A triterpene 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.

Euscaphic Acid

Item No. 36162

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2α,3α,19-trihydroxy-urs-12-en-28-oic acid
CAS Number
53155-25-2
Molecular Formula
C30H48O5
Formula Weight
488.7
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Methanol: soluble
SMILES
OC([C@]12[C@]([C@](O)([C@@H](CC2)C)C)([H])C3=CC[C@@]([C@@]4([C@@](C(C)([C@@H]([C@@H](C4)O)O)C)([H])CC5)C)([H])[C@]5(C)[C@@]3(CC1)C)=O
InChi Code
InChI=1S/C30H48O5/c1-17-10-13-30(24(33)34)15-14-27(5)18(22(30)29(17,7)35)8-9-21-26(4)16-19(31)23(32)25(2,3)20(26)11-12-28(21,27)6/h8,17,19-23,31-32,35H,9-16H2,1-7H3,(H,33,34)/t17-,19-,20+,21-,22-,23-,26+,27-,28-,29-,30+/m1/s1
InChi Key
OXVUXGFZHDKYLS-QUFHAEKXSA-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.

Download most recent Certificate of Analysis for this product

    500 µg

    $72

    Add

    1 mg

    $137

    Add

    5 mg

    $466

    Add

    10 mg

    $858

    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

    Euscaphic acid is a triterpene that has been found in R. alceaefolius and has diverse biological activities.1,2,3 It inhibits the proliferation of CNE-1 and C666-1 nasopharyngeal carcinoma cells when used at concentrations of 5 and 10 µg/ml.1 Euscaphic acid inhibits acetylcholinesterase (AChE; IC50 = 35.9 µM) and α-glucosidase (IC50 = 24.9 µM).2 It reduces the production of nitric oxide (NO) and levels of inducible nitric oxide synthase (iNOS) and COX-2 in LPS-stimulated RAW 264.7 cells.3 Euscaphic acid (10 mg/kg) reduces serum IgE and IgG2a levels, ear tissue mast cell infiltration, and pruritis in a mouse model of difluoroethane- and 2,4-dinitrochlorobenzene-induced atopic dermatitis.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Dai, W., Dong, P., Liu, J., et al. Euscaphic acid inhibits proliferation and promotes apoptosis of nasopharyngeal carcinoma cells by silencing the PI3K/AKT/mTOR signaling pathway. Am. J. Transl. Res. 11(4), 2090-2098 (2019).

    2. Ado, M.A., Maulidiani, M., Ismail, I.S., et al. Acetylcholinesterase and α-glucosidase inhibitory compounds from Callicarpa maingayi. Nat. Prod. Res. 35(17), 2992-2996 (2021).

    3. Kim, I.-T., Ryu, S., Shin, J.-S., et al. Euscaphic acid isolated from roots of Rosa rugosa inhibits LPS-induced inflammatory responses via TLR4-mediated NF-κB inactivation in RAW 264.7 macrophages. J. Cell. Biochem. 113(6), 1936-1946 (2012).

    4. Jeong, N.-H., Lee, S., Choi, Y.-A., et al. Inhibitory effects of euscaphic acid in the atopic dermatitis model by reducing skin inflammation and intense pruritus. Inflammation 45(4), 1680-1691 (2022).