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Details

Stereochemistry ABSOLUTE
Molecular Formula C15H26N2
Molecular Weight 234.3803
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of .ALPHA.-ISOSPARTEINE

SMILES

[H][C@]12CN3CCCC[C@]3([H])[C@]([H])(CN4CCCC[C@]14[H])C2

InChI

InChIKey=SLRCCWJSBJZJBV-BYNSBNAKSA-N
InChI=1S/C15H26N2/c1-3-7-16-11-13-9-12(14(16)5-1)10-17-8-4-2-6-15(13)17/h12-15H,1-11H2/t12-,13-,14+,15+/m0/s1

HIDE SMILES / InChI

Description

a-Isosparteine was originally isolated from Cytisus scoparius. It was isolated from two other legumes, Lupinus caudatus Kell. and Genista tinctoria L. a-Isosparteine exhibits basically the same action as does (-)-sparteine but possesses a more rapid onset and a shorter duration when compared using rat myocardial tissue. male Sprague-Dawley rats were found to metabolize sparteine and a-isosparteine to lupanine and alpha-isolupanine respectively in vivo. a-Isosparteine elicits intense interest because of its deployment as uniquely effective chiral ligand in a wide variety of metal-mediated enantioselective synthetic methods.

Originator

Approval Year

Conditions

ConditionModalityTargetsHighest PhaseProduct

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
Rat: 50 mg/kg
Route of Administration: Intraperitoneal
In Vitro Use Guide
Unknown