Structure via PubChem · Public domain (PubChem)
huperzine A
Sign in to saveAlso known as (−)-huperazine A, (−)-selagine, L-huperzine A, selagine, (-)-huperazine A, (-)-selagine
chemical compound
In the Vinony graph
Within Vinony's link graph, huperzine A is referenced by 583 other articles, and connects out to botulinum toxin group, neurotransmitter and NMDA receptor.
It sits within the topics 2-Pyrones, Acetylcholinesterase inhibitors and Conjugated dienes.
Its subject is documented across 18 Wikipedia language editions.
Chemical data
- Formula
- C15H18N2O
- Molecular weight
- 242.32 g/mol
- IUPAC name
- (1R,9R,13E)-1-amino-13-ethylidene-11-methyl-6-azatricyclo[7.3.1.02,7]trideca-2(7),3,10-trien-5-one
- SMILES
- C/C=C/1\[C@@H]2CC3=C([C@]1(CC(=C2)C)N)C=CC(=O)N3
- InChIKey
- ZRJBHWIHUMBLCN-YQEJDHNASA-N
- XLogP
- 0
- Polar surface area
- 55.1 Ų
- H-bond donors
- 2
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
- Indications
- substance abuse, brain injury, Alzheimer disease, cocaine abuse
via ChEMBL · EBI
Research
772 papers- Huperzine A and Its Neuroprotective Molecular Signaling in Alzheimer's Disease.Molecules (Basel, Switzerland) · 2021
- Huperzine A.Drugs in R&D · 2004
- Ginkgolides and Huperzine A for complementary treatment of Alzheimer's disease.IUBMB life · 2022
- Delineating biosynthesis of Huperzine A, A plant-derived medicine for the treatment of Alzheimer's disease.Biotechnology advances · 2022
- Huperzine A.American journal of health-system pharmacy : AJHP : official journal of the American Society of Health-System Pharmacists · 2000
via PubMed
Wikidata facts
- Mass
- 242.142
Show 6 more facts
- chemical formula
- C₁₅H₁₈N₂O
- found in taxon
- Phlegmariurus varius
- canonical SMILES
- CC=C1C2CC3=C(C1(CC(=C2)C)N)C=CC(=O)N3
- isomeric SMILES
- C/C=C/1\[C@@H]2CC3=C([C@]1(CC(=C2)C)N)C=CC(=O)N3
- subject has role
- nootropic
- Commons category
- Huperzine A
via Wikidata · CC0
Connections
botulinum toxin group
Entity
neurotransmitter
Entity
NMDA receptor
Entity
chlorpyrifos
Entity
pentamidine
Entity
1-aminocyclopropanecarboxylic acid
Entity
metrifonate
Entity
isoflurophate
Entity
bungarotoxin
Entity
lanicemine
Entity
rapastinel
Entity
selfotel
Entity
PCPr
Entity
hydrogen
Entity
zinc
Entity
magnesium
Entity
International Standard Book Number
Entity
xenon
Entity
enzyme
Entity
Alzheimer's disease
Entity
Categories
2-PyronesAcetylcholinesterase inhibitorsConjugated dienesDrugboxes which contain changes to verified fieldsDrugboxes which contain changes to watched fieldsDrugs with no legal statusECHA InfoCard ID from WikidataEnonesNMDA receptor antagonistsNootropicsSesquiterpene alkaloidsTreatment of Alzheimer's disease