An anti-inflammatory sesquiterpene lactone
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Helenalin

Item No. 17050

Technical Information
Formal Name
3,3aS,4S,4aR,7aR,8R,9,9aR-octahydro-4-hydroxy-4a,8-dimethyl-3-methylene-azuleno[6,5-b]furan-2,5-dione
CAS Number
6754-13-8
Synonyms
  • NSC 85236
Molecular Formula
C15H18O4
Formula Weight
Purity
≥98%
A solid
DMF: 20 mg/mlDMSO: 20 mg/mlEthanol: 20 mg/mlPBS (pH 7.2): 0.2 mg/ml
λmax
223 nm
SMILES
O[C@H]1[C@@](C(C(O2)=O)=C)([H])[C@@]2([H])C[C@@H](C)[C@@](C=C3)([H])[C@@]1(C)C3=O
InChi Code
InChI=1S/C15H18O4/c1-7-6-10-12(8(2)14(18)19-10)13(17)15(3)9(7)4-5-11(15)16/h4-5,7,9-10,12-13,17H,2,6H2,1,3H3/t7-,9+,10-,12-,13+,15+/m1/s1
InChi Key
ZVLOPMNVFLSSAA-XEPQRQSNSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Helenalin is a sesquiterpene lactone first isolated from various species of Arnica. It has anti-inflammatory effects, most notably by inhibiting gene expression mediated by NF-κB at doses from 1 to 20 µM.1,2 Like other sesquiterpene lactones, helenalin can modify sulfhydryl groups of cysteine residues and it alkylates these groups on the p65 subunit of NF-κB.1 It also suppresses the proliferation of cancer cells through multiple mechanisms, including the prevention of signaling through NF-κB.3,4,5 Helenalin has antibacterial and anti-protozoal activities.6,7

    WARNING This product is not for human or veterinary use.