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Merck

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

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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

Product Name

Anisomycin from Streptomyces griseolus, ≥98% (HPLC), solid

InChI key

YKJYKKNCCRKFSL-RDBSUJKOSA-N

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

SMILES string

COc1ccc(C[C@H]2NC[C@H](O)[C@H]2OC(C)=O)cc1

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

Quality Level

300

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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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Hygroscopic

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301

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

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
0000453631
0000453631
0000442830
0000442830
0000431732

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