A polycyclic aromatic ketone and photosensitizer
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Benzanthrone

Item No. 44825

Product Insert (PDF)
Technical Information
Formal Name
7H-benz[de]anthracen-7-one
CAS Number
82-05-3
Synonyms
  • NSC 5189
  • NSC 631641
Molecular Formula
C17H10O
Formula Weight
230.3
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Acetonitrile: Sparingly soluble: 0.1-1mg/ml
SMILES
O=C1C2=CC=CC3=CC=CC(C4=C1C=CC=C4)=C32
InChi Code
InChI=1S/C17H10O/c18-17-14-8-2-1-7-12(14)13-9-3-5-11-6-4-10-15(17)16(11)13/h1-10H
InChi Key
HUKPVYBUJRAUAG-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 g

    $26

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    25 g

    $49

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    50 g

    $91

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    100 g

    $169

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    Cayman Chemical
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    Product Description

    Benzanthrone is a polycyclic aromatic ketone (PAK) and photosensitizer.1,2 It produces singlet oxygen and superoxide in the presence of solar irradiation when used at a concentration of 5 µM.2 Benzanthrone (20 µM) also induces hemolysis of isolated rat erythrocytes and increases malondialdehyde (MDA) levels in isolated rat erythrocyte ghosts in the presence of solar irradiation. It induces skin erythema, edema, and hyperpigmentation in guinea pigs exposed to sunlight or UVA radiation. Benzanthrone (15 mg/kg) increases IL-1, IL-4, IL-10, IL-17, TNF-α, and IFN-γ serum levels in mice.3 It initiates and promotes tumor formation in a two-stage mouse model of skin carcinogenesis.4 Benzanthrone has been used as an intermediate in the manufacturing of vat and disperse dyes.3 It has been found in urban ambient air.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ramdahl, T. Polycyclic aromatic ketones in environmental samples. Environ. Sci. Technol. 17(11), 666-670 (1983).

    2. Srivastava, L.P., Misra, R.B., and Joshi, P.C. Photosensitizing potential of benzanthrone. Food Chem. Toxicol. 28(9), 653-658 (1990).

    3. Tewari, P., Roy, R., Mishra, S., et al. Benzanthrone induced immunotoxicity via oxidative stress and inflammatory mediators in Balb/c mice. Immunobiology 220(3), 369-381 (2015).

    4. Dwivedi, N., Kumar, S., Ansari, K.M., et al. Skin tumorigenic potential of benzanthrone: Prevention by ascorbic acid. Food Chem. Toxicol. 59, 687-695 (2013).