Description
Koumine has a significant analgesic effect in rodent behavioral models of inflammatory and neuropathic pain, and that the reduction in neuropathic pain may be associated with the upregulation of allopregnanolone in the spinal cord. Koumine has the potential to be a future breast cancer chemotherapeutic agent.
Synonyms
(3R,7alpha,20alpha)-1,2,18,19-Tetradehydro-3,17-epoxy-7,20(2H,19H)cyclovobasan; 7,20(2H,19H)-Cyclovobasan, 1,2,18,19-tetradehydro-3,17-epoxy-, (3R,7alpha,20alpha)-
IUPAC Name
(1R,10R,12S,15S,16R,17S)-15-ethenyl-13-methyl-19-oxa-3,13-diazahexacyclo[14.3.1.02,10.04,9.010,15.012,17]icosa-2,4,6,8-tetraene
Molecular Formula
C20H22N2O
Canonical SMILES
CN1CC2(C3CC4C5=NC6=CC=CC=C6C52CC1C3CO4)C=C
InChI
InChI=1S/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+/m0/s1
InChIKey
VTLYEMHGPMGUOT-FXWNUWCSSA-N
Boiling Point
436.5±45.0°C (Predicted)
Application
Antineoplastic
Uses
Koumine is known to attenuate the lipopolysaccharide-stimulated inflammation in RAW264.7 macrophages.