(±)-Anatoxin A fumarate
(±)-Anatoxin A fumarate is a natural alkaloid isolated from freshwater cyanobacterium.(±)-Anatoxin A fumarate is a potent nicotinic receptor agonist and exhibits Ki values of 1.25 nM and 1.84 μM for binding to α4β2- and α7-type nicotinic receptors in rat brain membranes, respectively. (±)-Anatoxin A fumarate stimulates [3H]-dopamine release from rat striatal synaptosomes (EC50=134 nM). (±)-Anatoxin A fumarate has toxic effect on fish.
For research use only. We do not sell to patients.
- CAS No.: 1219922-30-1
- Formula: C14H19NO5
- Molecular Weight:281.30
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Storage:
4°C, sealed storage, away from moisture
* In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture)
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Biological Activity
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Chemical Information
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Solvent & Solubility
- Purity & Documentation
- References
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Help & FAQs
Biological Activity
Ki: 1.25 nM ( α4β2 receptor)Ki: 1.84 μM ( α7 receptor)[1]
(±)-Anatoxin A fumarate (50-200 μg/mL, 24 h) reduces the viability of Jurcat and THP-1 cells[2].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Cell Line:SH-SY5Y, N2a, Caco-2, HepG2, THP-1, Jurkat, L5178Y Tk+/-
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Concentration:50, 100, 200 μg/mL
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Incubation Time:24 h
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Result:Non-significant reduction in viability was observed in SH-SY5Y, N2a, Caco-2, HepG2.
A decrease in viability of the Jurkat cell line was observed.
Significant decrease in cell viability was only obtained in the THP-1 cell line after exposure to the maximum concentration tested (200 µg/mL) compared to the control group.
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Animal Model:rainbow trout fry[4]
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Dosage:0.08-0.31 μg/g
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Administration:Intraperitoneal injection (i.p.), once
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Result:Indicated a significant increasing trend for AChE activity.
Significantly induce the activities of liver EROD and GST, indicating the involvement of phase I and II biotransformation in its detoxification.
Lactate dehydrogenase activity recorded in fry muscle increased significantly, suggesting an induction of the anaerobic pathway of energy production to deal with toxic stress induced by the exposure.
Chemical Information
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CAS No. 1219922-30-1
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Appearance Oil
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Molecular Weight 281.30
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Formula C14H19NO5
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Color Light yellow to yellow
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SMILES
CC(C1=CCCC2CCC1N2)=O.O=C(O)/C=C/C(O)=O
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
4°C, sealed storage, away from moisture
* In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture)
Solvent & Solubility
H2O : ≥ 14.07 mg/mL (50.02 mM)
* "≥" means soluble, but saturation unknown.
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Please enter the basic information of animal experiments:
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Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.
Working solution concentration: 0.22 mg/mL
Purity & Documentation
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Data Sheet (281 KB)
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SDS (252 KB)
- English - EN (252 KB)
- Français - FR (252 KB)
- Deutsch - DE (252 KB)
- Norwegian - NO (252 KB)
- Español - ES (252 KB)
- Swedish - SV (252 KB)
- Italian - IT (252 KB)
- Portuguese - PT (252 KB)
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Handling Instructions (2659 KB)
References
[1]. P Thomas, et al. (+)-Anatoxin-a is a potent agonist at neuronal nicotinic acetylcholine receptors. J Neurochem. 1993 Jun;60(6):2308-11. [Content Brief]
[2]. Plata-Calzado C, et al. Assessment of the Effects of Anatoxin-a In Vitro: Cytotoxicity and Uptake. Toxins (Basel). 2024 Dec 13;16(12):541. [Content Brief]
[3]. Sharples CG, et al. UB-165: a novel nicotinic agonist with subtype selectivity implicates the alpha4beta2* subtype in the modulation of dopamine release from rat striatal synaptosomes. J Neurosci. 2000 Apr 15;20(8):2783-91. [Content Brief]
[4]. Osswald J, et al. Toxic effects of pure anatoxin-a on biomarkers of rainbow trout, Oncorhynchus mykiss. Toxicon. 2013 Aug;70:162-9. [Content Brief]
Complete Stock Solution Preparation Table
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
|---|---|---|---|---|---|
| H2O | 1 mM | 3.5549 mL | 17.7746 mL | 35.5492 mL | 88.8731 mL |
| 5 mM | 0.7110 mL | 3.5549 mL | 7.1098 mL | 17.7746 mL | |
| 10 mM | 0.3555 mL | 1.7775 mL | 3.5549 mL | 8.8873 mL | |
| 15 mM | 0.2370 mL | 1.1850 mL | 2.3699 mL | 5.9249 mL | |
| 20 mM | 0.1777 mL | 0.8887 mL | 1.7775 mL | 4.4437 mL | |
| 25 mM | 0.1422 mL | 0.7110 mL | 1.4220 mL | 3.5549 mL | |
| 30 mM | 0.1185 mL | 0.5925 mL | 1.1850 mL | 2.9624 mL | |
| 40 mM | 0.0889 mL | 0.4444 mL | 0.8887 mL | 2.2218 mL | |
| 50 mM | 0.0711 mL | 0.3555 mL | 0.7110 mL | 1.7775 mL |
* Note: If you choose water as the stock solution, please dilute it to the working solution, then filter and sterilize it with a 0.22 μm filter before use.
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