1. Apoptosis Metabolic Enzyme/Protease
  2. Apoptosis Endogenous Metabolite
  3. Enterolactone

Enterolactone is a bioactive phenolic metabolite known as a mammalian lignan derived from dietary lignans. Enterolactone has estrogenic properties and anti-breast cancer activity. Enterolactone is a radiosensitizer for human breast cancer cell lines through impaired DNA repair and increased apoptosis.

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Enterolactone Chemical Structure

Enterolactone Chemical Structure

CAS No. : 78473-71-9

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Description

Enterolactone is a bioactive phenolic metabolite known as a mammalian lignan derived from dietary lignans. Enterolactone has estrogenic properties and anti-breast cancer activity[1]. Enterolactone is a radiosensitizer for human breast cancer cell lines through impaired DNA repair and increased apoptosis[2].

Cellular Effect
Cell Line Type Value Description References
RAW264.7 IC50
23.5 μM
Compound: Zerumboneoxide
Inhibition of LPS-induced nitric oxide production in mouse RAW264.7 cells measured after 20 hrs by Griess assay
Inhibition of LPS-induced nitric oxide production in mouse RAW264.7 cells measured after 20 hrs by Griess assay
[PMID: 30096653]
In Vitro

Enterolactone (25-75 μM; 48 hours) arrests the growth of MDA-MB-231 breast cancer cells in the ‘S’ phase[1]
Enterolactone (25-75 μM; 15 hours) triggers apoptosis in MDA-MB-231 breast cancer cells via caspase-3 activation[1].
Enterolactone inhibits TGF-β-induced migration of MDA-MB-231 breast cancer cells. Enterolactone inhibits TGF-β-induced invasion of MDA-MB-231 breast cancer cells through ECM. Enterolactone inhibits the TGF-β-induced EMT program in MDA-MB-231 breast cancer cells. Enterolactone reduces the formation of actin stress fibers by inhibiting the expression of CD44 and MAPK-p38. Enterolactone inhibits the ERK/NF-κB/Snail signaling pathway to revert TGF-β-induced EMT in MDA-MB-231 cells[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Cell Viability Assay[1]

Cell Line: MDA-MB-231 cells
Concentration: 25, 50, 75 μM
Incubation Time: 48 hours
Result: There was a non-significant increase (~24%) in the S phase population following treatment with 25 μM EL, whereas there were significant increases (~34% and ~39%) following treatment with 50 and 75 μM EL, respectively.
Molecular Weight

298.33

Formula

C18H18O4

CAS No.
Appearance

Solid

Color

White to off-white

SMILES

O=C1OC[C@H](CC2=CC=CC(O)=C2)[C@H]1CC3=CC=CC(O)=C3

Structure Classification
Initial Source
Shipping

Room temperature in continental US; may vary elsewhere.

Storage
Powder -20°C 3 years
In solvent -80°C 6 months
-20°C 1 month
Solvent & Solubility
In Vitro: 

DMSO : 30 mg/mL (100.56 mM; Need ultrasonic and warming; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

Preparing
Stock Solutions
Concentration Solvent Mass 1 mg 5 mg 10 mg
1 mM 3.3520 mL 16.7600 mL 33.5199 mL
5 mM 0.6704 mL 3.3520 mL 6.7040 mL
View the Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

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Mass (g) = Concentration (mol/L) × Volume (L) × Molecular Weight (g/mol)

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Concentration (start) × Volume (start) = Concentration (final) × Volume (final)

This equation is commonly abbreviated as: C1V1 = C2V2

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In Vivo Dissolution Calculator
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Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.
Calculation results:
Working solution concentration: mg/mL
Purity & Documentation

Purity: ≥99.0%

References

Complete Stock Solution Preparation Table

* Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month. When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.

Optional Solvent Concentration Solvent Mass 1 mg 5 mg 10 mg 25 mg
DMSO 1 mM 3.3520 mL 16.7600 mL 33.5199 mL 83.7998 mL
5 mM 0.6704 mL 3.3520 mL 6.7040 mL 16.7600 mL
10 mM 0.3352 mL 1.6760 mL 3.3520 mL 8.3800 mL
15 mM 0.2235 mL 1.1173 mL 2.2347 mL 5.5867 mL
20 mM 0.1676 mL 0.8380 mL 1.6760 mL 4.1900 mL
25 mM 0.1341 mL 0.6704 mL 1.3408 mL 3.3520 mL
30 mM 0.1117 mL 0.5587 mL 1.1173 mL 2.7933 mL
40 mM 0.0838 mL 0.4190 mL 0.8380 mL 2.0950 mL
50 mM 0.0670 mL 0.3352 mL 0.6704 mL 1.6760 mL
60 mM 0.0559 mL 0.2793 mL 0.5587 mL 1.3967 mL
80 mM 0.0419 mL 0.2095 mL 0.4190 mL 1.0475 mL
100 mM 0.0335 mL 0.1676 mL 0.3352 mL 0.8380 mL
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Help & FAQs
  • Do most proteins show cross-species activity?

    Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

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Product Name:
Enterolactone
Cat. No.:
HY-108692
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