A sesquiterpene
Related Products
Isomer(s)
30710Isocurcumenol
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.

Artemisinic Acid

Item No. 25059

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1R,2,3,4R,4aS,5,6,8aR-octahydro-4,7-dimethyl-α-methylene-1-naphthaleneacetic acid
CAS Number
80286-58-4
Synonyms
  • Artemisic Acid
Molecular Formula
C15H22O2
Formula Weight
234.3
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMF:PBS (pH 7.2) (1:1): 0.5 mg/mlDMSO: 10 mg/mlEthanol: 16 mg/ml
λmax
333 nm
SMILES
CC1=C[C@@]2([H])[C@](CC1)([H])[C@H](C)CC[C@H]2C(C(O)=O)=C
InChi Code
InChI=1S/C15H22O2/c1-9-4-6-12-10(2)5-7-13(14(12)8-9)11(3)15(16)17/h8,10,12-14H,3-7H2,1-2H3,(H,16,17)/t10-,12+,13+,14+/m1/s1
InChi Key
PLQMEXSCSAIXGB-SAXRGWBVSA-N
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

    10 mg

    $48

    Add

    25 mg

    $110

    Add

    50 mg

    $196

    Add

    100 mg

    $297

    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

    Artemisinic acid is a sesquiterpene that has been isolated from A. annua.1 It has been used in the synthesis of the antimalarial agent artemisinin (Item No. 11816).2 Artemisinic acid (50-400 µM) decreases triglyceride levels and glycerol-3-phosphate dehydrogenase (GPDH) activity in human adipose tissue-derived mesenchymal stem cells (hAMSCs) in a dose-dependent manner and inhibits adipocyte differentiation when used at a concentration of 200 µM.3 It reduces mRNA expression and protein levels of C/EBPα, C/EBPδ, and PPARγ as well as the ratio of phosphorylated JNK to JNK in hAMSCs. Artemisinic acid also decreases C/EBPα and HMG-CoA reductase mRNA expression and inhibits cholesterol synthesis and melanogenesis in human epidermal melanocytes.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Misra, L.N., Ahmad, A., and Thakur, R.S. Crystal structure of artemisinic acid: A possible biogenetic precursor of antimalarial artemisinin from Artemisia annua. J. Nat. Prod. 56(2), 215-219 (1993).

    2. Turconi, J., Griolet, F., Guevel, R., et al. Semisynthetic artemisinin, the chemical path to industrial production. Org. Process Res. Dev. 18(3), 417-422 (2014).

    3. Lee, J., Kim, M.-H., Lee, J.-H., et al. Artemisinic acid is a regulator of adipocyte differentiation and C/EBP δ expression. J. Cell. Biochem. 113(7), 2488-2499 (2012).

    4. Lee, J., Lee, J., Jung, E., et al. Artemisinic acid inhibits melanogenesis through downregulation of C/EBP α-dependent expression of HMG-CoA reductase gene. Food Chem. Toxicol. 51, 225-230 (2013).