DIOXYBENZONE

US Previously Marketed

First approved in 1966

Details

Stereochemistry	ACHIRAL
Molecular Formula	C14H12O4
Molecular Weight	244.2427
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=C(O)C=CC=C2

InChI

InChIKey=MEZZCSHVIGVWFI-UHFFFAOYSA-N

InChI=1S/C14H12O4/c1-18-9-6-7-11(13(16)8-9)14(17)10-4-2-3-5-12(10)15/h2-8,15-16H,1H3

HIDE SMILES / InChI

Molecular Formula	C14H12O4
Molecular Weight	244.2427
Charge	0
Count

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

Description
Sources: http://dermapproved.com/active-ingredients/dioxybenzone
Curator's Comment: Description was created based on several sources, including http://www.ncbi.nlm.nih.gov/pubmed/5569329 and http://www.sun-protection-and-products-guide.com/sunscreen-ingredients.html

Dioxybenzone (benzophenone-8) is an organic compound used in sunscreen to block UVB and short-wave UVA rays. It is a derivative of benzophenone. It is insoluble in water, which lends to the ‘waterproof’ claims that sunscreens make. It’s approved for use in the US at a concentration of 3%.

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Sunburn 84 Sources: http://www.accessdata.fda.gov/scripts/cdrh/cfdocs/cfcfr/CFRSearch.cfm?fr=352.50	Preventing		Approved 8429	Dioxybenzone Approved Use Dioxybenzone (benzophenone-8) is an organic compound used in sunscreen to block UVB and UVA rays. Launch Date 1999

Sourcing

Vendor/Aggregator	ID	URL
001 Chemical	DY517088	https://www.001chemical.com/chem/131-53-3
3B Scientific (Wuhan) Corp	3B3-033683	http://www.3bsc.com/index/pro_info.php?id=55548
AA Blocks	AA000V7G	http://www.aablocks.com/goods/Goods/detail?id=AA000V7G
AHH Chemical co.,ltd	MT-30925	http://www.ahhchemical.com/product/MT-30925.html
AK Scientific, Inc. (AKSCI)	K820	http://www.aksci.com/item_detail.php?cat=K820
Aaron Chemicals	AR000VZ8	http://www.aaronchem.com/131-53-3
AbMole Bioscience	M5359	http://www.abmole.com/products/2-2-dihydroxy-4-methoxybenzophenone.html
Acadechem	ACDS-034026	http://www.acadechemical.com/product/108725
Achemica	ACMC-209bn4	http://www.achemica.com/prodinfo/?id=122037
Achemo Scientific Limited	AC-28179	http://www.achemo.com/search/?Keyword=131-53-3
Achemtek	0104-013653	http://www.achemtek.com/131-53-3
Acorn PharmaTech	ACN-038098	http://www.acornpharmatech.com/
Alfa Chemistry	ACM131533-1	https://materials.alfachemic.com/product/2-2-dihydroxy-4-methoxybenzophenone-cas-131-53-3-336164.html
Alfa Chemistry	ACM131533-2	https://materials.alfachemic.com/product/dioxybenzone-cas-131-53-3-337896.html
Alfa Chemistry	AP131533	https://reagents.alfa-chemistry.com/product/dioxybenzone-cas-131-53-3-3780.html
Alfa Chemistry	131-53-3	https://www.alfa-chemistry.com/2-2-dihydroxy-4-methoxybenzophenone-cas-131-53-3-item-283244.htm
Angel Pharmatech	AG307163	http://www.angelpharmatech.com/131-53-3.html
Angene	AGN-PC-0JK8M5	http://www.angenechemical.com/productshow/AGN-PC-0JK8M5.html
Anward	ANW-19358	http://www.anward.com/pro_result/8630
Avantor Inc	700004-140	https://us.vwr.com/store/product/21572816/2-2-dihydroxy-4-methoxybenzophenone
Avantor Inc	700004-142	https://us.vwr.com/store/product/21572816/2-2-dihydroxy-4-methoxybenzophenone
BLD Pharm	BD64469	http://www.bldpharm.com/products/131-53-3.html
BioSynth	J-506801	https://www.biosynth.com/en/products/all-products/products/J-506801.html
BioSynth	W-108331	https://www.biosynth.com/en/products/chemical-intermediates/advanced-intermediates/products/W-108331.html
Chem Scene	CS-4451	http://www.chemscene.com/131-53-3.html
ChemMol	49415843	http://www.chemmol.com/chemmol/49415843.html
Chemspace	CSSB00000067760	https://chem-space.com/CSSB00000067760
Clearsynth	CS-T-20815	https://www.clearsynth.com/en/CST20815.html
DC Chemicals	DC10243	http://www.dcchemicals.com/product_show-2_2_Dihydroxy_4_methoxybenzophenone.html
Finetech	FT-0609243	http://www.finetechnology-ind.com/prod/detail/pub/131-53-3.html
Hairui	HR131648	http://www.hairuichem.com/en/product/131-53-3.html
Lab Network	LN00193034	https://labnetwork.com/frontend-app/p/#!/moleculedetails/LN00193034
MedChem Express	HY-B0966	https://www.medchemexpress.com/Dioxybenzone.html
Molcore	MC517088	https://www.molcore.com/product/131-53-3
MuseChem	I001213	https://www.musechem.com/product/I001213.html
Selleck Chemicals	S4607	http://www.selleckchem.com/products/2-2-dihydroxy-4-methoxybenzophenone.html
Sigma-Aldrich	323578_ALDRICH	https://www.sigmaaldrich.com/catalog/product/aldrich/323578?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Sigma-Aldrich	92841_SIAL	https://www.sigmaaldrich.com/catalog/product/sial/92841?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Sigma-Aldrich	1214004_USP	https://www.sigmaaldrich.com/catalog/product/usp/1214004?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Sinfoo Biotech	S018369	http://www.sinfoobiotech.com/product/1021767
Smolecule	S748813	https://www.smolecule.com/products/s748813
TCI (Tokyo Chemical Industry)	D0586	http://www.tcichemicals.com/eshop/en/us/commodity/D0586/index.html
THE BioTek	bt-253206	https://www.thebiotek.com/product/inhibitors/bt-253206
VladaChem	VL267693-100G	https://www.vladachem.com/product.php?products=131-53-3
Yuhao Chemical	LQ0576	http://www.chemyuhao.com/131-53-3.html
abcr GmbH	AB141856	http://www.abcr.com/shop/en/AB141856
mcule	MCULE-2204733956	https://mcule.com/MCULE-2204733956/

PubMed

Title	Date	PubMed
Structure-activity relationships for a large diverse set of natural, synthetic, and environmental estrogens.	2001 Mar	11258977
[Estrogenic activity of ultraviolet absorbers and the related compounds].	2005 Aug	16079615
Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.	2006 Nov	16497524
Sensitive determination of salicylate and benzophenone type UV filters in water samples using solid-phase microextraction, derivatization and gas chromatography tandem mass spectrometry.	2009 Apr 6	19298877
Determination of hydroxylated benzophenone UV filters in sea water samples by dispersive liquid-liquid microextraction followed by gas chromatography-mass spectrometry.	2010 Jul 16	20557889
Rat α-Fetoprotein binding affinities of a large set of structurally diverse chemicals elucidated the relationships between structures and binding affinities.	2012 Nov 19	23013281
Human sex hormone-binding globulin binding affinities of 125 structurally diverse chemicals and comparison with their binding to androgen receptor, estrogen receptor, and α-fetoprotein.	2015 Feb	25349334

Patents

Sample Use Guides

In Vivo Use Guide

The dose used in FDA sunscreen testing is 2 mg/cm2 of exposed skin. Sunscreen should be applied one-half hour before going outside, giving the skin time to absorb it. It should be reapplied at least every two hours outdoors, and immediately after swimming or heavy sweating. At least one ounce (two tablespoons) is needed to cover the entire body surface.

Route of Administration: Topical

In Vitro Use Guide

To clarify the photoreactivity of Dioxybenzone, the ROS assay was undertaken with the use of Dioxybenzone at 200 uM

Substance Class	Chemical Created by `admin` on `Sat Dec 16 16:43:42 GMT 2023` Edited by `admin` on `Sat Dec 16 16:43:42 GMT 2023`
Record UNII	B762XZ551X
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

DIOXYBENZONE

Official Name

English

BENZOPHENONE-8

Official Name

English

DIOXYBENZONE [MART.]

Common Name

English

DIOXYBENZONE [USP-RS]

Common Name

English

METHANONE, (2-HYDROXY-4-METHOXYPHENYL)(2-HYDROXYPHENYL)-

Systematic Name

English

2,2'-DIHYDROXY-4-METHOXYBENZOPHENONE

Systematic Name

English

SPECTRA-SORB UV 24

Brand Name

English

DIOXYBENZONE [USP MONOGRAPH]

Common Name

English

DIOXYBENZONE [MI]

Common Name

English

Dioxybenzone [WHO-DD]

Common Name

English

NSC-56769

Code

English

DIOXYBENZONE [VANDF]

Common Name

English

dioxybenzone [INN]

Common Name

English

DIOXYBENZONE [USAN]

Common Name

English

BENZOPHENONE-8 [INCI]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C851