An iridoid glycoside with diverse biological activities
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Aucubin

Item No. 24928

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(1S,4aR,5S,7aS)-1,4a,5,7a-tetrahydro-5-hydroxy-7-(hydroxymethyl)cyclopenta[c]pyran-1-yl β-D-glucopyranoside
CAS Number
479-98-1
Molecular Formula
C15H22O9
Formula Weight
346.3
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlPBS (pH 7.2): 10 mg/ml
SMILES
OC[C@@H]1[C@@H](O)[C@H](O)[C@@H](O)[C@@](O[C@H]2[C@@](C(CO)=C[C@H]3O)([H])[C@@]3([H])C=CO2)([H])O1
InChi Code
InChI=1S/C15H22O9/c16-4-6-3-8(18)7-1-2-22-14(10(6)7)24-15-13(21)12(20)11(19)9(5-17)23-15/h1-3,7-21H,4-5H2/t7-,8+,9+,10+,11+,12-,13+,14-,15-/m0/s1
InChi Key
RJWJHRPNHPHBRN-FKVJWERZSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $54

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    10 mg

    $96

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    25 mg

    $209

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    50 mg

    $315

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    Cayman Chemical
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    OBESITY RESEARCH SOLUTIONS
    Product Description

    Aucubin is an iridoid glycoside that has been found in E. ulmoides with diverse biological activities.1,2 Aucubin (0.001-1 μg/ml) dose-dependently inhibits the IgE-stimulated secretion of IL-6 and TNF-α by RBL-2H3 mast cells (IC50s = 0.19 and 0.1 μg/ml, respectively).1 It reduces UVB-induced expression of matrix metalloproteinase-1 (MMP-1) in HS68 human foreskin fibroblasts by 57% when used at a concentration of 0.01 μg/ml.2 Aucubin (0.01-1 μg/ml) also dose-dependently reduces production of reactive oxygen species (ROS) and malondialdehyde (MDA) levels, a marker of lipid peroxidation. In a mouse model of pulmonary fibrosis induced by bleomycin (Item No. 13877), aucubin (5 mg/kg, i.p.) decreases the breathing frequency, increases lung dynamic compliance, alleviates parenchymal fibrotic changes, and reduces expression of TGF-β1 and α-smooth muscle actin (α-SMA).3 Aucubin (5 mg/kg, i.p.) reduces blood glucose levels and lipid peroxidation in the liver and kidneys of rats with diabetes induced by streptozotocin (Item No. 13104).4 It also reduces the number of errors made in a Y-maze and enhances neuronal survival by approximately 7- and 4-fold, respectively, in rats with streptozotocin-induced diabetes.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Jeong, H.J., Koo, H.N., Na, H.J., et al. Inhibition of TNF-α and IL-6 production by Aucubin through blockade of NF-κB activation RBL-2H3 mast cells. Cytokine 18(5), 252-259 (2002).

    2. Ho, J.N., Lee, Y.H., Park, J.S., et al. Protective effects of aucubin isolated from Eucommia ulmoides against UVB-induced oxidative stress in human skin fibroblasts. Biol. Pharm. Bull. 29(7), 1244-1248 (2005).

    3. Zhou, Y., Li, P., Duan, J.X., et al. Aucubin alleviates bleomycin-induced pulmonary fibrosis in a mouse model. Inflammation 40(6), 2062-2073 (2017).

    4. Jin, L., Xue, H.Y., Jin, L.J., et al. Antioxidant and pancreas-protective effect of aucubin on rats with streptozotocin-induced diabetes. Eur. J. Pharmacol. 582(1-3), 162-167 (2008).

    5. Xue, H.Y., Lu, Y.N., Fang, X.M., et al. Neuroprotective properties of aucubin in diabetic rats and diabetic encephalopathy rats. Mol. Biol. Rep. 39(10), 9311-9318 (2012).