374000

Helenalin, A. chamissonis ssp. foliosa

• Synonym(s): Helenalin, A. chamissonis ssp. foliosa
• Empirical Formula (Hill Notation): C₁₅H₁₈O₄
• CAS Number: 6754-13-8
• Molecular Weight: 262.30
• MDL number: MFCD01674580
• UNSPSC Code: 51111800
• NACRES: NA.77
• Assay: ≥95% (HPLC)
• Form: solid
• Quality level: 100
• Storage condition: OK to freeze, desiccated, protect from light

Properties

• SMILES string: O1[C@H]2[C@H]([C@@H]([C@]3([C@H]([C@@H](C2)C)C=CC3=O)C)O)C(=C)C1=O
• 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
• description: Merck USA index - 14, 4626
• assay: ≥95% (HPLC)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze, desiccated, protect from light
• color: white to off-white
• solubility: DMSO: 10 mg/mL
• shipped in: ambient
• storage temp.: −20°C
• Quality Level: 100

Description

Disclaimer

Toxicity: Toxic (F)

General description

A cell-permeable anti-inflammatory sesquiterpene lactone that acts as a specific NF-κB-DNA binding inhibitor by irreversibly alkylating free sulfhydryls of the cysteine residues on the p65 subunit. Exhibits no effect against the DNA-binding activity of the homodimer of p50 subunit, nor does it affect cellular NF-κB activation/nuclear translocation or IκB dissociation/degradation. An excellent research tool for studying NF-κB-mediated biological processes both in cultures in vitro and in animals in vivo.

Other Notes

Boulanger, D., et al. 2007. Vet. Microbiol.119, 330.
Auld, C.A., et al. 2006. Biochem. Biophys. Res. Commun.346, 314.
Huang, P.R., et al. 2005. Cancer Lett.227, 169.
Lyss, G., et al. 1998. J. Biol. Chem.273, 33508.
Lyss, G., et al. 1997. Biol. Chem.378, 951.

Packaging

Packaged under inert gas

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• pictograms: GHS06
• signalword: Danger
• hcodes: H301
• pcodes: P264 - P270 - P301 + P310 - P405 - P501
• Hazard Classifications: Acute Tox. 3 Oral
• Storage Class: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable