Analysenzertifikate (COA)

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