SML0415

Alantolactone

≥98% (HPLC)

• Sinónimos: (+)-Alantolactone., 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, Alant camphor, Elecampane camphor, Eupatal, Inula camphor, NSC 333843, NSC 93131
• Fórmula empírica (notación de Hill): C₁₅H₂₀O₂
• Número de CAS: 546-43-0
• Peso molecular: 232.32
• EC Number: 208-899-3
• MDL number: MFCD00274568
• UNSPSC Code: 51111800
• PubChem Substance ID: 329825410
• NACRES: NA.77

Propiedades

• assay: ≥98% (HPLC)
• form: powder
• storage condition: desiccated; protect from light
• color: white to beige
• solubility: DMSO: 15 mg/mL (clear solution)
• storage temp.: −20°C
• SMILES string: C[C@H]1CCC[C@]2(C)C[C@H]3OC(=O)C(=C)[C@H]3C=C12
• 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

Descripción

General description

Alantolactone is a compound produced by Inula helenium. Alantolactone has antibacterial, antifungal, anti-inflammatory and anticancer properties. It suppresses signal transducer and activator of transcription 3 (STAT3) activation in liver and breast cancer cells. Alantolactone induces apoptosis in A549 lung cancer cells.

Application

Alantolactone has been used:

• in cell viability assay
• to examine the percentage of multicentrosomal mitosis in low and high passage human embryonic stem cells (hESC)
• in assessment of degranulation

Biochem/physiol Actions

Alantolactone is a sesquiterpene lactone disrupts the Cripto-1/ActRII complexes, resulting in an induction of activin/SMAD3 signaling. Alantolactone inhibits proliferation in cancer cells with no affect on normal cells.

Información de seguridad

• pictograms: GHS07
• signalword: Warning
• hcodes: H317
• pcodes: P261 - P272 - P280 - P302 + P352 - P333 + P313 - P362 + P364
• Hazard Classifications: Skin Sens. 1
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable