A liminoid degradant with diverse biological activities
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.

Fraxinellone

Item No. 34672

Technical Information
Formal Name
(3R,3aR)-3-(3-furanyl)-3a,4,5,6-tetrahydro-3a,7-dimethyl-1(3H)-isobenzofuranone
CAS Number
28808-62-0
Molecular Formula
C14H16O3
Formula Weight
Purity
≥98%
Formulation
A solid
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2) (1:9): 0.1 mg/mlEthanol: 25 mg/ml
SMILES
CC1=C2C(=O)O[C@@H](c3cocc3)[C@]2(C)CCC1
InChi Code
InChI=1S/C14H16O3/c1-9-4-3-6-14(2)11(9)13(15)17-12(14)10-5-7-16-8-10/h5,7-8,12H,3-4,6H2,1-2H3/t12-,14+/m0/s1
InChi Key
XYYAFLHHHZVPRN-GXTWGEPZSA-N
Origin
Plant/Salix alba
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.

    Add

    Add

    Add

    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

    Fraxinellone is a liminoid degradant that has been found in D. dasycarpus and has diverse biological activities.1,2,3 It has antifeedant activity against, and inhibits development of, armyworm (M. separata) larvae when applied to fresh wheat leaves at concentrations of 5, 10, or 20 mg/ml.1 Fraxinellone (6.25, 12.5, and 25 µM) reduces LPS-induced nuclear translocation of the NF-κB subunit p65, as well as inhibits LPS-induced production of nitric oxide (NO) and prostaglandin E2 (PGE2; Item No. 14010) in RAW 264.7 cells.2 It reduces tumor growth in an A549 mouse xenograft model when administered at doses of 30 or 100 mg/kg.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lü, M., Wu, W., and Liu, H. Insecticidal and feeding deterrent effects of fraxinellone from Dictamnus dasycarpus against four major pests. Molecules 18(3), 2754-2762 (2013).

    2. Kim, J.-H., Park, Y.-M., Shin, J.-S., et alFraxinellone inhibits lipopolysaccharide-induced inducible nitric oxide synthase and cyclooxygenase-2 expression by negatively regulating nuclear factor-kappa B in RAW 264.7 macrophages cells. Biol. Pharm. Bull. 32(6), 1062-1068 (2009).

    3. Xing, Y., Mi, C., Wang, Z., et alFraxinellone has anticancer activity in vivo by inhibiting programmed cell death-ligand 1 expression by reducing hypoxia-inducible factor-1α and STAT3. Pharmacol. Res. 135, 166-180 (2018).