An iridoid glycoside with anti-inflammatory and antinociceptive 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.

Shanzhiside methyl ester

Item No. 34047

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-(β-D-glucopyranosyloxy)-1S,4aS,5R,6,7S,7aS-hexahydro-5,7-dihydroxy-7-methyl-cyclopenta[c]pyran-4-carboxylic acid, methyl ester
CAS Number
64421-28-9
Molecular Formula
C17H26O11
Formula Weight
406.4
Purity
≥98%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlPBS (pH 7.2): 10 mg/ml
λmax
238 nm
SMILES
COC(C1=CO[C@H]([C@@]2([H])[C@]1([H])[C@@H](C[C@@]2(O)C)O)O[C@@H]3O[C@@H]([C@H]([C@@H]([C@H]3O)O)O)CO)=O
InChi Code
InChI=1S/C17H26O11/c1-17(24)3-7(19)9-6(14(23)25-2)5-26-15(10(9)17)28-16-13(22)12(21)11(20)8(4-18)27-16/h5,7-13,15-16,18-22,24H,3-4H2,1-2H3/t7-,8-,9+,10-,11-,12+,13-,15+,16+,17+/m1/s1
InChi Key
KKSYAZCUYVRKML-IRDZEPHTSA-N
Origin
Plant/Lamiophlomis rotata
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

    1 mg

    $41

    Add

    5 mg

    $167

    Add

    10 mg

    $293

    Add

    25 mg

    $631

    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

    Shanzhiside methyl ester is an iridoid glycoside that has been found in L. rotata and has anti-inflammatory and antinociceptive activities.1,2 It is a glucagon-like peptide 1 receptor (GLP-1R) agonist.1 Shanzhiside methyl ester (10 µM) inhibits the release of myeloperoxidase (MPO) and elastase from isolated rat neutrophils activated by N-Formyl-Met-Leu-Phe (fMLF; Item No. 21495).2 It also inhibits LPS-induced increases in the release of IL-8 and leukotriene B4 (LTB4; Item No. 20110) from isolated rat neutrophils when used at a concentration of 10 µM. Shanzhiside methyl ester reduces L5/L6 spinal nerve ligation-induced mechanical allodynia in rats (ED50 = 40.4 µg/animal), an effect that can be reversed by the GLP-1R antagonist exendin (9-39).1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Fan, H., Li, T.-F., Gong, N., et al. Shanzhiside methylester, the principle effective iridoid glycoside from the analgesic herb Lamiophlomis rotata, reduces neuropathic pain by stimulating spinal microglial β-endorphin expression. Neuropharmacology 101, 98-109 (2016).

    2. Ghule, B.V., Kotagale, N.R., and Patil, K.S. Inhibition of the pro-inflammatory mediators in rat neutrophils by shanzhiside methyl ester and its acetyl derivative isolated from Barleria prionitis. J. Ethnopharmacol. 249, 112374 (2020).