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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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Hygroscopic

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This Item	A5862	S7809	SML0918
Sigma-Aldrich A9789 Anisomycin from Streptomyces griseolus	Sigma-Aldrich A5862 Anisomycin	Sigma-Aldrich S7809 SKF-96365	Sigma-Aldrich SML0918 CID44216842
assay ≥98% (HPLC)	assay -	assay ≥98% (HPLC)	assay ≥98% (HPLC)
form solid	form liquid, ready-to-use solution	form solid	form powder
Quality Level 300	Quality Level 200	Quality Level 100	Quality Level 100
storage temp. 2-8°C	storage temp. −20°C	storage temp. -	storage temp. 2-8°C
solubility H₂O: 2 mg/mL (Aqueous solutions are stable over a wide range of pH at room temperature.), methanol: 20 mg/mL, DMSO: 20 mg/mL	solubility -	solubility DMSO: >20 mg/mL, H₂O: >20 mg/mL	solubility DMSO: 20 mg/mL, clear
color white to faint yellow	color -	color white	color white to beige

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pictograms

GHS06

signalword

Danger

hcodes

H301

pcodes

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

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

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