Compound: Octocrylene
SMILES: O=C(OCC(CCCC)CC)C(C#N)=C(c1ccccc1)c2ccccc2
InChIKey: FMJSMJQBSVNSBF-UHFFFAOYSA-N
Synonyms: Octocrylene, 6197-30-4, 2-Ethylhexyl 2-cyano-3,3-diphenylacrylate, Octocrilene, 2-Propenoic acid, 2-cyano-3,3-diphenyl-, 2-ethylhexyl ester, Octocrileno, 2-ETHYLHEXYL-2-CYANO-3,3-DIPHENYLACRYLATE, Octocrilenum, DTXSID9025299, 5A68WGF6WM, 2-Ethylhexyl 2-cyano-3,3-diphenyl-2-propenoate, NSC-760433, DTXCID205299, 2-cyano-3,3-diphenyl-acrylic acid 2-ethylhexyl ester, DT Collagen, OCTOCRKYENE, RefChem:55765, VUINT TINTED SUNSCREEN, W.SKIN TRIPLE CARE SUN, Best of Glow SPF Discovery Kit, VGO SUNSCREEN BROAD SPECTRUM, From the skin Glutathione Collagen Miracle Balm, GHH INVISIBLE PROTECTION DAILY SUNSCREEN, AHAVA ACTIVE DEADSEA MINERALS Mineral Suncare spf 30, 228-250-8, 2-ethylhexyl 2-cyano-3,3-diphenylprop-2-enoate, Parsol 340, Octocrilene [INN], 2-Cyano-3,3-diphenylacrylic Acid 2-Ethylhexyl Ester, MFCD00059260, MLS002454364, Octocrilene (INN), Octyl 2-Cyano-3,3-diphenylacrylate, UV-3039, NCGC00091585-03, NCGC00091585-05, SMR001371988, 2-Ethylhexyl 2-cyano-3,3-diphenylacrylate, 97%, Octocrylene [USAN], Octocrilenum [INN-Latin], Octocrileno [INN-Spanish], UV Absorber-3, CAS-6197-30-4, CCRIS 4814, Uvinul N-539, EINECS 228-250-8, Octocrylene [USAN:USP], UNII-5A68WGF6WM, Octocrilen, 2-Ethylhexyl 2-cyano-3,3-diphenyl-2-acrylate, 2-Cyano-3,3-diphenyl-2-propenoic acid 2-ethylhexyl ester; 2-Ethylhexyl 2-cyano-3,3-diphenyl-prop-2-enoate; Octocrylene; 2-Ethylhexyl 2-cyano-3,3-diphenylacrylate|Parsol 340, Octocrylene (USP), Neo heliopan 303, Uvinul N539, 2-ETHYLHEXYL 2-CYANO-3,3-DIPHENYL-PROP-2-ENOATE, Octocrylene (Standard), OCTOCRYLENE [MI], EC 228-250-8, OCTOCRILENE [MART.], SCHEMBL16483, OCTOCRILENE [WHO-DD], OCTOCRYLENE [USP-RS], 80135-31-5, cid_22571, orb1310646, orb3139960, Octocrylene, analytical standard, CHEMBL1201147, BDBM74416, HY-A0087R, MSK3418, OCTOCRYLENE [ORANGE BOOK], CHEBI:135526, GLXC-27412, HMS3039D04, HMS5079N22, OCTOCRYLENE [USP IMPURITY], OCTOCRYLENE [USP MONOGRAPH], HY-A0087, Tox21_111153, Tox21_200236, 2-CYANO-3,3-DIPHENYL-2-PROPENOIC ACID, 2-ETHYLHEXYL ESTER, MSK3418-100A, s1750, SBB057163, AKOS015900539, MSK3418-1000A, Tox21_111153_1, AC-7027, CCG-268181, CS-4296, FE76138, NSC 760433, ANTHELIOS SX COMPONENT OCTOCRYLENE, NCGC00091585-01, NCGC00091585-04, NCGC00091585-06, NCGC00257790-01, AS-13821, CAPITAL SOLEIL COMPONENT OCTOCRYLENE, 2-ethylhexyl alpha-cyano-beta-phenylcinnamate, 2-ethylhexyl-2-cyano-3,3-diphenyl acrylate, 2-ethylhexyl-alpha-cyano-beta-phenylcinnamate, NS00010308, ST50997517, D05227, D70471, Octocrilene Solution in Acetonitrile, 100ug/mL, Octocrilene Solution in Acetonitrile, 1000ug/mL, F217136, Q424805, SR-01000864577, SR-01000864577-2, 2-cyano-3,3-diphenyl-acrylic acid 2-ethyl-hexyl ester, Octocrylene, United States Pharmacopeia (USP) Reference Standard, Octocrylene, Pharmaceutical Secondary Standard; Certified Reference Material
Theoretical properties:
molecular_formula: C24H27NO2
molecular_weight: 361.5 g/mol
exact_mass: 361.204179104 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 10
heavy_atom_count: 27
topological_polar_surface_area: 50.1 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
solubility: Insoluble (NTP, 1992)
Descriptions:
pubchem: Octocrylene is a diarylmethane.
chembl: OCTOCRYLENE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: 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.