An internal standard for the quantification of avobenzone
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Unlabeled Version(s)
23836Avobenzone
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Avobenzone-13C-d3

Item No. 33367

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-[4-(1,1-dimethylethyl)phenyl]-3-[4-(methoxy-13C-d3)phenyl]-1,3-propanedione
CAS Number
2933758-47-3
Synonyms
  • BMDBM-13C-d3
  • Butyl Methoxydibenzoylmethane-13C-d3
Molecular Formula
C19[13C]H19D3O3
Formula Weight
314.4
Purity
≥99% deuterated forms (d1-d3)
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Acetonitrile: SolubleDMF: SolubleDMSO: Soluble
SMILES
CC(C)(C)C1=CC=C(C(CC(C2=CC=C(O[13C]([2H])([2H])[2H])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/i4+1D3
InChi Key
XNEFYCZVKIDDMS-JGWVFYFMSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $103

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    5 mg

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    10 mg

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    Product Description

    Avobenzone-13C-d3 is intended for use as an internal standard for the quantification of avobenzone (Item No. 23836) by GC- or LC-MS. 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), 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 sun protectants 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).