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Merck

46401

シクロヘキシミド

PESTANAL®, analytical standard

別名:

3-[2-(3,5-ジメチル-2-オキソシクロヘキシル)-2-ヒドロキシエチル]グルタルイミド, アクチジオン, ナラマイシンA

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この商品について

実験式(ヒル表記法):
C15H23NO4
CAS番号:
分子量:
281.35
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
EC Number:
200-636-0
Beilstein/REAXYS Number:
88868
MDL number:
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製品名

シクロヘキシミド, PESTANAL®, analytical standard

InChI key

YPHMISFOHDHNIV-FSZOTQKASA-N

InChI

1S/C15H23NO4/c1-8-3-9(2)15(20)11(4-8)12(17)5-10-6-13(18)16-14(19)7-10/h8-12,17H,3-7H2,1-2H3,(H,16,18,19)/t8-,9-,11-,12+/m0/s1

SMILES string

[H][C@]1(C[C@@H](C)C[C@H](C)C1=O)[C@H](O)CC2CC(=O)NC(=O)C2

grade

analytical standard

description

mixture of stereo isomers

product line

PESTANAL®

assay

≥95% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

solubility

H2O: slightly soluble

antibiotic activity spectrum

fungi

application(s)

agriculture
cleaning products
cosmetics
environmental
food and beverages
personal care

format

neat

mode of action

protein synthesis | interferes

storage temp.

−20°C

Quality Level

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Biochem/physiol Actions

作用機序:真核生物における翻訳阻害により、細胞増殖の停止と細胞死を引き起こします。CHXは、酵母や真菌のCHX耐性株の選択、短命のタンパク質の検出およびタンパク質発現の超誘導のためのタンパク質合成の制御された阻害、およびアポトーシス誘導または細胞死受容体によるアポトーシス誘導の促進のために広く使用されています。

活性スペクトル:カンジダ菌、アスペルギルス属、サッカロミセス属、ペニシリウム属などの酵母および真菌に対して活性を示します。

Application

Cycloheximide may find the following uses:
  • To evaluate the antifungal efficacy and safety of cycloheximide as a supplement in Optisol-GS
  • To study the effect of cycloheximide on leaf-cutting ant workers
  • To study the effect of streptomycin, cycloheximide, fungizone, captan, carbofuran, cygon, and pentachloronitrobenzene on soil microorganisms
  • To study the fungal control of nitrous oxide production in a semiarid grassland
  • To study the activity and degradation of streptomycin and cycloheximide in soil

General description

Cycloheximide is an antibiotic having significant antifungal properties. It is produced by streptomycin-producing strains of Streptomyces griseus and acts by inhibiting protein synthesis. Its main biological activity is translation inhibition in eukaryotes resulting in cell growth arrest and cell death. It is used as a fungicide.
As per Regulation (EC) No 1107/2009, repealing the directive 91/414, cycloheximide is not approved for use in the European Union (EU).

Legal Information

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

signalword

Danger

Hazard Classifications

Acute Tox. 2 Oral - Aquatic Chronic 2 - Muta. 2 - Repr. 1B

保管分類

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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


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文書ライブラリにアクセスする

C C Jiang et al.
Oncogene, 33(20), 2577-2588 (2013-06-19)
Increased global protein synthesis and selective translation of mRNAs encoding proteins contributing to malignancy is common in cancer cells. This is often associated with elevated expression of eukaryotic translation initiation factor 4 (eIF4E), the rate-limiting factor of cap-dependent translation initiation.
Minako Kaneda et al.
Plant physiology, 147(4), 1750-1760 (2008-06-14)
Secondary xylem (wood) formation in gymnosperms requires that the tracheid protoplasts first build an elaborate secondary cell wall from an array of polysaccharides and then reinforce it with lignin, an amorphous, three-dimensional product of the random radical coupling of monolignols.
S-H Chan et al.
Oncogene, 33(36), 4496-4507 (2014-03-13)
Metastasis is the predominant cause of death in breast cancer patients. Several lines of evidence have shown that microRNAs (miRs) can have an important role in cancer metastasis. Using isogenic pairs of low and high metastatic lines derived from a
Matthias Rottmann et al.
Science (New York, N.Y.), 329(5996), 1175-1180 (2010-09-04)
Recent reports of increased tolerance to artemisinin derivatives--the most recently adopted class of antimalarials--have prompted a need for new treatments. The spirotetrahydro-beta-carbolines, or spiroindolones, are potent drugs that kill the blood stages of Plasmodium falciparum and Plasmodium vivax clinical isolates
Marie Barberon et al.
Proceedings of the National Academy of Sciences of the United States of America, 111(22), 8293-8298 (2014-05-21)
In plants, the controlled absorption of soil nutrients by root epidermal cells is critical for growth and development. IRON-REGULATED TRANSPORTER 1 (IRT1) is the main root transporter taking up iron from the soil and is also the main entry route

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