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Arctigenin

Cat No.:V29340 Purity: ≥98%
Arctigenin ((-)-Arctigenin) is a bioactive lignan that can be used as an antitumor agent.
Arctigenin
Arctigenin Chemical Structure CAS No.: 7770-78-7
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
50mg
100mg
Other Sizes

Other Forms of Arctigenin:

  • Dimethylmatairesinol-Maculatin; Methylarctigenin
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
Arctigenin ((-)-Arctigenin) is a bioactive lignan that can be used as an antitumor agent. Arctigenin has potent antioxidant, anti~inflammatory and antiviral (influenza A virus) activities. Arctigenin may be utilized in study/research of metabolic disorders and central nervous system dysfunction.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
In a concentration- and time-dependent manner, arctigenin (0.01-1 μg/mL; 0.5-24 h) demonstrates preferential cytotoxicity to the PANC-1 cell line under nutrient-starved conditions [1]. In situations of nutrient deficiency, arctigenin (0.01-1 μg/mL; 0.5-24 h) inhibits the survival of several cancer cell lines (ASPC-1, BXPC-3, Alexander, and PSN-1 cells) [1]. In PANC-1 cells, arctigenin (0.1–1 μg/mL; 24 hours) totally prevents glucose deprivation-stimulated Akt phosphorylation [1]. With an IC50 of 2.9 μM, arctigenin (5–25 μM) exhibits strong in vitro antiviral activity against the influenza A virus[3].
ln Vivo
Arctigenin (250 μg/mL; 0.2 mL; intraperitoneally administered 6 times per week for 9 weeks) suppresses the formation of PANC-1 tumors in nude mice [1]. ?Arctigenin (10 mg/kg; daily intraperitoneal injection for 30 days) alleviates the symptoms of experimental autoimmune encephalomyelitis (EAE) in mice [4].
Animal Protocol
Animal/Disease Models: Female SPF/VAF BALB/cAn Ncrj-nu/nu (nude) mice were injected with PANC-1 cells [1]
Doses: 250 μg/mL, 0.2 mL
Route of Administration: intraperitoneal (ip) injection 6 times a week for 9 weeks
Experimental Results: Tumors shrink in weight and size. No significant weight loss was noted.
References

[1]. Identification of arctigenin as an antitumor agent having the ability to eliminate the tolerance of cancer cells to nutrient starvation. Cancer Res. 2006 Feb 1;66(3):1751-7.

[2]. Overview of the anti-inflammatory effects, pharmacokinetic properties and clinical efficacies of arctigenin and arctiin from Arctium lappa L. Acta Pharmacol Sin. 2018 May;39(5):787-801.

[3]. Therapeutic effect of arctiin and arctigenin in immunocompetent and immunocompromised mice infected with influenza A virus. Biol Pharm Bull. 2010;33(7):1199-205.

[4]. Arctigenin Exerts Neuroprotective Effect by Ameliorating Cortical Activities in Experimental Autoimmune Encephalomyelitis In Vivo. Front Immunol. 2021 Jul 19;12:691590.

[5]. Arctigenin inhibits the activation of the mTOR pathway, resulting in autophagic cell death and decreased ER expression in ER-positive human breast cancer cells. Int J Oncol. 2018 Apr;52(4):1339-1349.

Additional Infomation
(-)-Arctigenin is a lignan.
Arctigenin has been reported in Saussurea parviflora, Saussurea salicifolia, and other organisms with data available.
See also: Lignan (subclass of); Arctium lappa fruit (part of); Arctium lappa Root (part of) ... View More ...
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C21H24O6
Molecular Weight
372.4117
Exact Mass
372.157
CAS #
7770-78-7
Related CAS #
25488-59-9 (methyl ether); 26788-57-8 (mustard);
PubChem CID
64981
Appearance
White to off-white solid powder
Density
1.2±0.1 g/cm3
Boiling Point
567.0±45.0 °C at 760 mmHg
Melting Point
100 °C
Flash Point
198.8±22.2 °C
Vapour Pressure
0.0±1.6 mmHg at 25°C
Index of Refraction
1.576
LogP
2.47
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
6
Rotatable Bond Count
7
Heavy Atom Count
27
Complexity
483
Defined Atom Stereocenter Count
2
SMILES
COC1=C(C=C(C=C1)C[C@H]2COC(=O)[C@@H]2CC3=CC(=C(C=C3)O)OC)OC
InChi Key
NQWVSMVXKMHKTF-JKSUJKDBSA-N
InChi Code
InChI=1S/C21H24O6/c1-24-18-7-5-13(11-20(18)26-3)8-15-12-27-21(23)16(15)9-14-4-6-17(22)19(10-14)25-2/h4-7,10-11,15-16,22H,8-9,12H2,1-3H3/t15-,16+/m0/s1
Chemical Name
(3R,4R)-4-[(3,4-dimethoxyphenyl)methyl]-3-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-2-one
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

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 : ~100 mg/mL (~268.52 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (6.71 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 (6.71 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 (6.71 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 2.6852 mL 13.4261 mL 26.8521 mL
5 mM 0.5370 mL 2.6852 mL 5.3704 mL
10 mM 0.2685 mL 1.3426 mL 2.6852 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?
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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
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
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

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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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