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CAS 6833-84-7

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Nonactin

Description:
Nonactin is a polyether antibiotic that is produced by certain species of Streptomyces bacteria. It is characterized by its complex cyclic structure, which includes multiple ether linkages that contribute to its unique properties. Nonactin exhibits a high degree of lipophilicity, allowing it to interact effectively with biological membranes. This compound is known for its ability to form complexes with cations, particularly potassium ions, which disrupts cellular ion homeostasis and can lead to antimicrobial effects. Nonactin has been studied for its potential applications in microbiology and pharmacology, particularly in the context of its ionophoric activity. Additionally, it has been utilized in research to investigate membrane transport mechanisms and ion selectivity. Its stability under various conditions and its relatively low toxicity make it a valuable compound in both laboratory and potential therapeutic settings. However, like many antibiotics, its use must be carefully managed to prevent the development of resistance in microbial populations.
Formula:C40H64O12
InChI:InChI=1/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+/m1/s1
InChI key:InChIKey=RMIXHJPMNBXMBU-QIIXEHPYSA-N
SMILES:C[C@@H]1[C@@]2(O[C@@](CC2)(C[C@H](C)OC(=O)[C@@H](C)[C@]3(O[C@](CC3)(C[C@@H](C)OC(=O)[C@H](C)[C@@]4(O[C@](C[C@H](C)OC(=O)[C@@H](C)[C@]5(O[C@@](C[C@@H](C)OC1=O)(CC5)[H])[H])(CC4)[H])[H])[H])[H])[H])[H]
Synonyms:
  • (1R,2R,5R,7R,10S,11S,14S,16S,19R,20R,23R,25R,28S,29S,32S,34S)-2,5,11,14,20,23,29,32-Octamethyl-4,13,22,31,37,38,39,40-octaoxapentacyclo[32.2.1.1<sup>7,10</sup>.1<sup>16,19</sup>.1<sup>25,28</sup>]tetracontane-3,12,21,30-tetrone
  • (1R,2R,5R,7R,10S,11S,14S,16S,19R,20R,23R,25R,28S,29S,32S,34S)-2,5,11,14,20,23,29,32-octamethyl-4,13,22,31,37,38,39,40-octaoxapentacyclo[32.2.1.1~7,10~.1~16,19~.1~25,28~]tetracontane-3,12,21,30-tetrone
  • 3584-A
  • 4,13,22,31,37,38,39,40-Octaoxapentacyclo(32.2.1.1(sup 7,10).1(sup 16,19).1(sup 25,28))tetracontane-3,12,21,30-tetrone, 2,5,11,14,20,23,29,32-octamethyl-, (1R-(1R*,2R*,5R*,7R*,10S*,11S*,14S*,16S*,19R*,20R*,23R*,25R*,28S*,29S*,32S*,34S*))-
  • 4,13,22,31,37,38,39,40-Octaoxapentacyclo(32.2.1.17,10.116,19.125,28)tetracontane-3,12,21,30-tetrone, 2,5,11,14,20,23,29,32-octamethyl- (8CI)
  • 4,13,22,31,37,38,39,40-Octaoxapentacyclo[32.2.1.1<sup>7,10</sup>.1<sup>16,19</sup>.1<sup>25,28</sup>]tetracontane, nonactin deriv.
  • 4,13,22,31,37,38,39,40-Octaoxapentacyclo[32.2.1.1<sup>7,10</sup>.1<sup>16,19</sup>.1<sup>25,28</sup>]tetracontane-3,12,21,30-tetrone, 2,5,11,14,20,23,29,32-octamethyl-, (1R,2R,5R,7R,10S,11S,14S,16S,19R,20R,23R,25R,28S,29S,32S,34S)-
  • 4,13,22,31,37,38,39,40-Octaoxapentacyclo[32.2.1.1<sup>7,10</sup>.1<sup>16,19</sup>.1<sup>25,28</sup>]tetracontane-3,12,21,30-tetrone, 2,5,11,14,20,23,29,32-octamethyl-, [1R-(1R*,2R*,5R*,7R*,10S*,11S*,14S*,16S*,19R*,20R*,23R*,25R*,28S*,29S*,32S*,34S*)]-
  • 5342 Pfw 19
  • A 4426
  • See more synonyms
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Purity (%)
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100
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50
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90
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95
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100
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