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SML3254

Sigma-Aldrich

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

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About This Item

Empirical Formula (Hill Notation):
C15H24N2
CAS Number:
56293-29-9
Molecular Weight:
232.36
MDL number:
MFCD00468086
UNSPSC Code:
12352107
NACRES:
NA.77

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

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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.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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