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5α-7,24-cholestadiene

Cat No.:V40853 Purity: ≥98%
5α-7,24-cholestadiene is an oxygenated derivatives of cholesterol (oxysterols) which present a remarkably diverse profile of biological activities, including effects on sphingolipid metabolism, platelet aggregation, apoptosis, protein prenylation, and cholesterol homeostasis.
5α-7,24-cholestadiene
5α-7,24-cholestadiene Chemical Structure CAS No.: 651-54-7
Product category: New3
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1mg
Other Sizes
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Product Description

5α-7,24-cholestadiene is an oxygenated derivatives of cholesterol (oxysterols) which present a remarkably diverse profile of biological activities, including effects on sphingolipid metabolism, platelet aggregation, apoptosis, protein prenylation, and cholesterol homeostasis.


5alpha-7,24-cholestadiene is a natural sterol derivative and an intermediate in the biosynthesis of cholesterol and other steroids. It is a polycyclic hydrocarbon with a double bond between positions 7 and 8 in the B ring, and a side chain at C-17 containing a double bond between positions 24 and 25. As a standard in analytical chemistry, it serves as a reference standard in gas chromatography (GC) and high-performance liquid chromatography (HPLC) for identifying or quantifying sterols in complex biological mixtures. It is also used in studies of lipid metabolism, membrane structure, and cholesterol biosynthesis pathways.
Biological Activity I Assay Protocols (From Reference)
Targets
Not applicable (biochemical reagent; interacts with lipid membranes).
ln Vitro
No specific pharmacological activity reported; 5alpha-7,24-cholestadiene is primarily a sterol standard. As an intermediate in cholesterol synthesis, it can be used to trace the mevalonate pathway in cells. Its double bond structure affects its behavior in lipid bilayers compared to saturated sterols, potentially influencing membrane fluidity and permeability.
ln Vivo
No specific in vivo activity reported; 5alpha-7,24-cholestadiene is typically used ex vivo to spike biological samples for analytical method validation. As a reference standard, it is not administered to animals for pharmacodynamic evaluation. Instead, its presence in tissues or food products is quantified after extraction and analysis by GC or LC-MS.
Enzyme Assay
Assay: Lipid extraction and GC analysis. Protocol: Biological samples (e.g., plasma, tissues, or food) are saponified to release sterols. Lipids are extracted using organic solvents (e.g., chloroform/methanol). The extract is derivatized (e.g., trimethylsilylation) to improve volatility. Samples are analyzed by GC with a DB-5 or similar capillary column and flame ionization detection (FID) or mass spectrometry (MS). Retention time and mass spectrum are compared to the authentic standard.
Cell Assay
No specific cell-based assays; 5alpha-7,24-cholestadiene is typically not used in cell culture experiments to study pharmacological effects. It is not used to treat cells for viability or functional assays. Instead, it is processed analytically: cells grown in culture are harvested, lipids are extracted, and the content of 5alpha-7,24-cholestadiene is quantified by GC-MS to evaluate sterol biosynthesis or metabolic flux.
Animal Protocol
No specific in vivo protocol; 5alpha-7,24-cholestadiene is not administered to animals as a therapeutic agent. It is used as an analytical standard to quantify sterol intermediates in biological samples. For in vivo studies, animals (e.g., rodents) may be fed a controlled diet, and tissues (liver, plasma) are collected post-mortem. Sterols are extracted and analyzed by GC-MS, with the compound used as an external standard to calibrate the instrument.
ADME/Pharmacokinetics
No specific PK data; 5alpha-7,24-cholestadiene is an endogenous intermediate and is not a drug candidate. In animal models, its concentration in plasma or tissues reflects cholesterol biosynthesis rather than exogenous administration. It is hydrophobic and would likely be incorporated into lipoproteins and transported in the bloodstream if administered exogenously, similar to cholesterol.
Toxicity/Toxicokinetics
No specific toxicity data; 5alpha-7,24-cholestadiene is an endogenous sterol that is a natural intermediate in the cholesterol synthesis pathway. At normal physiological concentrations, it is not toxic. When used as an analytical standard, it is handled in minimal quantities (mg-scale) and poses little risk. Standard laboratory safety precautions (gloves, eye protection) should be followed to avoid skin/eye contact.
References

[1]. Identification of cholesta-7,24-dien-3 beta-ol and desmosterol in hamster cauda epididymal spermatozoa. Lipids. 1989 Jul;24(7):662-4.

Additional Infomation
5α-Cholesterol-7,24-dien-3β-ol is a 3β-sterol. It is a metabolite in both mice and humans. It is derived from the hydrogenation of 5α-cholestane. Reports have indicated the detection of 5α-cholestane-7,24-dien-3β-ol in Homo sapiens, and relevant data are available for reference.
5alpha-7,24-cholestadiene (CAS#: 651-54-7) is a sterol standard. It is often used in combination with other sterol standards (e.g., cholesterol, desmosterol, lathosterol) to study the entire cholesterol biosynthesis pathway. The compound is not a drug and is not intended for human use. It is strictly a research reagent for analytical chemistry and lipid metabolism studies.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C27H44O
Molecular Weight
384.63766
Exact Mass
384.339
CAS #
651-54-7
PubChem CID
5459827
Appearance
White to off-white solid powder
Density
1g/cm3
Boiling Point
481.9ºC at 760 mmHg
Melting Point
147 - 151 °C
Flash Point
208.9ºC
Index of Refraction
1.535
LogP
7.308
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
1
Rotatable Bond Count
4
Heavy Atom Count
28
Complexity
641
Defined Atom Stereocenter Count
8
SMILES
C[C@H](CCC=C(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3C2=CC[C@@H]4[C@@]3(CC[C@@H](C4)O)C)C
InChi Key
PKEPPDGGTSZLBL-SKCNUYALSA-N
InChi Code
InChI=1S/C27H44O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h7,10,19-21,23-25,28H,6,8-9,11-17H2,1-5H3/t19-,20+,21+,23-,24+,25+,26+,27-/m1/s1
Chemical Name
(3S,5S,9R,10S,13R,14R,17R)-10,13-dimethyl-17-[(2R)-6-methylhept-5-en-2-yl]-2,3,4,5,6,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
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)
DMSO : ~1.43 mg/mL (~3.72 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 2.5998 mL 12.9992 mL 25.9983 mL
5 mM 0.5200 mL 2.5998 mL 5.1997 mL
10 mM 0.2600 mL 1.2999 mL 2.5998 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:
  • To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.
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.

  • 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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