Coprine

Cat. No.: HY-122373: Data Sheet
SDS
Handling Instructions
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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 K_m aldehyde dehydrogenase in rat liver and increases blood acetaldehyde levels during in vivo ethanol metabolism. Coprine does not inhibit semi-purified low K_m aldehyde dehydrogenase from rat liver in vitro. Coprine can be used in studies related to alcoholism.

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Coprine Chemical Structure

CAS No. : 58919-61-2

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Biological Activity
Purity & Documentation
References
Customer Review

Description

In Vitro

Coprine (0.1-1.0 mM; 1-10 min) does not inhibit semi-purified rat liver low K_m aldehyde dehydrogenase in vitro^[3].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

Coprine (3-243 mg/kg; i.p.) dose-dependently increases the acetaldehyde/ethanol ratio in alveolar gas of ethanol-treated rats, with the maximal effect occurring 4-6 hours after administration of 150 mg/kg Coprine^[2].
Coprine (9-81 mg/kg; i,g.; single administration) dose-dependently inhibits low K_m aldehyde dehydrogenase in rat liver in vivo^[3].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Animal Model:	Sprague-Dawley (female, 200-250 g)^[3]
Dosage:	9 mg/kg; 27 mg/kg; 81 mg/kg
Administration:	p.o.; single dose
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.

Molecular Weight

202.21

Formula

C₈H₁₄N₂O₄

CAS No.

58919-61-2

Appearance

Solid

Color

White to light yellow

SMILES

OC([C@@H](N)CCC(NC1(CC1)O)=O)=O

Shipping

Room temperature in continental US; may vary elsewhere.

Storage

Powder	-20°C	3 years
In solvent	-80°C	6 months
	-20°C	1 month

Solvent & Solubility

In Vitro:

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.

Preparing
Stock Solutions

Concentration Solvent Mass	1 mg	5 mg	10 mg

1 mM	4.9454 mL	24.7268 mL	49.4535 mL
5 mM	0.9891 mL	4.9454 mL	9.8907 mL
10 mM	0.4945 mL	2.4727 mL	4.9454 mL

View the 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.

Molarity Calculator
Dilution Calculator

Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

Concentration _(start) × Volume _(start) = Concentration _(final) × Volume _(final)

This equation is commonly abbreviated as: C₁V₁ = C₂V₂

Concentration _(start)

Volume _(start)

Concentration _(final)

Volume _(final)

In Vivo:

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.

Protocol 1

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.
Protocol 2

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.
Protocol 3

Add each solvent one by one: 10% DMSO 90% Corn Oil
Solubility: ≥ 2.5 mg/mL (12.36 mM); Clear solution

This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown). If the continuous dosing period exceeds half a month, please choose this protocol carefully.
Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 900 μL Corn oil, and mix evenly.

In Vivo Dissolution Calculator

Please enter the basic information of animal experiments:

Dosage

mg/kg

Animal weight
(per animal)

Dosing volume
(per animal)

μL

Number of animals

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Please enter your animal formula composition:

DMSO +

Tween-80 +

Saline

Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.

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).

Calculation results:

Working solution concentration: mg/mL

Method for preparing stock solution: mg drug dissolved in μL DMSO (Stock solution concentration: mg/mL).

The concentration of the stock solution you require exceeds the measured solubility. The following solution is for reference only. If necessary, please contact MedChemExpress (MCE).

Method for preparing in vivo working solution for animal experiments: Take μL DMSO stock solution, add μL . μL , mix evenly, next add μL Tween 80, mix evenly, then add μL Saline.

If the continuous dosing period exceeds half a month, please choose this protocol carefully.

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

Data Sheet (272 KB) SDS (252 KB) 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.

[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.

[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.

Complete Stock Solution Preparation Table

Optional Solvent	Concentration Solvent Mass	1 mg	5 mg	10 mg	25 mg

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

Metabolic Disease

Help & FAQs

Do most proteins show cross-species activity?
Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

Keywords:

Coprine58919-61-2Aldehyde Dehydrogenase (ALDH)Drug DerivativeDrug derivativepropionamideL-glutamic acidCoprinus atramentarius1-aminocyclopropanolalcoholismdopamine β-hydroxylaseSprague-Dawley ratsaldehyde dehydrogenase1-hydroxycyclopropylammonium ionL-pyroglutamic acidInhibitorinhibitorinhibit

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Coprine

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Biological Activity

Purity & Documentation

References

Customer Review

Coprine Related Antibodies

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