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Fucosterol

Alias: 28-Isofucosterol Fucosterol
Cat No.:V20054 Purity: ≥98%
Fucosterol is a novel and potent inhibitor of antioxidant, antidiabetic, and anti-inflammatory
Fucosterol
Fucosterol Chemical Structure CAS No.: 17605-67-3
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
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Product Description

Fucosterol is a natural product isolated from E. stolonifera with antioxidant, antidiabetic, and anti-inflammatory, anti-adipogenic, and anti-cancer activities. Regulates adipogenesis via modulation of PPARαand C/EBPα expression.

Biological Activity I Assay Protocols (From Reference)
ln Vitro
In comparison to fully differentiated control adipocytes, fumasterol (0-50 μM; 7 days) inhibits the expression of C/EBPα and PPARα [1]. With IC50 values of 27.94 and 70.41 μg/ml, respectively, fumonisin is cytotoxic to T47D and HT29 cell lines[3]. With IC50 values of 185.4, 43.3, and 34.0 μg/ml, respectively, fumonisin inhibits the proliferation of HEK293, MCF-7, and SiHa cells [4].
ln Vivo
Oral treatment of 30 mg/kg of fumosterol significantly lowers serum glucose levels and prevents the build-up of sorbitol in the lens [2].
Cell Assay
Cell viability assay [1]
Cell Types: 3T3-L1 adipocyte
Tested Concentrations: 0 μM; 25 μM; 50 μM
Incubation Duration: 7 days
Experimental Results: Inhibition of PPARα and C/EBPα expression.
References

[1]. Anti-adipogenic activity of the edible brown alga Ecklonia stolonifera and its constituent fucosterol in 3T3-L1 adipocytes. Arch Pharm Res. 2014 Jun;37(6):713-20.

[2]. Anti-diabetic activities of fucosterol from Pelvetia siliquosa. Arch Pharm Res. 2004 Nov;27(11):1120-2.

[3]. Health benefit of fucosterol from marine algae: a review. J Sci Food Agric. 2016 Apr;96(6):1856-66.

[4]. Cytotoxicity of fucosterol containing fraction of marine algae against breast and colon carcinoma cell line. Pharmacogn Mag. 2012 Jan;8(29):60-4.

[5]. Cytotoxic and antiproliferative constituents from Dictyota ciliolata, Padina sanctae-crucis and Turbinaria tricostata. Pharm Biol. 2014 Oct;52(10):1244-8.

Additional Infomation
Isofucosterol is a 3beta-sterol consisting of stigmastan-3beta-ol with double bonds at positions 5 and 24(28). The double bond at postion 24(28) adopts a Z-configuration. It has a role as an animal metabolite, a plant metabolite, an algal metabolite and a marine metabolite. It is a 3beta-sterol, a 3beta-hydroxy-Delta(5)-steroid, a C29-steroid and a member of phytosterols. It derives from a hydride of a stigmastane.
Fucosterol has been reported in Equisetum arvense, Solanum tuberosum, and other organisms with data available.
See also: Fucosterol (annotation moved to).
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C29H48O
Molecular Weight
412.702
Exact Mass
412.371
CAS #
17605-67-3
PubChem CID
5281326
Appearance
White to off-white solid powder
Density
0.98 g/cm3
Boiling Point
504.2ºC at 760 mmHg
Melting Point
118-120ºC
Flash Point
220.3ºC
Vapour Pressure
2.8E-12mmHg at 25°C
Index of Refraction
1.53
LogP
7.944
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
1
Rotatable Bond Count
5
Heavy Atom Count
30
Complexity
687
Defined Atom Stereocenter Count
8
SMILES
C/C=C(/CC[C@@H](C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O)C)C)\C(C)C
InChi Key
OSELKOCHBMDKEJ-WGMIZEQOSA-N
InChi Code
InChI=1S/C29H48O/c1-7-21(19(2)3)9-8-20(4)25-12-13-26-24-11-10-22-18-23(30)14-16-28(22,5)27(24)15-17-29(25,26)6/h7,10,19-20,23-27,30H,8-9,11-18H2,1-6H3/b21-7-/t20-,23+,24+,25-,26+,27+,28+,29-/m1/s1
Chemical Name
(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(Z,2R)-5-propan-2-ylhept-5-en-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
Synonyms
28-Isofucosterol Fucosterol
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: This product requires protection from light (avoid light exposure) during transportation and storage.
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)
Ethanol : ~16.67 mg/mL (~40.39 mM)
DMSO :< 1 mg/mL
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 1.67 mg/mL (4.05 mM) (saturation unknown) in 10% EtOH + 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 16.7 mg/mL clear EtOH + stock solution to 900 μL of corn oil and mix well.

Solubility in Formulation 2: 10 mg/mL (24.23 mM) in Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution; Need ultrasonic and warming and heat to 45°C.

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Solubility in Formulation 3: 6.25 mg/mL (15.14 mM) in 17% Polyethylene glycol 12-hydroxystearate in Saline (add these co-solvents sequentially from left to right, and one by one), suspension solution; Need ultrasonic and warming and heat to 42°C.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.


 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.4231 mL 12.1153 mL 24.2307 mL
5 mM 0.4846 mL 2.4231 mL 4.8461 mL
10 mM 0.2423 mL 1.2115 mL 2.4231 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

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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  • The answer appears in the Volume (to add to vial) box
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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