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Pseudocoptisine chloride (Isocoptisine chloride)

Cat No.:V51721 Purity: ≥98%
Pseudocoptisine (Isocoptisine) chloride is a quaternary alkaloid with a benzylisoquinoline skeleton.
Pseudocoptisine chloride (Isocoptisine chloride)
Pseudocoptisine chloride (Isocoptisine chloride) Chemical Structure CAS No.: 30044-78-1
Product category: ChE
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
100mg
Other Sizes

Other Forms of Pseudocoptisine chloride (Isocoptisine chloride):

  • Isocoptisine acetate
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
Pseudocoptisine (Isocoptisine) chloride is a quaternary alkaloid with a benzylisoquinoline skeleton. Pseudocoptisine chloride inhibits acetylcholinesterase (AChE) activity with IC50 of 12.8 μM. Has anti~inflammatory and amnestic effects.
Pseudocoptisine chloride (Isocoptisine chloride; CAS 30044-78-1) is a quaternary alkaloid derived from a benzylisoquinoline structure, isolated from Corydalis tuber. It functions as an acetylcholinesterase (AChE) inhibitor, demonstrating an IC50 of 12.8 μM. Pseudocoptisine chloride exhibits notable anti-inflammatory and anti-amnestic properties, making it a valuable reagent for research related to neurodegenerative diseases and cognitive function studies.
Biological Activity I Assay Protocols (From Reference)
Targets
Pseudocoptisine chloride targets acetylcholinesterase (AChE). AChE is an enzyme that breaks down the neurotransmitter acetylcholine in the synaptic cleft. By inhibiting AChE with an IC50 of 12.8 μM, Pseudocoptisine chloride increases the concentration of acetylcholine, thereby enhancing cholinergic transmission. This mechanism is relevant to the treatment of neurodegenerative diseases like Alzheimer's disease. The compound also exhibits anti-inflammatory effects.
ln Vitro
In RAW264.7 cells, pseudocoposite (0, 60, 90 μM; 1 hour) dose-dependently suppresses NO generation produced by LPS [2]. Pseudocoptisine (30-90 μM; 1 hour; RAW264.7 cells) dramatically lowers the mRNA expression of TNF-α and IL-6 that are produced in response to LPS [1]. Pseudocoptisineacetate decreases pro-inflammatory mediators such iNOS, COX-2, TNF-α, and IL-6 by blocking ERK and p38 phosphorylation in RAW 264.7 cells, which in turn prevents NF-kappaB activation [1].
In vitro, Pseudocoptisine chloride inhibits acetylcholinesterase (AChE) activity with an IC50 of 12.8 μM. It reduces the levels of pro-inflammatory mediators, such as iNOS, COX-2, TNF-alpha, and IL-6, through the inhibition of NF-kappaB activation via the suppression of ERK and p38 phosphorylation. It also shows anti-amnestic effects. These in vitro activities support its use in studying neurodegenerative diseases and inflammation.
ln Vivo
The anti-amnestic effect of coptisine against scopolamine (1.0 mg/kg, intraperitoneal injection)-induced learning and memory impairment in mice was investigated. Pseudocoptisine (2.0 mg/kg, po) significantly corrected cognitive impairment in mice using passive avoidance testing [1].
In vivo data for Pseudocoptisine chloride is not extensively reported in publicly available sources. As an AChE inhibitor with anti-inflammatory and anti-amnestic properties, the compound has potential applications in animal models of neurodegenerative diseases like Alzheimer's disease and in models of cognitive impairment. However, specific published in vivo efficacy studies are not detailed in the current literature. Pseudocoptisine chloride is primarily used as a research tool.
Enzyme Assay
The in vitro AChE inhibition assay for Pseudocoptisine chloride uses AChE enzyme (often from rat brain or electric eel) and a chromogenic substrate such as acetylthiocholine. The enzyme hydrolyzes the substrate to produce a thiol, which reacts with Ellman's reagent (DTNB) to produce a yellow color. The compound is added at various concentrations, and the inhibition of AChE activity is measured spectrophotometrically. IC50 values are calculated from dose-response curves.
Cell Assay
Cellular assays for Pseudocoptisine chloride are conducted in immune cells such as RAW 264.7 macrophages to study its anti-inflammatory effects. Cells are stimulated with LPS to induce inflammation and treated with varying concentrations of the compound. The levels of pro-inflammatory mediators (iNOS, COX-2, TNF-alpha, IL-6) are measured by ELISA or Western blotting. NF-kappaB activation and ERK/p38 phosphorylation are assessed by Western blotting.
Animal Protocol
In vivo studies for Pseudocoptisine chloride would typically involve animal models of neurodegenerative diseases or cognitive impairment. The compound would be administered via oral or intraperitoneal routes. Efficacy would be assessed by measuring cognitive function using behavioral tests (e.g., Morris water maze) and by evaluating neuroinflammatory markers in the brain. However, specific published in vivo protocols for Pseudocoptisine chloride are not available.
ADME/Pharmacokinetics
Pharmacokinetic data for Pseudocoptisine chloride is not extensively reported in publicly available sources. The compound has a molecular weight of 355.77 and a molecular formula of C19H14ClNO4. As a quaternary alkaloid, it may have limited oral bioavailability. Detailed PK parameters such as half-life and bioavailability are not available in the current literature.
Toxicity/Toxicokinetics
Toxicity data for Pseudocoptisine chloride is limited. As with all research compounds, Pseudocoptisine chloride is intended for research use only and not for human therapeutic applications. Standard in vitro cytotoxicity assays and in vivo tolerability studies would be required for a complete toxicity assessment. Its natural product origin suggests a potential safety profile.
References

[1]. Anti-amnestic activity of pseudocoptisine from Corydalis Tuber. Biol Pharm Bull. 2008;31(1):159-162.

[2]. Quaternary alkaloid, pseudocoptisine isolated from tubers of Corydalis turtschaninovi inhibits LPS-induced nitric oxide, PGE(2), and pro-inflammatory cytokines production via the down-regulation of NF-kappaB in RAW 264.7 murine macrophage c.

Additional Infomation
Pseudocoptisine chloride (Isocoptisine chloride; CAS 30044-78-1) is a quaternary alkaloid from Corydalis tuber that inhibits acetylcholinesterase (IC50 = 12.8 μM). It exhibits anti-inflammatory and anti-amnestic properties, making it a valuable research tool for studying neurodegenerative diseases, cognitive function, and inflammation. It is for research use only and is not intended for human therapeutic applications.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C19H14NO4
Molecular Weight
320.319
Exact Mass
355.061
CAS #
30044-78-1
Related CAS #
Pseudocoptisine acetate;30426-66-5
PubChem CID
85777785
Appearance
Yellow to brown solid powder
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
0
Heavy Atom Count
25
Complexity
502
Defined Atom Stereocenter Count
0
SMILES
c12c([H])c3c([H])c4OC([H])([H])Oc4c([H])c3c([H])[n+]1C(C(c1c-2c([H])c2OC([H])([H])Oc2c1[H])([H])[H])([H])[H]
InChi Key
QBOVLUUBUAZWIN-UHFFFAOYSA-M
InChi Code
InChI=1S/C19H14NO4.ClH/c1-2-20-8-13-6-18-17(22-9-23-18)5-12(13)3-15(20)14-7-19-16(4-11(1)14)21-10-24-19;/h3-8H,1-2,9-10H2;1H/q+1;/p-1
Chemical Name
5,7,18,20-tetraoxa-13-azoniahexacyclo[11.11.0.02,10.04,8.015,23.017,21]tetracosa-1(24),2,4(8),9,13,15,17(21),22-octaene;chloride
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: Please store this product in a sealed and protected environment, avoid exposure to moisture.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : ~1 mg/mL (~2.81 mM)
Solubility (In Vivo)
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
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Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)


Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
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Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders


Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.1219 mL 15.6094 mL 31.2188 mL
5 mM 0.6244 mL 3.1219 mL 6.2438 mL
10 mM 0.3122 mL 1.5609 mL 3.1219 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
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  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

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  • Click the “Calculate” button
  • The answer appears in the Volume (to add to vial) box
In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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