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Merck

C3662

Cyclosporin A

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

Synonim(y):

Antibiotic S 7481F1, Cyclosporine

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10 MG

1660,00 zł

5 MG

2180,00 zł

1660,00 zł

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Informacje o tej pozycji

Wzór empiryczny (zapis Hilla):
C62H111N11O12
Numer CAS:
59865-13-3
Masa cząsteczkowa:
1202.61
NACRES:
NA.77
PubChem Substance ID:
24278028
UNSPSC Code:
12352200
MDL number:
MFCD00274558
Beilstein/REAXYS Number:
3647785
Assay:
≥95% (HPLC)
Form:
solid
Quality level:
300

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Nazwa produktu

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

color

white

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

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 key

PMATZTZNYRCHOR-CGLBZJNRSA-N

biological source

Tolypocladium inflatum

assay

≥95% (HPLC)

form

solid

solubility

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

antibiotic activity spectrum

fungi

mode of action

enzyme | inhibits

originator

Novartis

storage temp.

2-8°C

Quality Level

300

Gene Information

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

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Ta pozycja
C18323242530024
Cyclosporin A from Tolypocladium inflatum, ≥95% (HPLC), solid

Sigma-Aldrich

C3662

Cyclosporin A

Cyclosporin A from Tolypocladium inflatum, BioReagent, Molecular Biology, ≥95%

Sigma-Aldrich

C1832

Cyclosporin A

Cyclosporin A VETRANAL®, analytical standard

Supelco

32425

Cyclosporin A

Cyclosporin A 97.0-101.5% (on dried basis)

Sigma-Aldrich

30024

Cyclosporin A

form

solid

form

powder

form

-

form

powder

assay

≥95% (HPLC)

assay

≥95%

assay

-

assay

97.0-101.5% (on dried basis)

Quality Level

300

Quality Level

300

Quality Level

100

Quality Level

200

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

-

storage temp.

2-8°C

solubility

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

solubility

dichloromethane: 9.80-10.20 mg/mL, clear, colorless to faintly yellow

solubility

-

solubility

-

color

white

color

-

color

-

color

white to off-white

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

Features and Benefits

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.
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pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Danger

Hazard Classifications

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

Klasa składowania

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

wgk

WGK 3

ppe

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

Wybierz jedną z najnowszych wersji:

Certyfikaty analizy (CoA)

Lot/Batch Number
0000289922
0000340713
0000458758
0000458757
0000458757

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Dokumenty związane z niedawno zakupionymi produktami zostały zamieszczone w Bibliotece dokumentów.

Odwiedź Bibliotekę dokumentów

Peu Santra et al.
Disease models & mechanisms, 14(7) (2021-07-24)
The vacuolar-type H+-ATPase (V-ATPase) is a multi-subunit proton pump that regulates cellular pH. V-ATPase activity modulates several cellular processes, but cell-type-specific functions remain poorly understood. Patients with mutations in specific V-ATPase subunits can develop sensorineural deafness, but the underlying mechanisms
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
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
Jan Paeshuyse et al.
Antimicrobial agents and chemotherapy, 52(9), 3433-3437 (2008-07-16)
We report here a comparative study of the anti-hepatitis C virus (HCV) activities of selected (i) nucleoside polymerase, (ii) nonnucleoside polymerase, (iii) alpha,gamma-diketo acid polymerase, (iv) NS3 protease, and (v) helicase inhibitors, as well as (vi) cyclophilin binding molecules and
Javier Koh et al.
Nature communications, 10(1), 2820-2820 (2019-06-30)
Bats are unusual mammals, with the ability to fly, and long lifespans. In addition, bats have a low incidence of cancer, but the mechanisms underlying this phenomenon remain elusive. Here we discovered that bat cells are more resistant than human
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