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
Thumb
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.

Pharmacology
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Associated Conditions
Contraindications & Blackbox Warnings
Contraindications
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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
Medicalerrors
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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

Products
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Over the Counter Products
NameDosageStrengthRouteLabellerMarketing StartMarketing EndRegionImage
Dynamic Skin Recovery SPF 50Lotion30 mg/1mLTopicalDermalogica2014-03-17Not applicableUS flag
Leaders Sunbuddy All Over SunSpray0.64 g/90mLTopicalLeaders Cosmetics Co.,ltd.2017-07-01Not applicableUS flag
Ponds Clarant B3Cream100 g/3gTopicalTeresa Cecena Dba Genesis2015-05-26Not applicableUS flag
PONDS clarant b3Cream12 g/400gTopicalAll Natural Dynamics2012-06-29Not applicableUS flag
PONDS clarant b3Cream3 g/100gTopicalAll Natural Dynamics2012-06-29Not applicableUS flag
Ponds Vao-B3Cream3 g/100gTopicalAll Natural Dynamics2013-09-02Not applicableUS flag
Mixture Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing EndRegionImage
100 SPF CreamAvobenzone (3 % w/w) + Homosalate (15 % w/w) + Octisalate (5 % w/w) + Octocrylene (10 % w/w) + Oxybenzone (6 % w/w)CreamTopicalVital Science A Div. Of/Une Div. De Valeant Canada Ltd/Ltee2010-06-032014-08-27Canada flag
1000 Roses Daily Shade Facial SPF 18Avobenzone (25 mg/1mL) + Octisalate (50 mg/1mL) + Octocrylene (50 mg/1mL)LotionTopicalAndalou Naturals2014-03-01Not applicableUS flag
14-day Skin Rescue SPF 30Avobenzone (3 % w/w) + Homosalate (4 % w/w) + Octisalate (5 % w/w) + Octocrylene (2.35 % w/w) + Oxybenzone (6 % w/w)CreamTopicalJohnson & Johnson2009-02-162013-07-31Canada flag
15 Continuous Spray Sunscreen With Instant BronzerAvobenzone (2 %) + Octisalate (5 %) + Octocrylene (1.85 %)SprayTopicalPrime Enterprises, Inc.2018-04-092020-03-01Canada flag
15 SPF Fps Premium SunscreenAvobenzone (3 % w/w) + Ensulizole (2 % w/w) + Octocrylene (10 % w/w) + Oxybenzone (2 % w/w)LotionTopicalEmpack Spraytech Inc2005-05-04Not applicableCanada flag
15 SPF Fps Sunscreen Lotion Écran SolaireAvobenzone (0.9 % w/w) + Octocrylene (3.0 % w/w) + Oxybenzone (3.0 % w/w)LotionTopicalEnergizer Canada Inc2007-03-012011-07-29Canada flag
15 SPF Sunscreen Uva/uvb Protection Oil-free Milky SprayAvobenzone (3.0 %) + Octinoxate (5.0 %) + Octisalate (3.0 %) + Octocrylene (2.0 %) + Oxybenzone (2.0 %)EmulsionTopicalCoty Canada Inc.2009-02-232013-07-24Canada flag
15 SPF Sunscreen Uva/uvb Protection Vitalizing Age-defying CreamAvobenzone (3.0 %) + Octinoxate (7.5 %) + Octisalate (5.0 %) + Octocrylene (2.0 %) + Oxybenzone (3.0 %)CreamTopicalCoty Canada Inc.2009-02-232013-07-24Canada flag
15 Spray Gel Sunscreen With Instant BronzerAvobenzone (2 %) + Octisalate (5 %) + Octocrylene (1.85 %) + Oxybenzone (0.5 %)GelTopicalPrime Enterprises, Inc.2018-04-092020-03-31Canada flag
15 Tanning CVSAvobenzone (2 g/100mL) + Homosalate (10 g/100mL) + Octisalate (5 g/100mL) + Octocrylene (5 g/100mL)LotionTopicalProduct Quest Mff, Llc2014-11-062016-04-20US flag
Unapproved/Other Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing EndRegionImage
4362 First Aid KitAvobenzone (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)KitOphthalmic; Respiratory (inhalation); TopicalHoneywell Safety Products USA, Inc.2018-09-13Not applicableUS flag
BEYOND THE SHAVE For MenAvobenzone (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)KitTopicalRodan & Fields2017-06-01Not applicableUS flag
Conju Princess UV Sun BlockAvobenzone (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)CreamTopicalConju Inc2010-12-18Not applicableUS flag
Conju Princess UV Sun BlockAvobenzone (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)CreamTopicalConju Inc2010-12-18Not applicableUS flag
CoreTex Professional Outdoor Skin Protection WalletAvobenzone (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)TopicalCoreTex Products2019-11-27Not applicableUS flag
CoreTex Professional Outdoor Skin Protection WalletAvobenzone (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)TopicalCoreTex Products2019-11-27Not applicableUS flag
CoreTex Professional Outdoor Skin Protection WalletAvobenzone (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)TopicalCoreTex Products2019-11-27Not applicableUS flag
Glytone Clarifying SunVanish with SunscreenAvobenzone (20 mg/1g) + Hydroquinone (40 mg/1g) + Octinoxate (75 mg/1g) + Octocrylene (18.6 mg/1g) + Oxybenzone (50 mg/1g)CreamTopicalGenesis Pharmaceutical, Inc.2012-06-132018-02-28US flag
Glytone SunVanish Skin LighteningAvobenzone (20 mg/1g) + Hydroquinone (40 mg/1g) + Octinoxate (75 mg/1g) + Octocrylene (18.6 mg/1g) + Oxybenzone (50 mg/1g)CreamTopicalPierre Fabre USA Inc.2012-06-132021-09-30US flag
Laser Block 100 sunblockAvobenzone (0.005 mL/1mL) + Amiloxate (0.02 mL/1mL) + Enzacamene (0.03 mL/1mL) + Octinoxate (0.07 mL/1mL) + Titanium dioxide (0.02 mL/1mL) + Zinc oxide (0.05 mL/1mL)CreamTopicalUniversal Cosmetic Co., Ltd2010-08-04Not applicableUS flag

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
  1. MSDS [Link]
  2. article [Link]
  3. product info [Link]
PubChem Compound
51040
PubChem Substance
310265226
ChemSpider
46261
RxNav
45045
ChEBI
134751
ChEMBL
CHEMBL1200522
ZINC
ZINC000000000973
Wikipedia
Avobenzone

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount
4CompletedSupportive CareAtrophic Vaginitis / Endometrial Hyperplasia / Pelvic Organ Prolapse (POP)1
4CompletedSupportive CareSkin Irritation1
4CompletedTreatmentAcne Prone Skin1
4CompletedTreatmentActinic Keratosis (AK)1
4CompletedTreatmentBMI >27 kg/m2 / Cardiovascular Disease (CVD)1
4CompletedTreatmentChronic Hand Eczema1
4CompletedTreatmentHypertrophic Cicatrix / Keloid Scars / Scars, Hypertrophic1
4CompletedTreatmentMelasma1
4CompletedTreatmentPostoperative pain1
4TerminatedNot AvailableSkin Aging1

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
FormRouteStrength
KitOphthalmic; Respiratory (inhalation); Topical
OintmentTopical
GelCutaneous
SalveTopical
LiquidNot applicable1 kg/1kg
PatchTopical
Cream, augmentedTopical
KitOral; Topical
CreamTopical
JellyTopical
PowderTopical
GelTopical
AerosolTopical
ClothTopical
Gel; kit; lotionTopical
LotionTopical30 mg/1mL
Kit; stickTopical
SpongeTopical
OilTopical
SprayTopical0.64 g/90mL
LipstickTopical
LiquidTopical
EmulsionTopical
SuspensionTopical
CreamTopical100 g/3g
CreamTopical12 g/400g
CreamTopical3 g/100g
Kit; lotionTopical
Cream; kitTopical
Jelly; kitTopical
StickTopical
SprayOral
KitTopical
PasteTopical
SoapTopical
SprayTopical
Liquid; sprayTopical
LotionOral
LotionTopical
SolutionTopical
Aerosol, foamTopical
Aerosol, sprayTopical
CreamCutaneous
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.000622 mg/mLALOGPS
logP4.98ALOGPS
logP4.56ChemAxon
logS-5.7ALOGPS
pKa (Strongest Acidic)9.88ChemAxon
pKa (Strongest Basic)-4.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area43.37 Å2ChemAxon
Rotatable Bond Count6ChemAxon
Refractivity91.75 m3·mol-1ChemAxon
Polarizability34.86 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available
LC-MS/MS Spectrum - LC-ESI-qTof , PositiveLC-MS/MSNot Available
MS/MS Spectrum - , positiveLC-MS/MSsplash10-03di-1619000000-f818edacf6d19a9f7160
MS/MS Spectrum - , positiveLC-MS/MSsplash10-03dr-3900000000-0c3f2cd90f17bc9fa504

Drug created on November 30, 2015 19:10 / Updated on February 21, 2021 18:52