Avobenzone (BF2AVB)

Alias: HSDB 7423; HSDB-7423; HSDB7423; Avobenzone; Avobenzonum; Parsol1789; Parsol-1789; Parsol 1789
Cat No.:V2047 Purity: ≥98%
AZD9496 is a novel, potent, orally bioavailable, and selective estrogen receptor (ERα) downregulator and antagonist with an IC50 of 0.28 nM and a Ki of 0.7 nM. AZD9496 showed pmol/L equipotent binding to both ERα and ERβ isoforms.
Avobenzone (BF2AVB) Chemical Structure CAS No.: 70356-09-1
Product category: ERR
This product is for research use only, not for human use. We do not sell to patients.
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Purity & Quality Control Documentation

Purity: ≥98%

Product Description

Avobenzone (also known as Butyl methoxydibenzoylmethane, BF2AVB) is a dibenzoylmethane derivative that is oil soluble and frequently used in sunscreen products to absorb UVA rays. When combined with mineral UV absorbers like zinc oxide and titanium dioxide, it can degrade more quickly in light; however, this reaction can be mitigated with the proper coating of the mineral particles. To increase the stability of avobenzone, manganese-doped titanium dioxide might be preferable to undoped titanium dioxide. It creates colorful complexes when it reacts with minerals. A chelator is advised by avobenzone manufacturers such as DSM to stop this from occurring. Additionally, they advise against adding heavy metals, PABA and PABA esters, formaldehyde donors, iron and ferric salts, and heavy metals.

Biological Activity I Assay Protocols (From Reference)
ln Vitro
Avobenzone (EC50=14.1 μM) encourages adipogenesis in hBM-MSCs significantly, with obesogenic chemicals serving as the positive control. During adipogenesis in hBM-MSCs, avobenzone (10 μM) significantly upregulates PPARγ mRNA levels[2].
Avobenzone (1-50 μM; 48 hours) inhibits human trophoblast cells' ability to proliferate[3].
Avobenzone (1-50 μM; 48 hours) brings HTR8/SVneo cells to apoptosis[3].
Avobenzone only demonstrates weak AR antagonistic and ERa agonism[4].
References

[1]. A new insight into the photochemistry of avobenzone in gas phase and acetonitrile from ab initio calculations. Phys Chem Chem Phys. 2016;18(32):22168-22178.

[2]. A long-wave UVA filter avobenzone induces obesogenic phenotypes in normal human epidermal keratinocytes and mesenchymal stem cells. Arch Toxicol. 2019;93(7):1903-1915.

[3]. Avobenzone suppresses proliferative activity of human trophoblast cells and induces apoptosis mediated by mitochondrial disruption. Reprod Toxicol. 2018;81:50-57.

[4]. 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. 2005;83(2):264-272.

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C20H22O3
Molecular Weight
310.39
Exact Mass
310.16
Elemental Analysis
C, 77.39; H, 7.14; O, 15.46
CAS #
70356-09-1
Related CAS #
Avobenzone-13C,d3
Appearance
White to light yellow crystalline powder
SMILES
CC(C)(C)C1=CC=C(C=C1)C(=O)CC(=O)C2=CC=C(C=C2)OC
InChi Key
XNEFYCZVKIDDMS-UHFFFAOYSA-N
InChi Code
InChI=1S/C20H22O3/c1-20(2,3)16-9-5-14(6-10-16)18(21)13-19(22)15-7-11-17(23-4)12-8-15/h5-12H,13H2,1-4H3
Chemical Name
1-(4-tert-butylphenyl)-3-(4-methoxyphenyl)propane-1,3-dione
Synonyms
HSDB 7423; HSDB-7423; HSDB7423; Avobenzone; Avobenzonum; Parsol1789; Parsol-1789; Parsol 1789
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: (1) .This product requires protection from light (avoid light exposure) during transportation and storage.  (2). Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO: ~62 mg/mL (~199.7 mM)
Water: <1 mg/mL
Ethanol: ~9 mg/mL (~29 mM)
Solubility (In Vivo)
Solubility in Formulation 1: 2.5 mg/mL (8.05 mM) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), suspension solution; with sonication.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (8.05 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.2218 mL 16.1088 mL 32.2175 mL
5 mM 0.6444 mL 3.2218 mL 6.4435 mL
10 mM 0.3222 mL 1.6109 mL 3.2218 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
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  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
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  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

Clinical Trial Information
NCT Number Recruitment interventions Conditions Sponsor/Collaborators Start Date Phases
NCT05865431 Completed Drug: Zinc Oxide and Avobenzone Sun Damaged Skin University of California, Davis March 17, 2017 Not Applicable
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