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Anhydrosecoisolariciresinol

Cat No.:V31040 Purity: ≥98%
Anhydrosecoisolariciresinol, mainly developed from Wedelia biflora, has anti-cancer activity.
Anhydrosecoisolariciresinol
Anhydrosecoisolariciresinol Chemical Structure CAS No.: 29388-33-8
Product category: New2
This product is for research use only, not for human use. We do not sell to patients.
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1mg
5mg
100mg
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Product Description
Anhydrosecoisolariciresinol, mainly developed from Wedelia biflora, has anti-cancer activity. Anhydrosecoisolariciresinol suppresses the growth of human breast cancer/tumor cell lines MCF-7 and MDA-MB-231.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
- Anhydrosecoisolariciresinol exhibited cytotoxic activity against HL-60 (human promyelocytic leukemia) cells with an IC50 value of 32.5 ± 2.1 μM [1]
- Against A549 (human lung adenocarcinoma) cells, Anhydrosecoisolariciresinol showed moderate cytotoxicity with an IC50 value of 48.3 ± 3.2 μM [1]
- For MCF-7 (human breast cancer, estrogen receptor-positive) cells, Anhydrosecoisolariciresinol inhibited cell proliferation in a dose-dependent manner, with an IC50 value of 52.7 ± 4.1 μM after 72 h of incubation [2]
- Against MDA-MB-231 (human breast cancer, triple-negative) cells, Anhydrosecoisolariciresinol displayed weak to moderate antiproliferative activity, with an IC50 value of 68.9 ± 5.3 μM after 72 h of incubation [2]
Cell Assay
- Cytotoxicity assay (HL-60 and A549 cells): Cancer cells were seeded in 96-well plates at a density of 5×10³ cells/well and incubated overnight. Serial dilutions of Anhydrosecoisolariciresinol (10–100 μM) were added, and the cells were cultured for 48 h. A cell viability assay reagent was added, and absorbance was measured at 450 nm to calculate IC50 values [1]
- Antiproliferative assay (MCF-7 and MDA-MB-231 cells): Breast cancer cells were plated in 96-well plates at 4×10³ cells/well and allowed to adhere for 24 h. Anhydrosecoisolariciresinol was added at concentrations ranging from 20–100 μM, and incubation continued for 72 h. Cell viability was determined by a colorimetric assay, and the percentage of viable cells relative to the control group was calculated to obtain IC50 values [2]
References

[1]. Six new phenolic glycosides and a new ceramide from the flowers of Wedelia biflora and their cytotoxicity against some cancer cell lines. Nat Prod Commun. 2013 Mar;8(3):367-72.

[2]. Extraction of lignans from flaxseed and evaluation of their biological effects on breast cancer MCF-7 and MDA-MB-231 cell lines. J Med Food. 2010 Aug;13(4):834-41.

Additional Infomation
It has been reported that dehydrated ring-opening isolarinin has been found in Taiwan cedar (Calocedrus formosana), nettle (Urtica dioica), and other organisms with relevant data.
- Dehydrated ring-opening isolarinin is a lignan compound isolated from the flowers of Wedelia biflora [1]
- Dehydrated ring-opening isolarinin is also a natural component of linum usitatissimum lignan extract [2]
- Dehydrated ring-opening isolarinin has stronger antiproliferative activity against estrogen receptor-positive MCF-7 cells than against triple-negative MDA-MB-231 cells [2]
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C20H24O5
Molecular Weight
344.401566505432
Exact Mass
344.162
CAS #
29388-33-8
PubChem CID
9974771
Appearance
White to off-white solid powder
Source
Originated from plants: other families
LogP
3.162
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
5
Rotatable Bond Count
6
Heavy Atom Count
25
Complexity
368
Defined Atom Stereocenter Count
2
SMILES
COC1=C(C=CC(=C1)C[C@H]2COC[C@@H]2CC3=CC(=C(C=C3)O)OC)O
InChi Key
ROGUIJKVZZROIQ-HOTGVXAUSA-N
InChi Code
InChI=1S/C20H24O5/c1-23-19-9-13(3-5-17(19)21)7-15-11-25-12-16(15)8-14-4-6-18(22)20(10-14)24-2/h3-6,9-10,15-16,21-22H,7-8,11-12H2,1-2H3/t15-,16-/m0/s1
Chemical Name
4-[[(3R,4R)-4-[(4-hydroxy-3-methoxyphenyl)methyl]oxolan-3-yl]methyl]-2-methoxyphenol
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: ~25 mg/mL (~72.6 mM; with ultrasonication)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (7.26 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 DMSO stock solution (25.0 mg/mL) to 900 μL of corn oil and mix well.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.9036 mL 14.5180 mL 29.0360 mL
5 mM 0.5807 mL 2.9036 mL 5.8072 mL
10 mM 0.2904 mL 1.4518 mL 2.9036 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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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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g/mol

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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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