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Oxybenzone

CAT: 0804-HY-A0067-02Size: 10 mM - 1 mLDry Ice: NoHazardous: No
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CAT#:0804-HY-A0067-02Size:10 mM - 1 mL
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
Oxybenzone (Benzophenone 3) is a commonly used UV filter in sun tans and skin protectants. Oxybenzone act as endocrine disrupting chemicals (EDCs) and can pass through the placental and blood-brain barriers. Benzophenone-3 impairs autophagy, alters epigenetic status, and disrupts retinoid X receptor signaling in apoptotic neuronal cells[1][2][3].
CAS Number
131-57-7
Product Name Alternative
Benzophenone 3
UNSPSC
12352005
Hazard Statement
H400, H411
Target
Apoptosis; Autophagy; RAR/RXR
Type
Reference compound
Related Pathways
Apoptosis; Autophagy; Metabolic Enzyme/Protease; Vitamin D Related/Nuclear Receptor
Field of Research
Neurological Disease
Assay Protocol
https://www.medchemexpress.com/Oxybenzone.html
Purity
99.94
Solubility
DMSO : 100 mg/mL (ultrasonic) |H2O : < 0.1 mg/mL
Smiles
O=C(C1=CC=C(OC)C=C1O)C2=CC=CC=C2
Molecular Formula
C14H12O3
Molecular Weight
228.25
Precautions
H400, H411
References & Citations
[2]DiNardo JC, et al. Can oxybenzone cause Hirschsprung's disease?. Reprod Toxicol. 2019;86:98-100.|[3]Wnuk A, et al. Benzophenone-3 Impairs Autophagy, Alters Epigenetic Status, and Disrupts Retinoid X Receptor Signaling in Apoptotic Neuronal Cells. Mol Neurobiol. 2018;55 (6) :5059-5074.|[4]Wnuk A, et al. Prenatal exposure to benzophenone-3 (BP-3) induces apoptosis, disrupts estrogen receptor expression and alters the epigenetic status of mouse neurons. J Steroid Biochem Mol Biol. 2018;182:106-118.|[1]Wnuk A, et al. Prenatal exposure to benzophenone-3 (BP-3) induces apoptosis, disrupts estrogen receptor expression and alters the epigenetic status of mouse neurons. J Steroid Biochem Mol Biol. 2018;182:106-118.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
Launched

Chemical Information

2-Hydroxy-4-methoxybenzophenone

Oxybenzone is a hydroxybenzophenone that is benzophenone which is substituted at the 2- and 4-positions of one of the benzene rings by hydroxy and methoxy groups respectively. It has a role as a xenobiotic, a dermatologic drug, a protective agent, an ultraviolet filter and an environmental contaminant. It is a hydroxybenzophenone and a monomethoxybenzene.

CAS Number131-57-7
PubChem CID4632
IUPAC Name(2-hydroxy-4-methoxyphenyl)-phenylmethanone
Molecular FormulaC14H12O3
Molecular Weight228.24
XLogP3.6
Topological Polar Surface Area46.5
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count3
Heavy Atom Count17
Formal Charge0
Complexity258
SMILES
COC1=CC(=C(C=C1)C(=O)C2=CC=CC=C2)O
InChI
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
InChIKey
DXGLGDHPHMLXJC-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of 2-Hydroxy-4-methoxybenzophenone
CAS: 131-57-7
CID: 4632
Formula: C14H12O3
MW: 228.24
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight228.24
XLogP33.6
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count3
Exact Mass228.078644241
Monoisotopic Mass228.078644241
Topological Polar Surface Area46.5 Ų
Heavy Atom Count17
Formal Charge0
Complexity258
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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