CAS 6833-84-7|nonactin
| Common Name | nonactin | ||
|---|---|---|---|
| CAS Number | 6833-84-7 | Molecular Weight | 736.92900 |
| Density | 1.041 g/cm3 | Boiling Point | 890.6ºC at 760 mmHg |
| Molecular Formula | C40H64O12 | Melting Point | 147-148° |
| MSDS | ChineseUSA | Flash Point | 352.7ºC |
Names
| Name | Ammonium ionophore I |
|---|---|
| Synonym | More Synonyms |
nonactin BiologicalActivity
| Description | Nonactin is a naturally occurring macrotetrolide antibiotic from Streptomyces griseus. Nonactin acts as an ionophore for monovalent cations, including K+, and NH4+[1]. Nonactin is able to uncouple the oxidative phosphorylation of mitochondria. Nonactin selectively induces apoptosis in cell lines harboring active mutant β-catenin[2]. Nonactin inhibits the surface expression of endogenous HSP60[3]. |
|---|---|
| Related Catalog | Signaling Pathways >>Apoptosis >>ApoptosisResearch Areas >>CancerResearch Areas >>Infection |
| References | [1]. Martínez-Haya B, et al. On the ionophoric selectivity of nonactin and related macrotetrolide derivatives. Phys Chem Chem Phys. 2017 Jan 4;19(2):1288-1297. [2]. Shikata Y, et al. Mitochondrial uncoupler exerts a synthetic lethal effect against β-catenin mutant tumor cells. Cancer Sci. 2017 Apr;108(4):772-784. [3]. Barazi HO, et al. Identification of heat shock protein 60 as a molecular mediator of alpha 3 beta 1 integrin activation. Cancer Res. 2002 Mar 1;62(5):1541-8. |
Chemical & Physical Properties
| Density | 1.041 g/cm3 |
|---|---|
| Boiling Point | 890.6ºC at 760 mmHg |
| Melting Point | 147-148° |
| Molecular Formula | C40H64O12 |
| Molecular Weight | 736.92900 |
| Flash Point | 352.7ºC |
| Exact Mass | 736.44000 |
| PSA | 142.12000 |
| LogP | 6.02200 |
| Appearance of Characters | white to faint yellow |
| Index of Refraction | 1.452 |
| InChIKey | RMIXHJPMNBXMBU-WRSLMNHTSA-N |
| SMILES | CC1CC2CCC(O2)C(C)C(=O)OC(C)CC2CCC(O2)C(C)C(=O)OC(C)CC2CCC(O2)C(C)C(=O)OC(C)CC2CCC(O2)C(C)C(=O)O1 |
| Storage condition | 2-8°C |
| Water Solubility | chloroform: soluble10mg/mL |
Safety Information
| Personal Protective Equipment | Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter |
|---|---|
| Hazard Codes | Xi |
| Safety Phrases | S22-S24/25 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | 3 |
| RTECS | RH1685000 |
| HS Code | 29321900 |
Articles33
More Articles| Pilot-plant cultivation of Streptomyces griseus producing homologues of nonactin by precursor-directed biosynthesis and their identification by LC/MS-ESI. J. Antibiot. 63(8) , 524-9, (2010) Precursor-directed biogenetic approach was used to produce a range of nonactin homologues in a 50 l fermentor cultivation of strain Streptomyces griseus 34/249 obtained by UV mutagenesis. The producti... | |
| Synthesis of nonactin and the proposed structure of trilactone. Org. Lett. 8(13) , 2831-4, (2006) [reaction: see text] An efficient enantioselective route to nonactin using a novel beta-inversion of an Evans syn aldol to construct the THF ring is presented. Through total synthesis, the structure f... | |
| Resolution of methyl nonactate by Rhodococcus erythropolis under aerobic and anaerobic conditions. Org. Lett. 8(3) , 443-5, (2006) [reaction: see text]. An efficient resolution of methyl nonactate is reported by biotransformation in shake flask cultures of Rhodococcus erythropolis. The equilibrium of the reaction redox system can... |
Synonyms
| nonactin |
| EINECS 229-911-3 |
