Mrv0541 05071412082D          

 19 21  0  0  1  0            999 V2000
   14.4379   -5.6147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1618   -6.0104    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7333   -6.0439    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4185   -4.7899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6946   -4.3943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9900   -4.8235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0093   -5.6482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5655   -5.1476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6156   -5.0090    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.6282   -5.9809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0173   -3.6059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7808   -3.5629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3202   -4.1953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0793   -4.7005    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.5098   -4.2107    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.0822   -5.6369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4949   -6.2946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0760   -6.8187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9642   -4.7732    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  3  7  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6 14  1  0  0  0  0
  7  8  1  0  0  0  0
  9 10  1  0  0  0  0
  9 13  1  0  0  0  0
  9 19  1  1  0  0  0
 10 17  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  6  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
  8  9  1  0  0  0  0
M  END
> <ID>
CHEBI:78330

> <NAME>
huperzine A

> <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.

> <STAR>
3

> <SYNONYM>
selagine; kimpukan A; hupzine A; huperzine-A; HupA; Hup A; (5R,9R,11E)-5-amino-11-ethylidene-5,6,9,10-tetrahydro-7-methyl-5,9-methanocycloocta[b]pyridin-2(1H)-one; (-)-selagine; (-)-huperazine A

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

> <FORMULA>
C15H18N2O

> <MASS>
242.31620

> <MONOISOTOPIC_MASS>
242.14191

> <CHARGE>
0

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

> <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

> <CAS_REGISTRY_NUMBER>
102518-79-6

> <REAXYS_REGISTRY_NUMBER>
3592896

> <CHEMIDPLUS>
102518-79-6

> <DRUGBANK_ACCESSION>
DB04864

> <KNAPSACK_ACCESSION>
C00028361

> <WIKIPEDIA_ACCESSION>
Huperzine_A

> <AGRICOLA_CITATION>
IND606941294

> <PUBMED_CITATION>
12895686; 23306162; 24129696; 24190328; 24299147; 24332448; 24639880; 31305343; 31922239; 31990212; 32052235; 32576772; 32708929; 32729341; 32869005; 32970179; 32970952; 33252842; 33278032; 33504676; 33567664; 33675928; 33708959; 33851462; 33891962; 33930191; 34072855; 34198639; 34306441; 34363318; 34368579; 34419561

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