[CAS NO. 102518-79-6] (-)-Huperzine A (HupA)

Name: (-)-Huperzine A (HupA)
Brand: Arctom Scientific
SKU: SLK-S2251

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PRODUCTS SPECIFICATIONS [102518-79-6]

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Catalog

SLK-S2251

Brand

Selleck

CAS

102518-79-6

DESCRIPTION [102518-79-6]

Overview

MDL	MFCD01714949
Molecular Weight	242.32
Molecular Formula	C15H18N2O
SMILES	N[C@@]\12C3=C(C[C@@H](/C1=C\C)C=C(C)C2)NC(=O)C=C3

For research use only.

Storage

3 years,-20°C,powder
1 years,-80°C,in solvent

Shipping

Room temperature shipping(Stability testing shows this product can be shipped without any cooling measures.)

Preparing Stock Solutions

Concentration Volume Mass	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
50 mM	-	-	-

Description

(-)-Huperzine A is a potent, highly specific and reversible inhibitor of with K of 7 nM, exhibiting 200-fold more selectivity for G4 AChE over G1 AChE. Also acts as an antagonist. Phase 4.

Features

Greater penetration of the blood-brain barrier, higher oral bioavailability, and longer AChE inhibition relative to tacrine, donepezil, and rivastigmine.

Targets

AChE (G4 form) ^[1]

7 nM(Ki)

In vitro

(-)-Huperzine A is a novel alkaloid isolated from the Chinese herb Huperzia serrata. (-)-Huperzine A preferentially inhibits tetrameric AChE (G4 form). (-)-Huperzine A is more potent than tacrine, physostigmine, galanthamine, and rivastigmine with respect to inhibition of AChE activity, whereas HupA is the least potent BuChE inhibitor among the inhibitors. (-)-Huperzine A possesses the ability to protect cells against hydrogen peroxide, β-amyloid protein, glutamate, ischemia and staurosporine-induced cytotoxicity and apoptosis. These protective effects are related to its ability to attenuate oxidative stress, regulate the expression of apoptotic proteins Bcl-2, Bax, P53, and caspase-3, protect mitochondria, upregulate nerve growth factor and its receptors, and interfere with amyloid precursor protein metabolism.

In vivo

(-)-Huperzine A can ameliorate the learning and memory deficiency in animal models and AD patients. Its potentially beneficial actions include modification of β-amyloid peptide processing, reduction of oxidative stress, neuronal protection against apoptosis, and regulation of the expression and secretion of nerve growth factor (NGF) and NGF signaling. (-)-Huperzine A significantly inhibits AChE activity in the cortex, hippocampus, striatum, medial septum, medulla oblongata, cerebellum, and hypothalamus of rats that are killed 30 min following the administration of (-)-Huperzine A at several dose levels compared with the saline control.

References

[1] Zhao Q, et al. Eur J Pharmacol, 2002, 455(2-3), 101-107.
[2] Zhang HY, et al. Trends Pharmacol Sci, 2006, 27(12), 619-625.
[3] Wang R, et al. Acta Pharmacol Sin, 2006, 27(1), 1-26.
[4] Zheng CY, et al. J Neurosci Res, 2008, 86(11), 2432-2440.

Synonyms

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

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

Selagine

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

Huperzine A

(-)-Huperzine A

(-)-Selagine

Kimpukan A

Hupzine A

Hup A

Huperzine