Cat. No.: HY-17435

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4'-Demethylepipodophyllotoxin

(Synonyms: 4'-O-demethylepipodophyllotoxin; 4'-DMEP)

2 Cited Publications

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Based on 2 publication(s) in Google Scholar

4'-Demethylepipodophyllotoxin (4'-DMEP) is an intermediate compound that inhibits microtubule assembly.

For research use only. We do not sell to patients.

Purity: 99.76%
CAS No.: 6559-91-7
Formula: C₂₁H₂₀O₈
Molecular Weight:400.38

Storage:

Powder -20°C, 3 years , 4°C, 2 years ; In solvent -80°C, 2 years , -20°C, 1 year

4'-Demethylepipodophyllotoxin Chemical Structure

CAS No.: 6559-91-7

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Fluorescent Dye

Strong Fluorescence Signal / Multi-Disciplinary Applications / High Fluorescence Specificity

Biological Activity
- Description
- Cellular Effect
- In Vitro
- In Vivo
Chemical Information
Publications (2)
Solvent & Solubility
- In Vitro
- In Vivo
Purity & Documentation
References
Help & FAQs
Classifications
Bioz

Biological Activity

Description

4'-Demethylepipodophyllotoxin (4'-DMEP) is an intermediate compound that inhibits microtubule assembly.

Cellular Effect

Cell Line	Type	Value	Description	References
A549	IC₅₀	19 μM Compound: DMEP	Cytotoxicity against human A549 cells after 48 hrs by MTT assay Cytotoxicity against human A549 cells after 48 hrs by MTT assay	[PMID: 30265994]
A549	IC₅₀	52.08 μM Compound: DMEP	Cytotoxicity against human A549 cells after 48 hrs by MTT assay Cytotoxicity against human A549 cells after 48 hrs by MTT assay	[PMID: 24775914]
BGC-823	IC₅₀	21.26 μM Compound: DMEP	Cytotoxicity against human BGC823 cells after 48 hrs by MTT assay Cytotoxicity against human BGC823 cells after 48 hrs by MTT assay	[PMID: 24775914]
H9	IC₅₀	0.07 μM Compound: 9	Cytotoxicity against H9 cell line Cytotoxicity against H9 cell line	10.1016/S0960-894X(97)10108-1
HaCaT	IC₅₀	0.16 μM Compound: 4'-Demethyl-epipodophyllotoxin	Antiproliferative activity against human HaCaT cells assessed as inhibition of cell proliferation measured after 48 hrs by SRB assay Antiproliferative activity against human HaCaT cells assessed as inhibition of cell proliferation measured after 48 hrs by SRB assay	[PMID: 34837817]
HeLa	IC₅₀	0.98 μM Compound: VP16	Cytotoxicity agaisnt human HeLa cells by SRB assay Cytotoxicity agaisnt human HeLa cells by SRB assay	[PMID: 19111464]
HeLa	IC₅₀	15.96 μM Compound: DMEP	Cytotoxicity against human HeLa cells after 48 hrs by MTT assay Cytotoxicity against human HeLa cells after 48 hrs by MTT assay	[PMID: 24775914]
HeLa	IC₅₀	27.8 μM Compound: DMEP	Cytotoxicity against human HeLa cells after 48 hrs by MTT assay Cytotoxicity against human HeLa cells after 48 hrs by MTT assay	[PMID: 30265994]
HepG2	IC₅₀	18.74 μM Compound: DMEP	Cytotoxicity against human HepG2 cells after 48 hrs by MTT assay Cytotoxicity against human HepG2 cells after 48 hrs by MTT assay	[PMID: 24775914]
HepG2	IC₅₀	26.1 μM Compound: DMEP	Cytotoxicity against human HepG2 cells after 48 hrs by MTT assay Cytotoxicity against human HepG2 cells after 48 hrs by MTT assay	[PMID: 30265994]
HL-60	IC₅₀	0.82 μM Compound: VP16	Cytotoxicity against human HL60 cells by MTT assay Cytotoxicity against human HL60 cells by MTT assay	[PMID: 19111464]
HMEC	IC₅₀	19.6 μM Compound: DMEP	Cytotoxicity against HMEC after 48 hrs by MTT assay Cytotoxicity against HMEC after 48 hrs by MTT assay	[PMID: 30265994]
HT-1080	IC₅₀	0.11 μM Compound: 4'-Demethyl-epipodophyllotoxin	Antiproliferative activity against human HT-1080 cells assessed as inhibition of cell proliferation measured after 48 hrs by SRB assay Antiproliferative activity against human HT-1080 cells assessed as inhibition of cell proliferation measured after 48 hrs by SRB assay	[PMID: 34837817]
HT-29	IC₅₀	0.15 μM Compound: 4'-Demethyl-epipodophyllotoxin	Antiproliferative activity against human HT-29 cells assessed as inhibition of cell proliferation measured after 48 hrs by SRB assay Antiproliferative activity against human HT-29 cells assessed as inhibition of cell proliferation measured after 48 hrs by SRB assay	[PMID: 34837817]
KB	ED₅₀	0.06 μg/mL Compound: 7	Compound was tested for in vitro cytotoxicity in KB cells after 3 days of incubation Compound was tested for in vitro cytotoxicity in KB cells after 3 days of incubation	[PMID: 2537424]
KB	ED₅₀	0.1 μg/mL Compound: 11	Cytotoxicity against human KB cells Cytotoxicity against human KB cells	[PMID: 2849640]
KB	ED₅₀	0.34 μg/mL Compound: 3	Cytotoxicity against human KB cells assessed as reduction in cell number after 3 days by crystal violet staining Cytotoxicity against human KB cells assessed as reduction in cell number after 3 days by crystal violet staining	[PMID: 2550587]
L02	IC₅₀	13.04 μM Compound: DMEP	Cytotoxicity against human HL-7702 cells after 48 hrs by MTT assay Cytotoxicity against human HL-7702 cells after 48 hrs by MTT assay	[PMID: 24775914]
L02	IC₅₀	19.4 μM Compound: DMEP	Cytotoxicity against human HL7702 cells after 48 hrs by MTT assay Cytotoxicity against human HL7702 cells after 48 hrs by MTT assay	[PMID: 30265994]
M21	IC₅₀	0.17 μM Compound: 4'-Demethyl-epipodophyllotoxin	Antiproliferative activity against human M21 cells assessed as inhibition of cell proliferation measured after 48 hrs by SRB assay Antiproliferative activity against human M21 cells assessed as inhibition of cell proliferation measured after 48 hrs by SRB assay	[PMID: 34837817]
MCF7	IC₅₀	30.1 μM Compound: DMEP	Cytotoxicity against human MCF7 cells after 48 hrs by MTT assay Cytotoxicity against human MCF7 cells after 48 hrs by MTT assay	[PMID: 30265994]
MRC5	IC₅₀	21.3 μM Compound: DMEP	Cytotoxicity against human MRC5 cells after 48 hrs by MTT assay Cytotoxicity against human MRC5 cells after 48 hrs by MTT assay	[PMID: 30265994]

In Vitro

4'-Demethylepipodophyllotoxin decreases the XooFtsZ'GTPase activity, and shows bacteriostatic effect (EC₅₀ = 38.7 μg/mL) against Xanthomonas oryzae pv. oryzae (Xoo)^[3].
4'-Demethylepipodophyllotoxin shows cytotoxicity activity against tumor cells, with EC₅₀ of 0.31, 0.32, 0.37, 0.43 μM for HL-60, K-562, HepG2, KB cells^[1].

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

In Vivo

4'-Demethylepipodophyllotoxin (1 µg/mL, 200 µL, topical application, 24 weeks) reduces the tumor incidence, tumor volume, and the conversion efficiency of papillomas to squamous cell carcinomas in DMBA/TPA-induced mouse skin carcinogenesis model^[1].

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

Chemical Information

CAS No. 6559-91-7
Appearance Solid
Molecular Weight 400.38
Formula C₂₁H₂₀O₈
Color White to off-white
SMILES

O=C1OC[C@]2([H])[C@H](O)C3=C(C=C4OCOC4=C3)[C@@H](C5=CC(OC)=C(O)C(OC)=C5)[C@]21[H]
Synonyms

4'-O-demethylepipodophyllotoxin; 4'-DMEP
Structure Classification
- Phenylpropanoids
- Lignans
- Phenols
- Monophenols
Initial Source
Shipping

Room temperature in continental US; may vary elsewhere.

Storage

Powder	-20°C	3 years
	4°C	2 years
In solvent	-80°C	2 years
	-20°C	1 year

Publications (2)

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Journal Impact Factor

Cancer Immunol Res

Discovery of podofilox as a potent cGAMP-STING signaling enhancer with antitumor activity. [Abstract]

2023 May 3;11(5):583-599. PMID: 36921097
Biochem Biophys Res Commun

Structure of 4'-demethylepipodophyllotoxin in complex with tubulin provides a rationale for drug design. [Abstract]

2017 Nov 4;493(1):718-722. PMID: 28864414

Solvent & Solubility

In Vitro:

DMSO : 100 mg/mL (249.76 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

View the Complete Stock Solution Preparation Table

Preparing Stock Solutions

View the Complete Stock Solution Preparation Table

Concentration Solvent Mass

1 mg

5 mg

10 mg

Concentration

Solvent

Mass

1 mM

2.4976 mL

12.4881 mL

24.9763 mL

5 mM

0.4995 mL

2.4976 mL

4.9953 mL

10 mM

0.2498 mL

1.2488 mL

2.4976 mL

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, 2 years; -20°C, 1 year. When stored at -80°C, please use it within 2 years. When stored at -20°C, please use it within 1 year.

Molarity Calculator

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

Mass Mass

Concentration Concentration

Volume Volume

Molecular Weight Molecular Weight

Dilution Calculator

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

Concentration _(start) Concentration _(start)

Volume _(start) Volume _(start)

Concentration _(final) Concentration _(final)

Volume _(final) Volume _(final)

In Vivo:

Select the appropriate dissolution method based on your experimental animal and administration route.

Stock Solution Working Solution

For the following dissolution methods, please ensure to first prepare a clear stock solution using an In Vitro approach and then sequentially add co-solvents:
To ensure reliable experimental results, the clarified stock solution can be appropriately stored based on storage conditions. As for the working solution for In Vivo experiments, it is recommended to prepare freshly and use it on the same day.
The percentages shown for the solvents indicate their volumetric ratio in the final prepared solution. If precipitation or phase separation occurs during preparation, heat and/or sonication can be used to aid dissolution.

Protocol 1

Add each solvent one by one: 10% DMSO 40% PEG300 5% Tween-80 45% Saline

Solubility: ≥ 2.5 mg/mL (6.24 mM); Clear solution

This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).

Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 400 μL PEG300, and mix evenly; then add 50 μL Tween-80 and mix evenly; then add 450 μL Saline to adjust the volume to 1 mL.

Protocol 2

Add each solvent one by one: 10% DMSO 90% (20% SBE-β-CD in Saline)

Solubility: ≥ 2.5 mg/mL (6.24 mM); Clear solution

This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown).

Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 900 μL 20% SBE-β-CD in Saline, and mix evenly.

Protocol 3

Add each solvent one by one: 10% DMSO 90% Corn Oil

Solubility: ≥ 2.5 mg/mL (6.24 mM); Clear solution

This protocol yields a clear solution of ≥ 2.5 mg/mL (saturation unknown). If the continuous dosing period exceeds half a month, please choose this protocol carefully.

Taking 1 mL working solution as an example, add 100 μL DMSO stock solution (25.0 mg/mL) to 900 μL Corn oil, and mix evenly.

In Vivo Dissolution Calculator

Please enter the basic information of animal experiments:

Dosage Dosage
mg/kg
Animal Weight (Per Animal) Animal Weight (Per Animal)
g
Dosing Volume (Per Animal) Dosing Volume (Per Animal)
μL
Number of Animals Number of Animals

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Recommended: Prepare an additional quantity of animals to account for potential losses during experiments.

Please enter your animal formula composition:

%
DMSO +

Recommended: Keep the proportion of DMSO in working solution below 2% if your animal is weak.
%
+
+
%
Tween-80 + +
%
Saline +

The co-solvents required include: DMSO, . All of co-solvents are available by MedChemExpress (MCE). , Tween 80. All of co-solvents are available by MedChemExpress (MCE).

Working solution concentration: 0.22 mg/mL

Purity & Documentation

Select Batch:

Purity: 99.98%

Assay: 99.98%

ee.: 99.98%

Data Sheet (284 KB)
SDS (418 KB)
- English - EN (418 KB)
- Français - FR (418 KB)
- Deutsch - DE (418 KB)
- Norwegian - NO (418 KB)
- Español - ES (418 KB)
- Swedish - SV (418 KB)
- Italian - IT (418 KB)
- Korean - KR (418 KB)
- Portuguese - PT (418 KB)
COA (2659 KB)
Elemental Analysis Report (2659 KB)
HNMR (2659 KB)
CNMR (2659 KB)
RP-HPLC (2659 KB)
NP-HPLC (2659 KB)
MS (2659 KB)
LCMS (2659 KB)
IR (2659 KB)
GC (2659 KB)
OR (2659 KB)
SDS-PAGE (2659 KB)
SEC-HPLC (2659 KB)
Other Report (2659 KB)
Handling Instructions (2659 KB)

References

[1]. Tang YJ, Zhao W, Li HM. Novel tandem biotransformation process for the biosynthesis of a novel compound, 4-(2,3,5,6-tetramethylpyrazine-1)-4'-demethylepipodophyllotoxin. Appl Environ Microbiol. 2011 May;77(9):3023-34. [Content Brief]

[2]. Dhawan D, Balasubramanian S, Amonkar AJ, Chemopreventive effect of 4'-demethyl epipodophyllotoxin on DMBA/TPA-induced mouse skin carcinogenesis. Carcinogenesis. 1999 Jun;20(6):997-1003. [Content Brief]

[3]. Xiang Zhou, et al. The discovery of natural 4'-demethylepipodophyllotoxin from renewable Dysosma versipellis species as a novel bacterial cell division inhibitor for controlling intractable diseases in rice. Industrial Crops and Products. Volume 174, 15 December 2021, 114182

Help & FAQs

How should lyophilized recombinant proteins be reconstituted and stored?

1. Before opening the cap, centrifuge the vial at 13000 rpm for 20-30 seconds. This step will ensure that any lyophilized powder that may have adhered to the cap or walls is collected at the bottom of the vial, minimizing the risk of product loss.

Complete Stock Solution Preparation Table

Storage method and period of stock solution: -80°C, 2 years; -20°C, 1 year. When stored at -80°C, please use it within 2 years. When stored at -20°C, please use it within 1 year.

Optional Solvent	Concentration Solvent Mass	1 mg	5 mg	10 mg	25 mg
DMSO	1 mM	2.4976 mL	12.4881 mL	24.9763 mL	62.4407 mL
	5 mM	0.4995 mL	2.4976 mL	4.9953 mL	12.4881 mL
	10 mM	0.2498 mL	1.2488 mL	2.4976 mL	6.2441 mL
	15 mM	0.1665 mL	0.8325 mL	1.6651 mL	4.1627 mL
	20 mM	0.1249 mL	0.6244 mL	1.2488 mL	3.1220 mL
	25 mM	0.0999 mL	0.4995 mL	0.9991 mL	2.4976 mL
	30 mM	0.0833 mL	0.4163 mL	0.8325 mL	2.0814 mL
	40 mM	0.0624 mL	0.3122 mL	0.6244 mL	1.5610 mL
	50 mM	0.0500 mL	0.2498 mL	0.4995 mL	1.2488 mL
	60 mM	0.0416 mL	0.2081 mL	0.4163 mL	1.0407 mL
	80 mM	0.0312 mL	0.1561 mL	0.3122 mL	0.7805 mL
	100 mM	0.0250 mL	0.1249 mL	0.2498 mL	0.6244 mL

Keywords

4'-Demethylepipodophyllotoxin

2 Cited Publications

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4'-Demethylepipodophyllotoxin

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Publications Citing Use of MedChemExpress (MCE) 4'-Demethylepipodophyllotoxin

Biological Activity

Chemical Information

Publications (2)

Solvent & Solubility

Purity & Documentation

References

Help & FAQs

Complete Stock Solution Preparation Table

4'-Demethylepipodophyllotoxin

Bioactive Compound Library Max

Bioactive Compound Library

Cell Cycle/DNA Damage Compound Library

Natural Product Library

Anti-Cancer Compound Library

Anti-Aging Compound Library

Phenols Library

Cytoskeleton Compound Library

Traditional Chinese Medicine Active Compound Library

Anti-Lung Cancer Compound Library

Anti-Cancer Natural Product Library

Protein-protein Interaction Inhibitor Library

Plant-Sourced Natural Product Library

Human Metabolite Library

Mitochondrial Toxicity Compound Library

MCE Bioactive Compound Library

Natural Product Library Plus

Natural Product and Natural Product-Like Compound Library

Miao Ethnicity Medicine Compound Library

RO5 Drug-like Natural Product Library

High-Throughput Bioactive Compound Library

High-Throughput Natural Product Library

Mass Spectrometry Human Metabolite Library

Biotoxin Library

Diarrhea-Related Traditional Chinese Medicine Active Compound Library

High-Efficiency Gene Editing Compound Library

Mass Spectrometry Natural Product Library

Publications Citing Use of MedChemExpress (MCE) 4'-Demethylepipodophyllotoxin

Biological Activity

Chemical Information

Publications (2)

Solvent & Solubility

Purity & Documentation

References

Help & FAQs

Complete Stock Solution Preparation Table

4'-Demethylepipodophyllotoxin Related Classifications

HY-17435 Related Classifications