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A9789

Anisomycin

Name: Anisomycin
Brand: SIGMA

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

Synonym(e):

(2R,3S,4S)-2-(4-Methoxybenzyl)-3,4-pyrrolidindiol-3-acetat, Flagecidin

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Über diesen Artikel

Empirische Formel (Hill-System):

C₁₄H₁₉NO₄

CAS-Nummer:

22862-76-6

Molekulargewicht:

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

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Eigenschaften

Produktname

Anisomycin aus 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

Beschreibung

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.