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
• Beilstein: 20705
• EC Number: 245-269-7
• MDL number: MFCD00077650
• UNSPSC Code: 12352200
• PubChem Substance ID: 24891496
• NACRES: NA.77

Properties

• Product Name: Anisomycin from Streptomyces griseolus, ≥98% (HPLC), solid
• Quality Level: 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.

Caution

Hygroscopic

Safety Information

• Pictograms: GHS06
• Signal Word: Danger
• Hazard Statements: H301
• Precautionary Statements: P264 - P270 - P301 + P310 - P405 - P501
• Hazard Classifications: Acute Tox. 3 Oral
• Storage Class Code: 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
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves