Chemical Component Summary

NameHuperzine A
Identifiersn/a
FormulaC15 H18 N2 O
Molecular Weight242.316
TypeNON-POLYMER
Isomeric SMILESC/C=C/1\[C@@H]2CC3=C([C@]1(CC(=C2)C)N)C=CC(=O)N3
InChIInChI=1S/C15H18N2O/c1-3-11-10-6-9(2)8-15(11,16)12-4-5-14(18)17-13(12)7-10/h3-6,10H,7-8,16H2,1-2H3,(H,17,18)/b11-3+/t10-,15+/m0/s1
InChIKeyZRJBHWIHUMBLCN-YQEJDHNASA-N

Chemical Details

Formal Charge0
Atom Count36
Chiral Atom Count2
Bond Count38
Aromatic Bond Count0

Drug Info: DrugBank

DrugBank IDDB04864 
NameHuperzine A
Groups
  • approved
  • experimental
DescriptionHuperzine A, is a naturally occurring sesquiterpene alkaloid found in the extracts of the firmoss _Huperzia serrata_. The botanical has been used in China for centuries for the treatment of swelling, fever and blood disorders. Recently in clinical trials in China, it has demonstrated neuroprotective effects. It is currently being investigated as a possible treatment for diseases characterized by neurodegeneration – particularly Alzheimer’s disease.
Synonyms
  • (−)-huperazine A
  • L-huperzine A
  • Huperzine-A
  • Selagine
  • (−)-selagine
IndicationInvestigated for use/treatment in alzheimer's disease.
Categories
  • Central Nervous System Agents
  • Cholinergic Agents
  • Cholinesterase Inhibitors
  • Compounds used in a research, industrial, or household setting
  • Enzyme Inhibitors
CAS number102518-79-6

Drug Targets

NameTarget SequencePharmacological ActionActions
AcetylcholinesteraseMRPPQCLLHTPSLASPLLLLLLWLLGGGVGAEGREDAELLVTVRGGRLRG...unknowninhibitor
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
Pharos CHEMBL395280
PubChem 854026
ChEMBL CHEMBL395280
ChEBI CHEBI:78330, CHEBI:94624
CCDC/CSD KITMOR, QIFPEC, KINKOH, QERHOL
COD 4507750