PRODUCT Properties
Melting point: | 168℃ |
Boiling point: | 436.5±45.0 °C(Predicted) |
Density | 1.42 |
storage temp. | 2-8°C |
solubility | DMSO : 31.25 mg/mL (101.99 mM; Need ultrasonic) |
form | powder |
pka | 8.67±0.40(Predicted) |
color | Yellow-brown |
optical activity | [α]/D 295 to 245° |
InChI | InChI=1/C20H22N2O/c1-3-19-11-22(2)16-9-20(19)13-6-4-5-7-15(13)21-18(20)17-8-14(19)12(16)10-23-17/h3-7,12,14,16-17H,1,8-11H2,2H3/t12-,14+,16-,17+,19-,20+/s3 |
InChIKey | VTLYEMHGPMGUOT-KWZROIJWNA-N |
SMILES | C1C=CC2N=C3[C@]4([H])OC[C@@]5([H])[C@]([H])([C@]6(C=C)CN(C)[C@]5(C[C@@]36C=2C=1)[H])C4 |&1:6,10,12,14,20,22,r| |
Description and Uses
The Chinese drug 'Kou-wen', said to be derived from Gelsemium elegans Benth., is stated to contain this alkaloid which forms rhombic prisms from Me2 CO. It has [α]23D - 265° (EtOH) and forms a crystalline hydrochloride, m.p. 255°C (dec.) and a hydrobromide, m.p. 269°C (dec.).
Koumine is known to attenuate the lipopolysaccharide-stimulated inflammation in RAW264.7 macrophages.