A sesquiterpene lactone with diverse biological activities
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Isoalantolactone

Item No. 33838

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3aR,4aS,8aR,9aR)-decahydro-8a-methyl-3,5-bis(methylene)-naphtho[2,3-b]furan-2(3H)-one
CAS Number
470-17-7
Synonyms
  • (+)-Isoalantolactone
  • NSC 241036
Molecular Formula
C15H20O2
Formula Weight
232.3
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 15 mg/mlDMSO: 10 mg/mlEthanol: 1 mg/ml
SMILES
C[C@]12[C@@](C(CCC2)=C)([H])C[C@@]3([H])[C@@](OC(C3=C)=O)([H])C1
InChi Code
InChI=1S/C15H20O2/c1-9-5-4-6-15(3)8-13-11(7-12(9)15)10(2)14(16)17-13/h11-13H,1-2,4-8H2,3H3/t11-,12+,13-,15-/m1/s1
InChi Key
CVUANYCQTOGILD-QVHKTLOISA-N
Origin
Plant/Aucklandia lappa Decne
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

    $36

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    50 mg

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    100 mg

    $135

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    250 mg

    $209

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    Product Description

    Isoalantolactone is a sesquiterpene lactone that has been found in Inula and has diverse biological activities.1,2,3,4 It inhibits the proliferation of PANC-1, BxPC-3, and HPAC pancreatic cancer cells (IC50s = 40, 43, and 48 µM, respectively), as well as induces apoptosis, cell cycle arrest at the S phase, and the production of reactive oxygen species (ROS) in PANC-1 cells.2 Isoalantolactone (4 and 8 µM) decreases LPS-induced production of nitric oxide (NO), prostaglandin E2 (PGE2; Item No. 14010), IL-6, and TNF-α in RAW 264.7 macrophages.4 It reduces the production of S. aureus α-toxin in a concentration-dependent manner and increases survival in a mouse model of S. aureus-induced pneumonia when administered at a dose of 50 mg/kg.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Konishi, T., Shimada, Y., Nagao, T., et al. Antiproliferative sesquiterpene lactones from the roots of Inula helenium. Biol. Pharm. Bull. 25(10), 1370-1372 (2002).

    2. Khan, M., Ding, C., Rasul, A., et al. Isoalantolactone induces reactive oxygen species mediated apoptosis in pancreatic carcinoma PANC-1 cells. Int. J. Biol. Sci. 8(4), 533-547 (2012).

    3. Qiu, J., Luo, M., Wang, J., et al. Isoalantolactone protects against Staphylococcus aureus pneumonia. FEMS Microbiol. Lett. 324(2), 147-155 (2011).

    4. He, G., Zhang, H., Chen, Y., et al. Isoalantolactone inhibits LPS-induced inflammation via NF-κB inactivation in peritoneal macrophages and improves survival in sepsis. Biomed. Pharmacother. 90, 598-607 (2017).