A diterpenoid 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.

Podocarpic Acid

Item No. 44334

Technical Information
Formal Name
1S,2,3,4,4aS,9,10,10aR-octahydro-6-hydroxy-1,4a-dimethyl-1-phenanthrenecarboxylic acid
CAS Number
5947-49-9
Synonyms
  • NSC 231784
  • (+)-Podocarpic Acid
Molecular Formula
C17H22O3
Formula Weight
Purity
≥98%
A solid
DMSO: Sparingly soluble: 1-10 mg/mlEthanol: Slightly soluble: 0.1-1 mg/ml
SMILES
C[C@@]12[C@](CCC3=CC=C(O)C=C32)([H])[C@](C)(CCC1)C(O)=O
InChi Code
InChI=1S/C17H22O3/c1-16-8-3-9-17(2,15(19)20)14(16)7-5-11-4-6-12(18)10-13(11)16/h4,6,10,14,18H,3,5,7-9H2,1-2H3,(H,19,20)/t14-,16-,17+/m1/s1
InChi Key
VJILEYKNALCDDV-OIISXLGYSA-N
Origin
Synthetic
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

    Cayman Chemical
    Neutrophil Biology Wall Poster

    Explore how neutrophils shape the immune response in health and disease. This poster highlights neutrophil pathogen defense mechanisms, including phagocytosis, degranulation, and NETosis, as well as neutrophil roles in inflammation and NET-associated pathologies.

    DOWNLOAD NOW
    Product Description

    Podocarpic acid is a diterpenoid that has been found in D. cupressinum resins and has diverse biological activities.1,2,3 It increases ionic currents in a patch-clamp assay using CHO-K1 cells expressing human large-conductance calcium-activated potassium channels (KCa1.1/BKα) when used at a concentration of 30 µM.1 Podocarpic acid (20 µM) reduces hyperesthesia, neuronal damage, and increases lifespan in a model of α-dicarbonyl-related stress using C. elegans expressing a mutant form of the gene encoding glyoxylase 1.2 It inhibits the infection of MDCK cells by influenza A virus (EC50 = 18.2 µM).3 Podocarpic acid has also been used as a building block in the synthesis of podocarpic acid dimers, such as acetyl podocarpic acid anhydride (APD; Item No. 10007686), with liver X receptor (LXR) agonist activity.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Cui, Y.-M., Yasutomi, E., Otani, Y., et alDesign, synthesis and characterization of podocarpate derivatives as openers of BK channels. Bioorg. Med. Chem. Lett. 18(19), 5197-5200 (2008).

    2. Chaudhuri, J., Bose, N., Gong, J., et alA Caenorhabditis elegans model elucidates a conserved role for TRPA1-Nrf signaling in reactive α-dicarbonyl detoxification. Curr. Biol. 26(22), 3014-3025 (2016).

    3. Dang, Z., Jung, K., Zhu, L., et alPhenolic diterpenoid derivatives as anti-influenza a virus agents. ACS Med. Chem. Lett. 6(3), 355-358 (2015).

    4. Singh, S.B., Ondeyka, J.G., Liu, W., et alDiscovery and development of dimeric podocarpic acid leads as potent agonists of liver X receptor with HDL cholesterol raising activity in mice and hamsters. Bioorg. Med. Chem. Lett. 15(11), 2824-2828 (2005).