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7α-Hydroxycholesterol

Cat No.:V40550 Purity: ≥98%
7α-Hydroxycholesterol is a cholesterol oxide formed from enzymatic and non-enzymatic oxidation.
7α-Hydroxycholesterol
7α-Hydroxycholesterol Chemical Structure CAS No.: 566-26-7
Product category: New2
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
1mg
5mg
10mg
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Product Description
7α-Hydroxycholesterol is a cholesterol oxide formed from enzymatic and non-enzymatic oxidation. 7α-Hydroxycholesterol can be used as a biomarker for lipid peroxidation.
7α-Hydroxycholesterol (CAS#: 566-26-7) is a cholesterol oxide formed from enzymatic and non-enzymatic oxidation of cholesterol. It is also known as 7α-hydroxy-cholesterol, 5-cholesten-3β,7α-diol, and an oxysterol. It can be used as a biomarker for lipid peroxidation. Its molecular formula is C27H46O2 with a molecular weight of 402.66 g/mol.
Biological Activity I Assay Protocols (From Reference)
Targets
7α-Hydroxycholesterol does not have a single pharmacological target; it is a cholesterol metabolite and oxysterol. Oxysterols are involved in various physiological and pathological processes including cholesterol homeostasis, inflammation, and cell signaling. 7α-Hydroxycholesterol is formed from cholesterol by enzymatic (CYP7A1) and non-enzymatic oxidation. It can be used as a biomarker for lipid peroxidation. Its biological effects are mediated through interactions with nuclear receptors and cell membranes.
ln Vitro
In vitro, 7α-Hydroxycholesterol is used as a research tool and biomarker in studies of cholesterol metabolism and oxidative stress. It is a cholesterol oxide that can be measured in biological samples to assess lipid peroxidation. Its activity is typically evaluated in cell culture models of oxidative stress and inflammation. However, specific potency data are not extensively reported in the available literature, as it is primarily a metabolite and biomarker rather than a drug.
ln Vivo
In vivo, 7α-Hydroxycholesterol is a naturally occurring oxysterol formed from cholesterol oxidation. It is involved in cholesterol metabolism and can be used as a biomarker for lipid peroxidation. Its levels in tissues and body fluids reflect oxidative stress status. As a metabolite, it is not administered as a therapeutic agent but measured as a metabolic marker. Specific in vivo data on its pharmacological effects are not extensively reported.
Enzyme Assay
Cell-free assays for 7α-Hydroxycholesterol involve its detection and quantification in biological samples. HPLC or LC-MS/MS methods are used to measure 7α-Hydroxycholesterol levels in plasma, tissues, or other samples. The compound serves as a reference standard for method development and validation. Its chemical identity is confirmed by comparison with authentic standards. These assays are used for studying cholesterol metabolism and oxidative stress.
Cell Assay
In vitro cellular assays for 7α-Hydroxycholesterol typically involve treating cells with the compound to study its effects on cholesterol metabolism and oxidative stress. Cells are treated with various concentrations of 7α-Hydroxycholesterol, and markers of oxidative stress and inflammation are measured. Cell viability is assessed to determine any cytotoxic effects. However, specific assay protocols are not extensively documented in the available literature. The compound is typically dissolved in ethanol or DMSO and diluted in cell culture medium.
Animal Protocol
In vivo animal studies for 7α-Hydroxycholesterol involve measuring its levels as a biomarker of lipid peroxidation and oxidative stress. Animal models of oxidative stress-related diseases are used. Plasma and tissue samples are collected and analyzed for 7α-Hydroxycholesterol levels using LC-MS/MS. Its levels are correlated with disease progression and treatment effects. These studies help understand the role of cholesterol oxidation in disease.
ADME/Pharmacokinetics
Pharmacokinetic properties of 7α-Hydroxycholesterol include a molecular weight of 402.66 g/mol and molecular formula C27H46O2. It is soluble in DMSO or ethanol. The compound is typically stored as a powder at -20°C. As a cholesterol metabolite, its pharmacokinetics reflect cholesterol metabolism and oxidation. Detailed ADME parameters are not extensively reported in the available literature.
Toxicity/Toxicokinetics
The toxicity profile of 7α-Hydroxycholesterol is related to its role as an oxysterol. Oxysterols can have cytotoxic and pro-inflammatory effects at elevated concentrations. The compound is used as a research tool and biomarker, not as a therapeutic agent. Standard safety precautions should be followed when handling this compound. It is intended for research use only.
References

[1]. Cholesterol oxides as biomarkers of oxidative stress in type 1 and type 2 diabetes mellitus. Diabetes Metab Res Rev. 2007 Jan;23(1):35-42.

[2]. Oxidative status of human low density lipoprotein isolated by anion-exchange high-performance liquid chromatography--assessment by total hydroxyoctadecadienoic acid, 7-hydroxycholesterol, and 8-iso-prostaglandin F(2alpha). Anal Chim Acta.

Additional Infomation
7α-Hydroxycholesterol (HHC) is a 7α-hydroxy derivative of cholesterol that plays a metabolic role in mice. It is a 7α-hydroxysterol, oxosterosterol, and 3β-hydroxy-Δ5-sterol, functionally related to cholesterol. HHC has been reported in Subergorgia suberosa and Antipathes dichotoma, and relevant data are available.
7α-Hydroxycholesterol is a cholesterol oxide formed from enzymatic and non-enzymatic oxidation of cholesterol. It is an oxysterol that can be used as a biomarker for lipid peroxidation. Its molecular formula is C27H46O2 with a molecular weight of 402.66 g/mol. 7α-Hydroxycholesterol is a research tool for studying cholesterol metabolism and oxidative stress. It is not for therapeutic use.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C27H46O2
Molecular Weight
402.65294
Exact Mass
402.35
CAS #
566-26-7
PubChem CID
107722
Appearance
White to off-white solid powder
Density
1.03g/cm3
Boiling Point
515.3ºC at 760mmHg
Melting Point
168-170ºC
Flash Point
214.7ºC
Index of Refraction
1.536
LogP
6.359
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
5
Heavy Atom Count
29
Complexity
624
Defined Atom Stereocenter Count
9
SMILES
CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@H]3[C@H](CC[C@]12C)[C@@]4(C)CC[C@@H](CC4=C[C@H]3O)O
InChi Key
OYXZMSRRJOYLLO-RVOWOUOISA-N
InChi Code
InChI=1S/C27H46O2/c1-17(2)7-6-8-18(3)21-9-10-22-25-23(12-14-27(21,22)5)26(4)13-11-20(28)15-19(26)16-24(25)29/h16-18,20-25,28-29H,6-15H2,1-5H3/t18-,20+,21-,22+,23+,24-,25+,26+,27-/m1/s1
Chemical Name
(3S,7S,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]phenanthrene-3,7-diol
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)
DMSO : ~50 mg/mL (~124.18 mM)
Solubility (In Vivo)
Solubility in Formulation 1: 10 mg/mL (24.84 mM) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), suspension solution; with sonication.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 100.0 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: 10 mg/mL (24.84 mM) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), suspension solution; with ultrasonication.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 100.0 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.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.4835 mL 12.4177 mL 24.8355 mL
5 mM 0.4967 mL 2.4835 mL 4.9671 mL
10 mM 0.2484 mL 1.2418 mL 2.4835 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.

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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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)
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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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