| Size | Price | |
|---|---|---|
| Other Sizes |
| Targets |
Cholesta-3,5-diene does not have a well-defined specific biological target. It is an oxysterol, a class of molecules that act as non-genomic regulators of cholesterol homeostasis. Oxysterols can interact with liver X receptors (LXRs) and other lipid-sensing proteins, but this particular diene may have low affinity for these receptors.
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|---|---|
| ln Vitro |
In cell-free assays, Cholesta-3,5-diene can be used as a substrate to study cholesterol oxidation pathways. It is more hydrophobic than cholesterol and has distinct chromatographic properties, making it suitable as a standard in HPLC for the separation and quantification of sterols and their oxidation products in biological and food samples.
|
| ln Vivo |
There is no specific in vivo activity reported for this compound. As an oxysterol derived from cholesterol, it may be present in trace amounts in tissues and could influence cholesterol metabolism, but it is not administered as a pharmacological agent. Its presence is monitored as a marker of oxidative stress or lipid peroxidation.
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| Enzyme Assay |
There is no specific enzyme/receptor binding protocol for this compound. In analytical applications, a standard protocol involves preparing a stock solution of Cholesta-3,5-diene (1 mg/mL) in hexane or isooctane. The standard is injected into an HPLC system equipped with a UV detector (wavelength 235 nm) or a mass spectrometer for the quantification of cholesterol oxidation products in biological samples.
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| Cell Assay |
This compound is not used in cell culture experiments for functional studies. If used, it would be dissolved in organic solvents such as DMSO, ethanol, or hexane and added to cell culture medium at low concentrations (1-10 uM) to study its effects on cholesterol metabolism or cell membrane properties. However, its hydrophobicity limits its applicability.
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| Animal Protocol |
There is no standard in vivo protocol for this compound. It is not administered to animals as a test compound. For exposure studies, Cholesta-3,5-diene may be measured in tissue samples (liver, brain, plasma) from animals fed high-cholesterol diets or subjected to oxidative stress to assess its levels as a biomarker of lipid peroxidation and cholesterol oxidation.
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| ADME/Pharmacokinetics |
PK properties are not applicable as this compound is not used as a drug. It has extremely high lipophilicity (logP 8-9) and is essentially water-insoluble. It is soluble in non-polar organic solvents such as hexane, chloroform, and DMSO. It is stable under nitrogen but susceptible to further oxidation in air. Formulation for HPLC use is in organic solvents.
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| Toxicity/Toxicokinetics |
The toxicity of Cholesta-3,5-diene is low at typical analytical or research concentrations. As an oxidized cholesterol derivative, it may have cytotoxic properties at high concentrations, contributing to foam cell formation in atherosclerosis. However, it is generally considered a laboratory reagent with low acute toxicity. Standard safety precautions for handling organic compounds apply.
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| Additional Infomation |
Cholesterol-3,5-diene is a cholesterane compound. It has been reported that ladybugs contain cholesterol-3,5-diene, and relevant data are available for reference.
Cholesta-3,5-diene is used as a standard in high-performance liquid chromatography (HPLC) for the analysis of sterols and cholesterol oxidation products (oxysterols) in food, biological fluids, and tissues. Oxysterols are non-genomic regulators of cholesterol homeostasis. This compound is also studied in relation to atherosclerosis and neurodegenerative diseases. |
| Molecular Formula |
C27H44
|
|---|---|
| Molecular Weight |
368.64
|
| Exact Mass |
368.344
|
| CAS # |
747-90-0
|
| PubChem CID |
92835
|
| Appearance |
White to off-white solid powder
|
| Density |
0.95g/cm3
|
| Boiling Point |
458ºC at 760 mmHg
|
| Melting Point |
78-80ºC(lit.)
|
| Flash Point |
225.2ºC
|
| Index of Refraction |
1.524
|
| LogP |
8.193
|
| Hydrogen Bond Donor Count |
0
|
| Hydrogen Bond Acceptor Count |
0
|
| Rotatable Bond Count |
5
|
| Heavy Atom Count |
27
|
| Complexity |
595
|
| Defined Atom Stereocenter Count |
7
|
| SMILES |
C[C@H](CCCC(C)C)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CCC=C4)C)C
|
| InChi Key |
RLHIRZFWJBOHHD-HKQCOZBKSA-N
|
| InChi Code |
InChI=1S/C27H44/c1-19(2)9-8-10-20(3)23-14-15-24-22-13-12-21-11-6-7-17-26(21,4)25(22)16-18-27(23,24)5/h6,11-12,19-20,22-25H,7-10,13-18H2,1-5H3/t20-,22+,23-,24+,25+,26+,27-/m1/s1
|
| Chemical Name |
(8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,7,8,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthrene
|
| 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 (In Vitro) |
Ethanol: 2 mg/mL (5.43 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
Injection Formulation 1: DMSO : Tween 80： Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution → 50 μL Tween 80 → 850 μL Saline)(e.g. IP/IV/IM/SC) *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 : PEG300 ：Tween 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). View More
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)] 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). View More
Oral Formulation 3: Dissolved in PEG400 (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 2.7127 mL | 13.5634 mL | 27.1267 mL | |
| 5 mM | 0.5425 mL | 2.7127 mL | 5.4253 mL | |
| 10 mM | 0.2713 mL | 1.3563 mL | 2.7127 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.
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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