A full-spectrum UVA blocker
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Labeled Version(s)
33367Avobenzone-13C-d3
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Avobenzone

Item No. 23836

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-[4-(1,1-dimethylethyl)phenyl]-3-(4-methoxyphenyl)-1,3-propanedione
CAS Number
70356-09-1
Synonyms
  • BMDBM
  • Butyl Methoxydibenzoylmethane
Molecular Formula
C20H22O3
Formula Weight
310.4
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2) (1:2): 0.33 mg/mlEthanol: 5 mg/ml
λmax
363 nm
SMILES
CC(C)(C)C1=CC=C(C(CC(C2=CC=C(OC)C=C2)=O)=O)C=C1
InChi Code
InChI=1S/C20H22O3/c1-20(2,3)16-9-5-14(6-10-16)18(21)13-19(22)15-7-11-17(23-4)12-8-15/h5-12H,13H2,1-4H3
InChi Key
XNEFYCZVKIDDMS-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 g

    $69

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    10 g

    $127

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    25 g

    $263

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    100 g

    $918

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    Product Description

    Avobenzone is a full-spectrum ultraviolet A (UVA) blocker.1 It inhibits UVA-induced increases in melanin levels and tyrosinase activity in B16/F10 melanoma cells (IC30s = 21.94 and 24.25 μM, respectively).2 Avobenzone (30 μM) also inhibits UVA-induced production of reactive oxygen species (ROS) and 8-hydroxy-2'-deoxyguanosine (8-OH-dG; Item No. 89320), as well as inhibits UVA-induced depletion of glutathione (GSH; Item No. 10007461), in B16/F10 cells. It increases nuclear translocation of nuclear factor erythroid 2-related factor 2 (Nrf2) and upregulates the antioxidant response element (ARE) in UVA-irradiated B16/F10 cells when used at at a concentration of 30 μM. Formulations containing avobenzone have been used as a sun protectant in sunscreen products.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Beasley, D.G., and Meyer, T.A. Characterization of the UVA protection provided by avobenzone, zinc oxide, and titanium dioxide in broad-spectrum sunscreen products. Am. J. Clin. Dermatol. 11(6), 413-421 (2010).

    2. Chaiprasongsuk, A., Onkoksoon, T., Pluemsamran, T., et al. Photoprotection by dietary phenolics against melanogenesis induced by UVA through Nrf2-dependent antioxidant responses. Redox Biol. 8, 79-90 (2016).