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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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ANISOMYCIN Suppliers

Americas 1 Australia 2 Canada 1 CHINA 189 Europe 3 Germany 10 India 7 Japan 5 Poland 1 South Korea 1 Switzerland 3 United Kingdom 17 United States 39 Global 279
Novachemistry
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44-20819178-90 02081917890
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info@novachemistry.com
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Molekula Limited
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Apollo Scientific Ltd
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Apollo Scientific Ltd.
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Carbosynth Limited
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Melford Laboratories Ltd.
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Molekula Ltd
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Apin Chemicals Ltd.
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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
2024-05-29
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
Career Henan Chemical Co
Product
ANISOMYCIN 22862-76-6
Price
US $1.00/kg
Min. Order
1kg
Purity
95%-99%
Supply Ability
100kg
Release date
2018-12-24

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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