A derivative of cholesterol and an inhibitor of COX-1 and COX-2
Technical Support & Resources

Information provided in the product description is from published literature. Due to the nature of scientific experimentation, your results (e.g., selectivity and effective concentrations) or specific application for this product may differ. If you have questions about how this product fits your application, please contact our technical support staff.

Visit our FAQ

Contact Us

Toll Free Phone (USA and Canada Only): (888) 526-5351
Direct Phone: (734) 975-3888

Request Technical Support

Technical Support Request

To streamline the process attach the appropriate questionnaire to your inquiry.

Download IHC QuestionnaireDownload WB Questionnaire

View Our Privacy Statement for details on how we use and protect your data. In addition, this site is protected by hCaptcha and its Privacy Policy and Terms of Service apply.

24-methylene Cholesterol

Item No. 41696

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
ergosta-5,24(28)-dien-3β-ol
CAS Number
474-63-5
Synonyms
  • NSC 232664
  • Ostreasterol
Molecular Formula
C28H46O
Formula Weight
398.7
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: Slightly Soluble: 0.1-1 mg/mlMethanol: Slightly Soluble: 0.1-1 mg/ml
SMILES
C[C@@]12[C@](CC[C@]2([H])[C@@H](CCC(C(C)C)=C)C)([H])[C@@]3([H])[C@@](CC1)([H])[C@@]4(C(C[C@H](CC4)O)=CC3)C
InChi Code
InChI=1S/C28H46O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h9,18,20,22-26,29H,3,7-8,10-17H2,1-2,4-6H3/t20-,22+,23+,24-,25+,26+,27+,28-/m1/s1
InChi Key
INDVLXYUCBVVKW-PXBBAZSNSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
Recommended Products

Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

Download most recent Certificate of Analysis for this product

    1 mg

    $165

    Add

    5 mg

    $455

    Add
    Lipid Resource Center
    Discover Products & Resources for Lipid Research
    • High-purity lipid standards
    • Lipid roles in biology
    • Lipids in health & disease
    • Lipids for pharmaceutical development
    • Protocols, advice, & resources
    EXPLORE NOW
    Product Description

    24-methylene Cholesterol is a derivative of cholesterol (Item Nos. 9003100 | 39088 | 39448) and an inhibitor of COX-1 and COX-2.1 It inhibits COX-1 and COX-2 by 50 and 33%, respectively, when used at a concentration of 25 µg/ml in a cell-free assay. It inhibits lipid peroxidation by 58% at the same concentration in a lipid peroxidation assay using large unilamellar vesicles. 24-methylene Cholesterol (1 µM) increases the replicative lifespan of K6001 yeast.2 It inhibits the proliferation of A549 lung cancer cells when used at concentrations of 3 and 30 µM.3 It also induces apoptosis and cell cycle arrest at the sub-G0/G1 phase in the same cells. 24-methylene Cholesterol is a component of honeybee (A. mellifera) royal jelly, and its levels are reduced after honeybee exposure to a multi-pesticide-containing pollen supplement.4,5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lu, X., Dissanayake, A.A., Xiao, C., et al. The edible seaweed Laminaria japonica contains cholesterol analogues that inhibit lipid peroxidation and cyclooxygenase enzymes. PLoS One 17(1), e0258980 (2022).

    2. Sun, Y., Lin, Y., Cao, X., et al. Sterols from Mytilidae show anti-aging and neuroprotective effects via anti-oxidative activity. Int. J. Mol. Sci. 15(12), 21660-21673 (2014).

    3. Cutignano, A., Conte, M., Tirino, V., et al. Cytotoxic potential of the marine diatom Thalassiosira rotula: Insights into bioactivity of 24-Methylene cholesterol. Mar. Drugs 20(10), 595 (2022).

    4. Yan, S., Wang, X., Sun, M., et al. Investigation of the lipidomic profile of royal jelly from different botanical origins using UHPLC-IM-Q-TOF-MS and GC-MS. LWT Food Sci. Technol. 169, 113894 (2022).

    5. Milone, J.P., Chakrabarti, P., Sagili, R.R., et al. Colony-level pesticide exposure affects honey bee (Apis mellifera L.) royal jelly production and nutritional composition. Chemosphere 263, 128183 (2021).