Cholest-5-ene-3ß,22(S)-diol (Synonyms: (22S)-Hydroxycholesterol)

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Cholest-5-ene-3ß,22(S)-diol ((22S)-Hydroxycholesterol) is an orally active oxysterol with no significant cytotoxic, oxidative, or inflammatory effects on human prokaryotic leukemia cells. Cholest-5-ene-3ß,22(S)-diol inhibits weight gain and increased serum triacylglycerol (TAG) levels in rat models.

For research use only. We do not sell to patients.

Cholest-5-ene-3ß,22(S)-diol Chemical Structure

CAS No. : 22348-64-7

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Other Forms of Cholest-5-ene-3ß,22(S)-diol:

Cholest-5-ene-3ß,22(S)-diol-d₇ Get quote

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Description

Cellular Effect

Cell Line	Type	Value	Description	References
HEK293	EC₅₀	2.9 μM Compound: 14	Binding affinity to FLAG/tGFP-tagged NPC1 I1061T mutant (unknown origin) expressed in HEK293 cells assessed as localization after 24 hrs by fluorescence microscopy Binding affinity to FLAG/tGFP-tagged NPC1 I1061T mutant (unknown origin) expressed in HEK293 cells assessed as localization after 24 hrs by fluorescence microscopy	[PMID: 24928400]

In Vitro

Cholest-5-ene-3ß,22(S)-diol (10 μg/mL, 20 μg/mL; 24 h) shows no effect on phosphatidylserine externalization, mitochondrial transmembrane potential, cellular permeability to propidium iodide, and morphological nuclear changes in U937 cells^[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

Cholest-5-ene-3ß,22(S)-diol (30 mg/kg; p.o.; added in diet, treated for 3 weeks) reduces body weight gain and abolishes high-fat diet-induced increase of triacylglycerol (TAG) levels in serum^[2].

Pharmacokinetic Analysis in Rats^[2]

Route	Dose (mg/kg)	C_max (ng/mL)	T_max (h)	AUC_t (ng·h/mL)	AUC (ng·h/mL)	T_1/2 (h)	Extent of tritium exchange (%)
i.v.	50	22.4	0.08	174	195	8.1	2.8
p.o.	50	7.5	4	95.2	104	6.4	1.2

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

Animal Model:	Male rats injected with Pentobarbital (20 mg, 50 mg/mL; i.p.)^[2]
Dosage:	30 mg/kg/day
Administration:	Oral gavage; 3 weeks consecutively
Result:	Decreased body weight gain significantly after 1 week treatment. Increased gene expression of Ucp3 and Cpt2 in liver and skeletal muscle, and increased protein level of Ucp3 in skeletal muscle after 3 weeks treatment.

Molecular Weight

402.65

Formula

C₂₇H₄₆O₂

CAS No.

22348-64-7

SMILES

C[C@]12[C@](CC[C@]1([H])[C@H](C)[C@@H](O)CCC(C)C)([H])[C@@](CC=C3C[C@H]4O)([H])[C@@](CC2)([H])[C@]3(CC4)C

Shipping

Room temperature in continental US; may vary elsewhere.

Storage

Please store the product under the recommended conditions in the Certificate of Analysis.

Purity & Documentation

Handling Instructions (2659 KB)

References

[1]. Lemaire-Ewing S, et al. Comparison of the cytotoxic, pro-oxidant and pro-inflammatory characteristics of different oxysterols. Cell Biol Toxicol. 2005 Mar;21(2):97-114. [Content Brief]

[2]. Tranheim Kase E, et al. Dietary supplementation with 22-S-hydroxycholesterol to rats reduces body weight gain and the accumulation of liver triacylglycerol. Lipids. 2012 May;47(5):483-93. [Content Brief]

Cholest-5-ene-3ß,22(S)-diol Related Classifications

Inflammation/Immunology

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This equation is commonly abbreviated as: C₁V₁ = C₂V₂

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Help & FAQs

Do most proteins show cross-species activity?
Species cross-reactivity must be investigated individually for each product. Many human cytokines will produce a nice response in mouse cell lines, and many mouse proteins will show activity on human cells. Other proteins may have a lower specific activity when used in the opposite species.

Keywords:

Cholest-5-ene-3ß,22(S)-diol22348-64-7(22S)-HydroxycholesterolOthersInhibitorinhibitorinhibit

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