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Merck
CN

SMB00953

Sigma-Aldrich

2-Cyano-3,3-diphenylacrylic acid

≥95%

别名:

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

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About This Item

经验公式(希尔记法):
C16H11NO2
CAS号:
分子量:
249.26
UNSPSC代码:
12352106
NACRES:
NA.22

生物来源

synthetic

质量水平

方案

≥95%

表单

solid

分子量

249.26 g/mol

储存条件

(Tightly closed. Dry.)

技术

HPLC: suitable

颜色

white to off-white

储存温度

2-8°C

SMILES字符串

N#CC(=C(c2ccccc2)c1ccccc1)C(=O)O

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

一般描述

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.

应用

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

生化/生理作用

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.

特点和优势

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

其他说明

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.

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

法规信息

新产品

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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访问文档库

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
Daniel Bury et al.
Analytical chemistry, 90(1), 944-951 (2017-12-01)
Octocrylene (OC) is an emerging UV filter, which is used in the majority of sunscreens as well as other personal care products (PCP) and consumer products. Its presence in various environmental matrices has been reported. However, information on the internal
Quantification of prominent organic UV filters and their metabolites in human urine and plasma samples
Klotz et al.
Journal of Chromatography. B, Analytical Technologies in the Biomedical and Life Sciences, 1125, 121706-121706 (2019)
Murali K Matta et al.
JAMA, 323(3), 256-267 (2020-01-22)
A prior pilot study demonstrated the systemic absorption of 4 sunscreen active ingredients; additional studies are needed to determine the systemic absorption of additional active ingredients and how quickly systemic exposure exceeds 0.5 ng/mL as recommended by the US Food

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