Preferred Name

huperzine A
Synonyms

(-)-huperazine A

huperzine-A

(5R,9R,11E)-5-amino-11-ethylidene-5,6,9,10-tetrahydro-7-methyl-5,9-methanocycloocta[b]pyridin-2(1H)-one

(-)-selagine

Hup A

HupA

hupzine A

kimpukan A

selagine

(5R,9R,11E)-5-amino-11-ethylidene-7-methyl-5,6,9,10-tetrahydro-5,9-methanocycloocta[b]pyridin-2(1H)-one

Definitions

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.

ID

http://purl.obolibrary.org/obo/CHEBI_78330

alternative term

(-)-huperazine A

huperzine-A

(5R,9R,11E)-5-amino-11-ethylidene-5,6,9,10-tetrahydro-7-methyl-5,9-methanocycloocta[b]pyridin-2(1H)-one

(-)-selagine

Hup A

HupA

hupzine A

kimpukan A

selagine

(5R,9R,11E)-5-amino-11-ethylidene-7-methyl-5,6,9,10-tetrahydro-5,9-methanocycloocta[b]pyridin-2(1H)-one

bearer of

http://purl.obolibrary.org/obo/CHEBI_66980

http://purl.obolibrary.org/obo/CHEBI_76924

http://purl.obolibrary.org/obo/CHEBI_38462

http://purl.obolibrary.org/obo/CHEBI_63726

charge

0

database_cross_reference

HMDB:HMDB0242654

PMID:31990212

PMID:32970179

PMID:34306441

PMID:31922239

PMID:33252842

PMID:31305343

PMID:33278032

PMID:33675928

Chemspider:16736021

PMID:33504676

PMID:32708929

PMID:23306162

PMID:33708959

CAS:102518-79-6

PMID:32052235

Wikipedia:Huperzine_A

PMID:12895686

PMID:33930191

Reaxys:3592896

PMID:33891962

AGR:IND606941294

PMID:32729341

PMID:34198639

PMID:34368579

PMID:32869005

PMID:24299147

PMID:34363318

PMID:34419561

PMID:24332448

PMID:34072855

PMID:32970952

PMID:24129696

PMID:24639880

DrugBank:DB04864

PMID:33851462

PMID:32576772

PMID:33567664

PMID:24190328

KNApSAcK:C00028361

definition

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.

formula

C15H18N2O

has_exact_synonym

(5R,9R,11E)-5-amino-11-ethylidene-7-methyl-5,6,9,10-tetrahydro-5,9-methanocycloocta[b]pyridin-2(1H)-one

has_obo_namespace

chebi_ontology

has_related_synonym

(-)-huperazine A

huperzine-A

(5R,9R,11E)-5-amino-11-ethylidene-5,6,9,10-tetrahydro-7-methyl-5,9-methanocycloocta[b]pyridin-2(1H)-one

(-)-selagine

Hup A

HupA

hupzine A

kimpukan A

selagine

id

CHEBI:78330

in_subset

http://purl.obolibrary.org/obo/chebi#3_STAR

inchi

InChI=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

inchikey

ZRJBHWIHUMBLCN-YQEJDHNASA-N

is_conjugate_base_of

http://purl.obolibrary.org/obo/CHEBI_178022

label

huperzine A

mass

242.31620

monoisotopicmass

242.14191

notation

CHEBI:78330

prefLabel

huperzine A

RO_0000087

http://purl.obolibrary.org/obo/CHEBI_66980

http://purl.obolibrary.org/obo/CHEBI_76924

http://purl.obolibrary.org/obo/CHEBI_38462

http://purl.obolibrary.org/obo/CHEBI_63726

smiles

C\C=C1/[C@@H]2Cc3[nH]c(=O)ccc3[C@@]1(N)CC(C)=C2

subClassOf

http://purl.obolibrary.org/obo/CHEBI_38183

http://purl.obolibrary.org/obo/CHEBI_26979

http://purl.obolibrary.org/obo/CHEBI_26657

http://purl.obolibrary.org/obo/CHEBI_50994

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