Explore a selection of our essential drug information below, or:
Identification
- Brand Names
- Meijer
- Generic Name
- Homosalate
- DrugBank Accession Number
- DB11064
- Background
Homosalate is an organic compound that belongs to salicylates. It is an ester formed from salicylic acid and 3,3,5-trimethylcyclohexanol, a derivative of cyclohexanol. Salicylates prevent direct skin exposure to the sun’s harmful rays by absorbing ultraviolet (UV) light. Homosalate specifically absorbs short-wave UVB rays, which are associated with DNA damage and increased risk of skin cancer.
It is a common ingredient in many commercially available sunscreens. There are no reported adverse effects from homosalate.
- Type
- Small Molecule
- Groups
- Approved, Investigational
- Structure
Structure for Homosalate (DB11064)
- Weight
- Average: 262.349
Monoisotopic: 262.156894568 - Chemical Formula
- C16H22O3
- Synonyms
- 3,3,5-Trimethylcyclohexyl 2-hydroxybenzoate
- Homosalate
- Homosalato
- Homosalatum
- External IDs
- Caswell No. 482B
Pharmacology
- Indication
As ingredient in many sunscreen for protection against sunburn, skin aging and skin cancer.
Reduce drug development failure ratesBuild, train, & validate machine-learning modelswith evidence-based and structured datasets.Build, train, & validate predictive machine-learning models with structured datasets.- Associated Conditions
Indication Type Indication Combined Product Details Approval Level Age Group Patient Characteristics Dose Form Used in combination for prophylaxis of Sunburn ••• ••• - Contraindications & Blackbox Warnings
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Acts as UV filters.
- Mechanism of action
Homosalate has the ability to convert incident ultraviolet radiation into less damaging infrared radiation (heat).
Target Actions Organism UProgesterone receptor antagonistHumans UAndrogen receptor antagonistHumans UEstrogen receptor Not Available Humans - Absorption
For local use only, no systemic absorption.
- Volume of distribution
For local use only, no systemic absorption.
- Protein binding
For local use only, no systemic absorption.
- Metabolism
For local use only, no systemic absorption.
- Route of elimination
For local use only, no systemic absorption.
- Half-life
For local use only, no systemic absorption.
- Clearance
For local use only, no systemic absorption.
- Adverse Effects
Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!Improve decision support & research outcomes with our structured adverse effects data.- Toxicity
LD50: Not available.
- Pathways
- Not Available
- Pharmacogenomic Effects/ADRs
- Not Available
Interactions
- Drug Interactions
- This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.Not Available
- Food Interactions
- No interactions found.
Products
Drug product information from 10+ global regionsOur datasets provide approved product information including:dosage, form, labeller, route of administration, and marketing period.Access drug product information from over 10 global regions.- Active Moieties
Name Kind UNII CAS InChI Key Salicylic acid unknown O414PZ4LPZ 69-72-7 YGSDEFSMJLZEOE-UHFFFAOYSA-N - International/Other Brands
- Eusolex
- Over the Counter Products
Name Dosage Strength Route Labeller Marketing Start Marketing End Region Image dAlba Vegan Essence Sunscreen Cream 9 mg/50mL Topical ADMTMAX LLC 2024-08-27 Not applicable US 
dAlba Vegan Fresh Sun Stick Cream 9.5 mg/19g Topical ADMTMAX LLC 2024-08-27 Not applicable US dAlba Vegan Tone-Up Sunscreen Cream 7 mg/50mL Topical ADMTMAX LLC 2024-08-27 Not applicable US Facial Primer Protector SPF 50 Cream 0.1 g/1g Topical TERRAMAR BRANDS S de RL de CV 2022-05-26 Not applicable US Sei Bella Age Defying Foundation Almond Liquid 2.9313 g/30mL Topical Melaleuca, Inc. 2011-05-02 2013-02-01 US - Mixture Products
Name Ingredients Dosage Route Labeller Marketing Start Marketing End Region Image (Re)Setting Refreshing Mist SPF 40 Homosalate (9.8 g/100mL) + Avobenzone (2.9 g/100mL) + Octisalate (4.9 g/100mL) + Octocrylene (9.5 g/100mL) Spray Topical Supergoop, LLC 2022-01-05 Not applicable US 100 SPF Cream Homosalate (15 % w/w) + Avobenzone (3 % w/w) + Octisalate (5 % w/w) + Octocrylene (10 % w/w) + Oxybenzone (6 % w/w) Cream Topical Vital Science A Div. Of/Une Div. De Valeant Canada Ltd/Ltee 2010-06-03 2014-08-27 Canada 
1177, 1178 Sunscreen Homosalate (6 g/100g) + Octinoxate (7.5 g/100g) + Octisalate (5 g/100g) + Oxybenzone (5 g/100g) Cream Topical Dynarex 2021-05-27 Not applicable US 14-day Skin Rescue SPF 30 Homosalate (4 % w/w) + Avobenzone (3 % w/w) + Octisalate (5 % w/w) + Octocrylene (2.35 % w/w) + Oxybenzone (6 % w/w) Cream Topical Johnson & Johnson 2009-02-16 2013-07-31 Canada 15 Tanning CVS Homosalate (10 g/100mL) + Avobenzone (2 g/100mL) + Octisalate (5 g/100mL) + Octocrylene (5 g/100mL) Lotion Topical Product Quest Mff, Llc 2014-11-06 2016-04-20 US - Unapproved/Other Products
Name Ingredients Dosage Route Labeller Marketing Start Marketing End Region Image 4362 First Aid Kit Homosalate (5 g/100mL) + Ammonia (0.045 g/0.3mL) + Avobenzone (1 g/100mL) + Bacitracin zinc (400 [iU]/1g) + Benzalkonium chloride (1.3 mg/1mL) + Ethanol (0.5 mL/1mL) + Hydrocortisone acetate (1 g/100g) + Isopropyl alcohol (0.7 mL/1mL) + Lidocaine hydrochloride (20 mg/1mL) + Neomycin sulfate (3.5 mg/1g) + Octinoxate (7.5 g/100mL) + Octisalate (5 g/100mL) + Oxybenzone (6 g/100mL) + Polymyxin B sulfate (5000 [iU]/1g) + Povidone-iodine (10 mg/1mL) + Water (98.6 mL/100mL) Kit Ophthalmic; Respiratory (inhalation); Topical Honeywell Safety Products USA, Inc. 2018-09-13 Not applicable US BEYOND THE SHAVE For Men Homosalate (2.5 g/100mL) + Allantoin (0.5 g/100mL) + Avobenzone (3.0 g/100mL) + Dimethicone (2.9 g/100mL) + Octasulfur (3.0 g/100mL) + Octisalate (5 g/100mL) + Octocrylene (2.7 g/100mL) Kit Topical Rodan & Fields 2017-06-01 Not applicable US CoreTex Professional Outdoor Skin Protection Wallet Homosalate (5 g/100mL) + Homosalate (5 g/100g) + Homosalate (7.5 g/100mL) + Avobenzone (1 g/100mL) + Avobenzone (1 g/100g) + Avobenzone (3 g/100mL) + Benzocaine (6 g/100mL) + Diphenhydramine hydrochloride (2 g/100mL) + Ethanol (62.5 mL/100mL) + Octinoxate (7.5 g/100mL) + Octinoxate (7.5 g/100g) + Octisalate (5 g/100mL) + Octisalate (5 g/100g) + Octisalate (5 g/100mL) + Octocrylene (2.5 g/100mL) + Oxybenzone (6 g/100mL) + Oxybenzone (6 g/100g) + Oxybenzone (6 g/100mL) + Synthetic camphor (0.1 g/100mL) + Zinc acetate dihydrate (1 g/100mL) Gel; Kit; Lipstick; Liquid; Lotion; Swab Topical CoreTex Products Inc 2019-11-27 Not applicable US CoreTex Professional Outdoor Skin Protection Wallet Homosalate (5 g/100mL) + Homosalate (5 g/100g) + Homosalate (7.5 g/100mL) + Avobenzone (1 g/100mL) + Avobenzone (1 g/100g) + Avobenzone (3 g/100mL) + Benzocaine (6 g/100mL) + Diphenhydramine hydrochloride (2 g/100mL) + Ethanol (62.5 mL/100mL) + Octinoxate (7.5 g/100mL) + Octinoxate (7.5 g/100g) + Octisalate (5 g/100mL) + Octisalate (5 g/100g) + Octisalate (5 g/100mL) + Octocrylene (2.5 g/100mL) + Oxybenzone (6 g/100mL) + Oxybenzone (6 g/100g) + Oxybenzone (6 g/100mL) + Synthetic camphor (0.1 g/100mL) + Zinc acetate dihydrate (1 g/100mL) Gel; Kit; Lipstick; Liquid; Lotion; Swab Topical CoreTex Products Inc 2019-11-27 Not applicable US CoreTex Professional Outdoor Skin Protection Wallet Homosalate (5 g/100mL) + Homosalate (5 g/100g) + Homosalate (7.5 g/100mL) + Avobenzone (1 g/100mL) + Avobenzone (1 g/100g) + Avobenzone (3 g/100mL) + Benzocaine (6 g/100mL) + Diphenhydramine hydrochloride (2 g/100mL) + Ethanol (62.5 mL/100mL) + Octinoxate (7.5 g/100mL) + Octinoxate (7.5 g/100g) + Octisalate (5 g/100mL) + Octisalate (5 g/100g) + Octisalate (5 g/100mL) + Octocrylene (2.5 g/100mL) + Oxybenzone (6 g/100mL) + Oxybenzone (6 g/100g) + Oxybenzone (6 g/100mL) + Synthetic camphor (0.1 g/100mL) + Zinc acetate dihydrate (1 g/100mL) Gel; Kit; Lipstick; Liquid; Lotion; Swab Topical CoreTex Products Inc 2019-11-27 Not applicable US
Categories
- Drug Categories
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as o-hydroxybenzoic acid esters. These are benzoic acid esters where the benzene ring is ortho-substituted with a hydroxy group.
- Kingdom
- Organic compounds
- Super Class
- Benzenoids
- Class
- Benzene and substituted derivatives
- Sub Class
- Benzoic acids and derivatives
- Direct Parent
- o-Hydroxybenzoic acid esters
- Alternative Parents
- Salicylic acid and derivatives / Benzoyl derivatives / 1-hydroxy-4-unsubstituted benzenoids / 1-hydroxy-2-unsubstituted benzenoids / Vinylogous acids / Carboxylic acid esters / Monocarboxylic acids and derivatives / Organooxygen compounds / Organic oxides / Hydrocarbon derivatives
- Substituents
- 1-hydroxy-2-unsubstituted benzenoid / 1-hydroxy-4-unsubstituted benzenoid / Aromatic homomonocyclic compound / Benzoyl / Carboxylic acid derivative / Carboxylic acid ester / Hydrocarbon derivative / Monocarboxylic acid or derivatives / O-hydroxybenzoic acid ester / Organic oxide
- Molecular Framework
- Aromatic homomonocyclic compounds
- External Descriptors
- Not Available
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- V06SV4M95S
- CAS number
- 118-56-9
- InChI Key
- WSSJONWNBBTCMG-UHFFFAOYSA-N
- InChI
- InChI=1S/C16H22O3/c1-11-8-12(10-16(2,3)9-11)19-15(18)13-6-4-5-7-14(13)17/h4-7,11-12,17H,8-10H2,1-3H3
- IUPAC Name
- 3,3,5-trimethylcyclohexyl 2-hydroxybenzoate
- SMILES
- CC1CC(CC(C)(C)C1)OC(=O)C1=C(O)C=CC=C1
References
- General References
- External Links
- PubChem Substance
- 347911103
- ChemSpider
- 8059
- 91326
- ChEBI
- 91642
- ChEMBL
- CHEMBL1377575
- Wikipedia
- Homosalate
Clinical Trials
- Clinical Trials
Clinical Trial & Rare Diseases Add-on Data Package
Explore 4,000+ rare diseases, orphan drugs & condition pairs, clinical trial why stopped data, & more. Preview package Phase Status Purpose Conditions Count Start Date Why Stopped 100+ additional columns Unlock 175K+ rows when you subscribe.View sample dataNot Available Active Not Recruiting Treatment Photodamaged Skin / Volume Deficiency of the Midface 1 somestatus stop reason just information to hide Not Available Completed Not Available Acne, Adult 1 somestatus stop reason just information to hide Not Available Completed Not Available Arousal Disorders, Sexual / Dyspareunia (Female Excluding Psychogenic) / Hypoactive Sexual Desire Disorder (HSDD) / Hypoestrogenism / Menopause related conditions / Vulvovaginal Disease 1 somestatus stop reason just information to hide Not Available Completed Basic Science Microbiota 1 somestatus stop reason just information to hide Not Available Completed Diagnostic Dermatitis, Photocontact 1 somestatus stop reason just information to hide
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
Form Route Strength Lotion; spray Topical Kit Ophthalmic; Respiratory (inhalation); Topical Aerosol Topical Oil Topical Cream, augmented Topical Spray Cutaneous Cream; kit; oil; stick Topical Spray, suspension Topical Kit Oral; Topical Stick Topical Jelly Topical Gel Topical Salve Topical Aerosol, foam Topical Gel; kit; lipstick; liquid; lotion; swab Topical Lotion Topical Cream Topical 9 mg/50mL Cream Topical 9.5 mg/19g Cream Topical 7 mg/50mL Cream; gel; kit; lotion Topical Cream Topical Cream Topical 0.1 g/1g Liquid Topical Sponge Topical Kit; lipstick Topical Paste Topical Ointment Topical Lotion / shampoo Topical Kit; stick Topical Solution Topical Cream; kit Topical Powder Topical Cream; kit; lotion Topical Kit; lotion Topical Cream; kit; liquid; lotion Topical Suspension Topical Gel; kit; lotion Topical Jelly; kit Topical Lotion Cutaneous Aerosol, spray Cutaneous Liquid Topical 2.9313 g/30mL Spray Oral Emulsion Topical Spray Topical Lotion Oral Cloth Topical Lipstick Topical Kit; liquid Topical Gel; kit Topical Kit Topical Aerosol, spray Topical - Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Not Available
- Experimental Properties
- Not Available
- Predicted Properties
Property Value Source Water Solubility 0.0373 mg/mL ALOGPS logP 4.05 ALOGPS logP 5 Chemaxon logS -3.8 ALOGPS pKa (Strongest Acidic) 9.72 Chemaxon pKa (Strongest Basic) -4.3 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 2 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 46.53 Å2 Chemaxon Rotatable Bond Count 3 Chemaxon Refractivity 74.65 m3·mol-1 Chemaxon Polarizability 29.86 Å3 Chemaxon Number of Rings 2 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
- Not Available
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS splash10-03di-0290000000-df9c7b779d081d8d1d69 Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS splash10-0006-4910000000-a436f75203a891b6e38f Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS splash10-00di-0920000000-62fa0228a528e4471fc7 Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS splash10-0006-9000000000-8df4d8edb1e8fe3d532f Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS splash10-0006-9000000000-b2d4b73e43699fba3808 Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS splash10-0aba-5900000000-af25a4dc9f8a733c24f0 Predicted 1H NMR Spectrum 1D NMR Not Applicable Predicted 13C NMR Spectrum 1D NMR Not Applicable - Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 160.4432 predictedDeepCCS 1.0 (2019) [M+H]+ 162.80122 predictedDeepCCS 1.0 (2019) [M+Na]+ 168.89436 predictedDeepCCS 1.0 (2019)
Targets
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- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- Actions
- Antagonist
- General Function
- The steroid hormones and their receptors are involved in the regulation of eukaryotic gene expression and affect cellular proliferation and differentiation in target tissues. Depending on the isoform, progesterone receptor functions as a transcriptional activator or repressor
- Specific Function
- Atpase binding
- Gene Name
- PGR
- Uniprot ID
- P06401
- Uniprot Name
- Progesterone receptor
- Molecular Weight
- 98979.96 Da
References
- Schreurs RH, Sonneveld E, Jansen JH, Seinen W, van der Burg B: Interaction of polycyclic musks and UV filters with the estrogen receptor (ER), androgen receptor (AR), and progesterone receptor (PR) in reporter gene bioassays. Toxicol Sci. 2005 Feb;83(2):264-72. Epub 2004 Nov 10. [Article]
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- Actions
- Antagonist
- General Function
- Steroid hormone receptors are ligand-activated transcription factors that regulate eukaryotic gene expression and affect cellular proliferation and differentiation in target tissues (PubMed:19022849). Transcription factor activity is modulated by bound coactivator and corepressor proteins like ZBTB7A that recruits NCOR1 and NCOR2 to the androgen response elements/ARE on target genes, negatively regulating androgen receptor signaling and androgen-induced cell proliferation (PubMed:20812024). Transcription activation is also down-regulated by NR0B2. Activated, but not phosphorylated, by HIPK3 and ZIPK/DAPK3
- Specific Function
- Androgen binding
- Gene Name
- AR
- Uniprot ID
- P10275
- Uniprot Name
- Androgen receptor
- Molecular Weight
- 99187.115 Da
References
- Schreurs RH, Sonneveld E, Jansen JH, Seinen W, van der Burg B: Interaction of polycyclic musks and UV filters with the estrogen receptor (ER), androgen receptor (AR), and progesterone receptor (PR) in reporter gene bioassays. Toxicol Sci. 2005 Feb;83(2):264-72. Epub 2004 Nov 10. [Article]
- Jimenez-Diaz I, Molina-Molina JM, Zafra-Gomez A, Ballesteros O, Navalon A, Real M, Saenz JM, Fernandez MF, Olea N: Simultaneous determination of the UV-filters benzyl salicylate, phenyl salicylate, octyl salicylate, homosalate, 3-(4-methylbenzylidene) camphor and 3-benzylidene camphor in human placental tissue by LC-MS/MS. Assessment of their in vitro endocrine activity. J Chromatogr B Analyt Technol Biomed Life Sci. 2013 Oct 1;936:80-7. doi: 10.1016/j.jchromb.2013.08.006. Epub 2013 Aug 8. [Article]
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Nuclear hormone receptor. The steroid hormones and their receptors are involved in the regulation of eukaryotic gene expression and affect cellular proliferation and differentiation in target tissues. Ligand-dependent nuclear transactivation involves either direct homodimer binding to a palindromic estrogen response element (ERE) sequence or association with other DNA-binding transcription factors, such as AP-1/c-Jun, c-Fos, ATF-2, Sp1 and Sp3, to mediate ERE-independent signaling. Ligand binding induces a conformational change allowing subsequent or combinatorial association with multiprotein coactivator complexes through LXXLL motifs of their respective components. Mutual transrepression occurs between the estrogen receptor (ER) and NF-kappa-B in a cell-type specific manner. Decreases NF-kappa-B DNA-binding activity and inhibits NF-kappa-B-mediated transcription from the IL6 promoter and displace RELA/p65 and associated coregulators from the promoter. Recruited to the NF-kappa-B response element of the CCL2 and IL8 promoters and can displace CREBBP. Present with NF-kappa-B components RELA/p65 and NFKB1/p50 on ERE sequences. Can also act synergistically with NF-kappa-B to activate transcription involving respective recruitment adjacent response elements; the function involves CREBBP. Can activate the transcriptional activity of TFF1. Also mediates membrane-initiated estrogen signaling involving various kinase cascades. Essential for MTA1-mediated transcriptional regulation of BRCA1 and BCAS3 (PubMed:17922032). Maintains neuronal survival in response to ischemic reperfusion injury when in the presence of circulating estradiol (17-beta-estradiol/E2) (By similarity)
- Specific Function
- 14-3-3 protein binding
- Gene Name
- ESR1
- Uniprot ID
- P03372
- Uniprot Name
- Estrogen receptor
- Molecular Weight
- 66215.45 Da
References
- Jimenez-Diaz I, Molina-Molina JM, Zafra-Gomez A, Ballesteros O, Navalon A, Real M, Saenz JM, Fernandez MF, Olea N: Simultaneous determination of the UV-filters benzyl salicylate, phenyl salicylate, octyl salicylate, homosalate, 3-(4-methylbenzylidene) camphor and 3-benzylidene camphor in human placental tissue by LC-MS/MS. Assessment of their in vitro endocrine activity. J Chromatogr B Analyt Technol Biomed Life Sci. 2013 Oct 1;936:80-7. doi: 10.1016/j.jchromb.2013.08.006. Epub 2013 Aug 8. [Article]
Drug created at December 03, 2015 16:51 / Updated at February 21, 2021 18:52