CH₃CH₃

Huperzine A

Chemistry

36 atoms · Conformer computed and published by PubChem.
Formula
C15H18N2O
Molar mass
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
InChIKey
ZRJBHWIHUMBLCN-YQEJDHNASA-N

Chemistry from PubChem CID 854026.

Also known as

  • (-)-huperzine A
  • 102518-79-6
  • (-)-huperazine A
  • L-huperzine A
  • Huperzine-A
  • Hup A
  • Kimpukan A
  • DTXSID8046038

Stereoisomers

12 distinct stereoisomers are registered for this structure.

  • Huperzine A this area CID 854026
  • (-)-Selagine CID 449069
  • (-)-Isoselagine CID 907504
  • (11E)-5alpha-Amino-11-ethylidene-5,6,9,10-tetrahydro-7-methyl-5,9beta-methanocycloocta[b]pyridin-2(1H)-one CID 1633595
  • (+)-Huperzine A CID 4369233
  • (1S,9S,13Z)-1-amino-13-ethylidene-11-methyl-6-azatricyclo[7.3.1.02,7]trideca-2(7),3,10-trien-5-one CID 5558179
  • (1S,9R)-1-amino-13-ethylidene-11-methyl-6-azatricyclo[7.3.1.02,7]trideca-2(7),3,10-trien-5-one CID 6348872
  • (1R,9S)-1-amino-13-ethylidene-11-methyl-6-azatricyclo[7.3.1.02,7]trideca-2(7),3,10-trien-5-one CID 6565233
  • (1S,9R,13E)-1-amino-13-ethylidene-11-methyl-6-azatricyclo[7.3.1.02,7]trideca-2(7),3,10-trien-5-one CID 9794806
  • (1R,9S,13Z)-1-amino-13-ethylidene-11-methyl-6-azatricyclo[7.3.1.02,7]trideca-2(7),3,10-trien-5-one CID 71308731
  • (1r,9s,13e)-1-Amino-13-ethylidene-11-methyl-6azatricyclo[7.3.1.02,7]trideca-2(7),3,10-trien-5-one CID 89451773
  • (1S,9R,13Z)-1-amino-13-ethylidene-11-methyl-6-azatricyclo[7.3.1.02,7]trideca-2(7),3,10-trien-5-one CID 98043106
  • Acanthus ilicifolius Linn mixture CID 1253
  • Huperzine A Impurity 7 mixture CID 5353252
  • (11E)-5-Amino-11-ethylidene-5,6,9,10-tetrahydro-7-methyl-5,9-methanocycloocta(b)pyridin-2(1H)-one mixture CID 5912039

Photographs

sample Toothed clubmoss (Huperzia serrata) growing wild in Taiwan: upright forked shoots with whorls of serrated lance-shaped leaves. This clubmoss, used in Chinese herbal medicine as qian ceng ta, is the natural source of huperzine A.
Toothed clubmoss (Huperzia serrata) growing wild in Taiwan: upright forked shoots with whorls of serrated lance-shaped leaves. This clubmoss, used in Chinese herbal medicine as qian ceng ta, is the natural source of huperzine A.
Cheng-Tao Lin ·CC BY
sample Shoot of Huperzia serrata in close-up: toothed leaf margins and yellow kidney-shaped sporangia tucked in the leaf axils, the field marks of this clubmoss. The plant is the natural source of the alkaloid huperzine A.
Shoot of Huperzia serrata in close-up: toothed leaf margins and yellow kidney-shaped sporangia tucked in the leaf axils, the field marks of this clubmoss. The plant is the natural source of the alkaloid huperzine A.
John Game ·CC BY
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