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Cholesteryl behenate

Alias: Cholesteryl behenate; 61510-09-6; Cholesteryl docosanoate; Cholesterol, docosanoate; 22:0 Cholesteryl ester; .
Cat No.:V29910 Purity: ≥98%
Cholesteryl behenate is a cholesterol ester associated with the neutral core of the low-density lipoprotein receptor-LDL complex and is absorbed and hydrolyzed by lysosomes to release cholesterol.
Cholesteryl behenate
Cholesteryl behenate Chemical Structure CAS No.: 61510-09-6
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5mg
10mg
100mg
Other Sizes

Other Forms of Cholesteryl behenate:

  • Cholesterol myristate
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
Cholesteryl behenate is a cholesterol ester associated with the neutral core of the low-density lipoprotein receptor-LDL complex and is absorbed and hydrolyzed by lysosomes to release cholesterol.
Cholesteryl behenate (CAS#: 61510-09-6), also known as cholesteryl docosanoate, is a cholesterol ester formed by the formal condensation of cholesterol with behenic acid (docosanoic acid), a long-chain saturated fatty acid with 22 carbon atoms. Its molecular formula is C49H88O2 with a molecular weight of 709.22. This compound appears as a solid and is characterized by its ester functional group linking the sterol backbone of cholesterol to the fatty acid chain. Cholesteryl behenate is a naturally occurring lipid found in biological systems; it is classified as a mouse metabolite and is a component associated with the neutral core of low-density lipoprotein (LDL). In research, it is widely used as an analytical standard, particularly in electrospray ionization tandem mass spectrometry (ESI-MS/MS) for the quantification and analysis of cholesterol and cholesteryl esters. The compound is intended for laboratory research purposes only and is not approved for human or veterinary diagnostic or therapeutic use.
Cholesteryl behenate (CAS#: 61510-09-6) is a cholesterol ester formed from cholesterol and behenic acid (docosanoic acid), a long-chain saturated fatty acid. The compound has a molecular formula of C49H88O2 and a molecular weight of approximately 701.24. Cholesteryl behenate is a waxy, crystalline solid at room temperature and is used primarily in cosmetic and pharmaceutical formulations as an emollient, thickener, and structuring agent. It is also used as a component of lipid-based drug delivery systems and as a reference standard in lipid analysis. The compound is not a drug in the traditional sense but rather an excipient or formulation component used to modify the physical properties of pharmaceutical and cosmetic products.
Biological Activity I Assay Protocols (From Reference)
Targets
Cholesteryl behenate does not have a specific pharmacological target. As a cholesterol ester, it may interact with lipid membranes and lipid-binding proteins, but its primary use is as an excipient rather than as a therapeutic agent. The compound is used in formulations to modify rheological properties, improve stability, and provide a waxy texture. In lipid-based drug delivery systems, cholesteryl behenate can influence the release profile of encapsulated drugs. The compound may also be used as a reference standard for the identification and quantification of cholesterol esters in biological samples.
ln Vitro
No in vitro pharmacological activity data (such as enzyme inhibition, cell viability, or signaling pathway modulation) are available for cholesteryl behenate in the provided search results. The available information focuses on its role as a chemical standard and a structural lipid component, rather than its biological activity in cell-based assays.
In vitro studies on Cholesteryl behenate are limited, as the compound is primarily used as a formulation excipient. The compound's physical properties, including its melting point (approximately 70-75degC) and its compatibility with other formulation components, have been characterized. Cholesteryl behenate is used in the preparation of solid lipid nanoparticles and other lipid-based delivery systems, where it contributes to the formation of a stable lipid matrix. The compound's ability to modulate drug release from lipid formulations has been studied in vitro using dissolution testing.
ln Vivo
No in vivo pharmacological or efficacy data are available for cholesteryl behenate in the provided search results. The compound is not described as having therapeutic effects in animal models; its primary role in biological contexts is as a structural lipid component of lipoproteins.
In vivo studies on Cholesteryl behenate are limited, as the compound is used primarily as an excipient rather than as a therapeutic agent. When used in lipid-based drug delivery systems, the compound is metabolized like other lipids, with cholesterol and behenic acid being released and metabolized through normal lipid metabolic pathways. Cholesteryl behenate is generally recognized as safe for use in pharmaceutical and cosmetic products. The compound's in vivo behavior is primarily determined by the formulation in which it is incorporated rather than by the compound itself.
Enzyme Assay
In vitro enzyme/receptor binding assays are not applicable for Cholesteryl behenate, as the compound is not a drug targeting specific enzymes or receptors. However, the compound can be studied using lipid analysis techniques such as thin-layer chromatography (TLC), high-performance liquid chromatography (HPLC), and mass spectrometry to characterize its purity and composition. The compound's physical properties, including melting point and solubility, can be determined using standard analytical techniques. These analyses are important for ensuring the quality and consistency of the compound for use in formulations.
Cell Assay
Cellular assays for Cholesteryl behenate are not typically performed, as the compound is not a drug with direct cellular effects. However, the compound's effects on cell membranes and lipid metabolism can be studied in cell culture models. Cells are treated with cholesteryl behenate or with lipid nanoparticles containing the compound, and changes in cell viability, lipid uptake, and membrane fluidity are assessed. These studies help to evaluate the biocompatibility of the compound for use in drug delivery systems. However, detailed cell-based protocols for cholesteryl behenate are not widely published.
Animal Protocol
In vivo animal studies for Cholesteryl behenate are conducted as part of the safety evaluation of formulations containing the compound. The compound is administered orally, topically, or parenterally as part of a formulation, and its toxicity and pharmacokinetics are assessed. Standard toxicological studies include acute toxicity, repeat-dose toxicity, and local tolerance studies. The compound is generally well-tolerated and is considered safe for use in pharmaceutical and cosmetic products. Specific in vivo protocols depend on the intended route of administration and the formulation being evaluated.
ADME/Pharmacokinetics
No pharmacokinetic data (including absorption, distribution, metabolism, excretion, half-life, or oral bioavailability) are available for cholesteryl behenate as a pure compound in the provided search results. Biochemically, cholesterol esters like cholesteryl behenate are known to be taken up by cells via receptor-mediated endocytosis of LDL particles and are subsequently hydrolyzed within lysosomes by acid cholesteryl ester hydrolase to release free cholesterol. However, this describes the general metabolic fate of cholesteryl esters in the body rather than specific pharmacokinetic parameters for the pure compound.
Cholesteryl behenate is a waxy solid with a melting point of approximately 70-75degC. The compound is lipophilic and is practically insoluble in water but soluble in organic solvents such as chloroform, hexane, and warm oils. When administered as part of a lipid-based formulation, cholesteryl behenate is metabolized to cholesterol and behenic acid, which are then metabolized through normal lipid metabolic pathways. The compound is generally recognized as safe (GRAS) for use in pharmaceutical and cosmetic products. Detailed pharmacokinetic parameters for the compound itself are not relevant, as it is metabolized to its constituent components.
Toxicity/Toxicokinetics
Based on available safety data, cholesteryl behenate is classified as a non-hazardous substance. It is not listed as a carcinogen by NTP, IARC, OSHA, or ACGIH, and contains no chemicals known to the State of California to cause cancer, birth defects, or reproductive harm under Proposition 65. The compound does not require GHS hazard labeling and is not subject to SARA reporting requirements. During combustion, it may emit irritant fumes, and incompatible materials include strong acids/alkalis and strong oxidizing/reducing agents. Standard handling precautions include avoiding inhalation and contact with eyes and skin, using appropriate personal protective equipment, and ensuring adequate ventilation. The toxicological effects of this product have not been thoroughly studied. The compound is stable under recommended storage conditions (powder at -20°C for up to 3 years or 4°C for 2 years; in solvent at -80°C for 6 months or -20°C for 1 month).
Toxicological data for Cholesteryl behenate indicate that the compound is well-tolerated and has a favorable safety profile. Behenic acid, a component of cholesteryl behenate, is a common fatty acid found in many foods and is generally recognized as safe. Cholesterol is a normal constituent of the human body. The compound is used in pharmaceutical and cosmetic products at concentrations that are considered safe. No significant toxicity has been reported for cholesteryl behenate. The compound is not intended for therapeutic use and is used primarily as a formulation excipient.
References

[1]. Replacement of endogenous cholesteryl esters of low density lipoprotein with exogenous cholesteryl linoleate. Reconstitution of a biologically active lipoprotein particle. J Biol Chem. 1978 Jun 25;253(12):4093-101.

Additional Infomation
Behenicol ester is a cholesterol ester formed by the condensation of cholesterol and behenic acid. It plays a metabolic role in mice, and its function is related to docosanoic acid.
Cholesteryl behenate is a cholesterol ester used primarily as an excipient in pharmaceutical and cosmetic formulations. It functions as an emollient, thickener, and structuring agent, and is also used in lipid-based drug delivery systems. The compound has a molecular formula of C49H88O2 and a molecular weight of approximately 701.24. It is a waxy, crystalline solid at room temperature with a melting point of approximately 70-75degC. Cholesteryl behenate is generally recognized as safe (GRAS) and is approved for use in food, cosmetic, and pharmaceutical products. The compound is not a therapeutic agent and is not intended for direct pharmacological effects.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C49H88O2
Molecular Weight
709.22182
Exact Mass
708.678
CAS #
61510-09-6
Related CAS #
Cholesterol myristate;1989-52-2
PubChem CID
16061339
Appearance
White to off-white solid powder
Density
0.9±0.1 g/cm3
Boiling Point
711.0±39.0 °C at 760 mmHg
Flash Point
385.1±14.6 °C
Vapour Pressure
0.0±2.3 mmHg at 25°C
Index of Refraction
1.504
LogP
21.33
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
27
Heavy Atom Count
51
Complexity
996
Defined Atom Stereocenter Count
8
SMILES
CCCCCCCCCCCCCCCCCCCCCC(=O)O[C@H]1CC[C@@]2([C@H]3CC[C@]4([C@H]([C@@H]3CC=C2C1)CC[C@@H]4[C@H](C)CCCC(C)C)C)C
InChi Key
WBOQXYUYHINMOC-FTAWAYKBSA-N
InChi Code
InChI=1S/C49H88O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-29-47(50)51-42-34-36-48(5)41(38-42)30-31-43-45-33-32-44(40(4)28-26-27-39(2)3)49(45,6)37-35-46(43)48/h30,39-40,42-46H,7-29,31-38H2,1-6H3/t40-,42+,43+,44-,45+,46+,48+,49-/m1/s1
Chemical Name
[(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] docosanoate
Synonyms
Cholesteryl behenate; 61510-09-6; Cholesteryl docosanoate; Cholesterol, docosanoate; 22:0 Cholesteryl ester; .
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

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 : ~2 mg/mL (~2.82 mM)
Solubility (In Vivo)
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
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Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*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.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)


Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
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Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders


Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 1.4100 mL 7.0500 mL 14.1000 mL
5 mM 0.2820 mL 1.4100 mL 2.8200 mL
10 mM 0.1410 mL 0.7050 mL 1.4100 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:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
  • Calculate the Volume of solution required to dissolve a compound of known mass to a desired concentration
  • Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume
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)
  • Click the “Calculate” button
  • 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:
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  • 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.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • 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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