A9789

Anisomycin

from Streptomyces griseolus, ≥98% (HPLC), solid, protein synthesis inhibitor

• Synonym(s): (2R,3S,4S)-2-(4-Methoxybenzyl)-3,4-pyrrolidinediol-3-acetate, 2-[(4-Methoxyphenyl)methyl]-3,4-pyrrolidinediol 3-acetate, Flagecidin
• Empirical Formula (Hill Notation): C₁₄H₁₉NO₄
• CAS Number: 22862-76-6
• Molecular Weight: 265.30
• NACRES: NA.77
• PubChem Substance ID: 24891496
• UNSPSC Code: 12352200
• EC Number: 245-269-7
• MDL number: MFCD00077650
• Beilstein/REAXYS Number: 20705
• Assay: ≥98% (HPLC)
• Form: solid

Properties

• Product Name: Anisomycin from Streptomyces griseolus, ≥98% (HPLC), solid
• Quality Segment: 300
• assay: ≥98% (HPLC)
• form: solid
• color: white to faint yellow
• solubility: H₂O: 2 mg/mL (Aqueous solutions are stable over a wide range of pH at room temperature.), DMSO: 20 mg/mL, methanol: 20 mg/mL
• antibiotic activity spectrum: neoplastics
• mode of action: protein synthesis | interferes
• storage temp.: 2-8°C
• SMILES string: COc1ccc(C[C@H]2NC[C@H](O)[C@H]2OC(C)=O)cc1
• InChI: 1S/C14H19NO4/c1-9(16)19-14-12(15-8-13(14)17)7-10-3-5-11(18-2)6-4-10/h3-6,12-15,17H,7-8H2,1-2H3/t12-,13+,14+/m1/s1
• InChI key: YKJYKKNCCRKFSL-RDBSUJKOSA-N

Description

Biochem/physiol Actions

Antibiotic isolated from Streptomyces griseolus that inhibits protein synthesis. Acts by inhibiting peptidyl transferase activity in eukaryote ribosomes.

Antibiotic isolated from Streptomyces griseolus that inhibits protein synthesis. Acts by inhibiting peptidyl transferase activity in eukaryote ribosomes. Reported to induce apoptosis in a variety of cells including promyelocytic leukemia cells, Jurkat cells, ventricular myocytes, and colon adenocarcinoma cells. Initiates intracellular signals and immediate early gene induction. Selective signaling agonist. Potent Jun-NH₂ terminal kinase (JNK) agonist. Activates mitogen-activated protein (MAP) kinases (JNK/SAPK and p38/RK). Antiprotozoal agent.

Disclaimer

Hygroscopic

Safety Information

• Pictograms: GHS06
• Signal Word: Danger
• Hazard Codes: H301
• Precautionary Statements: P264 - P270 - P301 + P310 - P405 - P501
• Hazard Classifications: Acute Tox. 3 Oral
• Storage Class: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 3
• Flash Point (°F): Not applicable
• Flash Point (°C): Not applicable
• PPE (personal protective equipment): Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges