A diterpene lactone with diverse biological properties
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.

14-Deoxyandrographolide

Item No. 31140

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-[2-[(1R,4aS,5R,6R,8aS)-decahydro-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylene-1-naphthalenyl]ethyl]-2(5H)-furanone
CAS Number
4176-97-0
Synonyms
  • 14-DAG
Molecular Formula
C20H30O4
Formula Weight
334.5
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Acetonitrile: soluble
SMILES
C=C1CC[C@]2([H])[C@](C)(CO)[C@H](O)CC[C@@]2(C)[C@@H]1CCC3=CCOC3=O
InChi Code
InChI=1S/C20H30O4/c1-13-4-7-16-19(2,10-8-17(22)20(16,3)12-21)15(13)6-5-14-9-11-24-18(14)23/h9,15-17,21-22H,1,4-8,10-12H2,2-3H3/t15-,16+,17-,19+,20+/m1/s1
InChi Key
GVRNTWSGBWPJGS-YSDSKTICSA-N
Origin
Plant/Andrographis paniculata
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

    $52

    Add

    1 mg

    $96

    Add

    5 mg

    $347

    Add

    10 mg

    $445

    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

    14-Deoxyandrographolide is a diterpene lactone that has been found in A. paniculata and has diverse biological activities, including anticancer, hepatoprotective, antioxidative, and antidiabetic properties.1,2,3,4 It inhibits the growth of HL-60 cells with a GI50 value of 25.46 µM and is cytotoxic to T47D cells (EC50 = 2.8 µg/ml) but not HepG2 or NCI H23 cells (EC50s = 28.3 and 26.4 µg/ml, respectively).1,2 14-Deoxyandrographolide (10 and 25 µM) increases AMPK phosphorylation and glucose uptake in L6 myotubes and potentiates the effect of insulin to increase cell surface levels of GLUT4 in L6-GLUT4myc cells.4 It reduces blood glucose levels in rats in a model of streptozotocin-induced diabetes and in db/db diabetic mice when administered at a dose of 100 mg/kg. 14-Deoxyandrographolide reduces ethanol-induced hepatotoxicity in rats when administered at a dose of 15 mg/kg per day for the last four weeks of an eight-week ethanol exposure period.3 It also reduces protein carbonyl and thiobarbituric acid reactive substances (TBARS) levels and increases total glutathione (GSH) levels in isolated rat hepatocytes in the same model.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Chen, L., Zhu, H., Wang, R., et al. ent-Labdane diterpenoid lactone stereoisomers from Andrographis paniculata. J. Nat. Prod. 71(5), 852-855 (2008).

    2. Tan, M.L., Kuroyanagi, M., Sulaiman, S.F., et al. Cytotoxic Activities of Major Diterpenoid Constituents of Andrographis paniculata. in a Panel of Human Tumor Cell Lines. Pharmaceutical Biology 43(6), 501-508 (2008).

    3. Mandal, S., Nelson, V.K., Mukhopadhyay, S., et al. 14-Deoxyandrographolide targets adenylate cyclase and prevents ethanol-induced liver injury through constitutive NOS dependent reduced redox signaling in rats. Food. Chem. Toxicol. 59, 236-248 (2013).

    4. Arha, D., Pandeti, S., Mishra, A., et al. Deoxyandrographolide promotes glucose uptake through glucose transporter-4 translocation to plasma membrane in L6 myotubes and exerts antihyperglycemic effect in vivo. Eur. J. Pharmacol. 768, 207-216 (2015).