SML3254

Aloperine

≥98% (HPLC)

• Synonym(s): Alop1 compound,(7-alpha,9-alpha)-9-De-2-piperidinyl-16,17-didehydro-ormosanine, ALO, (6R,6aR,13R,13aS)-1,3,4,6,6a,7,8,9,10,12,13,13a-Dodecahydro-6,13-methano-2H-dipyrido[1,2-a:3′,2′-e]azocine, Ormosanine
• Empirical Formula (Hill Notation): C₁₅H₂₄N₂
• CAS Number: 56293-29-9
• Molecular Weight: 232.36
• MDL number: MFCD00468086
• UNSPSC Code: 12352107
• NACRES: NA.77

Properties

• Quality Level: 100
• assay: ≥98% (HPLC)
• form: powder
• optical activity: [α]/D 73 to 89°, c = 0.5 g/mL in ethanol
• color: white to beige
• mp: 67-72 °C
• solubility: DMSO: 2 mg/mL, clear
• storage temp.: −20°C
• SMILES string: [H][C@]12CN3CCCC[C@]3([H])[C@]([H])(C1)C=C4CCCN[C@@]24[H]
• InChI: 1S/C15H24N2/c1-2-7-17-10-13-9-12(14(17)5-1)8-11-4-3-6-16-15(11)13/h8,12-16H,1-7,9-10H2/t12-,13+,14+,15+/m0/s1
• InChI key: SKOLRLSBMUGVOY-GBJTYRQASA-N

Description

General description

Aloperine is a quinolizidine-type alkaloid found in the seeds and leaves of the herbal plant, Sophora alopecuroides L. It possesses antiviral, anticancer, antioxidant, and anti-inflammatory activity. Aloperine exhibits antifibrotic activity in mouse models of pulmonary fibrosis, and anticancer activity in human osteosarcoma and thyroid cancer cells. It also exhibits neuroprotective effects against oxidative stress in early brain injury, and antiviral activity as a human immunodeficiency virus-1 (HIV-1) entry inhibitor. Aloperine also has the ability to inhibit migration and invasion of liver cancer cells, as well as disrupt the cell cycle, and mitigate cell growth at various phases. It can hinder the phosphatidylinositol-3-kinase/protein kinase B/mammalian target of rapamycin (PI3K/Akt/mTOR) signaling pathway.

Application

Aloperine may be used to study its effects on allergic airway inflammation in the murine asthma model and to compare its anti-asthmatic activity.

Biochem/physiol Actions

Alkaloid with antiviral, anticancer, antioxidant, and anti-inflammatory activity

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H302
• pcodes: P264 - P270 - P301 + P312 - P501
• Hazard Classifications: Acute Tox. 4 Oral
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable