Identification
- Summary
Octocrylene is a sunscreen agent found in sunscreens that absorbs UV rays.
- Brand Names
- Meijer
- Generic Name
- Octocrylene
- DrugBank Accession Number
- DB09535
- Background
Octocrylene is a compound often used as an additive in sun screen, and is thought to have skin moisturizing effects because of its emollient properties. What makes this chemical such a popular additive to sun block, is its ability to neutralize UV radiation dissipated by sunlight, and to minimize skin damage from prolonged sun exposure. Octocrylene is also often combined with avobenzone, another common sunscreen ingredient often appearing on ingredient labels. Because of its effectiveness, the chemical has been approved across the globe for use in cosmetics and skin care products, but the concentrations of this ingredient are usually limited to no more than 10 or 12 percent. However, the use of this chemical doesn’t just stop with sunscreen for face and arms, but can extend to a variety of other products, like hair spray, tannin oil, BB cream, conditioner, and CC cream, among others. Octocrylene may cause contact and photocontact allergy.
- Type
- Small Molecule
- Groups
- Approved, Investigational
- Structure
Structure for Octocrylene (DB09535)
- Weight
- Average: 361.485
Monoisotopic: 361.204179113 - Chemical Formula
- C24H27NO2
- Synonyms
- Octocrileno
- Octocrilenum
- Octocrylene
Pharmacology
- Indication
In the US, Octocrylene has been evaluated by the FDA and is considered safe for use up to 10% in the formula. Similarly, the EU allows its use up to 10% in a formula while Health Canada allows a maximum use level of 12%.
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- Contraindications & Blackbox Warnings
Avoid life-threatening adverse drug eventsImprove clinical decision support with information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.Avoid life-threatening adverse drug events & improve clinical decision support.- Pharmacodynamics
Not Available
- Mechanism of action
Octocrylene is an effective oil soluble liquid UV‐B filter. It has excellent dissolving properties for crystalline UV filters. Due to its outstanding photostability it is used as photostabilizer. Conjugated acrylate portion absorbs UVB and short-wave UVA (ultraviolet) rays with wavelengths in the range of 280-320 nm which protects the skin from direct DNA damage. The ethylhexanol portion is a fatty alcohol, which functions as an emollient due to it's hydrophobicity.
Target Actions Organism UEstrogen receptor alpha Not Available Humans UEstrogen receptor beta Not Available Humans - Absorption
Ecamsule is used topically, it not absorbed or metabolized.
- Volume of distribution
Ecamsule is only used topically, it not absorbed.
- Protein binding
Ecamsule is only used topically, it not absorbed.
- Metabolism
Ecamsule is used topically, it not absorbed.
- Route of elimination
Ecamsule is used topically, it not absorbed.
- Half-life
Ecamsule is only used topically, it does not have half life
- Clearance
Ecamsule is used topically, it not absorbed or metabolized.
- Adverse Effects
Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates.Improve decision support & research outcomes with our structured adverse effects data.- Toxicity
Octocrylene is one of those ingredients that can be absorbed into the skin and some studies have shown that it may promote generation of potentially harmful free radicals when exposed to light. Since free radicals can damage DNA, there is concern that this ingredient might have contributed to an increased incidence of melanoma in sunscreen-users compared to non-users.
- 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.- Over the Counter Products
Name Dosage Strength Route Labeller Marketing Start Marketing End Region Image Panama Jack SPF 4 Lotion 19.12 mg/1mL Topical Prime Enterprises Inc. 2019-02-01 Not applicable US 
Panama Jack SPF 4 Dark Tanning Oil Oil 16.72 mg/1mL Topical Prime Enterprises Inc. 2019-03-04 Not applicable US Scarsystem Scar Gel Gel 3.8 % Topical System Biologie Ag Not applicable Not applicable Canada 
UV Defense Pocket Sun Block Tissues (Broad Spectrum, SPF30) Liquid 9.5 g/100g Topical C&tech Corporation 2018-03-01 2018-03-25 US UV Defense Pocket Sun Pad (Broad Spectrum, SPF30) Liquid 9.5 g/100g Topical C&tech Corporation 2018-03-01 2018-03-25 US W.skin Triple Care Sun Stick 8.5 g/100g Topical J&J COMPANY 2021-05-08 Not applicable US - Mixture Products
Name Ingredients Dosage Route Labeller Marketing Start Marketing End Region Image (Re)Setting Refreshing Mist SPF 40 Octocrylene (9.5 g/100mL) + Avobenzone (2.9 g/100mL) + Homosalate (9.8 g/100mL) + Octisalate (4.9 g/100mL) Spray Topical Supergoop, LLC 2022-01-05 Not applicable US 02 Cushion Spf45 Sunscreen Octocrylene (2.5 g/100mL) + Octinoxate (5 g/100mL) + Octisalate (5 g/100mL) + Titanium dioxide (13.5 g/100mL) + Zinc oxide (8 g/100mL) Liquid Topical COIZ CO LTD 2019-06-30 Not applicable US 100 SPF Cream Octocrylene (10 % w/w) + Avobenzone (3 % w/w) + Homosalate (15 % w/w) + Octisalate (5 % 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 1000 Roses Daily Shade Facial SPF 18 Octocrylene (50 mg/1mL) + Avobenzone (25 mg/1mL) + Octisalate (50 mg/1mL) Lotion Topical Andalou Naturals 2014-03-01 Not applicable US 14-day Skin Rescue SPF 30 Octocrylene (2.35 % w/w) + Avobenzone (3 % w/w) + Homosalate (4 % w/w) + Octisalate (5 % w/w) + Oxybenzone (6 % w/w) Cream Topical Johnson & Johnson 2009-02-16 2013-07-31 Canada 15 Continuous Spray Sunscreen With Instant Bronzer Octocrylene (1.85 %) + Avobenzone (2 %) + Octisalate (5 %) Spray Topical Prime Enterprises, Inc. 2018-04-09 2020-03-01 Canada 15 SPF Fps Premium Sunscreen Octocrylene (10 % w/w) + Avobenzone (3 % w/w) + Ensulizole (2 % w/w) + Oxybenzone (2 % w/w) Lotion Topical Empack Spraytech Inc 2005-05-04 2021-08-10 Canada 15 SPF Fps Sunscreen Lotion Écran Solaire Octocrylene (3.0 % w/w) + Avobenzone (0.9 % w/w) + Oxybenzone (3.0 % w/w) Lotion Topical Energizer Canada Inc 2007-03-01 2011-07-29 Canada 15 SPF Sunscreen Uva/uvb Protection Oil-free Milky Spray Octocrylene (2.0 %) + Avobenzone (3.0 %) + Octinoxate (5.0 %) + Octisalate (3.0 %) + Oxybenzone (2.0 %) Emulsion Topical Coty Canada Inc. 2009-02-23 2013-07-24 Canada 15 SPF Sunscreen Uva/uvb Protection Vitalizing Age-defying Cream Octocrylene (2.0 %) + Avobenzone (3.0 %) + Octinoxate (7.5 %) + Octisalate (5.0 %) + Oxybenzone (3.0 %) Cream Topical Coty Canada Inc. 2009-02-23 2013-07-24 Canada - Unapproved/Other Products
Name Ingredients Dosage Route Labeller Marketing Start Marketing End Region Image Abalone Crystaldouble EX Bb Octocrylene (3 g/100mL) + Adenosine (0.04 g/100mL) + Nicotinamide (2 g/100mL) + Octinoxate (2 g/100mL) + Titanium dioxide (9.9 g/100mL) Cream Topical C&bcosmetic Co.,ltd. 2017-03-10 Not applicable US BEYOND THE SHAVE For Men Octocrylene (2.7 g/100mL) + Allantoin (0.5 g/100mL) + Avobenzone (3.0 g/100mL) + Dimethicone (2.9 g/100mL) + Homosalate (2.5 g/100mL) + Octasulfur (3.0 g/100mL) + Octisalate (5 g/100mL) Kit Topical Rodan & Fields 2017-06-01 Not applicable US CoreTex Professional Outdoor Skin Protection Wallet Octocrylene (2.5 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) + Homosalate (5 g/100mL) + Homosalate (5 g/100g) + Homosalate (7.5 g/100mL) + Octinoxate (7.5 g/100mL) + Octinoxate (7.5 g/100g) + Octisalate (5 g/100mL) + Octisalate (5 g/100g) + Octisalate (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 D-one By Tamdoan Bb Light Octocrylene (1 g/100g) + Adenosine (0.04 g/100g) + Arbutin (2 g/100g) + Diethylamino hydroxybenzoyl hexyl benzoate (2 g/100g) + Octinoxate (7 g/100g) + Octisalate (5 g/100g) + Titanium dioxide (2.54 g/100g) + Zinc oxide (5.99 g/100g) Cream Topical Dran Co.,ltd 2016-02-23 2016-09-05 US D-one By Tamdoan Bb Medium Octocrylene (1 g/100g) + Adenosine (0.04 g/100g) + Arbutin (2 g/100g) + Diethylamino hydroxybenzoyl hexyl benzoate (2 g/100g) + Octinoxate (7 g/100g) + Octisalate (5 g/100g) + Titanium dioxide (2.54 g/100g) + Zinc oxide (5.99 g/100g) Cream Topical Dran Co.,ltd 2019-11-19 Not applicable US D-one By Tamdoan Sunscreen 50 Octocrylene (1 g/100g) + Adenosine (0.04 g/100g) + Arbutin (2 g/100g) + Diethylamino hydroxybenzoyl hexyl benzoate (2 g/100g) + Octinoxate (7 g/100g) + Octisalate (5 g/100g) + Titanium dioxide (2.54 g/100g) + Zinc oxide (5.99 g/100g) Cream Topical Dran Co.,ltd 2019-11-19 Not applicable US Dr.althea Aurora Cover Cushion 21 Octocrylene (2 g/100g) + Adenosine (0.04 g/100g) + Nicotinamide (2 g/100g) + Octinoxate (7 g/100g) + Octisalate (4.8 g/100g) + Titanium dioxide (9.00552 g/100g) + Zinc oxide (2 g/100g) Liquid Topical Dr. Althea 2017-04-03 2018-11-22 US Dr.Jucre Rebirth White Sun Protection Octocrylene (2.00 g/100mL) + Adenosine (0.04 g/100mL) + Avobenzone (4.00 g/100mL) + Bemotrizinol (1.50 g/100mL) + Ensulizole (3.50 g/100mL) + Homosalate (6.00 g/100mL) + Nicotinamide (2.00 g/100mL) + Octinoxate (7.30 g/100mL) + Octisalate (4.50 g/100mL) Cream Topical NATURECELL CO., LTD. 2022-10-01 Not applicable US Glytone Clarifying SunVanish with Sunscreen Octocrylene (18.6 mg/1g) + Avobenzone (20 mg/1g) + Hydroquinone (40 mg/1g) + Octinoxate (75 mg/1g) + Oxybenzone (50 mg/1g) Cream Topical Genesis Pharmaceutical, Inc. 2012-06-13 2018-02-28 US Glytone SunVanish Skin Lightening Octocrylene (18.6 mg/1g) + Avobenzone (20 mg/1g) + Hydroquinone (40 mg/1g) + Octinoxate (75 mg/1g) + Oxybenzone (50 mg/1g) Cream Topical Pierre Fabre USA Inc. 2012-06-13 2021-09-30 US
Categories
- Drug Categories
- Classification
- Not classified
- Affected organisms
- Humans and other mammals
Chemical Identifiers
- UNII
- 5A68WGF6WM
- CAS number
- 6197-30-4
- InChI Key
- FMJSMJQBSVNSBF-UHFFFAOYSA-N
- InChI
- InChI=1S/C24H27NO2/c1-3-5-12-19(4-2)18-27-24(26)22(17-25)23(20-13-8-6-9-14-20)21-15-10-7-11-16-21/h6-11,13-16,19H,3-5,12,18H2,1-2H3
- IUPAC Name
- 2-ethylhexyl 2-cyano-3,3-diphenylprop-2-enoate
- SMILES
- CCCCC(CC)COC(=O)C(C#N)=C(C1=CC=CC=C1)C1=CC=CC=C1
References
- General References
- External Links
- PubChem Substance
- 347910458
- ChemSpider
- 21165
- BindingDB
- 74416
- 77674
- ChEBI
- 135526
- ChEMBL
- CHEMBL1201147
- Wikipedia
- Octocrylene
Clinical Trials
- Clinical Trials
Phase Status Purpose Conditions Count 4 Completed Prevention Coronavirus Disease 2019 (COVID‑19) / Sports Nutrition 1 4 Completed Supportive Care Atrophic Vaginitis / Endometrial Hyperplasia / Pelvic Organ Prolapse (POP) 1 4 Completed Supportive Care Skin Irritation 1 4 Completed Treatment Acne Prone Skin 1 4 Completed Treatment Actinic Keratosis (AK) 1 4 Completed Treatment BMI >27 kg/m2 / Cardiovascular Disease (CVD) 1 4 Completed Treatment Chronic Hand Eczema (CHE) 1 4 Completed Treatment Diabetes Complications 1 4 Completed Treatment Hypertrophic Cicatrix / Keloids Scars / Scars, Hypertrophic 1 4 Completed Treatment Melasma 1
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
Form Route Strength Gel Cutaneous Paste Topical Cream, augmented Topical Cream; kit; oil; stick Topical Spray, suspension Topical Kit Oral; Topical Jelly Topical Powder Topical Gel Topical Salve Topical Kit Topical Gel; kit; lotion Topical Gel; kit; lipstick; liquid; lotion; swab Topical Ointment Topical Cream; gel; kit; lotion Topical Kit; lotion Topical Cream; kit Topical Sponge Topical Oil Topical Lotion Topical Kit; lipstick Topical Kit; stick Topical Spray Topical Stick Topical Suspension Topical Cream; kit; lotion Topical Kit; spray Topical Lotion Topical 19.12 mg/1mL Oil Topical 16.72 mg/1mL Jelly; kit Topical Gel Topical 3.8 % Aerosol Topical Cream Cutaneous; Topical Spray Oral Emulsion Topical Soap Topical Cream Topical Lotion Oral Solution Topical Aerosol, foam Topical Aerosol, spray Topical Liquid Topical 9.5 g/100g Stick Topical 8.5 g/100g Liquid Topical Lipstick Topical - Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Not Available
- Experimental Properties
- Not Available
- Predicted Properties
Property Value Source Water Solubility 0.00157 mg/mL ALOGPS logP 6.23 ALOGPS logP 6.78 Chemaxon logS -5.4 ALOGPS pKa (Strongest Basic) -7.2 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 2 Chemaxon Hydrogen Donor Count 0 Chemaxon Polar Surface Area 50.09 Å2 Chemaxon Rotatable Bond Count 10 Chemaxon Refractivity 118.58 m3·mol-1 Chemaxon Polarizability 41.43 Å3 Chemaxon Number of Rings 2 Chemaxon Bioavailability 1 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
- Not Available
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Not Available
Targets
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- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Zinc ion binding
- Specific 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 tissu...
- Gene Name
- ESR1
- Uniprot ID
- P03372
- Uniprot Name
- Estrogen receptor
- Molecular Weight
- 66215.45 Da
References
- Matsumoto H, Adachi S, Suzuki Y: [Estrogenic activity of ultraviolet absorbers and the related compounds]. Yakugaku Zasshi. 2005 Aug;125(8):643-52. [Article]
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Zinc ion binding
- Specific Function
- Nuclear hormone receptor. Binds estrogens with an affinity similar to that of ESR1, and activates expression of reporter genes containing estrogen response elements (ERE) in an estrogen-dependent m...
- Gene Name
- ESR2
- Uniprot ID
- Q92731
- Uniprot Name
- Estrogen receptor beta
- Molecular Weight
- 59215.765 Da
References
- Matsumoto H, Adachi S, Suzuki Y: [Estrogenic activity of ultraviolet absorbers and the related compounds]. Yakugaku Zasshi. 2005 Aug;125(8):643-52. [Article]
Drug created at November 30, 2015 19:10 / Updated at July 02, 2022 14:10