Chemical Property of Avobenzone
Chemical Property:
- Appearance/Colour:white powder
- Vapor Pressure:1.21E-08mmHg at 25°C
- Melting Point:81-84 °C
- Refractive Index:1.546
- Boiling Point:463.6 °C at 760 mmHg
- PKA:9.74±0.13(Predicted)
- Flash Point:203.1 °C
- PSA：43.37000
- Density:1.079 g/cm3
- LogP:4.44840
- Storage Temp.:Inert atmosphere,Room Temperature
- Solubility.:Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly, Heated, Sonicated)
- Water Solubility.:27μg/L at 20℃
- XLogP3:4.8
- Hydrogen Bond Donor Count:0
- Hydrogen Bond Acceptor Count:3
- Rotatable Bond Count:6
- Exact Mass:310.15689456
- Heavy Atom Count:23
- Complexity:405
- Purity/Quality:
-
99%, *data from raw suppliers
Avobenzone *data from reagent suppliers
Safty Information:
- Pictogram(s):
N
- Hazard Codes:N
- Statements:
50/53
- Safety Statements:
60-61
- MSDS Files:
-
SDS file from LookChem
Useful:
- Chemical Classes:Other Uses -> Sunscreens
- Canonical SMILES:CC(C)(C)C1=CC=C(C=C1)C(=O)CC(=O)C2=CC=C(C=C2)OC
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Description
Avobenzone is a full-spectrum ultraviolet A (UVA) blocker. It inhibits UVA-induced increases in melanin levels and tyrosinase activity in B16/F10 melanoma cells (IC30s = 21.94 and 24.25 μM, respectively). Avobenzone (30 μM) also inhibits UVA-induced production of reactive oxygen species (ROS) and 8-hydroxy-2''-deoxyguanosine (8-OH-dG; ), as well as inhibits UVA-induced depletion of glutathione (GSH; ), in B16/F10 cells. It increases nuclear translocation of nuclear factor erythroid 2-related factor 2 (Nrf2) and upregulates the antioxidant response element (ARE) in UVA-irradiated B16/F10 cells when used at at a concentration of 30 μM. Formulations containing avobenzone have been used as a sun protectant in sunscreen products.
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Uses
sedative, neurosedative A component of sunscreen that absorbs the full spectrum of UVA rays. avobenzone (BMDM, butyl methoxydibenzoylmethane) is a sun-A screen chemical that offers broad-range protection against uVA rays. It is associated with some photoinstability, which can be overcome in the overall sunscreen formulation. It is approved for use up to 3 percent in the united States and 5 percent in the european union. Avobenzone is noted to rarely be photosensitizing. Avobenzone provides strong absorption through a large portion of the UVA spectrum including the majority of the UVA I range with peak absorption at 360 nm. Photostability refers to the ability of a molecule to remain intact with irradiation. It is potentially a problem with all UV filters, but particularly with the use of avobenzone. This effect may degrade other sunscreens in a formulation including octyl methoxycinnamate. Octocrylene and some of the newer sunscreens including BEMT stabilized avobenzone. Non-UV filters such as diethylhexyl 2,6 naphthalate may also be used. These molecules function as triplet–triplet quenchers. Overall formulation with avobenzone is therefore particularly critical.
