MedKoo Cat#: 540022 | Name: Anisomycin
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Anisomycin, also known as Flagecidin, NSC-76712 and AI3-50846, is a peptidyl transferase and protein translation inhibitor. It inhibits memory consolidation and reconsolidation, induces apoptosis in breast cancer cells, and suppresses proliferation of Jurkat T-cells.

Chemical Structure

Anisomycin
Anisomycin
CAS#22862-76-6

Theoretical Analysis

MedKoo Cat#: 540022

Name: Anisomycin

CAS#: 22862-76-6

Chemical Formula: C14H19NO4

Exact Mass: 265.1314

Molecular Weight: 265.30

Elemental Analysis: C, 63.38; H, 7.22; N, 5.28; O, 24.12

Price and Availability

Size Price Availability Quantity
10mg USD 250.00 2 Weeks
50mg USD 550.00 2 Weeks
100mg USD 850.00 2 Weeks
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Related CAS #
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Synonym
Flagecidin; NSC-76712; NSC76712; NSC 76712; AI3-50846; AI350846; AI3 50846; Wuningmeisu C
IUPAC/Chemical Name
(2R,3S,4S)-4-hydroxy-2-(4-methoxybenzyl)pyrrolidin-3-yl acetate
InChi Key
YKJYKKNCCRKFSL-RDBSUJKOSA-N
InChi Code
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
SMILES Code
O[C@@H]1[C@@H](OC(C)=O)[C@@H](CC2=CC=C(OC)C=C2)NC1
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Product Data
Biological target:
Anisomycin is a JNK activator, which increases phospho-JNK.
In vitro activity:
The effect of different concentrations (1-100 mM) of anisomycin was next analysed on the proliferation of CD44+/CD133+ HuOCSCs in vitro. The MTT assay results demonstrated that after 36 h of cell treatment, the inhibition rate of cell proliferation increased significantly with the increase of anisomycin concentration (Fig. 3A). The results showed that anisomycin caused inhibition of cell proliferation in a dose-dependent manner (IC50=31.8 mM). Flow cytometry analysis of Annexin V/PI double staining indicated that treatment of HuOCSCs with anisomycin for 36 h significantly increased the proportion of apoptotic cells in HuOCSCs, and significantly decreased the proportion of viable cells (Fig. 3B and C). In addition, Transwell invasion assays demonstrated that treatment of HuOCSCs with anisomycin for 36 h significantly weakened their invasive ability in Matrigel (Fig. 4A). Reference: Int J Oncol. 2019 Dec; 55(6): 1296–1312. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6831202/
In vivo activity:
At 1 dpt, the concentration of anisomycin on the percent of hair cells inhibited was highly significant (p < 0.0001). Compared with DMSO group at 1 dpt, about 14.5% hair cells were reduced in 10 μM group, about 58.8% hair cells were reduced in 50 μM group, nearly all hair cell disappeared in 100 μM group. And percent of hair cells inhibited in 10 μM and 50 μM treatment group increased along with treatment duration (Fig. 1B). These results indicate that anisomycin exposure can induce hair cells loss in zebrafish posterior lateral line neuromast in a time- and dose-dependent manner. Reference: Comp Biochem Physiol C Toxicol Pharmacol. 2021 Sep;247:109053. https://pubmed.ncbi.nlm.nih.gov/33887477/
Solvent mg/mL mM comments
Solubility
DMSO 37.4 140.90
DMF 20.0 75.39
Ethanol 22.4 84.51
PBS (pH 7.2) 0.5 1.88
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 265.30 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
1. Ye W, Ni Z, Yicheng S, Pan H, Huang Y, Xiong Y, Liu T. Anisomycin inhibits angiogenesis in ovarian cancer by attenuating the molecular sponge effect of the lncRNA‑Meg3/miR‑421/PDGFRA axis. Int J Oncol. 2019 Dec;55(6):1296-1312. doi: 10.3892/ijo.2019.4887. Epub 2019 Sep 30. PMID: 31638182; PMCID: PMC6831202. 2. Li Y, Hu J, Song H, Wu T. Antibiotic anisomycin selectively targets leukemia cell lines and patient samples through suppressing Wnt/β-catenin signaling. Biochem Biophys Res Commun. 2018 Nov 2;505(3):858-864. doi: 10.1016/j.bbrc.2018.09.183. Epub 2018 Oct 6. PMID: 30301525. 3. Yuan X, Qin Y, Wang J, Fan C. Anisomycin induces hair cell death and blocks supporting cell proliferation in zebrafish lateral line neuromast. Comp Biochem Physiol C Toxicol Pharmacol. 2021 Sep;247:109053. doi: 10.1016/j.cbpc.2021.109053. Epub 2021 Apr 19. PMID: 33887477. 4. Quintana VM, Selisko B, Brunetti JE, Eydoux C, Guillemot JC, Canard B, Damonte EB, Julander JG, Castilla V. Antiviral activity of the natural alkaloid anisomycin against dengue and Zika viruses. Antiviral Res. 2020 Apr;176:104749. doi: 10.1016/j.antiviral.2020.104749. Epub 2020 Feb 17. PMID: 32081740; PMCID: PMC7279513.
In vitro protocol:
1. Ye W, Ni Z, Yicheng S, Pan H, Huang Y, Xiong Y, Liu T. Anisomycin inhibits angiogenesis in ovarian cancer by attenuating the molecular sponge effect of the lncRNA‑Meg3/miR‑421/PDGFRA axis. Int J Oncol. 2019 Dec;55(6):1296-1312. doi: 10.3892/ijo.2019.4887. Epub 2019 Sep 30. PMID: 31638182; PMCID: PMC6831202. 2. Li Y, Hu J, Song H, Wu T. Antibiotic anisomycin selectively targets leukemia cell lines and patient samples through suppressing Wnt/β-catenin signaling. Biochem Biophys Res Commun. 2018 Nov 2;505(3):858-864. doi: 10.1016/j.bbrc.2018.09.183. Epub 2018 Oct 6. PMID: 30301525.
In vivo protocol:
1. Yuan X, Qin Y, Wang J, Fan C. Anisomycin induces hair cell death and blocks supporting cell proliferation in zebrafish lateral line neuromast. Comp Biochem Physiol C Toxicol Pharmacol. 2021 Sep;247:109053. doi: 10.1016/j.cbpc.2021.109053. Epub 2021 Apr 19. PMID: 33887477. 2. Quintana VM, Selisko B, Brunetti JE, Eydoux C, Guillemot JC, Canard B, Damonte EB, Julander JG, Castilla V. Antiviral activity of the natural alkaloid anisomycin against dengue and Zika viruses. Antiviral Res. 2020 Apr;176:104749. doi: 10.1016/j.antiviral.2020.104749. Epub 2020 Feb 17. PMID: 32081740; PMCID: PMC7279513.
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