A lignan
Related Products
Isomer(s)
70310Sesamin
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.

Asarinin

Item No. 27456

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5,5'-[(1R,3aS,4S,6aS)-tetrahydro-1H,3H-furo[3,4-c]furan-1,4-diyl]bis-1,3-benzodioxole
CAS Number
133-04-0
Synonyms
  • (–)-Asarinin
  • L-Asarinin
  • Desgeranyloxyarmatumin
  • (–)-Episesamin
Molecular Formula
C20H18O6
Formula Weight
354.4
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMSO: 10 mg/mlDMSO:PBS (pH 7.2) (1:4): 0.2 mg/ml
λmax
237, 288 nm
SMILES
[H][C@]1([C@@H](C2=CC(OCO3)=C3C=C2)OC4)[C@]4([H])[C@H](C5=CC(OCO6)=C6C=C5)OC1
InChi Code
InChI=1S/C20H18O6/c1-3-15-17(25-9-23-15)5-11(1)19-13-7-22-20(14(13)8-21-19)12-2-4-16-18(6-12)26-10-24-16/h1-6,13-14,19-20H,7-10H2/t13-,14-,19-,20+/m1/s1
InChi Key
PEYUIKBAABKQKQ-FQZPYLGXSA-N
Origin
Plant/Magnoliae flos
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

    $36

    Add

    5 mg

    $135

    Add

    10 mg

    $236

    Add

    25 mg

    $502

    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

    Asarinin is a lignan that has been found in A. sieboldii.1 It is an epimer of sesamin (Item No. 70310) and a noncompetitive inhibitor of Δ5-desaturase (Ki = 0.28 mM).2 It is selective for Δ5-desaturase over Δ6- and Δ9-desaturase. Asarinin is cytotoxic to A2780 and SKOV3 ovarian cancer cells (IC50s = 38.45 and 60.87 µM, respectively) but not immortalized ovarian surface epithelial cells (IC50 = >200 µM).1 It induces apoptosis and activates caspase-3, -8, and -9 in A2780 and SKOV3 cells.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Jeong, M., Kim, H.M., Lee, J.S., et al. (−)-Asarinin from the roots of Asarum sieboldii induces apoptotic cell death via caspase activation in human ovarian cancer cells. Molecules 23(3), E1849 (2018).

    2. Shimizu, S., Kawashima, H., Akimoto, K., et al. Inhibition of Δ5-desaturase in polyunsaturated fatty acid biosynthesis by (−)-asarinin and (−)-epiasarinin. Phytochemistry 31(3), 757-760 (1992).