CAS Number88899-55-2
Synonyms21-O-de(3-carboxy-1-oxo-2-propenyl)-2-demethyl-2-methoxy-24-methyl-hygrolidin; bafilomycin A; MFCD06795130; BafilomycinA1fromStreptomycesgriseus; BAFILOMYCIN A1; bafilomycin; Bafilomycin A1 from Streptomycesgriseus,10 ug
Molecular FormulaC35H58O9
Molecular Weight622.83
Purity≥90 (HPLC)%
Density1.1±0.1 g/cm3
Boiling Point770.1±60.0 °C at 760 mmHg
Appearancefilm
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 88899-55-2 |
| Catalog No. | 2A-9009293 |
| Chinese Name | 巴佛洛霉素A1 |
| Synonyms | 21-O-de(3-carboxy-1-oxo-2-propenyl)-2-demethyl-2-methoxy-24-methyl-hygrolidin; bafilomycin A; MFCD06795130; BafilomycinA1fromStreptomycesgriseus; BAFILOMYCIN A1; bafilomycin; Bafilomycin A1 from Streptomycesgriseus,10 ug |
| Molecular Formula | C35H58O9 |
| Molecular Weight | 622.83 |
| Purity | ≥90 (HPLC) |
| Density | 1.1±0.1 g/cm3 |
| Boiling Point | 770.1±60.0 °C at 760 mmHg |
| Appearance | film |
| Storage Condition | Refrigerate at 2-8°C |
| Packaging | III |
| Application | Bafilomycin A1, a macrolide antibiotic isolated from Streptomyces species, is a specific vacuolar-type H+ ATPase inhibitor. |
| PubChem ID | 24891613 |
| MDL Number | MFCD06795130 |
| SMILES | CO[C@H]1\C=C\C=C(C)\C[C@H](C)[C@H](O)[C@H](C)\C=C(C)\C=C(OC)C(=O)OC1[C@@H](C)[C@@H](O)[C@H](C)[C@@]2(O)C[C@@H](O)[C@H](C)[C@H](O2)C(C)C |
| InChI | 1S/C35H58O9/c1-19(2)32-24(7)27(36)18-35(40,44-32)26(9)31(38)25(8)33-28(41-10)14-12-13-20(3)15-22(5)30(37)23(6)16-21(4)17-29(42-11)34(39)43-33/h12-14,16-17,19,22-28,30-33,36-38,40H,15,18H2,1-11H3/b14-12+,20-13+,21-16+,29-17-/t22-,23+,24-,25-,26-,27+,28-,30-,31+,32+,33+,35+/m0/s1 |
| InChI Key | XDHNQDDQEHDUTM-JQWOJBOSSA-N |
| Beilstein/REAXYS | 4730700 |
| NACRES Code | NA.77 |
| UNSPSC | 12352200 |
| Hazard Symbols | 6.1(b) |
| MSDS | msds/9293_1_88899_55_2.pdf |
| Bioactivity | Bafilomycin A1, a macrolide antibiotic isolated from the Streptomyces species, is a specific inhibitor of vacuolar-type H+ ATPase. Related Catalog Signaling Pathways >> Membrane Transporter/Ion Channel >> Proton Pump Research Areas >> Cancer Research Areas >> Infection Target H+ ATPase[1] In Vitro Bafilomycin A1 at a low concentration (1 nM) effectively and specifically inhibits and kills pediatric B-cell acute lymphoblastic leukemia cells. It targets both early and late stages of the autophagy pathway, mitochondria and induces caspase-independent apoptosis. Bafilomycin A1 induces the binding of Beclin 1 to Bcl-2, which further inhibits autophagy and promotes apoptotic cell death[1]. The growth of the BEL-7402 hepatocellular carcinoma and HO-8910 ovarian cancer cell lines are retarded and the metastatic potential is inhibited by bafilomycin A1. Transmission electron microscopy and assays of capsase-3 and −9 suggest that bafilomycin A1 induces apoptosis[2]. Bafilomycin A1 inhibits the growth of a variety of cultured cells dose-dependently, including golden hamster embryo and NIH-3T3 fibroblasts, whether or not they are transformed, and PC12 and HeLa cells. The IC50 of bafilomycin A1 for inhibition of cell growth ranges from 10 to 50 nM[3]. In Vivo Chronic treatment with low-dose bafilomycin A1 (0.1 mg/kg) slightly inhibits the tumor volume, but the final tumor volume does not differ significantly from the control. However, chronic treatment with high dose bafilomycin A1 (1 mg/kg) inhibits the tumor growth significantly, compared with controls, after 21 days[4]. Cell Assay Cells are harvested using 0.05% trypsin and suspended in culture medium containing 10% FCS, and 200 µL suspension is added to each well of a 96-well plate. Cells are cultured for 20 h for adhesion. Bafilomycin A1 is added to the wells at the final concentrations of 200, 400 and 800 nM, in triplicate. At 24, 48 and 72 h, 20 µl WST-1 is added to the cells. Following incubation at 37°C for 4 h, the plates are read to determine the optical density (OD) at 435 nm with 675 nm reference using a spectrophotometer[2]. Animal Admin Mice: Tumor-bearing mice are divided randomly into three experimental groups: a low-dose bafilomycin A1(0.1 mg/kg per day)-treated group (n=5), a high-dosebafilomycin A1(1 mg/kg per day)-treated group (n=5),and a control group (n=5). Tumor size is measured and tumor volume doubling time is calculated[2]. References [1]. Yuan N, et al. Bafilomycin A1 targets both autophagy and apoptosis pathways in pediatric B-cell acute lymphoblastic leukemia. Haematologica. 2015 Mar;100(3):345-56. [2]. Lu X, et al. Bafilomycin A1 inhibits the growth and metastatic potential of the BEL-7402 liver cancer and HO-8910 ovarian cancer cell lines and induces alterations in their microRNA expression. Exp Ther Med. 2015 Nov;10(5):1829-1834. [3]. Ohkuma S, et al. Inhibition of cell growth by bafilomycin A1, a selective inhibitor of vacuolar H(+)-ATPase. In Vitro Cell Dev Biol Anim. 1993 Nov;29A(11):862-6. [4]. Ohta T, et al. Bafilomycin A1 induces apoptosis in the human pancreatic cancer cell line Capan-1. J Pathol. 1998 Jul;185(3):324-30. Chemical & Physical Properties Density 1.1±0.1 g/cm3 Boiling Point 770.1±60.0 °C at 760 mmHg Molecular Formula C35H58O9 Molecular Weight 622.830 Flash Point 232.2±26.4 °C Exact Mass 622.408081 PSA 134.91000 LogP 3.88 Vapour Pressure 0.0±6.0 mmHg at 25°C Index of Refraction 1.535 InChIKey XDHNQDDQEHDUTM-PXKWMJKESA-N SMILES COC1=CC(C)=CC(C)C(O)C(C)CC(C)=CC=CC(OC)C(C(C)C(O)C(C)C2(O)CC(O)C(C)C(C(C)C)O2)OC1=O Storage condition -20°C |
| Use of | Bafilomycin A1, a macrolide antibiotic isolated from the Streptomyces species, is a specific inhibitor of vacuolar-type H+ ATPase. Properties Articles41 Name bafilomycin A1 Synonym More Synonyms Bafilomycin A1 Biological Activity Description Bafilomycin A1, a macrolide antibiotic isolated from the Streptomyces species, is a specific inhibitor of vacuolar-type H+ ATPase. Related Catalog Signaling Pathways >> Membrane Transporter/Ion Channel >> Proton Pump Research Areas >> Cancer Research Areas >> Infection H+ ATPase[1] In Vitro Bafilomycin A1 at a low concentration (1 nM) effectively and specifically inhibits and kills pediatric B-cell acute lymphoblastic leukemia cells. It targets both early and late stages of the autophagy pathway, mitochondria and induces caspase-independent apoptosis. Bafilomycin A1 induces the binding of Beclin 1 to Bcl-2, which further inhibits autophagy and promotes apoptotic cell death[1]. The growth of the BEL-7402 hepatocellular carcinoma and HO-8910 ovarian cancer cell lines are retarded and the metastatic potential is inhibited by bafilomycin A1. Transmission electron microscopy and assays of capsase-3 and −9 suggest that bafilomycin A1 induces apoptosis[2]. Bafilomycin A1 inhibits the growth of a variety of cultured cells dose-dependently, including golden hamster embryo and NIH-3T3 fibroblasts, whether or not they are transformed, and PC12 and HeLa cells. The IC50 of bafilomycin A1 for inhibition of cell growth ranges from 10 to 50 nM[3]. References [1]. Yuan N, et al. Bafilomycin A1 targets both autophagy and apoptosis pathways in pediatric B-cell acute lymphoblastic leukemia. Haematologica. 2015 Mar;100(3):345-56. [3]. Ohkuma S, et al. Inhibition of cell growth by bafilomycin A1, a selective inhibitor of vacuolar H(+)-ATPase. In Vitro Cell Dev Biol Anim. 1993 Nov;29A(11):862-6. [4]. Ohta T, et al. Bafilomycin A1 induces apoptosis in the human pancreatic cancer cell line Capan-1. J Pathol. 1998 Jul;185(3):324-30. Chemical & Physical Properties Molecular Formula C35H58O9 Exact Mass 622.408081 PSA 134.91000 Index of Refraction 1.535 InChIKey XDHNQDDQEHDUTM-PXKWMJKESA-N SMILES COC1=CC(C)=CC(C)C(O)C(C)CC(C)=CC=CC(OC)C(C(C)C(O)C(C)C2(O)CC(O)C(C)C(C(C)C)O2)OC1=O |
| Transport Info | Product name: Bafilomycin A1 (Baf-A1), Baf-A1; BafA1, bafilomycin A1 |
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