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安全信息

N2286

Sigma-Aldrich

无活菌素

from Streptomyces griseus, ≥98.0% (Total homologs, HPLC)

别名:

铵离子载体

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About This Item

经验公式（希尔记法）:
C40H64O12
CAS号:
6833-84-7
分子量:
736.93
Beilstein:
76434
EC 号:
229-911-3
UNSPSC代码:
51102829
PubChem化学物质编号:
24897566
NACRES:
NA.76

生物来源

Streptomyces griseus

质量水平

300

描述

Natural macrotetrolide, may contain homologues (like monactin and dinactin)

方案

≥98.0% (Total homologs, HPLC)

表单

powder

溶解性

chloroform: soluble 10 mg/mL

抗生素抗菌谱

Gram-positive bacteria

作用机制

DNA synthesis | interferes
cell membrane | interferes

储存温度

2-8°C

SMILES字符串

C[C@H]1C[C@@H]2CC[C@@H](O2)[C@@H](C)C(=O)O[C@H](C)C[C@H]3CC[C@H](O3)[C@H](C)C(=O)O[C@@H](C)C[C@@H]4CC[C@@H](O4)[C@@H](C)C(=O)O[C@H](C)C[C@H]5CC[C@H](O5)[C@H](C)C(=O)O1

InChI

1S/C40H64O12/c1-21-17-29-9-13-34(49-29)26(6)38(42)46-23(3)19-31-11-15-36(51-31)28(8)40(44)48-24(4)20-32-12-16-35(52-32)27(7)39(43)47-22(2)18-30-10-14-33(50-30)25(5)37(41)45-21/h21-36H,9-20H2,1-8H3/t21-,22+,23+,24-,25-,26+,27+,28-,29-,30+,31+,32-,33-,34+,35+,36-

InChI key

RMIXHJPMNBXMBU-QIIXEHPYSA-N

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相关类别

一般描述

Chemical structure: macrolide

应用

Nonactin is a macrotetrolide that forms complexes with alkali cations, such as potassium and sodium. Nonactin has been reported to inhibit the processing of cytoplasmic precursor proteins destined for the mitochondria. Nonactin is an uncoupler of oxidative phosphorylation .

生化/生理作用

Nonactin is used as a neutral lipid membrane soluble ammonium (and potassium) ionophore, and to inhibit surface expression of certain heat shock proteins (HSP60) .

其他说明

Keep container tightly closed in a dry and well-ventilated place.Keep in a dry place.

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)

法规信息

监管及禁止进口产品

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
0000415609
0000415609
0000400338
0000398230
0000389427

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Pei-Ji Zhao et al.
Archives of pharmacal research, 28(11), 1228-1232 (2005-12-15)
Four compounds, including two novel macrolides, were isolated from an endophyte Streptomyces sp. Is9131 of Maytenus hookeri. Spectral data indicated that these compounds were dimeric dinactin (1), dimeric nonactin (2), cyclo-homononactic acid (3), and cyclo-nonactic acid (4). Bioassay results showed
Total synthesis of nonactin.
Ju Y.L.; Byeang H.K.
ChemInform, 52, 571-571 (1996)
S Krasne et al.
Science (New York, N.Y.), 174(4007), 412-415 (1971-10-22)
An abrupt loss of effectiveness of the presumed carriers, nonactin and valinomycin, in mediating ion conductance occurred at the same temperature as the membrane fluidity, judged visually, was lost. By contrast, the effects of the presumed channel-former, gramicidin, were the
Sergey M Korotkov et al.
Journal of biochemical and molecular toxicology, 21(2), 81-91 (2007-04-12)
The effects of Tl(+) ions on isolated rat liver mitochondria were studied in the presence of nonactin, a cyclic ionophore. Nonenergized rat liver mitochondria were increasingly swollen at an elevated concentration of Tl(+) in the 160 mOsm medium containing 0-150
Joshua B Phillips et al.
Bioorganic & medicinal chemistry letters, 20(19), 5936-5938 (2010-08-31)
We have shown that the intentional engineering of a natural product biosynthesis pathway is a useful way to generate stereochemically complex scaffolds for use in the generation of combinatorial libraries that capture the structural features of both natural products and
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