OXYBENZONE

US Previously Marketed

First approved in 1966

Details

Stereochemistry	ACHIRAL
Molecular Formula	C14H12O3
Molecular Weight	228.2433
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COC1=CC(O)=C(C=C1)C(=O)C2=CC=CC=C2

InChI

InChIKey=DXGLGDHPHMLXJC-UHFFFAOYSA-N

InChI=1S/C14H12O3/c1-17-11-7-8-12(13(15)9-11)14(16)10-5-3-2-4-6-10/h2-9,15H,1H3

HIDE SMILES / InChI

Molecular Formula	C14H12O3
Molecular Weight	228.2433
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: http://www.thedermreview.com/oxybenzone/

Oxybenzone is one of the more popular molecules used by chemists during the manufacturing of cosmetics and is included in sunscreen for UV protection. The chemical is often used to stabilize and strengthen the color and scent of skin care products, but its widest use is in the form of sun block. Unfortunately, the debate about the safety of oxybenzone is still ongoing. One of the biggest concerns in the medical community about the widespread use of the molecule comes from the fact that it’s easily absorbed into the body. This absorption raises concerns that oxybenzone may accumulate in the body, eventually leading to potentially toxic levels of the chemical, which can affect the endocrine system.

Originator

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Sunburns 22 Sources: http://www.hendricks.org/HealthLibrary/default.aspx?sid=1&pTitle=&ContentTypeID=26&ContentID=3437&pTitle=Drug&alpha=S&AdditionalTitle=Shade%20UVA%20Guard%C2%AE	Preventing		Approved 8360	SHADE UVAGUARD Approved Use To prevent sunburns. Launch Date 7.2368639E11

PubMed

Title	Date	PubMed
Efficient flow injection and sequential injection methods for spectrophotometric determination of oxybenzone in sunscreens based on reaction with Ni(II).	2001 Apr	11371073
Comments on "In vitro and in vivo estrogenicity of UV screens".	2001 Aug	11564627
Photosensitization of the sunscreen octyl p-dimethylaminobenzoate by UVA in human melanocytes but not in keratinocytes.	2001 Jun	11421064
Simultaneous photocontact sensitivity to ketoprofen and oxybenzone.	2001 Jun	11380553
Metabolic effects of dental resin components in vitro detected by NMR spectroscopy.	2001 Mar	11379887
Report of 19 cases of photoallergic contact dermatitis to sunscreens seen at the Skin and Cancer Foundation.	2001 Nov	11903157
There is no influence of a temperature rise on in vivo adsorption of UV filters into the stratum corneum.	2001 Oct	11532370
Gas chromatographic determination of 2-hydroxy-4-methoxybenzophenone and octyldimethyl-p-aminobenzoic acid sunscreen agents in swimming pool and bathing waters by solid-phase microextraction.	2002 Aug 23	12685571
[Do sunscreen lotions have any endocrine effects?].	2002 Aug-Sep	12449114
An in vitro systematic spectroscopic examination of the photostabilities of a random set of commercial sunscreen lotions and their chemical UVB/UVA active agents.	2002 Dec	12661594
Severe contact urticaria and anaphylaxis from benzophenone-3(2-hydroxy 4-methoxy benzophenone).	2002 Jan	11918592
Influence of Transcutol CG on the skin accumulation and transdermal permeation of ultraviolet absorbers.	2002 Jan	11777749
Solid lipid nanoparticles as carrier for sunscreens: in vitro release and in vivo skin penetration.	2002 Jun 17	12044563
Photosensitive dermatitis due to sunscreen allergy in a child.	2002 May	11982571
[Photocontact dermatitis due to ketoprofen and photosensitization to tetrachlorosalicylanide and to Fenticlor(R)].	2002 Oct	12442124
UV filters with antagonistic action at androgen receptors in the MDA-kb2 cell transcriptional-activation assay.	2003 Jul	12730620
North American Contact Dermatitis Group patch-test results, 1998 to 2000.	2003 Jun	14749021
Recrystallization in different sunscreen formulations after cutaneous application.	2004 Jul	17134426
Systemic absorption of the sunscreens benzophenone-3, octyl-methoxycinnamate, and 3-(4-methyl-benzylidene) camphor after whole-body topical application and reproductive hormone levels in humans.	2004 Jul	15191542
Polymeric nanoparticles composed of fatty acids and polyvinylalcohol for topical application of sunscreens.	2004 Mar	15025868
Golmaenone, a new diketopiperazine alkaloid from the marine-derived fungus Aspergillus sp.	2004 Mar	14993767
In-vitro permeation of the insect repellent N,N-diethyl-m-toluamide (DEET) and the sunscreen oxybenzone.	2004 May	15142339
Occurrence of UV filter compounds from sunscreens in surface waters: regional mass balance in two Swiss lakes.	2004 May	15051365
The effect of packaging materials on the stability of sunscreen emulsions.	2005 Jun 13	15885937
Fading of artificial hair color and its prevention by photofilters.	2005 Nov-Dec	16538296
Quantification of urinary conjugates of bisphenol A, 2,5-dichlorophenol, and 2-hydroxy-4-methoxybenzophenone in humans by online solid phase extraction-high performance liquid chromatography-tandem mass spectrometry.	2005 Oct	16132150
Bioactive constituents from Chinese natural medicines. XVII. constituents with radical scavenging effect and new glucosyloxybenzyl 2-isobutylmalates from Gymnadenia conopsea.	2006 Apr	16595954
Estrogenic activities of chemicals related to food contact plastics and rubbers tested by the yeast two-hybrid assay.	2006 Apr	16546889
Comparison of in vitro and in vivo estrogenic activity of UV filters in fish.	2006 Apr	16403853
Causal agents of photoallergic contact dermatitis diagnosed in the national institute of dermatology of Colombia.	2006 Aug	16869867
Parabens as urinary biomarkers of exposure in humans.	2006 Dec	17185273
Endocrine disruptors and rat adrenocortical function: studies on freshly dispersed and cultured cells.	2006 Dec	17089022
Expression of osteoblast marker genes in rat calvarial osteoblast-like cells, and effects of the endocrine disrupters diphenylolpropane, benzophenone-3, resveratrol and silymarin.	2006 Dec 15	17069779
Percutaneous absorption of the sunscreen benzophenone-3 after repeated whole-body applications, with and without ultraviolet irradiation.	2006 Feb	16433806
Influence of complexation with cyclodextrins on photo-induced free radical production by the common sunscreen agents octyl-dimethylaminobenzoate and octyl-methoxycinnamate.	2006 Jan	16454205
Evaluation of the photostability of different UV filter combinations in a sunscreen.	2006 Jan 13	16289662
Photoallergic contact cheilitis due to oxybenzone found in a lip cosmetic.	2006 Jul	16842557
Activity related to the carcinogenicity of plastic additives in the benzophenone group.	2006 Jun 1	16780223
Photocontact allergy to oxybenzone and contact allergy to lignocaine and prilocaine.	2006 Mar	16524446
Photoallergic contact dermatitis from ketoprofen in southern Sweden.	2006 Mar	16524438
In vitro permeation of repellent DEET and sunscreen oxybenzone across three artificial membranes.	2006 Mar 9	16414221
A validated method for the determination of traces of UV filters in fish using LC-MS/MS.	2006 Nov	17072605
Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.	2006 Nov	16497524
Photopatch testing of 1155 patients: results of the U.K. multicentre photopatch study group.	2006 Oct	16965423
Estradiol and resveratrol stimulating effect on osteocalcin, but not osteonectin and collagen-1alpha gene expression in primary culture of rat calvarial osteoblast-like cells.	2006 Oct	16964405
Sunscreen enhancement of UV-induced reactive oxygen species in the skin.	2006 Oct 15	17015167
Simultaneous determination of benzophenone-type UV filters in water and soil by gas chromatography-mass spectrometry.	2006 Oct 27	16890944
Preparation and characterization of oxybenzone-loaded gelatin microspheres for enhancement of sunscreening efficacy.	2006 Sep-Oct	16877306
Determination of UV filters and antimicrobial agents in environmental water samples.	2007 Feb	17136341
Quantification of organic eluates from polymerized resin-based dental restorative materials by use of GC/MS.	2007 May 1	17127109

Patents

Sample Use Guides

In Vivo Use Guide

Apply evenly and liberally to all exposed areas of the skin 30 minutes before any sun exposure.

Route of Administration: Topical

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Wed Jul 05 22:47:31 UTC 2023` Edited by `admin` on `Wed Jul 05 22:47:31 UTC 2023`
Record UNII	95OOS7VE0Y
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

OXYBENZONE

Official Name

English

ONGROSTAB HMB

Common Name

English

SHADE UVAGUARD COMPONENT OXYBENZONE

Common Name

English

OXYBENZONE [USP-RS]

Common Name

English

oxybenzone [INN]

Common Name

English

ADVASTAB 45

Common Name

English

VIOSORB 110

Common Name

English

Oxybenzone [WHO-DD]

Common Name

English

BENZOPHENONE-3 [VANDF]

Common Name

English

BENZOPHENONE-3

Official Name

English

BENZOPHENONE-3 [INCI]

Common Name

English

OXYBENZONE [MART.]

Common Name

English

OXYBENZONE [MI]

Common Name

English

OXYBENZONE COMPONENT OF SHADE UVAGUARD

Common Name

English

OXYBENZONE [USP MONOGRAPH]

Common Name

English

OXYBENZONE [HSDB]

Common Name

English

NSC-7778

Code

English

OXYBENZONE [ORANGE BOOK]

Common Name

English

UVINUL 40

Brand Name

English

OXYBENZONE [USAN]

Common Name

English

2-Hydroxy-4-methoxybenzophenone

Systematic Name

English

TINOSORB B 3

Common Name

English

OXYBENZONE [VANDF]

Common Name

English

Classification Tree Code System Code

CFR

21 CFR 352.10