2-hydroxy-4-methoxy-benzophenone

Synonyms: "oxybenzone", "2-hydroxy-4-methoxybenzophenone", "benzophenone-3", "4-methoxy-2-hydroxybenzophenone", "oxybenzon", "anuvex", "chimassorb 90"

Source: 2-hydroxy-4-methoxy-benzophenone is used in sunscreen lotions, creams, milks and oils. It may also be found in cosmetics, such as lipsticks, deodorants, self-tanning creams, blemish sticks and creams, moisturizers, anti-wrinkle eye creams, facial creams, body lotions, hand lotions, and hair care products such as conditioners, hair sprays and styling gels.

Identifiers:

IUPAC Name: (2-hydroxy-4-methoxyphenyl)-phenylmethanone
CAS Number: 131-57-7
PubChem ID: 4632
InChiKey: DXGLGDHPHMLXJC-UHFFFAOYSA-N
Canonical SMILES: COC1=CC(=C(C=C1)C(=O)C2=CC=CC=C2)O

Structural Properties:

Molecular Formula: C14H12O3
Molecular Weight: 228,2433

Pharmacophore Features:

Number of bond donors: 1
Number of bond acceptors: 3
Number of atoms different from hydrogen: 17

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Toxicological Information

ACToR (Aggregated Computational Toxicology Resource)

HSDB (Hazardous Substances Data Bank)

CCRIS (Chemical Carcinogenesis Research Information System)

CTD (Comparative Toxicogenomics Database)

Evidence Supporting This Chemical as an Endocrine Disruptor
TEDX List of Potential Endocrine Disruptors


Jannesson L, Birkhed D, Scherl D, Gaffar A, Renvert S. 2004. Effect of oxybenzone on PGE2-production in vitro and on plaque and gingivitis in vivo. J Clin Periodontol 31(2):91-94.
Ma RS, Cotton B, Lichtensteiger W, Schlumpf M. 2003. UV filters with antagonistic action at androgen receptors in the MDA-kb2 cell transcriptional-activation assay. Toxicol Sci 74(1):43-50.
Schlecht C, Klammer H, Jarry H, Wuttke W. 2004. 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 I (ERR1) and the aryl hydrocarbon receptor (AhR) in adult ovariectomized rats. Toxicology 205(1-2):123-130.
Schlumpf M, Cotton B, Conscience M, Haller V, Steinmann B, Lichtensteiger W. 2001. In vitro and in vivo estrogenicity of UV screens. Environ Health Perspect 109(3):239-244.
Schreurs RH, Sonneveld E, Jansen JH, Seinen W, van der Burg B. 2005. Interaction of polycyclic musks and UV filters with the estrogen receptor (ER), androgen receptor (AR), and progesterone receptor (PR) in reporter gene bioassays. Toxicol Sci 83(2):264-272.

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