Structure via PubChem · Public domain (PubChem)
octocrylene
Sign in to saveOctocrylene is an organic compound used as an ingredient in sunscreens and cosmetics. It is an ester formed by the Knoevenagel condensation of 2-ethylhexyl cyanoacetate with benzophenone. It is a viscous, oily liquid that is clear and colorless.
Chemical data
- Formula
- C24H27NO2
- Molecular weight
- 361.5 g/mol
- IUPAC name
- 2-ethylhexyl 2-cyano-3,3-diphenylprop-2-enoate
- SMILES
- CCCCC(CC)COC(=O)C(=C(C1=CC=CC=C1)C2=CC=CC=C2)C#N
- InChIKey
- FMJSMJQBSVNSBF-UHFFFAOYSA-N
- XLogP
- 7.1
- Polar surface area
- 50.1 Ų
- H-bond donors
- 0
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 2006
- Admin. routes
- topical
- Indications
- freckles
via ChEMBL · EBI
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 361.204
Show 3 more facts
- chemical formula
- C₂₄H₂₇NO₂
- canonical SMILES
- CCCCC(CC)COC(=O)C(=C(C1=CC=CC=C1)C2=CC=CC=C2)C#N
- Commons category
- Octocrylene
Sources (2)
via Wikidata · CC0
~2 min read
Encyclopedic overview
3 sectionsContents
- Safety
- Regulation
- References
Octocrylene is an organic compound used as an ingredient in sunscreens and cosmetics. It is an ester formed by the Knoevenagel condensation of 2-ethylhexyl cyanoacetate with benzophenone. It is a viscous, oily liquid that is clear and colorless.
The extended conjugation of the acrylate portion of the molecule absorbs UVB and short-wave UVA (ultraviolet) rays with wavelengths from 280 to 320 nm, protecting the skin from direct DNA damage. The ethylhexanol portion is a fatty alcohol, adding emollient and oil-like (water resistant) properties.
Excerpted from Wikipedia’s “octocrylene” article, available under the CC BY-SA 4.0 licence.
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