Compound: Homosalate
SMILES: O=C(OC1CC(CC(C1)C)(C)C)c2c(O)cccc2
InChIKey: WSSJONWNBBTCMG-UHFFFAOYSA-N
Synonyms: Homosalate, 118-56-9, Homomenthyl salicylate, Heliophan, 3,3,5-Trimethylcyclohexyl 2-hydroxybenzoate, Homosalato, Homosalatum, (3,3,5-trimethylcyclohexyl) 2-hydroxybenzoate, Benzoic acid, 2-hydroxy-, 3,3,5-trimethylcyclohexyl ester, Salicylic Acid 3,3,5-Trimethylcyclohexyl Ester, NSC-164918, V06SV4M95S, Sunscreen SKINCARE, BULUBIU ADVANCED, RefChem:55307, dAlba Vegan Fresh Sun Stick, dAlba Vegan Essence Sunscreen, Illuminating Daily Moisturizer, dAlba Vegan Tone-Up Sunscreen, Sun Protection Facial SPF 50, Facial Primer Protector SPF 50, Bulubiu Face Sunscreen SKINCARE, BULUBIU WEIGHTLESS MOISTURIZER, ILLUMINATING DAILY MOISTURIZER SPF 30, Eight Hour Cream Targeted Sun Defense SPF 50, Clean Fresh Sunblock Sunscreen SPF 30 Continuous, Homosalate, Ethylhexyl Methoxycinnamate,Titanium Dioxide, Homosalate, Ethylhexyl Methoxycinnamate, Ethylhexyl Salicylate, Homosalate, Octocrylene, Ethylhexyl Methoxycinnamate, Ethylhexyl Salicylate, 204-260-8, Homosalate, Neo Heliopan, Ethylhexyl Salicylate, Benzophenone-3, Octocrylene, Avovenzona (Butyl Methoxydibenzoylmethane), Titanium Dioxide CI 77891, Coppertone, 3,3,5-TRIMETHYLCYCLOHEXYL SALICYLATE, Heliopan, Eusolex, Filtersol ''A'', m-Homomenthyl salicylate, 52253-93-7, MFCD00019377, 2-Hydroxybenzoic acid 3,3,5-trimethylcyclohexyl ester, NSC 164918, DTXSID1026241, Salicylic acid, 3,3,5-trimethylcyclohexyl ester, NCGC00091888-01, DTXCID606241, Caswell No. 482B, Filtrosol A, Homosalatum [INN-Latin], Homosalato [INN-Spanish], Kemester HMS, CCRIS 4885, component of Coppertone, SR-05000001884, Salicylic acid, m-homomenthyl ester, Metahomomenthyl salicylate, EINECS 204-260-8, EPA Pesticide Chemical Code 076603, UNII-V06SV4M95S, Homosalat, Homosalate [USAN:USP:INN], CAS-118-56-9, Homosalate; Salicylic acid 3,3,5-trimethylcyclohexyl ester; 3,3,5-Trimethylcyclohexyl salicylate, Homosalate (Standard), HOMOSALATE [MI], Homosalate (USP/INN), HOMOSALATE [INN], Prestwick1_001090, Prestwick2_001090, Prestwick3_001090, HOMOSALATE [USAN], EC 204-260-8, HOMOSALATE [MART.], HOMOSALATE [USP-RS], HOMOSALATE [WHO-DD], SCHEMBL16207, BSPBio_001140, SPECTRUM1505020, SPBio_003030, BPBio1_001254, orb1310970, orb3139724, CHEMBL1377575, Salicylic acid, 3,3,5-trimethylcyclohexyl ester (8CI), SCHEMBL29356436, CHEBI:91642, HY-B0928R, HOMOSALATE [USP IMPURITY], MSK3404, 3,5-Trimethylcyclohexyl salicylate, HMS1571I22, HMS2093G22, HMS2098I22, HMS3715I22, HMS5086J14, HOMOSALATE [USP MONOGRAPH], Pharmakon1600-01505020, component of Coppertone (Salt/Mix), HY-B0928, Tox21_111174, Tox21_202109, Tox21_303082, EBC-26365, Homosalate(mixture of cis and trans), MSK3404-100A, NSC164918, NSC758908, s4572, AKOS015904082, MSK3404-1000A, Tox21_111174_1, CCG-213330, DB11064, NSC-758908, NCGC00091888-02, NCGC00091888-03, NCGC00091888-04, NCGC00091888-05, NCGC00091888-06, NCGC00091888-09, NCGC00257063-01, NCGC00259658-01, AS-10409, DA-54062, SY051923, SBI-0206787.P001, AB00514041, NS00009551, Salicylic acid,3,5-trimethylcyclohexyl ester, T2278, Benzoic acid, 3,3,5-trimethylcyclohexyl ester, D04450, E78223, Homosalate Solution in Acetonitrile, 100ug/mL, AB00514041_02, EN300-7381967, Homosalate Solution in Acetonitrile, 1000ug/mL, F053746, Q2260189, SR-05000001884-1, SR-05000001884-2, BRD-A34751532-001-03-6, BRD-A34751532-001-04-4, BRD-A34751532-001-06-9, 2-hydroxybenzoic acid (3,3,5-trimethylcyclohexyl) ester, Homosalate, United States Pharmacopeia (USP) Reference Standard, Homosalate, Pharmaceutical Secondary Standard; Certified Reference Material
Theoretical properties:
molecular_formula: C16H22O3
molecular_weight: 262.34 g/mol
exact_mass: 262.15689456 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 3
heavy_atom_count: 19
topological_polar_surface_area: 46.5 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
boiling_point: 322 to 329 °F at 760 mmHg (NTP, 1992)
density: 1.045 at 77 °F (NTP, 1992) - Denser than water; will sink
solubility: Insoluble (<1 mg/ml at 79 °F) (NTP, 1992)
flash_point: greater than 200 °F (NTP, 1992)
Descriptions:
pubchem: 2-hydroxybenzoic acid (3,3,5-trimethylcyclohexyl) ester is a member of phenols and a benzoate ester. It is functionally related to a salicylic acid.
chembl: HOMOSALATE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 2.0.
wikipedia: Homosalate is an organic compound used in some sunscreens. It is made by the Fischer–Speier esterification of salicylic acid and 3,3,5-trimethylcyclohexanol, the latter being a hydrogenated derivative of isophorone. Contained in 45% of U.S. sunscreens, it is used as a chemical UV filter. The salicylic acid portion of the molecule absorbs ultraviolet rays with a wavelength from 295 nm to 315 nm, protecting the skin from sun damage. The hydrophobic trimethyl cyclohexyl group provides greasiness that prevents it from dissolving in water.