A lignan with diverse biological activities
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.

Yatein

Item No. 29766

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3R,4R)-4-(1,3-benzodioxol-5-ylmethyl)dihydro-3-[(3,4,5-trimethoxyphenyl)methyl]-2(3H)-furanone
CAS Number
40456-50-6
Synonyms
  • Deoxypodorhizone
  • (–)-Yatein
Molecular Formula
C22H24O7
Formula Weight
400.4
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: soluble
SMILES
O=C(OC1)[C@H](CC2=CC(OC)=C(OC)C(OC)=C2)[C@H]1CC3=CC=C4C(OCO4)=C3
InChi Code
InChI=1S/C22H24O7/c1-24-19-9-14(10-20(25-2)21(19)26-3)7-16-15(11-27-22(16)23)6-13-4-5-17-18(8-13)29-12-28-17/h4-5,8-10,15-16H,6-7,11-12H2,1-3H3/t15-,16+/m0/s1
InChi Key
GMLDZDDTZKXJLU-JKSUJKDBSA-N
Origin
Plant/Austrocedrus chilensis
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

    500 µg

    $169

    Add

    1 mg

    $319

    Add
    Cayman Chemical
    Visit Our Cancer Resource Center
    Find Tools & Resources to Study the Hallmarks of Cancer
    • Cancer cell signaling & regulation
    • Cancer metabolism
    • Tumor microenvironment
    EXPLORE NOW
    Product Description

    Yatein is a lignan that has been found in C. formosana and has diverse biological activities.1,2,3,4 It inhibits the cytochrome P450 (CYP) isoform CYP3A4 (IC50 = 1 μM).1 Yatein inhibits herpes simplex virus 1 (HSV-1) replication in a plaque reduction assay (IC50 = 30.6 μM).2 It induces apoptosis and production of reactive oxygen species (ROS) in, and is cytotoxic to, A549 and CL1-5 non-small cell lung cancer (NSCLC) cells (IC50s = 3.5 and 1.9 μM, respectively).3 Yatein inhibits aggregation of rabbit platelets induced by platelet-activating factor (PAF), collagen, or arachidonic acid (Item Nos. 90010 | 90010.1 | 10006607) in a concentration-dependent manner.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Usia, T., Watabe, T., Kadota, S., et al. Potent CYP3A4 inhibitory constituents of Piper cubeba. J. Nat. Prod. 68(1), 64-68 (2005).

    2. Kuo, Y.-C., Kuo, Y.-H., Lin, Y.-L., et al. Yatein from Chamaecyparis obtusa suppresses herpes simplex virus type 1 replication in HeLa cells by interruption the immediate-early gene expression. Antiviral Res. 70(3), 112-120 (2006).

    3. Ho, S.-T., Lin, C.-C., Wu, T.-L., et al. Antitumor agent yatein from Calocedrus formosana Florin leaf induces apoptosis in non-small-cell lung cancer cells. J. Wood Sci. 65:59, (2019).

    4. Chen, J.-J., Chang, Y.-L., Teng, C.-M., et al. Anti-platelet aggregation alkaloids and lignans from Hernandia nymphaeifolia. Planta Med. 66(3), 251-256 (1999).