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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

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

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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Aloperine suppresses allergic airway inflammation through NF-?B, MAPK, and Nrf2/HO-1 signaling pathways in mice
Wang C, et al.
International Immunopharmacology (2018)
A Review on Recent Advances in Aloperine Research: Pharmacological Activities and Underlying Biological Mechanisms
Zhou H, et al.
Frontiers in Pharmacology (2020)
Wanling Yin et al.
Scientific reports, 8(1), 6265-6265 (2018-04-21)
Aloperine is a quinolizidine alkaloid extracted from Sophora alopecuroides. It has been proven to alleviate oxidative stress and effectively promote tumor cell apoptosis in mice. Herein, we investigated whether aloperine could also mediate its protective effects on bleomycin (BLM)-induced pulmonary
Ying-Ray Lee et al.
International journal of molecular sciences, 19(1) (2018-01-25)
The global incidence of thyroid cancer, one of the most common endocrine malignancies, is especially high among women. Although most patients with thyroid cancers exhibit a good prognosis with standard treatment, there are no effective therapies for patients with anaplastic
Shibin Song et al.
Experimental and therapeutic medicine, 15(4), 3847-3855 (2018-03-23)
Aloperine (ALO) exhibits neuroprotective effects against oxidative stress in vitro; however, its protective effect in early brain injury (EBI) following experimental subarachnoid hemorrhage (SAH) remains to be elucidated. The aim of the current study was to evaluate the antioxidant activity
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