Helenalin

• CAT Number: R044496
• CAS Number: 6754-13-8
• Molecular Formula: C15H18O4
• Molecular Weight: 262.305
• Purity: ≥95%
• Synonyms: (3aS,4S,4aR,7aR,8R,9aR)-3,3a,4,4a,7a,8,9,9a-Octahydro-4-hydroxy-4a,8-dimethyl-3-methylene-azuleno[6,5-b]furan-2,5-dione;?6α,8β-Dihydroxy-4-oxo-ambrosa-2,11(13)-dien-12-oic acid 12,8-Lactone; [3aS-(3aα,4α,4aβ,7aα,8α,9aα)]-3,3a,4,4a,7a,8,9,9a-Octahydro
• Target: NF-κB
• Storage: -20°C
• IUPAC Name: (3aR,5R,5aR,8aR,9S,9aS)-9-hydroxy-5,8a-dimethyl-1-methylidene-3a,4,5,5a,9,9a-hexahydroazuleno[6,7-b]furan-2,8-dione
• InChI: 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
• InChIKey: ZVLOPMNVFLSSAA-XEPQRQSNSA-N
• SMILES: CC1CC2C(C(C3(C1C=CC3=O)C)O)C(=C)C(=O)O2

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