(-)-Huperzine A (HupA)

Alias: Hup A; Huperzine A; Selagine; (-)-huperzine A; (-)-Selagine.
Cat No.:V1082 Purity: ≥98%
Huperzine A (Hup A; Selagine; (-)-Selagine) is a naturally occurring, highly specific and reversible inhibitor of acetylcholinesterase (AChE) with neuroprotective activity.
(-)-Huperzine A (HupA) Chemical Structure CAS No.: 102518-79-6
Product category: GluR
This product is for research use only, not for human use. We do not sell to patients.
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Purity & Quality Control Documentation

Purity: ≥98%

Product Description

(-)-Huperzine A (Hup A; Selagine; (-)-Selagine) is a naturally occurring, highly specific and reversible inhibitor of acetylcholinesterase (AChE) with neuroprotective activity. It inhibits AChE with Ki of 7 nM, and exhibits 200-fold more selectivity for G4 AChE over G1 AChE. Chemically, (-)-Huperzine A is an active Lycopodium alkaloid isolated from traditional Chinese herb. It also acts as an NMDA receptor antagonist. (-)-Huperzine A has been investigated as a possible treatment for diseases characterized by neurodegeneration-particularly Alzheimer's disease. Huperzine A is also marketed as a dietary supplement with claims made for its ability to improve memory and mental function.

Biological Activity I Assay Protocols (From Reference)
ln Vitro
(-)-Huperzine A (1 μM; 2 hours) attenuates neuronal damage caused by Aβ23-35 (20 μM) [2]. (-)-Huperzine A (100 μM) reversibly suppresses NMDA-induced currents (IC50=126 μM) in whole-cell voltage-clamp recordings in CA1 pyramidal neurons that had been acutely separated from the rat hippocampal [3].
ln Vivo
In rats with degeneration brought on by icv infusion of beta-amyloid-(1-40), (-)-Huperzine A (0.1-0.2 mg/kg; intraperitoneal injection; daily; for 12 days) lessens neuronal damage and cognitive dysfunction [5].
Animal Protocol
Animal/Disease Models: Male SD (Sprague-Dawley) rats (220-280 g)[5]
Doses: 0.1 mg/kg, 0.2 mg/kg
Route of Administration: intraperitoneal (ip)injection, daily, for 12 days
Experimental Results: Partly reversed the down-regulation of anti-apoptotic Bcl-2 and the up-regulation of pro-apoptotic Bax and P53 proteins and decreased the apoptosis that normally followed b-amyloid injection; alleviated the cognitive dysfunction induced by b-amyloid protein-(1-40).
References
[1]. MA Xiao-Chao, XIN Jian, WANG Hai-Xue, et al. Acute effects of huperzine A and tacrine on rat liver. Acta Pharmacol ogica Sinica, 2003, 24(3):247-250.
[2]. Rui Wang, et al. Progress in studies of huperzine A, a natural cholinesterase inhibitor from Chinese herbal medicine. Acta Pharmacol Sin. 2006 Jan;27(1):1-26.
[3]. J M Zhang, et al. Huperzine A, a nootropic alkaloid, inhibits N-methyl-D-aspartate-induced current in rat dissociated hippocampal neurons.Neuroscience. 2001;105(3):663-9
[4]. Maung Kyaw Moe Tun, et al. The pharmacology and therapeutic potential of (−)-huperzine A. J Exp Pharmacol. 2012; 4: 113–123.
[5]. R Wang, et al. Huperzine A attenuates cognitive dysfunction and neuronal degeneration caused by beta-amyloid protein-(1-40) in rat. Eur J Pharmacol. 2001 Jun 15;421(3):149-56.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C15H18N2O
Molecular Weight
242.32
CAS #
102518-79-6
Related CAS #
102518-79-6
SMILES
O=C1C([H])=C([H])C2=C(C([H])([H])[C@]3([H])C([H])=C(C([H])([H])[H])C([H])([H])[C@]2(C3=C([H])C([H])([H])[H])N([H])[H])N1[H]
Synonyms
Hup A; Huperzine A; Selagine; (-)-huperzine A; (-)-Selagine.
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO:<1 mg/mL
Water:<1 mg/mL
Ethanol:<1 mg/mL
Solubility (In Vivo)
30% propylene glycol, 5% Tween 80, 65% D5W:30 mg/mL
 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 4.1268 mL 20.6339 mL 41.2677 mL
5 mM 0.8254 mL 4.1268 mL 8.2535 mL
10 mM 0.4127 mL 2.0634 mL 4.1268 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
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Biological Data
  • (-)-Huperzine A (HupA)

    Effects of the co-administration of huperzine A (0.2, 0.3 and 0.4 mg/kg) and morphine on locomotor activity in the development phase of behavioral sensitization.Exp Ther Med. 2017 Apr; 13(4): 1584–1591.
  • (-)-Huperzine A (HupA)

    Examination of the state-dependency hypothesis.Exp Ther Med. 2017 Apr; 13(4): 1584–1591.
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    Effects of huperzine A on the expression of morphine sensitization in the Sal+Mor group.Exp Ther Med. 2017 Apr; 13(4): 1584–1591.
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