Avobenzone

Avobenzone, a dibenzoylmethane compound, is one of the most widely used filters in sunscreens for skin photoprotection in the UVA band. Avobenzone is an endocrine disruptor that directly binds to estrogen receptor β and acts as an estrogen agonist[1][2].

Product Specifications

CAS Number

[70356-09-1]

UNSPSC

12352005

Hazard Statement

H302, H315, H319, H335

Target

Apoptosis; Estrogen Receptor/ERR

Type

Reference compound

Related Pathways

Apoptosis; Vitamin D Related/Nuclear Receptor

Field of Research

Others

Assay Protocol

https://www.medchemexpress.com/Avobenzone.html

Purity

98.26

Solubility

DMSO : ≥ 50 mg/mL|H2O : < 0.1 mg/mL (ultrasonic)

Smiles

O=C(C1=CC=C(C(C)(C)C)C=C1)CC(C2=CC=C(OC)C=C2)=O

Molecular Formula

C20H22O3

Molecular Weight

310.39

Precautions

H302, H315, H319, H335

References & Citations

[1]Kojić M, et al. A new insight into the photochemistry of avobenzone in gas phase and acetonitrile from ab initio calculations. Phys Chem Chem Phys. 2016;18 (32) :22168-22178.|[2]Ahn S, An S, et al. A long-wave UVA filter avobenzone induces obesogenic phenotypes in normal human epidermal keratinocytes and mesenchymal stem cells. Arch Toxicol. 2019;93 (7) :1903-1915.|[3]Yang C, et al. Avobenzone suppresses proliferative activity of human trophoblast cells and induces apoptosis mediated by mitochondrial disruption. Reprod Toxicol. 2018;81:50-57.|[4]Schreurs RH, et al. Interaction of polycyclic musks and UV filters with the estrogen receptor (ER), androgen receptor (AR), and progesterone receptor (PR) in reporter gene bioassays. Toxicol Sci. 2005;83 (2) :264-272.