An alkaloid with neuroprotective activity
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Huperzine B

Item No. 35629

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2,3,4,4aR,5R,6-hexahydro-12-methyl-1H-5,10bR-propeno-1,7-phenanthrolin-8(7H)-one
CAS Number
103548-82-9
Synonyms
  • Fordimine
  • (–)-Huperzine B
Molecular Formula
C16H20N2O
Formula Weight
256.3
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 1 mg/mlDMSO: 1 mg/mlEthanol: 2 mg/ml
λmax
231, 313 nm
SMILES
[H][C@@]12[C@]3(C(C=CC(N4)=O)=C4C[C@@H]2C=C(C)C3)NCCC1
InChi Code
InChI=1S/C16H20N2O/c1-10-7-11-8-14-13(4-5-15(19)18-14)16(9-10)12(11)3-2-6-17-16/h4-5,7,11-12,17H,2-3,6,8-9H2,1H3,(H,18,19)/t11-,12+,16+/m0/s1
InChi Key
YYWGABLTRMRUIT-HWWQOWPSSA-N
Origin
Plant/Lycopodium serratum
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $43

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    5 mg

    $194

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    10 mg

    $323

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    25 mg

    $698

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    Product Description

    Huperzine B is an alkaloid originally isolated from H. serrata with neuroprotective activity.1 It selectively binds to acetylcholinesterase (AChE) over butyrylcholinesterase (BChE; IC50s = 8.2 and 157 µM, respectively).2 It is also an antagonist at the NMDA receptor (IC50 = 316.6 µM).3 Huperzine B (0.1-100 µM) increases the viability of PC12 cells in a model of hydrogen peroxide-induced cell injury.1 It increases glutathione peroxidase (GPX) and catalase (CAT) activities, and decreases malondialdehyde (MDA) levels, in PC12 cells in a model of hydrogen peroxide-induced cell injury when used at concentrations ranging from 10 to 100 µM.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Zhang, H.Y., and Tang, X.C. Huperzine B, a novel acetylcholinesterase inhibitor, attenuates hydrogen peroxide induced injury in PC12 cells. Neurosci. Lett. 292(1), 41-44 (2000).

    2. Feng, S., Xia, Y., Han, D., et al. Synthesis and acetylcholinesterase inhibition of derivatives of huperzine B. Bioorg. Med. Chem. Lett. 15(3), 523-526 (2005).

    3. Wang, X.-D., Chen, X.-Q., Yang, H.-H., et al. Comparison of the effects of cholinesterase inhibitors on [3H]MK-801 binding in rat cerebral cortex. Neurosci. Lett. 272(1), 21-24 (1999).