A sesquiterpene lactone with cellular chaperone-inducing activity
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Eupalinolide A

Item No. 33808

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-hydroxy-2-methyl-2-butenoic acid, (2E)-(3aR,4R,6Z,9S,10Z,11aR)-9-(acetyloxy)-6-[(acetyloxy)methyl]-2,3,3a,4,5,8,9,11a-octahydro-10-methyl-3-methylene-2-oxocyclodeca[b]furan-4-yl ester
CAS Number
877822-40-7
Synonyms
  • Eupalinolide G
Molecular Formula
C24H30O9
Formula Weight
462.5
Purity
≥98%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2) (1:2): 0.33 mg/mlEthanol: 15 mg/ml
SMILES
C/C1=C/[C@]2([H])[C@@](C(C(O2)=O)=C)([H])[C@H](OC(/C(C)=C/CO)=O)C/C(COC(C)=O)=C\C[C@@H]1OC(C)=O
InChi Code
InChI=1S/C24H30O9/c1-13(8-9-25)23(28)32-21-11-18(12-30-16(4)26)6-7-19(31-17(5)27)14(2)10-20-22(21)15(3)24(29)33-20/h6,8,10,19-22,25H,3,7,9,11-12H2,1-2,4-5H3/b13-8+,14-10-,18-6+/t19-,20+,21+,22-/m0/s1
InChi Key
HPWMABTYJYZFLK-IAQZCCQJSA-N
Origin
Plant/Eupatorium lindleyanum
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $134

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    10 mg

    $213

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    25 mg

    $466

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    50 mg

    $795

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    Product Description

    Eupalinolide A is a sesquiterpene lactone that has been found in E. lindleyanum and has cellular chaperone-inducing activity.1,2 It activates heat shock factor 1 (Hsf1) and induces the expression and increases the protein levels of heat shock protein 70 (Hsp70) in B16 cells when used at concentrations of 5, 7.5, and 10 µg/ml.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Yang, N.-Y., Duan, J.-A., Qian, D.-W., et al. Simultaneous quantification of four sesquiterpene lactones in Eupatorium lindleyanum DC. by RP-LC. Chromatographia 70(1), 205-209 (2009).

    2. Yamashita, Y., Ikeda, T., Matsuda, M., et al. Purification and characterization of HSP-inducers from Eupatorium lindleyanum. Biochem. Pharmacol. 83(7), 909-922 (2012).