CAS 22862-76-6

(-)-Anisomycin

Description:

(-)-Anisomycin, with the CAS number 22862-76-6, is a naturally occurring antibiotic and a potent inhibitor of protein synthesis. It is derived from the fungus Streptomyces griseolus and is known for its ability to inhibit the peptidyl transferase activity of the ribosome, thereby interfering with the translation process in cells. This compound has a molecular formula of C14H17N3O5S and features a complex structure that includes a thiazole ring and a phenolic group. (-)-Anisomycin exhibits various biological activities, including anti-inflammatory and neuroprotective effects, making it a subject of interest in pharmacological research. It is also utilized in studies related to cellular signaling and stress responses. The compound is typically administered in laboratory settings for research purposes rather than as a therapeutic agent due to its potent effects on protein synthesis and potential cytotoxicity. Safety precautions are necessary when handling (-)-Anisomycin, as it can have significant biological effects on living organisms.

Formula: C₁₄H₁₉NO₄

InChI: 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: InChIKey=YKJYKKNCCRKFSL-RDBSUJKOSA-N

SMILES: C([C@@H]1[C@H](OC(C)=O)[C@@H](O)CN1)C2=CC=C(OC)C=C2

Synonyms:

• (2R,3S,4S)-2-(p-Methoxybenzyl)-3,4-pyrrolidinediol 3-acetate
• (2R,3S,4S)-2-(p-Methoxyphenylmethyl)-3-acetoxy-4-hydroxypyrrolidine
• (2R,3S,4S)-3-(acetyloxy)-4-hydroxy-2-(4-methoxybenzyl)pyrrolidinium
• (2R,3S,4S)-4-hydroxy-2-(4-methoxybenzyl)pyrrolidin-3-yl acetate
• (2S,3R,4R)-4-hydroxy-2-(4-methoxybenzyl)pyrrolidin-3-yl acetate
• 1,4,5-Trideoxy-1,4-imino-5-(p-methoxyphenyl)-D-xylo-pentitol 3-acetate
• 2-(p-Methoxybenzyl)-3,4-pyrrolidinediol 3-acetate
• 2-p-Methoxyphenylmethyl-3-acetoxy-4-hydroxypyrrolidine
• 3,4-Pyrrolidinediol, 2-((4-methoxyphenyl)methyl)-, 3-acetate, (2R-(2-alpha,3-alpha,4-beta))-
• 3,4-Pyrrolidinediol, 2-((4-methoxyphenyl)methyl)-, 3-acetate, (2R-(2alpha,3alpha,4beta))-
• 3,4-Pyrrolidinediol, 2-(p-methoxybenzyl)-, 3-acetate, (2R,3S,4S)-
• 3,4-Pyrrolidinediol, 2-(p-methoxybenzyl)-, 3-acetate, (2S,3R,4R)-
• 3,4-Pyrrolidinediol, 2-(p-methoxybenzyl)-, 3-acetate, (2S,3R,4R)- (8CI)
• 3,4-Pyrrolidinediol, 2-[(4-methoxyphenyl)methyl]-, 3-acetate, (2R,3S,4S)-
• 3,4-Pyrrolidinediol, 2-[(4-methoxyphenyl)methyl]-, 3-acetate, [2R-(2α,3α,4β)]-
• 4-Hydroxy-2-(4-Methoxybenzyl)Pyrrolidin-3-Yl Acetate
• Ai3-50846
• Antibiotic PA-106
• Brn 0020705
• Flagecidin
• Nsc 147340
• Nsc 76712
• Upjohn 204t3
• Wuningmeisu C
• 5-21-05-00523 (Beilstein Handbook Reference)
• Anisomycin

Anisomycin

CAS: 22862-76-6

Formula: C₁₄H₁₉NO₄

Purity: >96.0%(GC)

Color and Shape: White to Almost white powder to crystal

Molecular weight: 265.31

Ref: 3B-A2613

Anisomycin, 97%

CAS: 22862-76-6

A protein synthesis inhibitor. Causes apoptosis of PC12 Cells This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference h

Formula: C₁₄H₁₉NO₄

Purity: 97%

Color and Shape: Powder, White

Molecular weight: 265.31

Ref: 02-J62964

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

CAS: 22862-76-6

Formula: C₁₄H₁₉NO₄

Purity: 97%

Color and Shape: Solid

Molecular weight: 265.3050

Ref: IN-DA00IKE3

Anisomycin

CAS: 22862-76-6

Anisomycin

Purity: ≥98%

Molecular weight: 265.3g/mol

Ref: 54-BUP17554

Anisomycin

CAS: 22862-76-6

Formula: C₁₄H₁₉NO₄

Purity: ≥ 98.0% (dried basis)

Color and Shape: White crystalline powder

Molecular weight: 265.31

Ref: 7W-GA2328

Anisomycin

CAS: 22862-76-6

Anisomycin (NSC-76712), an antibiotic from Streptomyces, blocks protein/DNA synthesis by targeting peptidyl transferase/80S ribosomes.

Formula: C₁₄H₁₉NO₄

Purity: 98.33% - 99.81%

Color and Shape: White Crystalline Solid

Molecular weight: 265.3

Ref: TM-T6758

Anisomycin from Streptomyces griseolus

CAS: 22862-76-6

Anisomycin from Streptomyces griseolus

Formula: C₁₄H₁₉NO₄

Purity: By hplc: 98.46% (Typical Value in Batch COA)

Color and Shape: white powder

Molecular weight: 265.30g/mol

Ref: 54-BIA4315

Anisomycin

Controlled Product

CAS: 22862-76-6

Antibiotic of pyrrolidine class; protein synthesis inhibitor

Formula: C₁₄H₁₉NO₄

Purity: Min. 98 Area-%

Color and Shape: White Powder

Molecular weight: 265.31 g/mol

Ref: 3D-AA10006

Anisomycin

Controlled Product

CAS: 22862-76-6

Applications Anisomycin is an antibiotic agent, inhibiting protein synthesis and acting as a JNK activator. Used to investigate biological mechanisms such as memory retrieval as well. Neuroresearch & Neuroprotective Product.
References Lopez, J. et al.: J. Neurosci., 35, 2465 (2015); Sharma, I. et al.: Antimicrob. Agents Chemother., 59, 3174 (2015);

Formula: C₁₄H₁₉NO₄

Color and Shape: Neat

Molecular weight: 265.3

Ref: TR-A673925