Coprine
Coprine is an orally active disulfiram (HY-B0240)-like component and an inhibitor of aldehyde dehydrogenase. Coprine is isolated from Coprinus atranentarius. Coprine inhibits low Km aldehyde dehydrogenase in rat liver and increases blood acetaldehyde levels during in vivo ethanol metabolism. Coprine does not inhibit semi-purified low Km aldehyde dehydrogenase from rat liver in vitro. Coprine can be used in studies related to alcoholism.
For research use only. We do not sell to patients.
- CAS No.: 58919-61-2
- Formula: C8H14N2O4
- Molecular Weight:202.21
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Storage:Powder -20°C, 3 years ; In solvent -80°C, 6 months , -20°C, 1 month
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Tel: 609-228-6898 E-mail: [email protected] [email protected]
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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
Coprine (0.1-1.0 mM; 1-10 min) does not inhibit semi-purified rat liver low Km aldehyde dehydrogenase in vitro[3].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Coprine (9-81 mg/kg; i,g.; single administration) dose-dependently inhibits low Km aldehyde dehydrogenase in rat liver in vivo[3].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Animal Model:Sprague-Dawley (female, 200-250 g)[3]
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Dosage:9 mg/kg; 27 mg/kg; 81 mg/kg
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Administration:p.o.; single dose
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Result:Increased blood acetaldehyde levels during ethanol metabolism by 10-, 20-, and 40-fold respectively compared to controls.
Elevated acetaldehyde levels persisted for 72 hours, and at the 81 mg/kg dose, remained increased for 144 hours.
Decreased ethanol elimination rate by 10%, 20%, and 30% respectively in rats pretreated with 9, 27, and 81 mg/kg coprine for 2 or 24 hours.
Markedly inhibited low-Kₘ acetaldehyde dehydrogenase activity in liver, with maximum inhibition observed 6 hours post-coprine administration; inhibition was long-lasting, with activity not returning to normal for 144 hours at the 27 and 81 mg/kg doses, and no inhibition detected at 240 hours.
Chemical Information
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CAS No. 58919-61-2
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Appearance Solid
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Molecular Weight 202.21
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Formula C8H14N2O4
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Color White to light yellow
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SMILES
OC([C@@H](N)CCC(NC1(CC1)O)=O)=O
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Powder -20°C 3 years In solvent -80°C 6 months -20°C 1 month
Solvent & Solubility
DMSO : ≥ 100 mg/mL (494.54 mM; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)
* "≥" 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. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
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. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Select the appropriate dissolution method based on your experimental animal and administration route.
- For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
- To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for In Vivo experiments, it is recommended to prepare freshly and use it on the same day.
- The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.
Add each solvent one by one: 10% DMSO 40% PEG300 5% Tween-80 45% Saline
Solubility: ≥ 2.5 mg/mL (12.36 mM); Clear solution
This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 400 μL PEG300, and mix evenly; then add 50 μL Tween-80 and mix evenly; then add 450 μL Saline to adjust the volume to 1 mL.
Preparation of Saline: Dissolve 0.9 g sodium chloride in ddH₂O and dilute to 100 mL to obtain a clear Saline solution.
Add each solvent one by one: 10% DMSO 90% (20% SBE-β-CD in Saline)
Solubility: ≥ 2.5 mg/mL (12.36 mM); Clear solution
This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 900 μL 20% SBE-β-CD in Saline, and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C, storage for one week): 2 g SBE-β-CD powder is dissolved in 10 mL Saline, completely dissolve until clear.
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.
Please enter your animal formula composition:
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%DMSO +
Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
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%+
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+%Tween-80 + +
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%Saline +
The co-solvents required include: DMSO, . All of co-solvents are available by MedChemExpress (MCE). , Tween 80. All of co-solvents are available by MedChemExpress (MCE).
Working solution concentration: 0.22 mg/mL
Method for preparing stock solution: mg drug dissolved in μL DMSO. Stock solution concentration: mg/mL.
1. Take μL DMSO stock solution;
2. Add μL .
μL , mix evenly;
3. Then add μL Tween 80, mix evenly;
4. Then add μL
Please ensure that the stock solution in the first step is dissolved to a clear state, and add co-solvents in sequence. You can use ultrasonic heating (ultrasonic cleaner, recommended frequency 20-40 kHz), vortexing, etc. to assist dissolution.
Purity & Documentation
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Data Sheet (272 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)
- Korean - KR (252 KB)
- Portuguese - PT (252 KB)
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Handling Instructions (2659 KB)
References
[1]. Lindberg P, et al. Isolation and structure of coprine, the in vivo aldehyde dehydrogenase inhibitor in Coprinus atramentarius; Syntheses of coprine and related cyclopropa4one derivatives. J Chem Soc Perkin 1. 1977;(6):684-91. [Content Brief]
[2]. Carlsson A, et al. On the disulfiram-like effect of coprine, the pharmacologically active principle of Coprinus atramentarius. Acta Pharmacol Toxicol (Copenh). 1978;42(4):292-297. [Content Brief]
[3]. Tottmar O, et al. Effects on rat liver acetaldehyde dehydrogenases in vitro and in vivo by coprine, the disulfiram-like constituent of Coprinus atramentarius. Acta Pharmacol Toxicol (Copenh). 1977;40(4):476-481. [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. 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 |
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| DMSO | 1 mM | 4.9454 mL | 24.7268 mL | 49.4535 mL | 123.6338 mL |
| 5 mM | 0.9891 mL | 4.9454 mL | 9.8907 mL | 24.7268 mL | |
| 10 mM | 0.4945 mL | 2.4727 mL | 4.9454 mL | 12.3634 mL | |
| 15 mM | 0.3297 mL | 1.6485 mL | 3.2969 mL | 8.2423 mL | |
| 20 mM | 0.2473 mL | 1.2363 mL | 2.4727 mL | 6.1817 mL | |
| 25 mM | 0.1978 mL | 0.9891 mL | 1.9781 mL | 4.9454 mL | |
| 30 mM | 0.1648 mL | 0.8242 mL | 1.6485 mL | 4.1211 mL | |
| 40 mM | 0.1236 mL | 0.6182 mL | 1.2363 mL | 3.0908 mL | |
| 50 mM | 0.0989 mL | 0.4945 mL | 0.9891 mL | 2.4727 mL | |
| 60 mM | 0.0824 mL | 0.4121 mL | 0.8242 mL | 2.0606 mL | |
| 80 mM | 0.0618 mL | 0.3091 mL | 0.6182 mL | 1.5454 mL | |
| 100 mM | 0.0495 mL | 0.2473 mL | 0.4945 mL | 1.2363 mL |
Coprine Related Classifications
HY-122373 Related Classifications
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