A potent and selective agonist of GPR183
Technical Support & Resources

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.

7α,25-dihydroxy Cholesterol

Item No. 11032

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3β,7α)-cholest-5-ene-3,7,25-triol
CAS Number
64907-22-8
Synonyms
  • 7α,25-DHC
Molecular Formula
C27H46O3
Formula Weight
418.7
Purity
≥95%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 100 µg/mlEthanol: 2 mg/mlEthanol:PBS (pH 7.2)(1:2): 500 µg/ml
SMILES
O[C@@H]1C=C2C[C@@H](O)CC[C@]2(C)[C@]3([H])[C@]1([H])[C@@](CC[C@]4([H])[C@H](C)CCCC(C)(C)O)([H])[C@]4(C)CC3
InChi Code
InChI=1S/C27H46O3/c1-17(7-6-12-25(2,3)30)20-8-9-21-24-22(11-14-27(20,21)5)26(4)13-10-19(28)15-18(26)16-23(24)29/h16-17,19-24,28-30H,6-15H2,1-5H3/t17-,19+,20-,21+,22+,23-,24+,26+,27-/m1/s1
InChi Key
BQMSKLCEWBSPPY-IKVTXIKFSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature 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

    $63

    Add

    5 mg

    $289

    Add

    10 mg

    $543

    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

    GPR183 (also known as Epstein-Barr virus-induced gene 2) is an orphan G protein-coupled receptor (GPCR) that is highly expressed in spleen and is required for humoral immune responses, including B cell migration and T cell-dependent antibody production.1,2 7α,25-dihydroxy Cholesterol (7α,25-DHC) is a potent agonist of GPR183 that induces specific activation of the receptor with an EC50 value of 50 nM (Kd = 450 pM).1,2 At concentrations below 3 μM, it does not show any appreciable binding activity when tested against eight different nuclear hormone receptors including LXR and thirty-one different G protein-coupled receptors in a panel of reporter gene assays.2 7α,25-DHC can act as a potent chemokine, affecting migration of immune cells expressing GPR183 both in vitro (EC50 = 500 pM) and in vivo.1,2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Liu, C., Yang, X.V., Wu, J., et al. Oxysterols direct B-cell migration through EB12. Nature 475(7357), 519-523 (2011).

    2. Hannedouche, S., Zhang, J., Yi, T., et al. Oxysterols direct immune cell migration via EBI2. Nature 475(7357), 524-527 (2011).

    Product Citations

    Cashikar, A.G., Toral-Rios, D., Timm, D., et al. Regulation of astrocyte lipid metabolism and ApoE secretionby the microglial oxysterol, 25-hydroxycholesterol. J. Lipid Res. 64(4), 100350 (2023).