12656-09-6
12656-09-6 structure
- Name: Siomycin A
- Chemical Name: Thiostrepton, 1-valine-2-(2,3-didehydroalanine)
- CAS Number: 12656-09-6
- Molecular Formula: C71H81N19O18S5
- Molecular Weight: 1648.844
- Catalog: Signaling Pathways Anti-infection Bacterial
- Create Date: 2018-07-30 12:08:17
- Modify Date: 2025-08-25 22:02:51
-
Siomycin A is a thiopeptide antibiotic and is a Forkhead box M1(FOXM1) selective inhibitor without affecting other members of the Forkhead box family. Siomycin A has anti-tumor and promotes apoptosis[1][2].
| Name | Thiostrepton, 1-valine-2-(2,3-didehydroalanine) |
|---|---|
| Synonyms |
siomycin A
Antibiotic 6741-21,Mutabillicin,Mutabilycin (1-L-valine)-[2-(2,3-didehydro-alanine)]-thiostrepton N-{3-[(3-Amino-3-oxo-1-propen-2-yl)amino]-3-oxo-1-propen-2-yl}-2-[(11Z)-18-(2,3-dihydroxy-2-butanyl)-11-ethylidene-59-hydroxy-8,31-bis(1-hydroxyethyl)-37-isopropyl-26,46-dimethyl-40,43-bis(methylene)- ;6,9,16,23,28,38,41,44,47-nonaoxo-27-oxa-3,13,20,56-tetrathia-7,10,17,24,36,39,42,45,48,52,58,61,62,63,64-pentadecaazanonacyclo[23.23.9.3.1.1.1.1.0.0]tetra hexaconta-2(64),4,12(63),19(62),21,29,31,33, |
| Description | Siomycin A is a thiopeptide antibiotic and is a Forkhead box M1(FOXM1) selective inhibitor without affecting other members of the Forkhead box family. Siomycin A has anti-tumor and promotes apoptosis[1][2]. |
|---|---|
| Related Catalog | |
| Target |
Forkhead box M1(FOXM1)[1] |
| In Vitro | Siomycin A (0-10 µM; 24-72 hours; K562, MCF7 and MiaPaCa-2 cells) treatment markedly reduces cell viability in a dose-dependent and a time-dependent association in K562, MCF7 and MiaPaCa-2 cells. Among the three cell lines, the IC50 of the human leukemia K562 cells is the lowest at 6.25 µM at 24 h, while that for the human pancreatic cancer MiaPaCa-2 cells is 6.38 µM. However, the IC50 of the human pancreatic cancer MiaPaCa-2 cells at 48 and 72 h are the lowest of the three cell lines, which are 0.76 and 0.54 µM, respectively[1]. Siomycin A (0-10 µM; MiaPaCa-2 cells) treatment has potent proapoptotic effect in MiaPaCa-2 cells[1]. Siomycin A (0-10 µM; 24 hours; MiaPaCa-2 cells) treatment significantly reduces the expression levels of MMP-2, MMP-9 and α-tubulin protein in the MiaPaCa-2 cells[1]. Cell Viability Assay[1] Cell Line: K562, MCF7 and MiaPaCa-2 cells Concentration: 0 µM, 0.625 µM, 1.25 µM, 2.5 µM, 5 µM or 10 µM Incubation Time: 24, 48 and 72 hours Result: Cell viability was markedly reduced in a dose-dependent and a time-dependent association. Apoptosis Analysis[1] Cell Line: MiaPaCa-2 cells Concentration: 0 µM, 0.625 µM, 1.25 µM, 2.5 µM, 5 µM or 10 µM Incubation Time: Result: Promoted apoptosis of MiaPaCa-2 cells. Western Blot Analysis[1] Cell Line: MiaPaCa-2 cells Concentration: 0 µM, 0.625 µM, 1.25 µM, 2.5 µM, 5 µM or 10 µM Incubation Time: 24 hours Result: The expression levels of MMP-2 and MMP-9 protein in the MiaPaCa-2 cells were significantly reduced in the 2.5, 5 and 10 µM groups. |
| In Vivo | Siomycin A (1 µM; subcutaneous injection; for 4 weeks; male Balb/c nude mice) pretreatment decreases tumour growth in an in vivo mouse model[2]. Animal Model: Four- to five-week old male Balb/c nude mice with IOMM-LEE cells[2] Dosage: 1 µM-pretreated IOMM-Lee cells Administration: Subcutaneous injection; for 4 weeks Result: Decreased tumour growth in an in vivo mouse model. |
| References |
| Density | 1.7±0.1 g/cm3 |
|---|---|
| Molecular Formula | C71H81N19O18S5 |
| Molecular Weight | 1648.844 |
| Exact Mass | 1647.461060 |
| PSA | 701.00000 |
| LogP | -8.95 |
| Index of Refraction | 1.773 |
| RIDADR | NONH for all modes of transport |
|---|