Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

546704

Sigma-Aldrich

Aloperine

96%

Synonym(s):

(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

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C15H24N2
CAS Number:
56293-29-9
Molecular Weight:
232.36
MDL number:
MFCD00468086
UNSPSC Code:
12352005
PubChem Substance ID:
329758044

Assay

96%

optical activity

[α]22/D +70°, c = 1 in chloroform

mp

67-72 °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

Looking for similar products? Visit Product Comparison Guide

Biochem/physiol Actions

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

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
01715AH

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

A D Brosius et al.
Acta crystallographica. Section C, Crystal structure communications, 53 ( Pt 10), 1510-1512 (1997-11-18)
The relative and absolute configuration of the title compound, (6R,7R,9R,11S)-16,17-didehydro-9-de-2-piperidinylormosanine, C15H24N2, has been elucidated. Two X-ray structures, one of the free base of the alkaloid and the second of its dihydrochloride monohydrate salt, C15H26N2(2+).2Cl-.H2O, have been determined to unequivocally establish
Yinyin Ye et al.
Inflammation research : official journal of the European Histamine Research Society ... [et al.], 69(4), 375-383 (2020-03-08)
The currently available anti-inflammatory drugs often cause diverse side effects with long-term use. Exploring anti-inflammatory drugs with better efficacy and lower toxicity presents an ongoing challenge. Aloperine is an alkaloid extracted from the leaves and seeds of Sophora alopecuroides L.
Satoshi Yamauchi et al.
Bioscience, biotechnology, and biochemistry, 69(8), 1589-1594 (2005-08-24)
Optically pure (S)- and (R)-vinylpiperidine 2 and (S)- and (R)-(hydroxyethyl)piperidine 3, which were key intermediates for the synthesis of aloperine, were synthesized from yeast-reductive products.
Dongliang Ren et al.
Experimental and therapeutic medicine, 13(1), 315-320 (2017-01-27)
Aloperine is an alkaloid that exerts significant inhibitive effects on acute inflammation and Type III and IV hypersensitivity caused by a variety of inflammatory agents. The aims of the present study were to investigate whether the protective effect of aloperine
Daniele Passarella et al.
Organic letters, 4(17), 2925-2928 (2002-08-17)
[reaction: see text] Total synthesis of aloperine and 6-epi-aloperine is reported. The crucial steps of the synthetic strategy are an aza-annulation reaction and an intermolecular Diels-Alder reaction. The synthetic plan proceeds from commercially available piperidine-2-ethanol.
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service