ANISOMYCIN

ChemicalBook > CAS DataBase List > ANISOMYCIN

Product Name: ANISOMYCIN
CAS No.: 22862-76-6
Chemical Name: ANISOMYCIN
Synonyms: Nsc76712;Nsc147340;Aids031977;ANISOMYCIN;FLAGECIDIN;Aids-031977;Wuningmeisu C;4-beta))-alph;Anisomycin>(-)-anisomycin
CBNumber: CB5363672
Molecular Formula: C14H19NO4
Formula Weight: 265.3
MOL File: 22862-76-6.mol

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ANISOMYCIN Property

Melting point:: 140-141 C
alpha: D23 -30° (methanol)
Boiling point:: 408.52°C (rough estimate)
Density: 1.1356 (rough estimate)
refractive index: 1.5230 (estimate)
Flash point:: 87℃
storage temp.: Inert atmosphere,Store in freezer, under -20°C
solubility: methanol: 20 mg/mL, clear, colorless to faintly yellow
form: solid
pka: 7.9(at 25℃)
color: white
Water Solubility: Soluble in water at 2 mg/ml, in DMSO at 20mg/ml, and in methanol at 20mg/ml
λmax: 283nm(EtOH)(lit.)
Merck: 14,670
BRN: 20705
Stability:: Stable. Incompatible with strong oxidizing agents.
InChIKey: YKJYKKNCCRKFSL-RDBSUJKOSA-N

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Safety

Hazard Codes: T,Xn
Risk Statements: 25-36/37/38-20/21/22
Safety Statements: 45-36-26
RIDADR: UN 3462 6.1/PG 3
WGK Germany: 3
RTECS: BZ9800000
F: 3-10
HazardClass: 6.1(b)
PackingGroup: III
HS Code: 29419090
Toxicity: LD50 orl-rat: 72 mg/kg ANTCAO 5,490,55

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H301Toxic if swalloed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: A9789
Product name: Anisomycin from Streptomyces griseolus
Purity: ≥98% (HPLC), solid
Packaging: 5mg
Price: $56.3
Updated: 2024/03/01

Sigma-Aldrich

Product number: A5862
Product name: Anisomycin, Ready Made Solution from Streptomyces griseolus
Packaging: 0.5ml
Price: $85.9
Updated: 2024/03/01

TCI Chemical

Product number: A2613
Product name: Anisomycin
Purity: >97.0%(GC)
Packaging: 25mg
Price: $149
Updated: 2024/03/01

TCI Chemical

Product number: A2613
Product name: Anisomycin
Purity: >97.0%(GC)
Packaging: 100mg
Price: $437
Updated: 2024/03/01

Alfa Aesar

Product number: J67498
Product name: Anisomycin, 10 mg/ml in DMSO, sterile-filtered
Packaging: 1ml
Price: $204.65
Updated: 2024/03/01

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ANISOMYCIN Chemical Properties,Usage,Production

Description

Anisomycin (22862-76-6) activates JNK/SAPKs and reduces c-fos and c-jun. Protein synthesis inhibitor. Anisomycin induces apoptosis and sensitizes cells to anoikis. Cell permeable.

Chemical Properties

Crystalline

Uses

Anisomycin is a phenylmethylenepyrrolidine first isolated from Streptomyces griseolus in 1954 as an antiprotozoan with antifungal activity. Anisomycin is an inhibitor of protein synthesis by binding to the 60S ribosomal subunit. Interestingly, anisomycin has found use for the induction of amnesia in animal models. More recently, anisomycin has been demonstrated to induce apoptosis, to be a selective signalling agonist, to activate mitogen-activated protein (MAP) kinases and to be immunomodulatory via its action on T cells.

Uses

It is applied as an antiparasitic agent and antineoplastic agent. It acts as a protein synthesis inhibitor (blocks translation), potent activator of stress-activated protein kinases (JNK/SAPK) and p38 MAP kinase. It also scts as a potent signaling agonist to selectively elicit homologous desensitization of immediate early gene induction (c-fos, fosB, c-jun, junB and junD). Activates mitogen-activated protein (MAP) kinases (JNK/SAPK and p38/RK).

Definition

ChEBI: An antibiotic isolated from various Streptomyces species. It interferes with protein and DNA synthesis by inhibiting peptidyl transferase or the 80S ribosome system.

Biological Activity

Protein synthesis inhibitor (blocks translation). Potent activator of stress-activated protein kinases (JNK/SAPK) and p38 MAP kinase. Acts as a potent signaling agonist to selectively elicit homologous desensitization of immediate early gene induction (c-fos, fosB, c-jun, junB and junD).

Biochem/physiol Actions

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.

Safety Profile

Poison by ingestion,intraperitoneal, subcutaneous, and intravenous routes.When heated to decomposition it emits toxic fumes ofNOx.

storage

+4°C

References

1) Hazzalin?et al. (1998),?Anisomycin Selectively Desensitizes Signalling Components Involved in Stress Kinase Activation and fos and jun Induction; Mol. Cell. Bio.,?8?1844 2) Mawji?et al. (2007),?A Chemical Screen Identifies Anisomycin as an Anoikis Sensitizer That Functions by Decreasing FLIP Protein Synthesis; Cancer Res.,?67?8307

ANISOMYCIN Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from ANISOMYCIN manufacturers

Apeloa production Co.,Limited

Product: Anisomycin 22862-76-6
Price: US $1.00/g
Min. Order: 1g
Purity: 0.98
Supply Ability: 1000
Release date: 2024-05-10

Shaanxi Dideu Medichem Co. Ltd

Product: Anisomycin 22862-76-6
Price: US $1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 20T
Release date: 2020-05-09

Qiuxian Baitai New Material Co., LTD

Product: ANISOMYCIN 22862-76-6
Price: US $8000.00/KG
Min. Order: 100g
Purity: 99.99%
Supply Ability: 5ton/Month
Release date: 2021-11-26

22862-76-6, ANISOMYCINRelated Search:

Ciprofloxacin hydrochloride ANISOMYCIN (R)-3-METHOXYPYRROLIDINE (3S,4S)-Pyrrolidine-3,4-diol 3-PHENYLPROPYL ACETATE 4-(4-METHOXYPHENYL)-1-BUTANOL 4-PHENYL-2-BUTYL ACETATE 3-METHOXYPYRROLIDINE 3-PHENYLPROPYL FORMATE 3-ETHOXYPYRROLIDINE 1-(4-METHOXY-PHENYL)-2-BUTANAMINE 2-BENZYLPYRROLIDINE Benzenepentanamine NIH 3T3 - ANISOMYCIN CONTROL LYSATE HELA - ANISOMYCIN CONTROL LYSATE 50 MG ANISOMYCIN FROM STREPTOMYCESGRISEOLUS NIH 3T3 AND ANISOMYCIN LYSATE HELA AND ANISOMYCIN LYSATE

(2R,3S,4S)-2-(4-METHOXYBENZYL)-3,4-PYRROLIDINEDOIL-3-ACETATE

(2R,3S,4S)-2-[(4-METHOXYPHENYL)METHYL]-3,4-PYRROLIDINEDIOL 3-ACETATE

2-(P-METHOXYBENZYL)-3,4-PYRROLIDINEDIOL-3-ACETATE

2-P-METHOXYPHENYLMETHYL-3-ACETOXY-4-HYDROXYPYRROLIDINE

1,4,5-trideoxy-1,4-imino-5-(p-methoxyphenyl)-D-xylo-pentitol 3-acetate

ANISOMYCIN FROM STREPTOMYCES GRISEOLUS

3,4-Pyrrolidinediol, 2-(4-methoxyphenyl)methyl-, 3-acetate, (2R,3S,4S)-

(2R,3S,4S)-2-(p-Methoxybenzyl)-3,4-pyrrolidinediol 3-acetate

(2R)-2α-(4-Methoxybenzyl)pyrrolidine-3α,4β-diol 3-acetate

1,4-Imino-5-(4-methoxyphenyl)1,4,5-trideoxy-D-xylo-pentitol 3-acetate

Acetic acid (2R)-4β-hydroxy-2-(4-methoxybenzyl)pyrrolidin-3α-yl ester

2-[(4-Methoxyphenyl)methyl]-3,4-pyrrolidinediol-3-acetate

D-xylo-Pentitol, 1,4,5-trideoxy-1,4-imino-5-(4-methoxyphenyl)-, 3-acetate

Aids031977

Aids-031977

Nsc147340

Nsc76712

(2R,3S,4S)-4-hydroxy-2-(4-Methoxybenzyl)pyrrolidin-3-yl acetate

Flagecidin, SA 3097C1, PA 106, Anhydroscopin A, NSC 76712

(2R,3S,4S)-2-(p-Methoxyphenylmethyl)-3-acetoxy-4-hydroxypyrrolidine

Wuningmeisu C

(2S,3R,4R)-2-(4-methoxybenzyl)-4-hydroxypyrrolidin-3-yl acetate

NSC 76712 Anisomycin Flagecidin

Anisomycin, Streptomyces griseolus - CAS 22862-76-6 - Calbiochem

FLAGECIDIN;WUNINGMEISU C

Anisomycin (Flagecidin

2-((4-methoxyphenyl)methyl)-,3-acetate,(2r-(2-alpha,3-4-pyrrolidinediol

2-(p-methoxybenzyl)-,3-acetate,(2s,3r,4r)-4-pyrrolidinediol

4-beta))-alph

antibioticpa-106

ANISOMYCIN

ANISOMYCIN, STREPTOMYCES GRISEOLUS

FLAGECIDIN

(2R,3S,4S)-2-(4-METHOXYBENZYL)-3,4-PYRROLIDINEDIOL-3-ACETATE

Anisomycin, Ready Made Solution from Streptomyces griseolus

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

Anisomycin, 99%, from Streptomyces griseolus

Anisomycin Anisomycin

Anisomycin&gt

ANISOMYCIN USP/EP/BP

Anisomycin (NSC-76712, AI 3-50846, Flagecidin, Wuningmeisu C)

Anisomycin, ≥98% (HPLC)

(-)-anisomycin

22862-76-6

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