Cat. No.: HY-W015490

1,4-Naphthoquinone

3 Cited Publications

Customer Review

Based on 3 publication(s) in Google Scholar

1,4-Naphthoquinone is an inhibitor with broad-spectrum inhibitory activity targeting DNA polymerase, NF-κB and monoamine oxidase (MAO-A/B), with antibacterial and anti-biofilm efficacy. 1,4-Naphthoquinone is a competitive inhibitor of MAO-B (Ki=1.4 μM) and a non-competitive inhibitor of MAO-A (Ki=7.7 μM). 1,4-Naphthoquinone inhibits DNA polymerase pol α, β, γ, δ, ε, λ with IC₅₀ ranging from 5.57-128 μM. 1,4-Naphthoquinone inhibits tumor cell proliferation, induces apoptosis and necrosis, and has anti-angiogenic and anti-inflammatory activities by inducing oxidative stress, depleting glutathione (GSH), inhibiting DNA polymerase-mediated DNA synthesis and blocking NF-κB nuclear translocation. 1,4-Naphthoquinone can be used in anti-bacterial , anti-tumor and anti-inflammatory studies, including inhibition of melanoma and colon cancer cell growth and endothelial cell function, as well as LPS-induced inflammation models.

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

Purity: 99.55%
CAS No.: 130-15-4
Formula: C₁₀H₆O₂
Molecular Weight:158.16

Storage:

Powder -20°C, 3 years , 4°C, 2 years ; In solvent -80°C, 6 months , -20°C, 1 month

1,4-Naphthoquinone Chemical Structure

CAS No.: 130-15-4

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Fluorescent Dye

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

Biological Activity
- Description
- IC₅₀ & Target
- Cellular Effect
- In Vitro
- In Vivo
Chemical Information
Publications (3)
Solvent & Solubility
- In Vitro
- In Vivo
Purity & Documentation
References
Help & FAQs
Classifications
Bioz

Biological Activity

Description

IC₅₀ & Target^[4]

DNA Polymerase

MAO-A

7.7 μM (Ki)

MAO-B

1.4 μM (Ki)

Calf pol α

8.3 μM (IC₅₀)

Rat pol β

189 μM (IC₅₀)

Human pol γ

105 μM (IC₅₀)

Human pol δ

94.8 μM (IC₅₀)

Human pol ε

92.1 μM (IC₅₀)

Human pol λ

86.4 μM (IC₅₀)

All Monoamine Oxidase Isoforms :

MAO-A
MAO-B

All NF-κB Isoforms :

All DNA/RNA Synthesis Isoforms :

All TNF Receptor Isoforms :

Cellular Effect

Cell Line	Type	Value	Description	References
A2780	IC₅₀	2.3 μM Compound: 11	Antiproliferative activity against human A2780 cells after 2 days by alamar-blue assay Antiproliferative activity against human A2780 cells after 2 days by alamar-blue assay	[PMID: 19028102]
A549	IC₅₀	>20 μM Compound: 6	Cytotoxicity against human A549 cells assessed as cell growth inhibition after 48 hrs by MTT assay Cytotoxicity against human A549 cells assessed as cell growth inhibition after 48 hrs by MTT assay	[PMID: 31999451]
A549	IC₅₀	>63.2 μM Compound: 1,4 Naphtoquinone	Cytotoxicity was measured against neoplastic cultured A-549 cells of human lung carcinoma. Cytotoxicity was measured against neoplastic cultured A-549 cells of human lung carcinoma.	10.1016/0960-894X(96)00326-5
AGS	IC₅₀	2.5 μM Compound: Naphthazarin	Cytotoxicity against human AGS cells incubated for 24 hrs by MTS assay Cytotoxicity against human AGS cells incubated for 24 hrs by MTS assay	[PMID: 38458106]
DU-145	IC₅₀	10.89 μM Compound: 1,4-Naphthoquinone	Cytotoxicity against human DU145 cells assessed as growth inhibition after 72 hrs by MTS assay Cytotoxicity against human DU145 cells assessed as growth inhibition after 72 hrs by MTS assay	[PMID: 23791367]
HCT-116	IC₅₀	17.08 μM Compound: 6	Cytotoxicity against human HCT116 cells assessed as cell growth inhibition after 48 hrs by MTT assay Cytotoxicity against human HCT116 cells assessed as cell growth inhibition after 48 hrs by MTT assay	[PMID: 31999451]
HeLa	IC₅₀	8.45 μM Compound: 11	Inhibition of histidine-tagged mouse MKP1 catalytic domain expressed in human Hela cells Inhibition of histidine-tagged mouse MKP1 catalytic domain expressed in human Hela cells	[PMID: 19028102]
HepG2	IC₅₀	>20 μM Compound: 6	Cytotoxicity against human HepG2 cells assessed as cell growth inhibition after 48 hrs by MTT assay Cytotoxicity against human HepG2 cells assessed as cell growth inhibition after 48 hrs by MTT assay	[PMID: 31999451]
HepG2	IC₅₀	15.89 μM Compound: NQ	Cytotoxicity against Homo sapiens (human) HepG2 cells assessed as reduction of cell survival after 48 hr by MTT assay Cytotoxicity against Homo sapiens (human) HepG2 cells assessed as reduction of cell survival after 48 hr by MTT assay	10.1007/s00044-012-0150-7
HT-29	IC₅₀	>63.2 μM Compound: 1,4 Naphtoquinone	Cytotoxicity was measured against neoplastic cultured HT-29 cells of human colon carcinoma. Cytotoxicity was measured against neoplastic cultured HT-29 cells of human colon carcinoma.	10.1016/0960-894X(96)00326-5
HT-29	IC₅₀	12.76 μM Compound: 1,4-Naphthoquinone	Cytotoxicity against human HT-29 cells assessed as growth inhibition after 72 hrs by MTS assay Cytotoxicity against human HT-29 cells assessed as growth inhibition after 72 hrs by MTS assay	[PMID: 23791367]
MCF7	IC₅₀	16.92 μM Compound: NQ	Cytotoxicity against Homo sapiens (human) MCF7 cells assessed as reduction of cell survival after 48 hr by MTT assay Cytotoxicity against Homo sapiens (human) MCF7 cells assessed as reduction of cell survival after 48 hr by MTT assay	10.1007/s00044-012-0150-7
MDA-MB-231	IC₅₀	4.48 μM Compound: 1,4-Naphthoquinone	Cytotoxicity against human MDA-MB-231 cells assessed as growth inhibition after 72 hrs by MTS assay Cytotoxicity against human MDA-MB-231 cells assessed as growth inhibition after 72 hrs by MTS assay	[PMID: 23791367]
MG-63	IC₅₀	>25 μM Compound: NQ	Cytotoxicity against Homo sapiens (human) MG63 cells assessed as reduction of cell survival after 48 hr by MTT assay Cytotoxicity against Homo sapiens (human) MG63 cells assessed as reduction of cell survival after 48 hr by MTT assay	10.1007/s00044-012-0150-7
P388	IC₅₀	>63.2 μM Compound: 1,4 Naphtoquinone	Cytotoxicity was measured against neoplastic cultured P-388 cells of murine leukemia. Cytotoxicity was measured against neoplastic cultured P-388 cells of murine leukemia.	10.1016/0960-894X(96)00326-5
SK-MEL-28	IC₅₀	>63.2 μM Compound: 1,4 Naphtoquinone	Cytotoxicity was measured against neoplastic cultured MEL-28 cells of malign human melanoma. Cytotoxicity was measured against neoplastic cultured MEL-28 cells of malign human melanoma.	10.1016/0960-894X(96)00326-5
SK-OV-3	IC₅₀	16.27 μM Compound: 6	Cytotoxicity against human SKOV3 cells assessed as cell growth inhibition after 48 hrs by MTT assay Cytotoxicity against human SKOV3 cells assessed as cell growth inhibition after 48 hrs by MTT assay	[PMID: 31999451]
Vero	IC₅₀	1.2 μg/mL Compound: 1	Cytotoxicity against Vero cells after 48 hrs by XTT method Cytotoxicity against Vero cells after 48 hrs by XTT method	[PMID: 17888665]

In Vitro

1,4-Naphthoquinone (5-20 μM; 1-48 h) dose-dependently reduces cell viability, induces oxidative stress (GSH depletion, ROS elevation) and DNA damage in B16F1 melanoma cells^[1].
1,4-Naphthoquinone (1-100 μM; 24-72 h) inhibits proliferation of human colon cancer cells (HCT116) and vascular endothelial cells (HUVEC), blocks HUVEC tube formation and inhibits their migration, and the LD₅₀ for HCT116 is approximately 4.5 μM^[2].
1,4-Naphthoquinone (10 μM; 0.5-24 h) significantly inhibits LPS (100 ng/mL)-induced TNF-α secretion and NF-κB nuclear translocation in RAW264.7 macrophages, showing anti-inflammatory activity^[3].
1,4-Naphthoquinone increases the permeability of the outer and inner membranes of Chromobacterium violaceum, inhibits biofilm formation, and produce a 25 mm inhibition zone. The minimum inhibitory concentration against Chromobacterium violaceum is 405 μM^[4].

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

Cell Viability Assay^[1]

Cell Line:

B16F1 melanoma cells
Concentration:

5, 10, 15, 20 μM
Incubation Time:

1, 24, 48 hours (MTT assay); 1 hour (LDH, GSH, ROS); 15 days (clonogenic assay); 24 hours (DNA ladder, Annexin V/PI)
Result:

Cell Viability: MTT assay showed dose-dependent reduction with IC₅₀ values of 7.8 μM (1 hour), 7.2 μM (24 hours), and 5.6 μM (48 hours).
Oxidative Stress: GSH levels decreased by 12-77% at 5-20 μM, and ROS generation increased ~4.5-fold at 10 μM, measured by DCFH-DA fluorescence.
Cell Death: Annexin V/PI staining revealed increased late apoptosis/necrosis (65-98% at 20 μM for 24 hours), with DNA ladder formation indicating apoptotic DNA fragmentation.
Clonogenic Survival: Surviving fraction reduced to 0.14 at 20 μM, indicating suppressed colony formation.

In Vivo

1,4-Naphthoquinone (250-500 μg/ear; topical application in 20 μL; single dose) significantly inhibits TPA (HY-18739)-induced edema in a mouse ear inflammation model^[3].
1,4-Naphthoquinone (20 mg/kg; intraperitoneal injection; single dose) inhibits the increase in serum TNF-α levels induced by LPS in a mouse acute inflammation model^[3].

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

Chemical Information

CAS No. 130-15-4
Appearance Solid
Molecular Weight 158.16
Formula C₁₀H₆O₂
Color Light yellow to yellow
SMILES

O=C1C=CC(C2=C1C=CC=C2)=O
Shipping

Room temperature in continental US; may vary elsewhere.

Storage

Powder	-20°C	3 years
	4°C	2 years
In solvent	-80°C	6 months
	-20°C	1 month

Publications (3)

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Journal Impact Factor

Int J Biol Macromol

Identification of Vitamin K3 and its analogues as covalent inhibitors of SARS-CoV-2 3CLpro. [Abstract]

2021 Jul 31:183:182-192. PMID: 33901557
Free Radic Biol Med

Novel therapeutic approach for psoriasis: Upregulating FcRn to inhibit ferroptosis and alleviate lesional skin. [Abstract]

2024 Nov 1:224:797-808. PMID: 39270944
Cell Immunol

Damage-induced NAD release activates intestinal CD4+ and CD8+ T cell via P2X7R signaling. [Abstract]

2023 Mar:385:104677. PMID: 36746070

Solvent & Solubility

In Vitro:

DMSO : 100 mg/mL (632.27 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)

H₂O : < 0.1 mg/mL (insoluble)

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

6.3227 mL

31.6136 mL

63.2271 mL

5 mM

1.2645 mL

6.3227 mL

12.6454 mL

10 mM

0.6323 mL

3.1614 mL

6.3227 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, 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.

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)

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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 (15.81 mM); Clear solution; Need ultrasonic

This protocol yields a clear solution of 2.5 mg/mL.

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 (15.81 mM); Clear solution; Need ultrasonic

This protocol yields a clear solution of 2.5 mg/mL.

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.

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 (283 KB)
SDS (789 KB)
- English - EN (789 KB)
- Français - FR (789 KB)
- Deutsch - DE (789 KB)
- Norwegian - NO (789 KB)
- Español - ES (789 KB)
- Swedish - SV (789 KB)
- Italian - IT (789 KB)
- Korean - KR (789 KB)
- Portuguese - PT (789 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]. Kumar MR, et al. Cytotoxic, genotoxic and oxidative stress induced by 1,4-naphthoquinone in B16F1 melanoma tumor cells. Toxicol In Vitro. 2009 Mar;23(2):242-50. [Content Brief]

[2]. Kayashima T, et al. 1,4-Naphthoquinone is a potent inhibitor of human cancer cell growth and angiogenesis. Cancer Lett. 2009 Jun 8;278(1):34-40. [Content Brief]

[3]. Kobayashi K, et al. Effects of quinone derivatives, such as 1,4-naphthoquinone, on DNA polymerase inhibition and anti-inflammatory action. Med Chem. 2011 Jan;7(1):37-44. [Content Brief]

[4]. Samreen, et al. Antibacterial and anti-biofilm efficacy of 1,4-naphthoquinone against Chromobacterium violaceum: an in vitro and in silico investigation. Arch Microbiol. 2024 Dec 7;207(1):11. [Content Brief]

[5]. Coelho Cerqueira E, et al. Molecular insights into human monoamine oxidase (MAO) inhibition by 1,4-naphthoquinone: evidences for menadione (vitamin K3) acting as a competitive and reversible inhibitor of MAO. Bioorg Med Chem. 2011 Dec 15;19(24):7416-24. [Content Brief]

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, 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	6.3227 mL	31.6136 mL	63.2271 mL	158.0678 mL
	5 mM	1.2645 mL	6.3227 mL	12.6454 mL	31.6136 mL
	10 mM	0.6323 mL	3.1614 mL	6.3227 mL	15.8068 mL
	15 mM	0.4215 mL	2.1076 mL	4.2151 mL	10.5379 mL
	20 mM	0.3161 mL	1.5807 mL	3.1614 mL	7.9034 mL
	25 mM	0.2529 mL	1.2645 mL	2.5291 mL	6.3227 mL
	30 mM	0.2108 mL	1.0538 mL	2.1076 mL	5.2689 mL
	40 mM	0.1581 mL	0.7903 mL	1.5807 mL	3.9517 mL
	50 mM	0.1265 mL	0.6323 mL	1.2645 mL	3.1614 mL
	60 mM	0.1054 mL	0.5269 mL	1.0538 mL	2.6345 mL
	80 mM	0.0790 mL	0.3952 mL	0.7903 mL	1.9758 mL
	100 mM	0.0632 mL	0.3161 mL	0.6323 mL	1.5807 mL

Keywords

1,4-Naphthoquinone

3 Cited Publications

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1,4-Naphthoquinone

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Publications Citing Use of MedChemExpress (MCE) 1,4-Naphthoquinone

All Monoamine Oxidase Isoforms

All NF-κB Isoforms

All DNA/RNA Synthesis Isoforms

All TNF Receptor Isoforms

Biological Activity

Chemical Information

Publications (3)

Solvent & Solubility

Purity & Documentation

References

Help & FAQs

Complete Stock Solution Preparation Table

1,4-Naphthoquinone Related Classifications

HY-W015490 Related Classifications