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Decursin

Cat No.:V19503 Purity: ≥98%
Decursin ((+)-Decursin) is a potent anticancer agent.
Decursin
Decursin Chemical Structure CAS No.: 5928-25-6
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
Decursin ((+)-Decursin) is a potent anticancer agent. Decursin is also a cytotoxic agent and a potent protein kinase C (protein kinase C) activator. Decursin causes apoptosis and cell cycle arrest in the G1 phase. Decursin reduces the expression of CDK2, CDK4, CDK6, and cyclin D1 proteins at 48 hours. Decursin inhibits cell growth/proliferation and migration. Decursin has antitumor, anti~inflammatory, and analgesic activities.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
The proliferation of DU145 cells is inhibited by decursin (0, 25, 50, 100 μM; 24, 28, 72, 96 hours) in a manner that is dose- and time-dependent [1]. In the G1 phase of DU145 cells, decursin (0, 25, 50, 100 μM; 24, 28, 72, 96 hours) causes cell and cell cycle induction; in PC-3, it induces G1, S, and G2-M phase induction [1]. For 48 hours, decursin (0, 25, 50, 100 μM; 24, 48 h) decreases the expression of the proteins CDK2, CDK4, CDK6, and cyclin D1 in DU145 cells [1]. The ability of AC133+ cells to open and withstand ischemia is inhibited by decursin (0, 5, 20, 100 μM; 7 days). Decursin suppresses Akt and ERK1/2 produced by SDF-1a in a dose-dependent manner at 0, 5, 20, and 100 μM. and activation of eNOS[2].
ln Vivo
Mice treated with decursin (4 mg/kg; sc; daily for 4 weeks) have anticancer activity [2]. It has been demonstrated that decursin (50 mg/kg; intrathecal injection; three times on two days per year for six days) is effective in
Cell Assay
Cell viability assay [1]
Cell Types: DU145 cell concentration [2].
Tested Concentrations: 0, 25, 50, 100 µM
Incubation Duration: 24, 28, 72, 96 hrs (hours)
Experimental Results: demonstrated dose- and time-dependent inhibition of cell growth, with inhibition rates of 22% to 51%, 21% to 68%, and 9% respectively Treatment with 72 inhibited growth by 42% to 90% after 24, 48, 72 and 96 hrs (hours) respectively. And cause 15%-45% cell death.

Cell cycle analysis[1]
Cell Types: DU145 Cell
Tested Concentrations: 0, 25, 50, 100 µM
Incubation Duration: 12-96 hrs (hours)
Experimental Results: Resulted in 52%, 65% and 78% of DU145 cells in G1 phase.

Western Blot Analysis[1]
Cell Types: DU145 Cell
Tested Concentrations: 0, 25, 50, 100 µM
Incubation Duration: 24, 48 hrs (hours)
Experimental Results: Protein levels of CDK2, CDK4, CDK6, Cyclin D1 and Cyclins did not show any change E, but at 48 h, the expression of these proteins, except cyclin E, diminished in a dose-dependent manner.
Animal Protocol
Animal/Disease Models: 8weeks old adult C57BL/6J male and female mice [3]
Doses: 50 mg/kg
Route of Administration: intrathecal injection; 3 times every 2 days for 6 days
Experimental Results: Peripheral nerves induced by paclitaxel Analgesic capabilities were demonstrated in in vivo models of lesions.
References

[1]. A novel anticancer agent, decursin, induces G1 arrest and apoptosis in human prostate carcinoma cells. Cancer Res. 2005 Feb 1;65(3):1035-44.

[2]. Decursin inhibits vasculogenesis in early tumor progression by suppression of endothelial progenitor cell differentiation and function. J Cell Biochem. 2012 May;113(5):1478-87.

[3]. Decursin Alleviates Mechanical Allodynia in a Paclitaxel-Induced Neuropathic Pain Mouse Model. Cells. 2021 Mar 4;10(3):547.

[4]. Decursin: a cytotoxic agent and protein kinase C activator from the root of Angelica gigas. Planta Med. 1996 Feb;62(1):7-9.

Additional Infomation
Decursin is a member of coumarins.
Decursin has been reported in Angelica gigas, Phlojodicarpus villosus, and other organisms with data available.
See also: Angelica gigas root (part of).
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C19H20O5
Molecular Weight
328.3591
Exact Mass
328.131
CAS #
5928-25-6
PubChem CID
442126
Appearance
White to off-white solid powder
Density
1.2±0.1 g/cm3
Boiling Point
469.4±45.0 °C at 760 mmHg
Melting Point
93-94ºC
Flash Point
206.6±28.8 °C
Vapour Pressure
0.0±1.2 mmHg at 25°C
Index of Refraction
1.580
LogP
4.57
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
3
Heavy Atom Count
24
Complexity
585
Defined Atom Stereocenter Count
1
SMILES
CC(=CC(=O)O[C@H]1CC2=C(C=C3C(=C2)C=CC(=O)O3)OC1(C)C)C
InChi Key
CUKSFECWKQBVED-INIZCTEOSA-N
InChi Code
InChI=1S/C19H20O5/c1-11(2)7-18(21)23-16-9-13-8-12-5-6-17(20)22-14(12)10-15(13)24-19(16,3)4/h5-8,10,16H,9H2,1-4H3/t16-/m0/s1
Chemical Name
[(3S)-2,2-dimethyl-8-oxo-3,4-dihydropyrano[3,2-g]chromen-3-yl] 3-methylbut-2-enoate
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 : ~50 mg/mL (~152.27 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (7.61 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 (7.61 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 25.0 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.

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Solubility in Formulation 3: ≥ 2.5 mg/mL (7.61 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.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.0454 mL 15.2272 mL 30.4544 mL
5 mM 0.6091 mL 3.0454 mL 6.0909 mL
10 mM 0.3045 mL 1.5227 mL 3.0454 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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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?
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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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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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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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