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Ecamsule disodium

Cat No.:V68702 Purity: ≥98%
Ecamsule disodium is a broad spectrum UVA sunscreen agent that may be utilized in sunscreen products.
Ecamsule disodium
Ecamsule disodium Chemical Structure CAS No.: 90458-75-6
Product category: Biochemical Assay Reagents
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
Ecamsule disodium is a broad spectrum UVA sunscreen agent that may be utilized in sunscreen products. Ecamsule disodium reduces biological damage caused by solar radiation, such as the formation of pyrimidine dimers, the accumulation of p53 protein or the expression of collagenase 2.
Ecamsule disodium (CAS 90458-75-6) is the sodium salt form of Ecamsule with molecular formula C₂₈H₃₂Na₂O₈S₂ and molecular weight 606.7 g/mol. It is widely recognized for its use as an active ingredient in sunscreens, providing broad-spectrum protection against ultraviolet A (UVA) rays.
Biological Activity I Assay Protocols (From Reference)
Targets
Ecamsule disodium functions as a sunscreen agent by absorbing ultraviolet (UV) radiation, specifically UVA rays. It reduces biological damage caused by solar radiation, such as the formation of pyrimidine dimers, the accumulation of p53 protein, or the expression of collagenase 2. It is known for its excellent photostability and water solubility.
ln Vitro
The greatest absorption of EcamsuLe, a broad spectrum UVA absorber, is measured at 344 nm [1]. The sensitivity of wild-type Fibs E6/E7 cells to EcamsuLe treatment (200–1600 μM) is higher [1]. EcamsuLe inhibits ROS production that is produced by UV and AAPH [1]. This impact is dose-dependent; in a UV environment, the largest reduction in ROS occurs at 1600 μM, the highest tested concentration. Both the basal level and the oxidative stress brought on by AAPH decreased by 16.9% and 10.8%, respectively, at the same concentration [1]. When ecamsuLe is applied at the maximum dose of 1600 μM, it boosts viability in AAPH-treated cells [1].
In vitro, ecamsule disodium is evaluated for its UV absorption properties and photostability. The compound's ability to absorb UVA radiation is measured using UV-Vis spectrophotometry. It is also tested for its ability to protect skin cells from UV-induced damage in cell culture models, such as reducing the formation of pyrimidine dimers and the accumulation of p53 protein.
ln Vivo
In vivo, ecamsule disodium is used topically in sunscreens to provide photoprotection against UVA radiation. When applied to the skin, it absorbs UVA rays and prevents them from penetrating the skin, thereby reducing the risk of sunburn, premature skin aging, and skin cancer. It is an active ingredient in sunscreens that protects the skin from sunburn and erythema.
Enzyme Assay
For in vitro UV absorption assays, ecamsule disodium is evaluated for its ability to absorb UVA radiation. Standard protocols involve dissolving the compound in an appropriate solvent and measuring the UV-Vis absorption spectrum using a spectrophotometer. The compound's photostability is assessed by exposing it to UV radiation and monitoring changes in absorption over time.
Cell Assay
For in vitro cell-based experiments, ecamsule disodium can be evaluated for its photoprotective effects on skin cells. Cells such as human keratinocytes are treated with the compound prior to UVA irradiation. UV-induced DNA damage (pyrimidine dimers) and protein expression (p53, collagenase 2) are measured to assess the compound's protective effects.
Animal Protocol
In vivo animal studies for ecamsule disodium are typically conducted in animal models to evaluate its photoprotective efficacy and safety. Standard protocols involve applying the compound topically to the skin of rodents and exposing them to UVA radiation. The extent of UV-induced erythema, edema, and skin thickening is measured.
ADME/Pharmacokinetics
Pharmacokinetic properties of ecamsule disodium are characterized in the context of topical application. When applied to the skin, a portion of the compound may be absorbed percutaneously. Systemic absorption is generally low, and the compound is not expected to accumulate in the body. Its water solubility influences its formulation and skin penetration characteristics.
Toxicity/Toxicokinetics
The safety of ecamsule disodium has been evaluated by regulatory agencies. The compound is approved for use as a sunscreen ingredient. It may cause skin irritation or allergic reactions in some individuals. Standard safety practices should be followed when handling the compound in research settings.
References

[1]. Contradictory effects of chemical filters in UV/ROS-stressed human keratinocyte and fibroblast cells. ALTEX. 2019;36(2):231-244.

[2]. A new ecamsule-containing SPF 40 sunscreen cream for the prevention of polymorphous light eruption: a double-blind, randomized, controlled study in maximized outdoor conditions. Cutis. 2009 Feb;83(2):95-103.

Additional Infomation
Ecamsule disodium (CAS 90458-75-6) is a sunscreen agent, not an FDA-approved pharmaceutical drug. Its primary application is as an active ingredient in sunscreens to provide broad-spectrum UVA protection.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C28H32NA2O8S2
Molecular Weight
606.66
Exact Mass
634.164
CAS #
90458-75-6
PubChem CID
77985954
Appearance
White to off-white solid powder
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
8
Rotatable Bond Count
4
Heavy Atom Count
40
Complexity
1200
Defined Atom Stereocenter Count
0
SMILES
CC1(C\\2CCC1(C(=O)/C2=C/C3=CC=C(C=C3)/C=C\\4/C5CCC(C4=O)(C5(C)C)CS(=O)(=O)[O-])CS(=O)(=O)[O-])C.[Na+].[Na+]
InChi Key
ABZNEHKRFLKURR-UHFFFAOYSA-L
InChi Code
InChI=1S/C28H34O8S2.2Na/c1-25(2)21-9-11-27(25,15-37(31,32)33)23(29)19(21)13-17-5-7-18(8-6-17)14-20-22-10-12-28(24(20)30,26(22,3)4)16-38(34,35)36;;/h5-8,13-14,21-22H,9-12,15-16H2,1-4H3,(H,31,32,33)(H,34,35,36);;/q;2*+1/p-2
Chemical Name
disodium;[3-[[4-[[7,7-dimethyl-3-oxo-4-(sulfonatomethyl)-2-bicyclo[2.2.1]heptanylidene]methyl]phenyl]methylidene]-7,7-dimethyl-2-oxo-1-bicyclo[2.2.1]heptanyl]methanesulfonate
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: Please store this product in a sealed and protected environment, 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)
H2O: 50 mg/mL (82.42 mM)
DMSO: 50 mg/mL (82.42 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (4.12 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (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 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (4.12 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (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 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.

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Solubility in Formulation 3: ≥ 2.5 mg/mL (4.12 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 1.6484 mL 8.2418 mL 16.4837 mL
5 mM 0.3297 mL 1.6484 mL 3.2967 mL
10 mM 0.1648 mL 0.8242 mL 1.6484 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)
  • Click the “Calculate” button
  • 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

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
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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.

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