A UV filter
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Octocrylene

Item No. 35461

Technical Information
Formal Name
2-cyano-3,3-diphenyl-2-propenoic acid 2-ethylhexyl ester
CAS Number
6197-30-4
Synonyms
  • 2-Ethylhexyl 2-cyano-3,3-diphenylacrylate
Molecular Formula
C24H27NO2
Formula Weight
Purity
≥98%
Formulation
A liquid
λmax
303 nm
SMILES
N#C/C(C(OCC(CCCC)CC)=O)=C(C1=CC=CC=C1)/C2=CC=CC=C2
InChi Code
InChI=1S/C24H27NO2/c1-3-5-12-19(4-2)18-27-24(26)22(17-25)23(20-13-8-6-9-14-20)21-15-10-7-11-16-21/h6-11,13-16,19H,3-5,12,18H2,1-2H3
InChi Key
FMJSMJQBSVNSBF-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Octocrylene is a UV filter.1,2 It stabilizes the full-spectrum UVA blocker avobenzone (Item No. 23836) to UV radiation.1 Octocrylene inhibits 17β-estradiol- or dihydrotestosterone-induced transactivation of estrogen receptor α (ERα) or the androgen receptor in S. cerevisiae expressing the human receptors (IC50s = 2.17 and 0.627 mM, respectively).2 Topical application of octocrylene (15 or 30% w/v) increases thymidine incorporation in a mouse local lymph node assay (LLNA), indicating allergenic activity.3 Octocrylene has been found in influent and effluent wastewater.4 Formulations containing octocrylene have been used 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. Kunz, P.Y., and Fent, K. Multiple hormonal activities of UV filters and comparison of in vivo and in vitro estrogenic activity of ethyl-4-aminobenzoate in fish. Aquat. Toxicol. 79(4), 305-324 (2006).

    3. Karlsson, I., Broecke, K.V., Mårtensson, J., et alClinical and experimental studies of octocrylene’s allergenic potency. Contact Dermatitis 64(6), 343-352 (2011).

    4. Balmer, M., Buser, H.-R., Müller, M.D., et alOccurrence of some organic UV filters in wastewater, in surface waters, and in fish from Swiss lakes. Environ. Sci. Technol. 39(4), 953-962 (2005).