All Photos(1)
Synonym(s):
α-Cyano-β-diphenylacrylic acid, 2-Cyano-3,3-diphenylpropenoic acid
Empirical Formula (Hill Notation):
C16H11NO2
Recommended Products
biological source
synthetic
Quality Level
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
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Regulatory Information
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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
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
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)
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
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