Cat. No.: HY-W026930

Benzanthrone

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Benzanthrone is an immunotoxic, pro-inflammatory Photosensitizer. Benzanthrone upregulates iNOS, COX-2 and inflammatory cytokines; activates ERK1/2, p38, JNK, AP-1 and NF-κB; inhibits Nrf2; and induces oxidative stress and DNA damage. Upon radiation exposure, Benzanthrone generates singlet oxygen and superoxide anion radicals, induces photohemolysis and lipid peroxidation, and alters the levels of skin xenobiotic enzymes. Benzanthrone exhibits differential genotoxicity in different cell lines. Benzanthrone possesses skin tumor-initiating and promoting activities. Benzanthrone can be used in skin tumor-related studies.

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

Purity: 99.69%
CAS No.: 82-05-3
Formula: C₁₇H₁₀O
Molecular Weight:230.26

Storage:

Store at room temperature 3 years.

In solvent -80°C, 2 years , -20°C, 1 year

Benzanthrone Chemical Structure

CAS No.: 82-05-3

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

Biological Activity

Description

IC₅₀ & Target^[1]

iNOS

COX-2

ERK1

ERK2

All NO Synthase Isoforms :

All COX Isoforms :

All ERK Isoforms :

All p38 MAPK Isoforms :

All JNK Isoforms :

All AP-1 Isoforms :

All NF-κB Isoforms :

All DNA/RNA Synthesis Isoforms :

Cellular Effect

Cell Line	Type	Value	Description	References
CHO	Inhibition	127.309 % Compound: BENZANTHRONE	Inhibition of sodium fluorescein uptake in OATP1B1-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM Inhibition of sodium fluorescein uptake in OATP1B1-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM	[PMID: 23571415]
CHO	Inhibition	69.7396 % Compound: BENZANTHRONE	Inhibition of sodium fluorescein uptake in OATP1B3-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM Inhibition of sodium fluorescein uptake in OATP1B3-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM	[PMID: 23571415]

In Vitro

Benzanthrone (10 μM; 18 h) does not induce detectable DNA adduct formation in human A549 or HepG2 cells^[2].
Benzanthrone (10 μM; 18 h) induces significant genotoxic lesions (DNA strand breaks/alkali-labile sites) in human A549 cells, but not in human HepG2 cells^[2].
Benzanthrone (10 μM; 18 h) induces significant oxidative DNA damage in human A549 and HepG2 cells, with greater damage observed in A549 cells^[2].

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

In Vivo

Benzanthrone (i.p.; daily; for 1 week, at doses of 3.25-15 mg/kg) induces dose-dependent immunotoxicity and inflammatory responses in female Balb/c mice via oxidative stress, DNA damage, activation of the MAPK pathway, and upregulation of inflammatory cytokines and markers, with the most significant effects observed at the 15 mg/kg dose^[1].
Benzanthrone (0.3%; topical administration; once daily for 3 consecutive days, sensitization; 0.15%; topical administration; single dose, challenge) induces significant delayed-type hypersensitivity in female Balb/c mice, characterized by ear swelling, increased MPO activity, and inflammatory cell infiltration^[1].
Benzanthrone (0.5-2.0 × 10^-7 mol/cm²; percutaneous administration; single dose) acts as a potent skin photosensitizer in guinea pigs. After exposure to natural sunlight or simulated UVA radiation, the duration of its induced erythema, edema, pigmentation and skin toxicity increases in a dose-dependent manner^[4].
Topical administration of commercial Benzanthrone (150 nmol; twice weekly for 30 weeks) induces abnormal changes in xenobiotic-metabolizing enzymes in mouse skin^[5].

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

Animal Model:

Balb/c (female, 6-8 weeks old, 18-20 g)^[1]
Dosage:

3.25 mg/kg; 7.5 mg/kg; 15 mg/kg
Administration:

i.p.; daily; 1 week
Result:

Caused dose-dependent inflammation at 7.5 mg/kg and 15 mg/kg.
Induced splenic hyperplasia with megakaryocyte infiltration, and lung alveolar septal thickening, edema, and focal hemorrhages at 15 mg/kg.
Showed no notable changes at 3.25 mg/kg.
Increased splenic MPO activity by 157% and lung MPO activity by 193% at 7.5 mg/kg.
Increased splenic MPO activity by 571% and lung MPO activity by 666% at 15 mg/kg.
Increased ROS generation (2-fold), lipid peroxidation (106%), and protein carbonyl content (25%); decreased GSH content (55%), SOD activity (24%), GST activity (37%), GR activity (34%), catalase activity (12%), and GPx activity (74%); reduced Nrf2 protein levels; and increased γ-H2AX protein levels (1.9-fold) in spleen at 7.5 mg/kg.
Increased ROS generation (2.9-fold), lipid peroxidation (450%), and protein carbonyl content (173%); decreased GSH content (73%), SOD activity (66%), GST activity (75%), GR activity (55%), catalase activity (29%), and GPx activity (85%); further reduced Nrf2 protein levels; and increased γ-H2AX protein levels (2.2-fold) in spleen at 15 mg/kg.
Increased TNF-α (1.2-fold), IL-4 (1.5-fold), and IL-1 (81-fold) in serum at 7.5 mg/kg.
Increased IL-17 (4.8-fold), TNF-α (1.52-fold), IFN-γ (4.2-fold), IL-4 (4.25-fold), IL-10 (12.3-fold), and IL-1 (427-fold) in serum at 15 mg/kg.
Dose-dependently increased mRNA levels of IL-4, IL-1, IL-10, IFN-γ, and TNF-α in splenic cytokine at 7.5 mg/kg and 15 mg/kg.
Increased p-JNK (2.5-fold), p-ERK (1.6-fold), and p-p38 (2-fold) at 7.5 mg/kg.
Increased p-JNK (2.9-fold), p-ERK (2.2-fold), and p-p38 (2.3-fold) at 15 mg/kg.
Increased p-NF-κB (1.8-fold), c-fos (1.9-fold), c-jun (2-fold), COX-2 (2.2-fold), and iNOS (2-fold) at 7.5 mg/kg.
Increased p-NF-κB (2.3-fold), c-fos (2.9-fold), c-jun (3-fold), COX-2 (2.9-fold), and iNOS (3-fold) at 15 mg/kg.

Animal Model:

Balb/c (female)^[1]
Dosage:

0.3% (sensitization); 0.15% (challenge)
Administration:

topical; once daily for 3 consecutive days (sensitization); single dose (challenge)
Result:

Increased ear swelling by 69% compared to vehicle control.
Significantly elevated ear pinna MPO activity.
Induced epidermal hyperplasia protruding into the dermis and infiltration of mixed inflammatory cells.

Chemical Information

CAS No. 82-05-3
Appearance Solid
Molecular Weight 230.26
Formula C₁₇H₁₀O
Color Light yellow to yellow
SMILES

O=C1C2=C(C3=C4C1=CC=CC4=CC=C3)C=CC=C2
Shipping

Room temperature in continental US; may vary elsewhere.

Storage

Store at room temperature 3 years

In solvent	-80°C	2 years
	-20°C	1 year

Solvent & Solubility

In Vitro:

DMSO : 4 mg/mL (17.37 mM; ultrasonic and warming and heat to 60°C; 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

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Concentration Solvent Mass

1 mg

5 mg

10 mg

Concentration

Solvent

Mass

1 mM

4.3429 mL

21.7146 mL

43.4292 mL

5 mM

0.8686 mL

4.3429 mL

8.6858 mL

10 mM

0.4343 mL

2.1715 mL

4.3429 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

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Purity & Documentation

Select Batch:

Purity: 99.98%

Assay: 99.98%

ee.: 99.98%

Data Sheet (284 KB)
SDS (393 KB)
- English - EN (393 KB)
- Français - FR (393 KB)
- Deutsch - DE (393 KB)
- Norwegian - NO (393 KB)
- Español - ES (393 KB)
- Swedish - SV (393 KB)
- Italian - IT (393 KB)
- Korean - KR (393 KB)
- Portuguese - PT (393 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]. Tewari P, et al. Benzanthrone induced immunotoxicity via oxidative stress and inflammatory mediators in Balb/c mice. Immunobiology. 2015;220(3):369-381. [Content Brief]

[2]. Nagy E, et al. DNA adduct formation and oxidative stress from the carcinogenic urban air pollutant 3-nitrobenzanthrone and its isomer 2-nitrobenzanthrone, in vitro and in vivo. Mutagenesis. 2007;22(2):135-145. [Content Brief]

[3]. Ramdahl T. Polycyclic aromatic ketones in environmental samples. Environ Sci Technol. 1983 Nov 1;17(11):666-70. [Content Brief]

[4]. Srivastava LP, et al. Photosensitizing potential of benzanthrone. Food Chem Toxicol. 1990;28(9):653-658. [Content Brief]

[5]. Dwivedi N, et al. Skin tumorigenic potential of benzanthrone: prevention by ascorbic acid. Food Chem Toxicol. 2013;59:687-695. [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, 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	4.3429 mL	21.7146 mL	43.4292 mL	108.5729 mL
	5 mM	0.8686 mL	4.3429 mL	8.6858 mL	21.7146 mL
	10 mM	0.4343 mL	2.1715 mL	4.3429 mL	10.8573 mL
	15 mM	0.2895 mL	1.4476 mL	2.8953 mL	7.2382 mL

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Benzanthrone

Antioxidant Compound Library

Oxygen Sensing Compound Library

Ferroptosis Compound Library

Pyroptosis Compound Library

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Neuroprotective Compound Library

Anti-Breast Cancer Compound Library

Anti-Lung Cancer Compound Library

Anti-Pancreatic Cancer Compound Library

Anti-Cancer Metabolism Compound Library

Anti-Parkinson's Disease Compound Library

Neurodegenerative Disease-related Compound Library

Angiogenesis-Related Compound Library

Transcription Factor-Targeted Library

Anti-Colorectal Cancer Compound Library

Antidepressant Compound Library

Human Metabolite Library

Anti-Prostate Cancer Compound Library

Anti-Pulmonary Fibrosis Compound Library

Osteogenesis Compound Library

Pain-Related Compound Library

Metabolic Enzyme Compound Library

Membrane Protein-targeted Compound Library

Anti-Ovarian Cancer Compound Library

Multi-Target Compound Library

Radioprotector Library

Bioactive Compound Library Max

MCE Bioactive Compound Library

Bioactive Compound Library

Protein Kinase Compound Library

Non-Alcoholic Fatty Liver Disease (NAFLD) Compound Library

Cell Proliferation Compound Library

High-Throughput Bioactive Compound Library

Mass Spectrometry Human Metabolite Library

Lactylation Compound Library

Cell Cycle/DNA Damage Compound Library

Immunology/Inflammation Compound Library

MAPK Compound Library

NF-κB Signaling Compound Library

Stem Cell Signaling Compound Library

Anti-Cancer Compound Library

Anti-Aging Compound Library

All NO Synthase Isoforms

All COX Isoforms

All ERK Isoforms

All p38 MAPK Isoforms

All JNK Isoforms

All AP-1 Isoforms

All NF-κB Isoforms

All DNA/RNA Synthesis Isoforms

Biological Activity

Chemical Information

Solvent & Solubility

Purity & Documentation

References

Help & FAQs

Complete Stock Solution Preparation Table

Benzanthrone Related Classifications

HY-W026930 Related Classifications