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Isocorydine

Alias: d-Isocorydine; Luteanin; Isocorydine
Cat No.:V22692 Purity: ≥98%
Isocorydine was extracted from the nematode Dicranostigma leptopodum (Maxim.
Isocorydine
Isocorydine Chemical Structure CAS No.: 475-67-2
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
25mg
50mg
100mg
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Product Description
Isocorydine was extracted from the nematode Dicranostigma leptopodum (Maxim.) Fedde. The combination of Isocorydine with doxorubicin (DOX) may be used to eliminate hepatocellular carcinoma (HCC).
Biological Activity I Assay Protocols (From Reference)
ln Vitro
For Huh-7, Hep-G2, SNU-449, and SNU-387, isocorydine (0-400 ug/ml; 48 hours) significantly reduces the IC50 for both ICD and DOX; the corresponding CI values are 0.605, 0.644, 0.804, and 0.707[1]. In human HCC cell lines, isocorydine (0-400 ug/ml; 48 hours) blocks the overexpression of mesenchymal markers and the downregulation of epithelial markers caused by DOX[1].
ln Vivo
While isocorydine (0.4 mg/kg intraperitoneal injection given every two days for two weeks) slows the growth of tumors, the combination of isocorydine and doxorubicin (DOX) treatment greatly slows tumor growth[1].
Cell Assay
Cell Viability Assay[1]
Cell Types: Huh-7, Hep-G2, SNU-387, SNU-449 cells
Tested Concentrations: 0-400 ug/ml
Incubation Duration: 24 hrs (hours)
Experimental Results: Had a higher cytotoxicity in HCC cells in comparison to ICD or DOX alone.

Western Blot Analysis [1]
Cell Types: Huh-7, Hep-G2, SNU-387, SNU-449 cells
Tested Concentrations:
Incubation Duration: 24 hrs (hours)
Experimental Results: Downregulated protein levels of Claudin-1 and E-cadherin.
Animal Protocol
Animal/Disease Models: Female nude mice[1]
Doses: 0.4 mg/ml
Route of Administration: Injected intraperitoneally every 2 days for 2 weeks
Experimental Results: Combined treatment of isocorydine and DOX demonstrated a promising potential to eradicate HCC.
Toxicity/Toxicokinetics
Toxicity Summary
Isocorydine induces G2/M phase arrest by increasing cyclin B1 and p-CDK1 expression levels, which was caused by decreasing the expression and inhibiting the activation of Cdc25C. The phosphorylation levels of Chk1 and Chk2 were increased after ICD treatment. Furthermore, G2/M arrest induced by ICD can be disrupted by Chk1 siRNA but not by Chk2 siRNA. In addition, isocorydine treatment led to a decrease in the percentage of CD133+ PLC/PRF/5 cells. Interestingly, isocorydine treatment dramatically decreased the tumorigenicity of SMMC-7721 and Huh7 cells. (A15211)
References

[1]. Isocorydine suppresses doxorubicin-induced epithelial-mesenchymal transition via inhibition of ERK signaling pathways in hepatocellular carcinoma. Am J Cancer Res. 2018 Jan 1;8(1):154-164. eCollection 2018.

Additional Infomation
Isocorydine is an aporphine alkaloid.
Isocorydine has been reported in Pteridophyllum racemosum, Stephania lincangensis, and other organisms with data available.
(S)-Isocorydine is found in cherimoya. (S)-Isocorydine is an alkaloid from Peumus boldus (boldo). (S)-Isocorydine belongs to the family of Aporphines. These are quinoline alkaloids containing the dibenzo[de,g]quinoline ring system.
See also: Peumus boldus leaf (part of).
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
CHEMICALFORMULAC20H23NO4
Molecular Weight
341.4
Exact Mass
341.162
CAS #
475-67-2
PubChem CID
10143
Appearance
White to off-white solid powder
Density
1.2±0.1 g/cm3
Boiling Point
506.1±50.0 °C at 760 mmHg
Melting Point
216-220ºC(lit.)
Flash Point
259.9±30.1 °C
Vapour Pressure
0.0±1.4 mmHg at 25°C
Index of Refraction
1.604
LogP
3.09
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
3
Heavy Atom Count
25
Complexity
475
Defined Atom Stereocenter Count
1
SMILES
CN1CCC2=CC(=C(C3=C2[C@@H]1CC4=C3C(=C(C=C4)OC)O)OC)OC
InChi Key
QELDJEKNFOQJOY-ZDUSSCGKSA-N
InChi Code
InChI=1S/C20H23NO4/c1-21-8-7-12-10-15(24-3)20(25-4)18-16(12)13(21)9-11-5-6-14(23-2)19(22)17(11)18/h5-6,10,13,22H,7-9H2,1-4H3/t13-/m0/s1
Chemical Name
(6aS)-1,2,10-trimethoxy-6-methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinolin-11-ol
Synonyms
d-Isocorydine; Luteanin; Isocorydine
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: This product requires protection from light (avoid light exposure) during transportation and storage.
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 : ~20 mg/mL (~58.58 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (7.32 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (7.32 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.

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Solubility in Formulation 3: ≥ 2 mg/mL (5.86 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
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.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.9291 mL 14.6456 mL 29.2912 mL
5 mM 0.5858 mL 2.9291 mL 5.8582 mL
10 mM 0.2929 mL 1.4646 mL 2.9291 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.

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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?
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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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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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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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