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SMB00953

Sigma-Aldrich

2-Cyano-3,3-diphenylacrylic acid

≥95%

Synonym(s):

α-Cyano-β-diphenylacrylic acid, 2-Cyano-3,3-diphenylpropenoic acid

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About This Item

Empirical Formula (Hill Notation):
C16H11NO2
CAS Number:
10380-41-3
Molecular Weight:
249.26
UNSPSC Code:
12352106
NACRES:
NA.22

biological source

synthetic

Quality Level

200

assay

≥95%

form

solid

mol wt

249.26 g/mol

storage condition

(Tightly closed. Dry.)

technique(s)

HPLC: suitable

color

white to off-white

storage temp.

2-8°C

InChI

1S/C16H11NO2/c17-11-14(16(18)19)15(12-7-3-1-4-8-12)13-9-5-2-6-10-13/h1-10H,(H,18,19)

InChI key

VSXIZXFGQGKZQG-UHFFFAOYSA-N

General description

2-Cyano-3,3-diphenylacrylic acid (CDA) belongs to the class of α,β-unsaturated carboxylic acids. It is a primary metabolite of Octocrylene, an organic sunscreen that functions by absorbing UVB radiation and short UVA wavelengths, commonly utilized in cosmetics for sun protection. CDA exhibits prolonged systemic availability after dermal exposure which may accumulate in the body. It can be used to study skin-permeable selective cyclooxygenaswe-2 inhibitor composition, and to study hydrophilic components of cosmetic compositions, such as in sunscreen.

Application

2-Cyano-.3-diphenylacrylic acid finds application in metabolomics, cosmetics and cancer research

Biochem/physiol Actions

Within the human body, Octocrylene, a non-polar compound, undergoes metabolism to become a water-soluble metabolite 2-cyano-3,3-diphenylacrylic acid, which is excreted through the kidneys. A pilot study in the general population has consistently detected CDAA, and its levels have been linked to recent sunscreen application.

Features and Benefits

  • High quality compound suitable for multiple research applications
  • Compatible with a wide variety of chromatographic and spectrometry techniques

Other Notes

For additional information on our range of Biochemicals, please complete this form.
This product is intended for research purposes only, and it is not meant for human consumption.

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Julia Hiller et al.
Environment international, 132, 105068-105068 (2019-08-31)
Chemical UV filters are common components in sunscreens and cosmetic products and used to protect the skin against harmful effects of sunlight like sunburn. However, the effectiveness of sunscreens in the prevention of skin cancer is in some parts still

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