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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
Molecular Weight:
265.3
MDL Number:
MFCD00077650
MOL File:
22862-76-6.mol
MSDS File:
SDS
Last updated:2023-06-30 15:45:59

ANISOMYCIN Properties

Melting point 140-141 C
Boiling point 408.52°C (rough estimate)
alpha D23 -30° (methanol)
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
pka 7.9(at 25℃)
form solid
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
EWG's Food Scores 1
FDA UNII 6C74YM2NGI

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS06
Signal word  Danger
Hazard statements  H301
Precautionary statements  P264-P270-P301+P310-P405-P501
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
3-10
HazardClass  6.1(b)
PackingGroup  III
HS Code  29419090
Toxicity LD50 orl-rat: 72 mg/kg ANTCAO 5,490,55
NFPA 704
0
2 0

ANISOMYCIN price More Price(52)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich A9789 Anisomycin from Streptomyces griseolus ≥98% (HPLC), solid 22862-76-6 5mg $56.3 2024-03-01 Buy
Sigma-Aldrich A5862 Anisomycin, Ready Made Solution from Streptomyces griseolus 22862-76-6 0.5ml $85.9 2024-03-01 Buy
TCI Chemical A2613 Anisomycin >97.0%(GC) 22862-76-6 25mg $149 2024-03-01 Buy
TCI Chemical A2613 Anisomycin >97.0%(GC) 22862-76-6 100mg $437 2024-03-01 Buy
Alfa Aesar J67498 Anisomycin, 10 mg/ml in DMSO, sterile-filtered 22862-76-6 1ml $204.65 2024-03-01 Buy
Product number Packaging Price Buy
A9789 5mg $56.3 Buy
A5862 0.5ml $85.9 Buy
A2613 25mg $149 Buy
A2613 100mg $437 Buy
J67498 1ml $204.65 Buy

ANISOMYCIN Chemical Properties,Uses,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

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).

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.

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

180081-83-8
22862-76-6
Synthesis of ANISOMYCIN from Ethanamine, N-[(3,5-dichlorophenyl)methylene]-2,2-diethoxy-

ANISOMYCIN Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 284)Suppliers
Supplier Tel Email Country ProdList Advantage
Capot Chemical Co.,Ltd.
571-85586718 +8613336195806 sales@capotchem.com China 29797 60
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21695 55
career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29914 58
BOC Sciences
+1-631-485-4226 inquiry@bocsci.com United States 19553 58
Chongqing Chemdad Co., Ltd
+86-023-61398051 +8613650506873 sales@chemdad.com China 39916 58
Shaanxi Dideu Medichem Co. Ltd
+86-029-81138252 +86-18789408387 1057@dideu.com China 3783 58
Fuxin Pharmaceutical
+86-021-021-50872116 +8613122107989 contact@fuxinpharm.com China 10297 58
SHANGHAI T&W PHARMACEUTICAL CO., LTD.
+86-021-61551413 +8618813727289 contact@trustwe.com China 5738 58
Hefei TNJ Chemical Industry Co.,Ltd.
0551-65418671 sales@tnjchem.com China 34572 58
Zhejiang Huida Biotech Co., LTD
008613515763466 8615669048680 wendy@huidabiotech.com CHINA 87 58

View Lastest Price from ANISOMYCIN manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
ANISOMYCIN pictures 2021-11-27 ANISOMYCIN
22862-76-6
US $8000.00 / KG 100g 99.99% 5ton/Month Qiuxian Baitai New Material Co., LTD
ANISOMYCIN USP/EP/BP pictures 2021-06-24 ANISOMYCIN USP/EP/BP
22862-76-6
US $1.10 / g 1g 99.9% 100 Tons Min Dideu Industries Group Limited
Anisomycin  pictures 2020-05-10 Anisomycin
22862-76-6
US $1.00 / KG 1KG 99% 20T Shaanxi Dideu Medichem Co. Ltd
  • ANISOMYCIN pictures
  • ANISOMYCIN
    22862-76-6
  • US $8000.00 / KG
  • 99.99%
  • Qiuxian Baitai New Material Co., LTD
  • Anisomycin  pictures
  • Anisomycin
    22862-76-6
  • US $1.00 / KG
  • 99%
  • Shaanxi Dideu Medichem Co. Ltd

ANISOMYCIN Spectrum

(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 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, STREPTOMYCES GRISEOLUS ANISOMYCIN 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, Streptomyces griseolus - CAS 22862-76-6 - Calbiochem FLAGECIDIN;WUNINGMEISU C Anisomycin (Flagecidin Anisomycin, 99%, from Streptomyces griseolus Anisomycin Anisomycin Anisomycin> ANISOMYCIN USP/EP/BP Anisomycin (NSC-76712, AI 3-50846, Flagecidin, Wuningmeisu C) Anisomycin, ≥98% (HPLC) (-)-anisomycin 22862-76-6 Antibiotics A to Z Antibiotics A-F Antibiotics BioChemical antibiotic Antibiotics Protein Kinase