A sesquiterpene lactone with diverse biological activities
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Alantolactone

Item No. 29762

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3aR,5S,8aR,9aR)-3a,5,6,7,8,8a,9,9a-octahydro-5,8a-dimethyl-3-methylene-naphtho[2,3-b]furan-2(3H)-one
CAS Number
546-43-0
Synonyms
  • (+)-Alantolactone
  • NSC 333843
  • NSC 93131
Molecular Formula
C15H20O2
Formula Weight
232.3
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 25 mg/mlEthanol: 30 mg/mlEthanol:PBS (pH 7.2) (1:7): 0.12 mg/ml
SMILES
O=C1C([C@@]2([H])C=C3[C@@H](C)CCC[C@]3(C)C[C@@]2([H])O1)=C
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/h7,9,11,13H,2,4-6,8H2,1,3H3/t9-,11+,13+,15+/m0/s1
InChi Key
PXOYOCNNSUAQNS-AGNJHWRGSA-N
Origin
Aucklandiae radix
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $81

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    10 mg

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    25 mg

    $297

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    50 mg

    $475

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    Product Description

    Alantolactone is a sesquiterpene lactone that has been found in Inula species and has diverse biological activities.1,2,3 It inhibits LPS-induced increases in nitric oxide, IL-6, and TNF-α production in RAW 246.7 cells by 76.09, 81.54, and 71.23%, respectively, when used at a concentration of 10 μM.1 Alantolactone (40 μM) decreases cell viability, glutathione (GSH) levels, and the mitochondrial membrane potential, induces apoptosis, and increases generation of reactive oxygen species (ROS) in HepG2 cells.2 It inhibits phosphorylation and nuclear translocation of STAT3 in MDA-MB-231 cells in a concentration-dependent manner.3 Alantolactone (2.5 mg/kg) reduces tumor growth in an MDA-MB-231 mouse xenograft model.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kumar, C., Kumar, A., Nalli, Y., et al. Design, synthesis and biological evaluation of alantolactone derivatives as potential anti-inflammatory agents. Med. Chem. Res. 28(1), 849-856 (2019).

    2. Khan, M., Li, T., Khan, M.K.A., et al. Alantolactone induces apoptosis in HepG2 cells through GSH depletion, inhibition of STAT3 activation, and mitochondrial dysfunction. Biomed Res. Int. 2013(719858), 1-11 (2012).

    3. Chun, J., Li, R.-J., Cheng, M.-S., et al. Alantolactone selectively suppresses STAT3 activation and exhibits potent anticancer activity in MDA-MB-231 cells. Cancer Lett. 357(1), 393-403 (2014).