Oligomycin A 寡霉素A
CAS 579-13-5 MFCD00065705
化学结构图
SMILES: CCC1C=CC=CCC(C)C(O)C(C)(O)C(=O)C(C)C(O)C(C)C(=O)C(C)C(O)C(C)C=CC(=O)OC2C(C)C(CC1)OC1(CCC(C)C(CC(C)O)O1)C2C
化学属性
| Mol. Formula | C45 H74 O11 |
|---|---|
| Mol. Weight | 791.06 |
| Melting Point | >120° (dec.) |
| Solubility | Soluble in EtOH, acetone (50 mg/ml), DMSO (300 mg/ml), ethanol, and methanol. Insoluble in water |
| Boiling Point |
别名和识别编码
| Chemical Name | Oligomycin A |
|---|---|
| MDL Number | MFCD00065705 |
| CAS Number | 579-13-5 |
| Beilstein Registry Number | 5702132 |
| EC Number | 209-437-3 |
| PubChem Substance ID | 5281899 |
| Synonym | Oligomycin Oligomycin A {} {} {} {} {} {} {} {ALD {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} |
| Chemical Name Translation | 寡霉素A |
| InChIKey | MNULEGDCPYONBU-DJRUDOHVSA-N |
| InChI | InChI=1S/C45H74O11/c1-12-34-17-15-13-14-16-27(4)42(51)44(11,53)43(52)32(9)40(50)31(8)39(49)30(7)38(48)26(3)18-21-37(47)54-41-29(6)35(20-19-34)55-45(33(41)10)23-22-25(2)36(56-45)24-28(5)46/h13-15,17-18,21,25-36,38,40-42,46,48,50-51,53H,12,16,19-20,22-24H2,1-11H3/b14-13+,17-15+,21-18+/t25-,26-,27+,28+,29+,30-,31-,32-,33-,34-,35-,36-,38+,40+,41+,42-,44+,45-/m1/s1 |
| Canonical SMILES | CC[C@H]1CC[C@H]2O[C@@]3(CC[C@@H](C)[C@@H](C[C@H](C)O)O3)[C@H](C)[C@@H](OC(=O)\C=C\[C@@H](C)[C@H](O)[C@@H](C)C(=O)[C@@H](C)[C@H](O)[C@@H](C)C(=O)[C@@](C)(O)[C@H](O)[C@@H](C)C\C=C\C=C\1)[C@H]2C |
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分类
- {SNA} Antibiotics A to Z, Antibiotics N-S, Antibiotics by Application, Antifungal, Antineoplastic and Immunosuppressive Antibiotics, Chemical Structure Class, Inhibits an Enzyme, Macrolides, Mechanism of Action, Spectrum of Activity, 抗生素, 生化试剂
- {SNA} Antibiotics, Antibiotics A to Z, Antibiotics N-S, Antibiotics by Application, Antifungal, Antineoplastic and Immunosuppressive Antibiotics, Chemical Structure Class, Inhibits an Enzyme, Macrolides, Mechanism of Action, Spectrum of Activity
产品应用
- A specific inhibitor of the mitochondrial ATP-synthase.
相关文献及参考
- Merck: 14,6833
安全信息
GHS Symbol
- H302 Harmful if swallowed 吞食有害
TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 1500 ug/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : JACSAT Journal of the American Chemical Society. (American Chemical Soc., Distribution Office Dept. 223, POB 57136, West End Stn., Washington, DC 20037) V.1- 1879- Volume(issue)/page/year: 80,6092,1958
其他信息
- 一类类似于链霉菌属的放线菌(Streptomyces diastatochro-mogenes)所产生的大环内酯抗体络合物。分寡霉素A、B、C、D四种。寡霉素A，有两种结晶型，在150～151℃下其六角晶型熔化，同时也分解。在乙醇中紫外吸收峰为225nm，σ约20000。在25℃下溶解度(g/100ml溶剂)：水0.002；乙醚28；苯6；无水乙醇25；冰醋酸37.5；丙酮85。寡霉素B即28-氧代寡霉素A；寡霉素C即12-脱氧寡霉素A；寡霉素D即26-脱亚甲基寡霉素A，
- Oligomycin is a macrolide that acts as a specific inhibitor of the mitochondrial ATP-synthase and blocks oxidative phosphorylation. The compound is a mixture of isomers A ,B , and C .Cancer cell studies show that Oligomycin does not activate the hypoxia-induced factor, however, it enhances the bioenergetic adaptation of heterogeneous bioenergetically organized cells. Oligomycin has been shown to decreased the cyclin D1 protein expression levels
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