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Nonactin

Name: Nonactin
Brand: SIGMA

from Streptomyces sp., ≥97.0% (TLC)

Synonym(s):

Ammonium ionophore

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About This Item

Empirical Formula (Hill Notation):

C₄₀H₆₄O₁₂

CAS Number:

6833-84-7

Molecular Weight:

736.93

NACRES:

NA.85

PubChem Substance ID:

24886652

UNSPSC Code:

51102829

EC Number:

229-911-3

Beilstein/REAXYS Number:

76434

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Properties

biological source

Streptomyces sp.

Quality Segment

200

assay

≥97.0% (TLC)

form

powder

color

white to faint yellow

antibiotic activity spectrum

Gram-positive bacteria

mode of action

DNA synthesis | interferes, cell membrane | interferes, enzyme | inhibits

storage temp.

2-8°C

SMILES string

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

Description

General description

Chemical structure: macrolide

May contain the homologues monactin and dinactin

Application

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

Biochem/physiol Actions

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 a uncoupler of oxidative phosphorylation .

Packaging

5 mg

Other Notes

Keep container tightly closed in a dry and well-ventilated place. Store under inert gas.Moisturesensitive. Keep in a dry place.

Natural macrotetrolide

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Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c