CAS 52665-74-4|Manumycin A
| Common Name | Manumycin A | ||
|---|---|---|---|
| CAS Number | 52665-74-4 | Molecular Weight | 550.643 |
| Density | 1.3±0.1 g/cm3 | Boiling Point | 863.6±65.0 °C at 760 mmHg |
| Molecular Formula | C31H38N2O7 | Melting Point | / |
| MSDS | ChineseUSA | Flash Point | 476.1±34.3 °C |
Names
| Name | Manumycin A |
|---|---|
| Synonym | More Synonyms |
Manumycin A BiologicalActivity
| Description | Manumycin A is an antibiotic. Manumycin A acts as a selective, competitive inhibitor of protein farnesyltransferase (FTase) with respect to farnesylpyrophosphate (Ki =1.2 μM), and as a noncompetitive inhibitor with respect to the Ras protein. Manumycin A induces apoptosis and exerts antitumor activity[1] [2][3]. |
|---|---|
| Related Catalog | Signaling Pathways >>Apoptosis >>ApoptosisResearch Areas >>CancerResearch Areas >>InfectionSignaling Pathways >>GPCR/G Protein >>RasSignaling Pathways >>Metabolic Enzyme/Protease >>Farnesyl Transferase |
| Target | Farnesyltransferase, Ras[1] |
| References | [1]. Hara M, et al. Identification of Ras farnesyltransferase inhibitors by microbial screening. Proc Natl Acad Sci U S A. 1993 Mar 15;90(6):2281-5. [2]. Bernier M, et al. Binding of manumycin A inhibits IkappaB kinase beta activity. J Biol Chem. 2006 Feb 3;281(5):2551-61. [3]. Kim KH, et al. Manumycin A induces apoptosis in malignant pleural mesothelioma through regulation of Sp1 and activation of the mitochondria-related apoptotic pathway. Oncol Rep. 2016 Jul;36(1):117-24. |
Chemical & Physical Properties
| Density | 1.3±0.1 g/cm3 |
|---|---|
| Boiling Point | 863.6±65.0 °C at 760 mmHg |
| Molecular Formula | C31H38N2O7 |
| Molecular Weight | 550.643 |
| Flash Point | 476.1±34.3 °C |
| Exact Mass | 550.267883 |
| PSA | 145.33000 |
| LogP | 3.04 |
| Vapour Pressure | 0.0±0.6 mmHg at 25°C |
| Index of Refraction | 1.605 |
| InChIKey | TWWQHCKLTXDWBD-MVTGTTCWSA-N |
| SMILES | CCCCC(C)C=C(C)C=C(C)C(=O)NC1=CC(O)(C=CC=CC=CC(=O)NC2=C(O)CCC2=O)C2OC2C1=O |
| Storage condition | 2-8°C |
Safety Information
| Personal Protective Equipment | Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter |
|---|---|
| RIDADR | NONH for all modes of transport |
Articles28
More Articles| Statins inhibit protein lipidation and induce the unfolded protein response in the non-sterol producing nematode Caenorhabditis elegans. Proc. Natl. Acad. Sci. U. S. A. 106(43) , 18285-90, (2009) Statins are compounds prescribed to lower blood cholesterol in millions of patients worldwide. They act by inhibiting HMG-CoA reductase, the rate-limiting enzyme in the mevalonate pathway that leads t... | |
| [Effects of manumycin combined with methoxyamine on apoptosis in myeloid leukemia U937 cells]. Chin. J. Cancer 27(8) , 835-9, (2008) Repair of DNA damage is important to cell survival. Our previous study showed DNA damage response induced by manumycin in cancer cells. We hypothesized that methoxyamine, an inhibitor of base-excision... | |
| Polygonatum cyrtonema lectin induces murine fibrosarcoma L929 cell apoptosis and autophagy via blocking Ras-Raf and PI3K-Akt signaling pathways. Biochimie 92(12) , 1934-8, (2010) Polygonatum cyrtonema lectin (PCL), a mannose/sialic acid-binding lectin, has been reported to display remarkable anti-proliferative and apoptosis-inducing activities toward a variety of cancer cells;... |
Synonyms
| Manumycin A |
| (2E,4E,6R)-N-[(1S,5S,6R)-5-Hydroxy-5-{(1E,3E,5E)-7-[(2-hydroxy-5-oxo-1-cyclopenten-1-yl)amino]-7-oxo-1,3,5-heptatrien-1-yl}-2-oxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl]-2,4,6-trimethyl-2,4-decadienamide |
| (2E,4E,6R)-N-[(1S,5S,6R)-5-hydroxy-5-{(1E,3E,5E)-7-[(2-hydroxy-5-oxocyclopent-1-en-1-yl)amino]-7-oxohepta-1,3,5-trien-1-yl}-2-oxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl]-2,4,6-trimethyldeca-2,4-dienamide |
| MFCD00920782 |
| 2,4-Decadienamide, N-[(1S,5S,6R)-5-hydroxy-5-[(1E,3E,5E)-7-[(2-hydroxy-5-oxo-1-cyclopenten-1-yl)amino]-7-oxo-1,3,5-heptatrien-1-yl]-2-oxo-7-oxabicyclo[4.1.0]hept-3-en-3-yl]-2,4,6-trimethyl-, (2E,4E,6R)- |
