Avobenzone
Identification
- Summary
Avobenzone is a sunscreen agent found in sunscreens that absorbs UV rays.
- Brand Names
- Meijer, Sumadan Wash
- Generic Name
- Avobenzone
- DrugBank Accession Number
- DB09495
- Background
Avobenzone is dibenzoyl methane derivative. It is oil soluble ingredient. Avobenzone has the ability to absorb ultraviolet light over wider range of wavelengths. It is included in many commercially available sunscreens which are used as wide spectrum sunscreens. Avobenzone is very sensitive to light, to increase its stability and duration of action, photostablizers are added in the sunscreen product. Avobenzone has an absorption maximum of 357 nm. Sunscreens containing avobenzone is indicated for providing protection from the sun. In addition to limiting the skin's exposure to the sun, using sunscreen agents may help reduce long-term sun damage such as premature aging of the skin and skin cancer.
- Type
- Small Molecule
- Groups
- Approved, Investigational
- Structure
- Weight
- Average: 310.393
Monoisotopic: 310.156894568 - Chemical Formula
- C20H22O3
- Synonyms
- Avobenzone
- Butyl Methoxydibenzoylmethane
- Parsol 1789
Pharmacology
- Indication
Sun protection factor, added in the sunscreen products for its wide spectrum ultraviolet absorption properties.
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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
It blocks UVA I, UVA II, and UVB wavelengths, thereby limiting the impact of UV rays on skin. Diminish the penetration of ultraviolet (UV) light through the epidermis by absorbing UV radiation within a specific wavelength range. The amount and wavelength of UV radiation absorbed are affected by the molecular structure of the sunscreen agent.
- Absorption
Not Available
- Volume of distribution
Not Available
- Protein binding
Not Available
- Metabolism
- Not Available
- Route of elimination
Not Available
- Half-life
Not Available
- Clearance
Not Available
- 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
A minimum toxic dose has not been established. Significant toxicity is not expected
- 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 Dynamic Skin Recovery SPF 50 Lotion 30 mg/1mL Topical Dermalogica 2014-03-17 Not applicable US Leaders Sunbuddy All Over Sun Spray 0.64 g/90mL Topical Leaders Cosmetics Co.,ltd. 2017-07-01 Not applicable US Naked Sundays Golden Glow Body Sunscreen SPF50 100ml Cream 3 g/100mL Topical WILD CHILD W A PTY LTD 2022-06-01 Not applicable US Ponds Clarant B3 Cream 100 g/3g Topical Teresa Cecena Dba Genesis 2015-05-26 Not applicable US PONDS clarant b3 Cream 12 g/400g Topical All Natural Dynamics 2012-06-29 Not applicable US PONDS clarant b3 Cream 3 g/100g Topical All Natural Dynamics 2012-06-29 Not applicable US Ponds Vao-B3 Cream 3 g/100g Topical All Natural Dynamics 2013-09-02 Not applicable US - Mixture Products
Name Ingredients Dosage Route Labeller Marketing Start Marketing End Region Image (Re)Setting Refreshing Mist SPF 40 Avobenzone (2.9 g/100mL) + Homosalate (9.8 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 Avobenzone (3 % w/w) + Homosalate (15 % 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 1000 Roses Daily Shade Facial SPF 18 Avobenzone (25 mg/1mL) + Octisalate (50 mg/1mL) + Octocrylene (50 mg/1mL) Lotion Topical Andalou Naturals 2014-03-01 Not applicable US 14-day Skin Rescue SPF 30 Avobenzone (3 % w/w) + Homosalate (4 % 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 Continuous Spray Sunscreen With Instant Bronzer Avobenzone (2 %) + Octisalate (5 %) + Octocrylene (1.85 %) Spray Topical Prime Enterprises, Inc. 2018-04-09 2020-03-01 Canada 15 SPF Fps Premium Sunscreen Avobenzone (3 % w/w) + Ensulizole (2 % w/w) + Octocrylene (10 % 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 Avobenzone (0.9 % w/w) + Octocrylene (3.0 % 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 Avobenzone (3.0 %) + Octinoxate (5.0 %) + Octisalate (3.0 %) + Octocrylene (2.0 %) + 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 Avobenzone (3.0 %) + Octinoxate (7.5 %) + Octisalate (5.0 %) + Octocrylene (2.0 %) + Oxybenzone (3.0 %) Cream Topical Coty Canada Inc. 2009-02-23 2013-07-24 Canada 15 Spray Gel Sunscreen With Instant Bronzer Avobenzone (2 %) + Octisalate (5 %) + Octocrylene (1.85 %) + Oxybenzone (0.5 %) Gel Topical Prime Enterprises, Inc. 2018-04-09 2020-03-31 Canada - Unapproved/Other Products
Name Ingredients Dosage Route Labeller Marketing Start Marketing End Region Image 4362 First Aid Kit Avobenzone (1 g/100mL) + Ammonia (0.045 g/0.3mL) + Bacitracin zinc (400 [iU]/1g) + Benzalkonium chloride (1.3 mg/1mL) + Ethanol (0.5 mL/1mL) + Homosalate (5 g/100mL) + 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 Avobenzone (3.0 g/100mL) + Allantoin (0.5 g/100mL) + Dimethicone (2.9 g/100mL) + Homosalate (2.5 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 Conju Princess UV Sun Block Avobenzone (0.03 mL/1mL) + Enzacamene (0.05 mL/1mL) + Octinoxate (0.075 mL/1mL) + Titanium dioxide (0.0249 mL/1mL) + Zinc oxide (0.01 mL/1mL) Cream Topical Conju Inc 2010-12-18 Not applicable US Conju Princess UV Sun Block Avobenzone (0.03 mL/1mL) + Enzacamene (0.05 mL/1mL) + Octinoxate (0.075 mL/1mL) + Titanium dioxide (0.0249 mL/1mL) + Zinc oxide (0.01 mL/1mL) Cream Topical Conju Inc 2010-12-18 Not applicable US CoreTex Professional Outdoor Skin Protection Wallet 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) + 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 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) + 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 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) + 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 Dr.Jucre Rebirth White Sun Protection Avobenzone (4.00 g/100mL) + Adenosine (0.04 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) + Octocrylene (2.00 g/100mL) Cream Topical NATURECELL CO., LTD. 2022-10-01 Not applicable US Glytone Clarifying SunVanish with Sunscreen Avobenzone (20 mg/1g) + Hydroquinone (40 mg/1g) + Octinoxate (75 mg/1g) + Octocrylene (18.6 mg/1g) + Oxybenzone (50 mg/1g) Cream Topical Genesis Pharmaceutical, Inc. 2012-06-13 2018-02-28 US Glytone SunVanish Skin Lightening Avobenzone (20 mg/1g) + Hydroquinone (40 mg/1g) + Octinoxate (75 mg/1g) + Octocrylene (18.6 mg/1g) + Oxybenzone (50 mg/1g) Cream Topical Pierre Fabre USA Inc. 2012-06-13 2021-09-30 US
Categories
- Drug Categories
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as retro-dihydrochalcones. These are a form of normal dihydrochalcones that are structurally distinguished by the lack of oxygen functionalities at the C2'- and C6'-positions.
- Kingdom
- Organic compounds
- Super Class
- Phenylpropanoids and polyketides
- Class
- Linear 1,3-diarylpropanoids
- Sub Class
- Chalcones and dihydrochalcones
- Direct Parent
- Retro-dihydrochalcones
- Alternative Parents
- Alkyl-phenylketones / Butyrophenones / Phenylpropanes / Phenoxy compounds / Methoxybenzenes / Benzoyl derivatives / Aryl alkyl ketones / Anisoles / Beta-diketones / Alkyl aryl ethers show 2 more
- Substituents
- 1,3-dicarbonyl compound / 1,3-diketone / Alkyl aryl ether / Alkyl-phenylketone / Anisole / Aromatic homomonocyclic compound / Aryl alkyl ketone / Aryl ketone / Benzenoid / Benzoyl show 14 more
- Molecular Framework
- Aromatic homomonocyclic compounds
- External Descriptors
- Not Available
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- G63QQF2NOX
- CAS number
- 70356-09-1
- InChI Key
- XNEFYCZVKIDDMS-UHFFFAOYSA-N
- InChI
- InChI=1S/C20H22O3/c1-20(2,3)16-9-5-14(6-10-16)18(21)13-19(22)15-7-11-17(23-4)12-8-15/h5-12H,13H2,1-4H3
- IUPAC Name
- 1-(4-tert-butylphenyl)-3-(4-methoxyphenyl)propane-1,3-dione
- SMILES
- COC1=CC=C(C=C1)C(=O)CC(=O)C1=CC=C(C=C1)C(C)(C)C
References
- General References
- External Links
- PubChem Compound
- 51040
- PubChem Substance
- 310265226
- ChemSpider
- 46261
- 45045
- ChEBI
- 134751
- ChEMBL
- CHEMBL1200522
- ZINC
- ZINC000000000973
- Wikipedia
- Avobenzone
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 Hypertrophic Cicatrix / Keloids Scars / Scars, Hypertrophic 1 4 Completed Treatment Melasma 1 4 Completed Treatment Postoperative pain 1
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
Form Route Strength Kit Ophthalmic; Respiratory (inhalation); Topical Ointment Topical Gel Cutaneous Salve Topical Liquid Not applicable 1 kg/1kg Patch Topical Cream, augmented Topical Spray Cutaneous Cream; kit; oil; stick Topical Kit Oral; Topical Cream Topical Jelly Topical Powder Topical Gel Topical Aerosol Topical Cloth Topical Gel; kit; lotion Topical Gel; kit; lipstick; liquid; lotion; swab Topical Cream; gel; kit; lotion Topical Lotion Topical 30 mg/1mL Kit; stick Topical Cream; kit Topical Sponge Topical Oil Topical Kit; lipstick Topical Spray Topical 0.64 g/90mL Lipstick Topical Liquid Topical Cream Topical 3 g/100mL Cream; kit; lotion Topical Emulsion Topical Kit; lotion Topical Suspension Topical Cream Topical 100 g/3g Cream Topical 12 g/400g Cream Topical 3 g/100g Jelly; kit Topical Lotion Cutaneous Stick Topical Spray Oral Kit Topical Paste Topical Soap Topical Spray Topical Liquid; spray Topical Lotion Oral Kit; liquid Topical Lotion Topical Solution Topical Aerosol, foam Topical Aerosol, spray Topical Cream Cutaneous - Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Not Available
- Experimental Properties
- Not Available
- Predicted Properties
Property Value Source Water Solubility 0.000622 mg/mL ALOGPS logP 4.98 ALOGPS logP 4.56 Chemaxon logS -5.7 ALOGPS pKa (Strongest Acidic) 9.88 Chemaxon pKa (Strongest Basic) -4.8 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 3 Chemaxon Hydrogen Donor Count 0 Chemaxon Polar Surface Area 43.37 Å2 Chemaxon Rotatable Bond Count 6 Chemaxon Refractivity 91.75 m3·mol-1 Chemaxon Polarizability 34.86 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 Not Available Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS Not Available LC-MS/MS Spectrum - LC-ESI-qTof , Positive LC-MS/MS Not Available MS/MS Spectrum - , positive LC-MS/MS splash10-03di-1619000000-f818edacf6d19a9f7160 MS/MS Spectrum - , positive LC-MS/MS splash10-03dr-3900000000-0c3f2cd90f17bc9fa504
Drug created at November 30, 2015 19:10 / Updated at February 21, 2021 18:52