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
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
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
PubMed
| Title | Date | PubMed |
|---|---|---|
| Contact and photocontact allergy to ketoprofen. The Belgian experience. | 2004 Apr |
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| Liquid chromatographic assay for common sunscreen agents: application to in vivo assessment of skin penetration and systemic absorption in human volunteers. | 2004 Apr 25 |
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| Effects of estradiol, benzophenone-2 and benzophenone-3 on the expression pattern of the estrogen receptors (ER) alpha and beta, the estrogen receptor-related receptor 1 (ERR1) and the aryl hydrocarbon receptor (AhR) in adult ovariectomized rats. | 2004 Dec 1 |
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| Recrystallization in different sunscreen formulations after cutaneous application. | 2004 Jul |
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| 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 |
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| [First derivative spetrophotometric direct determination of 2-hydroxy-4-methoxybenzo phenone in polyester resin by computer assistant]. | 2004 Jun |
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| In-vitro permeation of the insect repellent N,N-diethyl-m-toluamide (DEET) and the sunscreen oxybenzone. | 2004 May |
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| Occurrence of UV filter compounds from sunscreens in surface waters: regional mass balance in two Swiss lakes. | 2004 May |
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| [Estrogenic activity of ultraviolet absorbers and the related compounds]. | 2005 Aug |
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| Simultaneous analysis of insect repellent DEET, sunscreen oxybenzone and five relevant metabolites by reversed-phase HPLC with UV detection: application to an in vivo study in a piglet model. | 2005 Aug 5 |
|
| Interaction of polycyclic musks and UV filters with the estrogen receptor (ER), androgen receptor (AR), and progesterone receptor (PR) in reporter gene bioassays. | 2005 Feb |
|
| Occurrence of some organic UV filters in wastewater, in surface waters, and in fish from Swiss Lakes. | 2005 Feb 15 |
|
| Estrogenic activity of cosmetic components in reporter cell lines: parabens, UV screens, and musks. | 2005 Feb 27 |
|
| Sunscreen penetration of human skin and related keratinocyte toxicity after topical application. | 2005 Jul-Aug |
|
| In vitro evaluation of concurrent use of commercially available insect repellent and sunscreen preparations. | 2005 Jun |
|
| The effect of packaging materials on the stability of sunscreen emulsions. | 2005 Jun 13 |
|
| Assay of common sunscreen agents in suncare products by high-performance liquid chromatography on a cyanopropyl-bonded silica column. | 2005 Jun 15 |
|
| Unexpected photolysis of the sunscreen octinoxate in the presence of the sunscreen avobenzone. | 2005 Mar-Apr |
|
| In vivo bioassay-guided fractionation of marine sediment extracts from the Southern California Bight, USA, for estrogenic activity. | 2005 Nov |
|
| Separation via flotation, spectrophotometric speciation, and determination of vanadium(IV) in wastes of power stations. | 2005 Nov |
|
| Fading of artificial hair color and its prevention by photofilters. | 2005 Nov-Dec |
|
| Sunscreens - which and what for? | 2005 Nov-Dec |
|
| 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 |
|
| Additive estrogenic effects of mixtures of frequently used UV filters on pS2-gene transcription in MCF-7 cells. | 2005 Oct 15 |
|
| Photoallergic and allergic reaction to 2-hydroxy-4-methoxybenzophenone (sunscreen) and allergy to cetyl alcohol in cosmetic cream. | 2005 Sep |
|
| Screening for androgen receptor activities in 253 industrial chemicals by in vitro reporter gene assays using AR-EcoScreen cells. | 2005 Sep |
|
| Bioactive constituents from Chinese natural medicines. XVII. constituents with radical scavenging effect and new glucosyloxybenzyl 2-isobutylmalates from Gymnadenia conopsea. | 2006 Apr |
|
| Estrogenic activities of chemicals related to food contact plastics and rubbers tested by the yeast two-hybrid assay. | 2006 Apr |
|
| Comparison of in vitro and in vivo estrogenic activity of UV filters in fish. | 2006 Apr |
|
| Causal agents of photoallergic contact dermatitis diagnosed in the national institute of dermatology of Colombia. | 2006 Aug |
|
| Parabens as urinary biomarkers of exposure in humans. | 2006 Dec |
|
| Endocrine disruptors and rat adrenocortical function: studies on freshly dispersed and cultured cells. | 2006 Dec |
|
| 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 |
|
| Percutaneous absorption of the sunscreen benzophenone-3 after repeated whole-body applications, with and without ultraviolet irradiation. | 2006 Feb |
|
| Influence of complexation with cyclodextrins on photo-induced free radical production by the common sunscreen agents octyl-dimethylaminobenzoate and octyl-methoxycinnamate. | 2006 Jan |
|
| Evaluation of the photostability of different UV filter combinations in a sunscreen. | 2006 Jan 13 |
|
| Photoallergic contact cheilitis due to oxybenzone found in a lip cosmetic. | 2006 Jul |
|
| Activity related to the carcinogenicity of plastic additives in the benzophenone group. | 2006 Jun 1 |
|
| Photocontact allergy to oxybenzone and contact allergy to lignocaine and prilocaine. | 2006 Mar |
|
| Photoallergic contact dermatitis from ketoprofen in southern Sweden. | 2006 Mar |
|
| In vitro permeation of repellent DEET and sunscreen oxybenzone across three artificial membranes. | 2006 Mar 9 |
|
| A validated method for the determination of traces of UV filters in fish using LC-MS/MS. | 2006 Nov |
|
| Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods. | 2006 Nov |
|
| Photopatch testing of 1155 patients: results of the U.K. multicentre photopatch study group. | 2006 Oct |
|
| 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 |
|
| Sunscreen enhancement of UV-induced reactive oxygen species in the skin. | 2006 Oct 15 |
|
| Simultaneous determination of benzophenone-type UV filters in water and soil by gas chromatography-mass spectrometry. | 2006 Oct 27 |
|
| Preparation and characterization of oxybenzone-loaded gelatin microspheres for enhancement of sunscreening efficacy. | 2006 Sep-Oct |
|
| Determination of UV filters and antimicrobial agents in environmental water samples. | 2007 Feb |
|
| Quantification of organic eluates from polymerized resin-based dental restorative materials by use of GC/MS. | 2007 May 1 |
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| Classification Tree | Code System | Code | ||
|---|---|---|---|---|
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CFR |
21 CFR 352.10
Created by
admin on Wed Jul 05 22:47:31 UTC 2023 , Edited by admin on Wed Jul 05 22:47:31 UTC 2023
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EPA PESTICIDE CODE |
691
Created by
admin on Wed Jul 05 22:47:31 UTC 2023 , Edited by admin on Wed Jul 05 22:47:31 UTC 2023
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CFR |
21 CFR 352.20
Created by
admin on Wed Jul 05 22:47:31 UTC 2023 , Edited by admin on Wed Jul 05 22:47:31 UTC 2023
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FDA ORPHAN DRUG |
142401
Created by
admin on Wed Jul 05 22:47:31 UTC 2023 , Edited by admin on Wed Jul 05 22:47:31 UTC 2023
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NCI_THESAURUS |
C851
Created by
admin on Wed Jul 05 22:47:31 UTC 2023 , Edited by admin on Wed Jul 05 22:47:31 UTC 2023
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| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
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OXYBENZONE
Created by
admin on Wed Jul 05 22:47:31 UTC 2023 , Edited by admin on Wed Jul 05 22:47:31 UTC 2023
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32673
Created by
admin on Wed Jul 05 22:47:31 UTC 2023 , Edited by admin on Wed Jul 05 22:47:31 UTC 2023
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CHEMBL1625
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2096
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3412
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100000083280
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131-57-7
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DTXSID3022405
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7778
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SUB09556MIG
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DB01428
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admin on Wed Jul 05 22:47:31 UTC 2023 , Edited by admin on Wed Jul 05 22:47:31 UTC 2023
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1485001
Created by
admin on Wed Jul 05 22:47:31 UTC 2023 , Edited by admin on Wed Jul 05 22:47:31 UTC 2023
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C47646
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34283
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4503
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4632
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205-031-5
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95OOS7VE0Y
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95OOS7VE0Y
Created by
admin on Wed Jul 05 22:47:31 UTC 2023 , Edited by admin on Wed Jul 05 22:47:31 UTC 2023
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C005290
Created by
admin on Wed Jul 05 22:47:31 UTC 2023 , Edited by admin on Wed Jul 05 22:47:31 UTC 2023
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M8323
Created by
admin on Wed Jul 05 22:47:31 UTC 2023 , Edited by admin on Wed Jul 05 22:47:31 UTC 2023
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PRIMARY | Merck Index |
ACTIVE MOIETY
