A UVB blocker
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2-Ethylhexyl 4-methoxycinnamate

Item No. 33401

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-(4-methoxyphenyl)-2-propenoic acid, 2-ethylhexyl ester
CAS Number
5466-77-3
Synonyms
  • 2-EHMC
  • 2-Ethylhexyl p-methoxycinnamate
  • NSC 26466
  • Octinoxate
  • OMC
  • Octyl 4-methoxycinnamate
Molecular Formula
C18H26O3
Formula Weight
290.4
Purity
≥98%
Formulation (Request formulation change)
A liquid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/ml
λmax
213, 228, 310 nm
SMILES
O=C(C=CC1=CC=C(C=C1)OC)OCC(CCCC)CC
InChi Code
InChI=1S/C18H26O3/c1-4-6-7-15(5-2)14-21-18(19)13-10-16-8-11-17(20-3)12-9-16/h8-13,15H,4-7,14H2,1-3H3
InChi Key
YBGZDTIWKVFICR-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    10 g

    $37

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    50 g

    $132

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    100 g

    $246

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    Product Description

    2-Ethylhexyl 4-methoxycinnamate (2-EHMC) is an ultraviolet B (UVB) blocker.1 Topical application of 2-EHMC prevents UV-induced edema and formation of cyclobutane pyrimidine dimers, a marker of DNA damage, in mouse skin. 2-EHMC is estrogenic, increasing uterine weight in female rats (ED50 = 934 mg/kg per day).2 It also induces bleaching of A. pulchra coral.3 Formulations containing 2-EHMC have been used as sunscreens.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Wolf, P., Yarosh, D.B., and Kripke, M.L. Effects of sunscreens and a DNA excision repair enzyme on ultraviolet radiation-induced inflammation, immune suppression, and cyclobutane pyrimidine dimer formation in mice. J. Invest. Dermatol. 101(4), 523-527 (1993).

    2. Schlumpf, M., Cotton, B., Conscience, M., et al. In vitro and in vivo estrogenicity of UV screens. Environ. Health Perspect. 109(3), 239-244 (2001).

    3. Danovaro, R., Bongiorni, L., Corinaldesi, C., et al. Sunscreens cause coral bleaching by promoting viral infections. Environ. Health Perspect. 116(4), 441-447 (2008).