An internal standard for the quantification of 24-dehydro cholesterol
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Unlabeled Version(s)
1494324-dehydro Cholesterol
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24-dehydro Cholesterol-d6

Item No. 26777

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
cholesta-5,24-dien-26,26,26,27,27,27-d6-3β-ol
CAS Number
1246298-67-8
Synonyms
  • Desmosterol-d6
Molecular Formula
C27H38D6O
Formula Weight
390.7
Purity
≥99% deuterated forms (d1-d6)
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMF: 50 mg/mlEthanol: 0.25 mg/ml
SMILES
C[C@H](CC/C=C(C([2H])([2H])[2H])/C([2H])([2H])[2H])[C@@]1([H])CC[C@@]2([H])[C@]3([H])CC=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@@]21C
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/h7,9,19,21-25,28H,6,8,10-17H2,1-5H3/t19-,21+,22+,23-,24+,25+,26+,27-/m1/s1/i1D3,2D3
InChi Key
AVSXSVCZWQODGV-QSOBUISFSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

    $134

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    1 mg

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    Product Description

    24-dehydro Cholesterol-d6 is intended for use as an internal standard for the quantification of 24-dehydro cholesterol (Item No. 14943) by GC- or LC-MS. 24-dehydro Cholesterol is an immediate precursor to cholesterol in the Bloch pathway of cholesterol biosynthesis. Structurally, it varies from cholesterol only by a single double bond at carbon 24 and has been used as cholesterol substitute in cellular membrane studies.1 During brain development, 24-dehydro cholesterol transiently accumulates, composing up to 30% of total brain sterol, where it is poised to rapidly enrich membrane sterols.2 However, defects in cholesterol synthesis can lead to a condition called desmosterolosis, which results in an accumulation of excess 24-dehydro cholesterol.3 24-dehydro Cholesterol has been reported to activate liver X receptor-target genes in both the liver of cholesterol-free mice and in cholesterol-starved macrophage foam cells in atherosclerotic lesions.4,5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Huster, D., Scheidt, H.A., Arnold, K., et al. Desmosterol may replace cholesterol in lipid membranes. Biophys. J. 88(3), 1838-1844 (2005).

    2. Jansen, M., Wang, W., Greco, D., et al. What dictates the accumulation of desmosterol in the developing brain? FASEB J. 27(3), 865-870 (2013).

    3. Clayton, P.T. Disorders of cholesterol biosynthesis. Arch. Dis. Child. 78(2), 185-189 (1998).

    4. Heverin, M., Meaney, S., Brafman, A., et al. Studies on the cholesterol-free mouse: Strong activation of LXR-regulated hepatic genes when replacing cholesterol with desmosterol. Arterioscler. Thromb. Vasc. Biol. 27(10), 2191-2197 (2007).

    5. Spann, N.J., Garmire, L.X., McDonald, J.G., et al. Regulated accumulation of desmosterol integrates macrophage lipid metabolism and inflammatory responses. Cell 151(1), 138-152 (2012).

    Product Citations

    Radhakrishnan, K., Zhang, Y., Mustapha, O., et al. 7-ketocholesterol contributes to microglia-driven increases in astrocyte reactive oxygen species in Alzheimer’s disease. bioRxiv [Preprint] (2025).