Huperzine A
(1R,9R,13E)-1-amino-13-ethylidene-11-methyl-6-azatricyclo[7.3.1.02,7]trideca-2(7),3,10-trien-5-one
Molecular Identity
Huperzine A
(1R,9R,13E)-1-amino-13-ethylidene-11-methyl-6-azatricyclo[7.3.1.02,7]trideca-2(7),3,10-trien-5-one
PubChem CID: 854026
Huperzine A is a sesquiterpene alkaloid isolated from a club moss Huperzia serrata that has been shown to exhibit neuroprotective activity. It is also an effective inhibitor of acetylcholinesterase and has attracted interest as a therapeutic candidate for Alzheimer's disease. It has a role as an EC 3.1.1.7 (acetylcholinesterase) inhibitor, a neuroprotective agent, a nootropic agent and a plant metabolite. It is a sesquiterpene alkaloid, an organic heterotricyclic compound, a pyridone and a primary amino compound. It is a conjugate base of a huperzine A(1+).
2D Structure
Properties
C15H18N2O
Molecular Formula
242.32
Molecular Weight
g/mol
242.1419
Exact Mass
Da
0
XLogP
Drug-like (Lipinski: < 5)
55.1
TPSA
Good oral absorption (< 140 A²)
2
H-Bond Donors
2
H-Bond Acceptors
551
Complexity
SMILES
Canonical SMILES
SMILES: Synonyms(20)
Huperzine A(-)-huperzine A102518-79-6(-)-huperazine AL-huperzine AHuperzine-AHup AKimpukan ADTXSID8046038DTXCID6026038CHEBI:783300111871I235,9-Methanocycloocta[b]pyridin-2(1H)-one, 5-amino-11-ethylidene-5,6,9,10-tetrahydro-7-methyl-, (5R,9R,11E)-(1R,9R,13E)-1-amino-13-ethylidene-11-methyl-6-azatricyclo[7.3.1.02,7]trideca-2(7),3,10-trien-5-one(5R,9R,11E)-5-AMINO-11-ETHYLIDENE-5,6,9,10-TETRAHYDRO-7-METHYL-5,9-METHANOCYCLOOCTA(B)PYRIDIN-2(1H)-ONE
Data from PubChem (NCBI)
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Drug Network
Trials and conditions connected to Huperzine A
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