Avobenzone

Identification

Name
Avobenzone
Accession Number
DB09495
Description

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.

Associated Conditions
Contraindications & Blackbox Warnings
Learn about our commercial Contraindications & Blackbox Warnings data.
Learn More
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
Learn about our commercial Adverse Effects data.
Learn More
Toxicity

A minimum toxic dose has not been established. Significant toxicity is not expected

Affected organisms
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

Purchasing individual compounds or compound libraries for your research?
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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 b3Cream3 g/100gTopicalAll Natural Dynamics2012-06-29Not 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 Vao-B3Cream3 g/100gTopicalAll Natural Dynamics2013-09-02Not applicableUS flag
Additional Data Available
  • Application Number
    Application Number
    Available for Purchase

    A unique ID assigned by the FDA when a product is submitted for approval by the labeller.

    Learn more
  • Product Code
    Product Code
    Available for Purchase

    A governmentally-recognized ID which uniquely identifies the product within its regulatory market.

    Learn more
Mixture Products
NameIngredientsDosageRouteLabellerMarketing StartMarketing EndRegionImage
100 SPF CreamAvobenzone (3 %) + Homosalate (15 %) + Octisalate (5 %) + Octocrylene (10 %) + Oxybenzone (6 %)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 %) + Homosalate (4 %) + Octisalate (5 %) + Octocrylene (2.35 %) + Oxybenzone (6 %)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 (3.0 %) + Ensulizole (2.0 %) + Octocrylene (10.0 %) + Oxybenzone (2.0 %)LotionTopicalEmpack Spraytech Inc.2005-05-04Not applicableCanada flag
15 SPF Fps Sunscreen Lotion Écran SolaireAvobenzone (0.9 %) + Octocrylene (3.0 %) + Oxybenzone (3.0 %)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

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
4CompletedTreatmentHypertrophic Cicatrix / Hypertrophic Scars / Keloid Scars1
4CompletedTreatmentMelasma1
4TerminatedNot AvailableSkin Aging1
3Active Not RecruitingTreatmentAcute Promyelocytic Leukemia With PML-RARA1
2RecruitingTreatmentAcute Promyelocytic Leukemia With PML-RARA1
2, 3RecruitingTreatmentActinic Cheilitis1
1CompletedOtherSystemic Exposure to Sunscreen Ingredients1
1CompletedTreatmentAtopic Dermatitis (AD)1
1RecruitingTreatmentAccelerated Phase Chronic Myelogenous Leukemia, BCR-ABL1 Positive / Acute Lymphoblastic Leukaemia Recurrent / Acute, recurrent Myeloid Leukemia / Anatomic Stage IV Breast Cancer AJCC v8 / Anemia / Ann Arbor Stage III Hodgkin Lymphoma / Ann Arbor Stage III Non-Hodgkin Lymphoma / Ann Arbor Stage IIIA Hodgkin Lymphoma / Ann Arbor Stage IIIB Hodgkin Lymphoma / Ann Arbor Stage IV Hodgkin Lymphoma / Ann Arbor Stage IV Non-Hodgkin Lymphoma / Ann Arbor Stage IVA Hodgkin Lymphoma / Ann Arbor Stage IVB Hodgkin Lymphoma / Atypical Chronic Myeloid Leukemia, BCR-ABL1 Negative / Blast Phase Chronic Myelogenous Leukemia, BCR-ABL1 Positive / Castration-Resistant Prostate Carcinoma / Chronic Lymphocytic Leukemia (CLL) - Refractory / Chronic Phase Chronic Myelogenous Leukemia, BCR-ABL1 Positive / Chronic, recurrent Lymphocytic Leukemia / Hematopoietic and Lymphoid Cell Neoplasm / Locally Advanced Pancreatic Adenocarcinoma / Metastatic Breast Carcinoma / Metastatic Malignant Solid Neoplasm / Myelodysplastic/Myeloproliferative Neoplasm With Ring Sideroblasts and Thrombocytosis / Myelodysplastic/Myeloproliferative Neoplasm, Unclassifiable / Pancreatic Adenocarcinoma Metastatic / Primary Myelofibrosis / Prognostic Stage IV Breast Cancer AJCC v8 / Recurrent Chronic Myelogenous Leukemia, BCR-ABL1 Positive / Recurrent Hematologic Malignancy / Recurrent Hodgkin Lymphoma / Recurrent Myelodysplastic Syndrome / Recurrent Myelodysplastic/Myeloproliferative Neoplasm / Recurrent Myeloproliferative Neoplasm / Recurrent Non-Hodgkin Lymphoma / Recurrent Plasma Cell Myeloma / Recurrent Small Lymphocytic Lymphoma / Refractory Acute Lymphoblastic Leukemia / Refractory Acute Myelogenous Leukemia (AML) / Refractory Chronic Myelogenous Leukemia, BCR-ABL1 Positive / Refractory Chronic Myelomonocytic Leukemia / Refractory Hematologic Malignancy / Refractory Hodgkin Lymphoma / Refractory Malignant Solid Neoplasm / Refractory Myelodysplastic Syndrome / Refractory Myelodysplastic/Myeloproliferative Neoplasm / Refractory Non-Hodgkin's lymphoma / Refractory Plasma Cell Myeloma / Refractory Primary Myelofibrosis / Refractory Small Lymphocytic Lymphoma / Stage II Pancreatic Cancer AJCC v8 / Stage IIA Pancreatic Cancer AJCC v8 / Stage IIB Pancreatic Cancer AJCC v8 / Stage III Pancreatic Cancer AJCC v8 / Stage IV Pancreatic Cancer AJCC v8 / Stage IV Prostate Cancer AJCC v8 / Stage IVA Prostate Cancer AJCC v8 / Stage IVB Prostate Cancer AJCC v8 / Unresectable Pancreatic Adenocarcinoma1
Not AvailableCompletedNot AvailableType 2 Diabetes Mellitus1

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
GelTopical
AerosolTopical
ClothTopical
Gel; kit; lotionTopical
LotionTopical30 mg/1mL
Kit; stickTopical
OilTopical
SprayTopical0.64 g/90mL
LipstickTopical
LiquidTopical
EmulsionTopical
SuspensionTopical
CreamTopical100 g/3g
CreamTopical12 g/400g
CreamTopical3 g/100g
PowderTopical
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 12:10 / Updated on October 06, 2020 11:43

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