Description
Swainsonine is a plant alkaloid derived from Swainsona canescens (a leguminous plant). It is a reversible, active-site directed inhibitor of α-mannosidase at concentrations of 5-10 mM.
Synonyms
Tridolgosir; 8α,β-Octahydroindolizidine-1α,2α,8β-triol; (-)-Swainsonine; (1S,2R,8R,8aR)-Octahydroindolizidinetriol; 1,2,8-Indolizinetriol, octahydro-, (1S-(1alpha,2alpha,8beta,8abeta))-
IUPAC Name
(1S,2R,8R,8aR)-1,2,3,5,6,7,8,8a-octahydroindolizine-1,2,8-triol
Molecular Formula
C8H15NO3
Canonical SMILES
C1CC(C2C(C(CN2C1)O)O)O
InChI
InChI=1S/C8H15NO3/c10-5-2-1-3-9-4-6(11)8(12)7(5)9/h5-8,10-12H,1-4H2/t5-,6-,7-,8-/m1/s1
InChIKey
FXUAIOOAOAVCGD-WCTZXXKLSA-N
Boiling Point
353.3±21.0°C (Predicted)
Melting Point
>125°C (dec.)
Density
1.38±0.1 g/cm3 at 20°C 760 Torr
Solubility
Soluble in DMSO (Slightly), Methanol (Slightly)
Appearance
White to Off-white Solid
Definition
ChEBI: An indolizidine alkaloid isolated from the plant Swainsona canescens with three hydroxy substituents at positions 1, 2 and 8.
pKa
14.01±0.60(Predicted)
Stability
Stable for 1 year from date of purchase as supplied. Solutions in DMSO, ethanol or distilled water may be stored at -20°C for up to 3 months.
Uses
Swainsonine is a plant alkaloid derived from Swainsona canescens (a leguminous plant). It is a reversible, active-site directed inhibitor of a-mannosidase at concentrations of 5-10mM.
Water Solubility
H2O: 1 mg/mL