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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

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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:
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

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Biochem/physiol Actions

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

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
01715AH

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Ze Lin et al.
Basic & clinical pharmacology & toxicology, 108(5), 304-309 (2010-12-17)
The dry root of Sophora flavescens Ait. (SF) has long been used in a variety of Chinese herbal formulations to treat patients with cancer. Alkaloids are commonly known to present in SF as main active constituents. Here, we report that
Xiao-Ying Yuan et al.
European journal of pharmacology, 629(1-3), 147-152 (2009-12-17)
Allergic contact dermatitis is a prototypic T-cell-mediated cutaneous inflammatory response. Multiple cell types, inflammatory mediators and cytokines are involved in the regulation of immunologic and inflammatory processes in allergic contact dermatitis. Aloperine is an isolated alkaloid found in the plant
C C Zhou et al.
Zhongguo yao li xue bao = Acta pharmacologica Sinica, 10(4), 360-365 (1989-07-01)
Aloperine, an alkaloid isolated from Sophora alopecuroides L, showed a marked suppressive effect on the swelling of the rat's hind paw induced by injecting carrageenin, macostatin, PGE2, histamine, 5-HT, on the rat's scald oedema induced by scalding its hind paw
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
Xiao-Ying Yuan et al.
European journal of pharmacology, 658(2-3), 263-269 (2011-03-05)
Aloperine has been shown to inhibit 2,4-dinitrofluorobenzene (DNFB) induced allergic contact dermatitis in BALB/c mice. In the present study, we further investigated the effect of aloperine on DNFB-induced atopic dermatitis-like skin lesions in NC/Nga mice. NC/Nga mice elicited atopic dermatitis-like
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