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Merck

SMB01003

Sigma-Aldrich

Cyclopenin

≥90% (LC/MS-ELSD)

別名:

(-)-Cyclopenin, (-)-Cyclopenine, 4-methyl-3′-phenylspiro[1H-1,4-benzodiazepine-3,2′-oxirane]-2,5-dione

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About This Item

実験式(ヒル表記法):
C17H14N2O3
CAS番号:
分子量:
294.30
UNSPSCコード:
12352205
NACRES:
NA.25

由来生物

plant

アッセイ

≥90% (LC/MS-ELSD)

フォーム

solid

分子量

294.3

溶解性

water: slightly soluble

アプリケーション

metabolomics
vitamins, nutraceuticals, and natural products

保管温度

−20°C

SMILES記法

N1(C3(OC3c4ccccc4)C(=O)Nc2c(cccc2)C1=O)C

InChI

1S/C17H14N2O3/c1-19-15(20)12-9-5-6-10-13(12)18-16(21)17(19)14(22-17)11-7-3-2-4-8-11/h2-10,14H,1H3,(H,18,21)

InChI Key

APLKWZASYUZSBL-UHFFFAOYSA-N

詳細

Cyclopenin, a benzodiazepine alkaloid, is a natural product commonly available from strains of Penicillum cyclopium, Penicillium aurantiogriseum and Penicillum corymbiferum. Existing research suggests that this Penicillium metabolite exerts various biological activities, including antibacterial, antiviral, antitumor, anti-inflammatory, and neuroprotective properties.

アプリケーション

It is a natural product derived from plant source that finds application in compound screening libraries, metabolomics, phytochemical, and pharmaceutical research.

生物化学的/生理学的作用

According to existing research, Cyclopenin displays selective inhibition against acetylcholinesterase (AChE). Furthermore, it demonstrates anti-inflammatory properties by inhibiting nitric oxide production, NF-κB activation, and the expression of inflammatory factors such as IL-1β, IL-6, and iNOS in brain macrophages. In an Alzheimer′s disease model, Cyclopenin exhibited the ability to rescue learning deficits induced by amyloid-β42 overexpression in flies, indicating its potential as an anti-inflammatory agent for neurodegenerative diseases. Isolated from Penicillium polonicum MCCC3A00951, Cyclopenin displayed potent inhibition of influenza neuraminidase (NA) with an IC50 value of 5.02μM, suggesting its potential as a candidate for anti-influenza NA therapy. Cyclopenin, identified in the fungus Penicillium auratiogriseum Sp-19, demonstrated cytotoxicity against the tsFT210 cell line at a concentration of 3 μg/mL-1, implying its potential as an antitumor agent.(3)Cyclopenin, isolated from Penicillium polonicum MCCC3A00951, exhibited strong inhibition of influenza neuraminidase (NA) with an IC50 value of 5.02μM. This suggests that Cyclopenin has the potential to be developed as an anti-influenza NA candidate.

特徴および利点

  • High quality compound suitable for multiple research applications
  • Compatible with HPLC and mass spectrometry techniques

その他情報

For additional information on our range of Biochemicals, please complete this form.

保管分類コード

11 - Combustible Solids

WGK

WGK 3

引火点(°F)

Not applicable

引火点(℃)

Not applicable


適用法令

試験研究用途を考慮した関連法令を主に挙げております。化学物質以外については、一部の情報のみ提供しています。 製品を安全かつ合法的に使用することは、使用者の義務です。最新情報により修正される場合があります。WEBの反映には時間を要することがあるため、適宜SDSをご参照ください。

Jan Code

SMB01003-1MG:


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試験成績書(COA)

Lot/Batch Number

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文書ライブラリにアクセスする

Liyan Wang et al.
The Journal of antibiotics, 73(9), 622-629 (2020-03-27)
In the course of screening lipopolysaccharide (LPS)-induced nitric oxide (NO) production inhibitors, two related benzodiazepine derivatives, cyclopenol and cyclopenin, were isolated from the extract of a deep marine-derived fungal strain, Aspergillus sp. SCSIOW2. Cyclopenol and cyclopenin inhibited the LPS-induced formation

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