1. Apoptosis Epigenetics Cell Cycle/DNA Damage
  2. Caspase PARP Apoptosis MDM-2/p53
  3. Epifriedelanol

Epifriedelanol is a triterpenoid isolated from the root bark of Ulmus davidiana. Epifriedelanol induces apoptosis in DU145 cells. Epifriedelanol has antitumor and anti-inflammatory activities. Epifriedelanol inhibits cellular senescence in human primary cells.

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Epifriedelanol Chemical Structure

Epifriedelanol Chemical Structure

CAS No. : 16844-71-6

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Based on 1 publication(s) in Google Scholar

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  • Biological Activity

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Description

Epifriedelanol is a triterpenoid isolated from the root bark of Ulmus davidiana. Epifriedelanol induces apoptosis in DU145 cells. Epifriedelanol has antitumor and anti-inflammatory activities. Epifriedelanol inhibits cellular senescence in human primary cells[1][2][3].

Cellular Effect
Cell Line Type Value Description References
MCF7 GI50
> 100 μM
Compound: 9
Cytotoxicity against human MCF7 cells by SRB assay
Cytotoxicity against human MCF7 cells by SRB assay
[PMID: 11678649]
NCI-H460 GI50
> 100 μM
Compound: 9
Cytotoxicity against human NCI-H460 cells by SRB assay
Cytotoxicity against human NCI-H460 cells by SRB assay
[PMID: 11678649]
SF-268 GI50
> 100 μM
Compound: 9
Cytotoxicity against human SF268 cells by SRB assay
Cytotoxicity against human SF268 cells by SRB assay
[PMID: 11678649]
TK-10 GI50
> 100 μM
Compound: 9
Cytotoxicity against human TK10 cells by SRB assay
Cytotoxicity against human TK10 cells by SRB assay
[PMID: 11678649]
UACC-62 GI50
> 100 μM
Compound: 9
Cytotoxicity against human UACC62 cells by SRB assay
Cytotoxicity against human UACC62 cells by SRB assay
[PMID: 11678649]
In Vitro

Epifriedelanol (40-60 μg/disc) shows significant in vitro antitumor properties in a potato disc bioassay study[1].
Epifriedelanol (10-50 μg/mL, 3 days) suppresses Doxorubicin (HY-15142A) (adriamycin)-induced cellular senescence as well as replicative senescence in HDFs and HUVECs[2].
Epifriedelanol (10-100μg/mL, 5 h) represses the levels of p53 and p21 proteins increased by adriamycin treatment in a dose-dependent manner[2].
Epifriedelanol (0-50 μM, 24-72 h) inhibits DU145 and PC3 cells with IC50s of 32.32, and 35.22 μM, respectively at 72 h[3].
Epifriedelanol (5-10μM, 48 h) induces apoptosis in DU145 cells[3].

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

Cell Proliferation Assay[2]

Cell Line: Human dermal fibroblasts (HDFs) and human umbilical vein endothelial cells (HUVECs)
Concentration: 10, 30, 50 μg/mL
Incubation Time: 3 days
Result: Inhibited senescence associated β-galactosidase (SA-β-gal) activity.
Had some cytotoxic effect in HUVECs but not in HDFs upon treatment with 50 µg/mL.
Decreased intracellular ROS levels augmented by adriamycin treatment.
Might be able to inhibit replicative senescence.

Western Blot Analysis[2]

Cell Line: Human dermal fibroblasts (HDFs) and human umbilical vein endothelial cells (HUVECs)
Concentration: 10, 30, 50, 100 μg/mL
Incubation Time: 5 h (1 h prior to 500 nM adriamycin treatment, then incubation for 4 h)
Result: Repressed the levels of p53 and p21 proteins increased by adriamycin treatment in a dose-dependent manner.

Western Blot Analysis[3]

Cell Line: DU145 (human prostate cancer cell line)
Concentration: 5, 10μM
Incubation Time: 48 h
Result: Showed enhanced caspase 3 cleavage and downstream PARP, upregulation of pro-apoptotic P53 and BAX while down-regulation of anti-apoptotic NF-κB and BCL2.
In Vivo

Epifriedelanol (5-10 mg/kg, 21 d) can against Bisphenol A (BPA) (HY-18260)-induced gonadotoxicity and has anti-inflammatory effects[3].

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

Animal Model: Male Sprague-Dawley rats, (180-200 g, age of 9-10 weeks)[3]
Dosage: 5, 10 mg/kg
Administration: 21 days
Result: Showed a substantial decrease in prostate weight treated with Bisphenol A (BPA) (HY-18260), which could increase prostate size.
Did not exhibit any detectable alterations in hematologic parameters when compared to the control group, supporting its biosafety and application in in vivo systems.
Was preemptive against BPA-induced toxicity at both its high (10 mg/kg) and low (5 mg/kg) doses.
Effectively retained physiological serum estradiol concentrations in a dose-dependent manner.
Reduced peroxidation, and suppression of inflammatory markers (NO, IL-6 and TNF-α), indicating substantial antiinflammatory potential.
Molecular Weight

428.73

Formula

C30H52O

CAS No.
Appearance

Solid

Color

White to off-white

SMILES

C[C@]([C@](CC[C@@]1(C)[C@@]2([H])CC[C@H](O)[C@@H]1C)([H])[C@@]2(C)CC3)(CC[C@]4(C)[C@@]5([H])CC(C)(C)CC4)[C@@]35C

Structure Classification
Initial Source
Shipping

Room temperature in continental US; may vary elsewhere.

Storage

4°C, protect from light

*In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)

Solvent & Solubility
In Vitro: 

THF : 10 mg/mL (23.32 mM; Need ultrasonic)

H2O : < 0.1 mg/mL (insoluble)

DMF : < 1 mg/mL (insoluble)

Ethanol : < 1 mg/mL (insoluble)

DMSO : < 1 mg/mL (insoluble or slightly soluble)

Acetone : < 1 mg/mL (insoluble)

Preparing
Stock Solutions
Concentration Solvent Mass 1 mg 5 mg 10 mg
1 mM 2.3325 mL 11.6624 mL 23.3247 mL
5 mM 0.4665 mL 2.3325 mL 4.6649 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 (protect from light). 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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Purity & Documentation
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 (protect from light). 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
THF 1 mM 2.3325 mL 11.6624 mL 23.3247 mL 58.3118 mL
5 mM 0.4665 mL 2.3325 mL 4.6649 mL 11.6624 mL
10 mM 0.2332 mL 1.1662 mL 2.3325 mL 5.8312 mL
15 mM 0.1555 mL 0.7775 mL 1.5550 mL 3.8875 mL
20 mM 0.1166 mL 0.5831 mL 1.1662 mL 2.9156 mL
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  • 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:
Epifriedelanol
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HY-N1931
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