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Key Documents

SMB00953

Sigma-Aldrich

2-Cyano-3,3-diphenylacrylic acid

≥95%

Sinônimo(s):

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

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About This Item

Fórmula empírica (Notação de Hill):
C16H11NO2
Número CAS:
Peso molecular:
249.26
Código UNSPSC:
12352106
NACRES:
NA.22

fonte biológica

synthetic

Nível de qualidade

Ensaio

≥95%

forma

solid

peso molecular

249.26 g/mol

condição de armazenamento

(Tightly closed. Dry.)

técnica(s)

HPLC: suitable

cor

white to off-white

temperatura de armazenamento

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)

chave InChI

VSXIZXFGQGKZQG-UHFFFAOYSA-N

Descrição geral

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.

Aplicação

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

Ações bioquímicas/fisiológicas

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.

Características e benefícios

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

Outras notas

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.

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 3

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°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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