An iridoid glycoside with diverse biological activities
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Asperuloside

Item No. 29439

Technical Information
Formal Name
4-[(acetyloxy)methyl]-5-(β-D-glucopyranosyloxy)-2aS,4aS,5S,7bS-tetrahydro-1H-2,6-dioxacyclopent[cd]inden-1-one
CAS Number
14259-45-1
Molecular Formula
C18H22O11
Formula Weight
Purity
≥98%
A solid
DMF: 5mg/mLDMSO: 5mg/mLEthanol: 2mg/mLPBS (pH 7.2): 3mg/mL
λmax
231 nm
SMILES
OC[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)[C@H](O[C@H]2[C@@](C(COC(C)=O)=C[C@]3([H])OC4=O)([H])[C@@]3([H])C4=CO2)O1
InChi Code
InChI=1S/C18H22O11/c1-6(20)25-4-7-2-9-12-8(16(24)27-9)5-26-17(11(7)12)29-18-15(23)14(22)13(21)10(3-19)28-18/h2,5,9-15,17-19,21-23H,3-4H2,1H3/t9-,10+,11+,12-,13+,14-,15+,17-,18-/m0/s1
InChi Key
IBIPGYWNOBGEMH-DILZHRMZSA-N
Origin
Plant/Oldenlandia diffusa
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    OBESITY RESEARCH SOLUTIONS
    Product Description

    Asperuloside is an iridoid glycoside that has been found in G. tunetanum and has diverse biological activities, including anti-angiogenic, anti-inflammatory, and anti-obesity properties.1,2,3 It reduces microvessel formation by 67% in a chick embryo chorioallantoic membrane assay when used at a concentration of 2 μg/egg.1 Asperuloside (20, 40, and 80 mg/L) inhibits LPS-induced increases in TNF-α, IL-1β, and IL-6 production in RAW 264.7 macrophages in a concentration-dependent manner.2 It reduces lung myeloperoxidase (MPO) activity and bronchoalveolar lavage fluid (BALF) levels of TNF-α, IL-1β, and IL-6 in a mouse model of LPS-induced acute lung injury when administered at doses of 20, 40, and 80 mg/kg. Dietary administration of asperuloside decreases body weight gain, white adipose tissue (WAT) weight, and the ratio of WAT weight to body weight in a high-fat diet-induced mouse model of metabolic syndrome.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Camero, C.M., Germanò, M.P., Rapisarda, A., et alAnti-angiogenic activity of iridoids from Galium tunetanum. Braz. J. Pharmacognosy 28(3), 374-377 (2018).

    2. Qiu, J., Chi, G., Wu, Q., et alPretreatment with the compound asperuloside decreases acute lung injury via inhibiting MAPK and NF-κB signaling in a murine model. Int. Immunopharmacol. 31, 109-115 (2016).

    3. Hirata, T., Kobayashi, T., Wada, A., et alAnti-obesity compounds in green leaves of Eucommia ulmoides. Bioorg. Med. Chem. Lett. 21(6), 1786-1791 (2011).