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A9789

Anisomycin

Name: Anisomycin
Brand: SIGMA

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

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About This Item

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

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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.

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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)