An iridoid glycoside with anti-inflammatory and antinociceptive activities
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Gardenoside

Item No. 34381

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-(β-D-glucopyranosyloxy)-1S,4aS,7S,7aS-tetrahydro-7-hydroxy-7-(hydroxymethyl)-cyclopenta[c]pyran-4-carboxylic acid, methyl ester
CAS Number
24512-62-7
Synonyms
  • NSC 325664
Molecular Formula
C17H24O11
Formula Weight
404.4
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 10 mg/mlEthanol: 10 mg/mlPBS (pH 7.2): 10 mg/ml
λmax
237 nm
SMILES
COC(C1=CO[C@H]([C@@]2([H])[C@]1([H])C=C[C@@]2(O)CO)O[C@@H]3O[C@@H]([C@H]([C@@H]([C@H]3O)O)O)CO)=O
InChi Code
InChI=1S/C17H24O11/c1-25-14(23)8-5-26-15(10-7(8)2-3-17(10,24)6-19)28-16-13(22)12(21)11(20)9(4-18)27-16/h2-3,5,7,9-13,15-16,18-22,24H,4,6H2,1H3/t7-,9-,10-,11-,12+,13-,15+,16+,17-/m1/s1
InChi Key
XJMPAUZQVRGFRE-AYDWLWLASA-N
Origin
Plant/Gardenia jasminoides
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $103

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    5 mg

    $427

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    10 mg

    $600

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    Cayman Chemical
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    Product Description

    Gardenoside is an iridoid glycoside that has been found in G. jasminoides and has anti-inflammatory and antinociceptive activities.1,2,3 It decreases free fatty acid-induced accumulation of lipid droplets and increases in TNF-α, IL-6, and IL-1β levels in HepG2 cells when used at concentrations of 10 and 20 µM.2 Gardenoside reduces increases in the expression of purinergic P2X3 and P2X7 receptors, as well as reverses decreases in mechanical withdrawal thresholds in a rat model of chronic constriction injury-induced neuropathic pain.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ishiguro, K., Yamaki, M., and Takagi, S. Studies on iridoid-related compounds, II. The structure and antimicrobial activity of aglucones of galioside and gardenoside. J. Nat. Prod. 46(4), 532-536 (1983).

    2. Liang, H., Zhang, L., Wang, H., et al. Inhibitory effect of gardenoside on free fatty acid-induced steatosis in HepG2 hepatocytes. Int. J. Mol. Sci. 16(11), 27749-27756 (2015).

    3. Yu, M., Su, B., and Zhang, X. Gardenoside suppresses the pain in rats model of chronic constriction injury by regulating the P2X3 and P2X7 receptors. J. Recept. Signal Transduct. Res. 38(3), 198-203 (2018).