CAS 120786-18-7|Huperzine A

Introduction：Basic information about CAS 120786-18-7|Huperzine A, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. Huperzine A BiologicalActivity
3. Chemical & Physical Properties
4. Safety Information
5. Articles2
6. Synonyms

Common Name	Huperzine A
CAS Number	120786-18-7	Molecular Weight	242.316
Density	1.2±0.1 g/cm3	Boiling Point	505.0±50.0 °C at 760 mmHg
Molecular Formula	C₁₅H₁₈N₂O	Melting Point	/
MSDS	ChineseUSA	Flash Point	259.2±30.1 °C
Symbol	GHS06	Signal Word	Danger

Names

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

Huperzine A BiologicalActivity

Description	Huperzine A, an active Lycopodium alkaloid extracted from traditional Chinese herb, is a potent, selective and reversible acetylcholinesterase (AChE) inhibitor and has been widely used in China for the treatment of Alzheimer's disease (AD). IC50 value:Target: AChEHuperzine A exhibited protective effects against d-gal-induced hepatotoxicity and inflamm-aging by inhibiting AChE activity and via the activation of the cholinergic anti-inflammatory pathway. The huperzine A mechanism might be involved in the inhibition of DAMPs-mediated NF-κB nuclear localization and activation. Huperzine A is a potential therapeutic agent for Alzheimer's disease.
Related Catalog	Signaling Pathways >>Neuronal Signaling >>AChENatural Products >>AlkaloidResearch Areas >>Neurological Disease
References	[1]. Burshtein G, Friedman M, Greenberg S, Hoffman A. Transepithelial Transport of a Natural Cholinesterase Inhibitor, Huperzine A, along the Gastrointestinal Tract: the Role of Ionization on Absorption Mechanism. Planta Med. 2013 Jan 23. [2]. Ruan Q, Liu F, Gao Z, et al. The anti-inflamm-aging and hepatoprotective effects of huperzine A in d-galactose-treated rats. Mech Ageing Dev. 2013 Jan 8. pii: S0047-6374(12)00182-0. [3]. Zhang HY. New insights into huperzine A for the treatment of Alzheimer's disease. Acta Pharmacol Sin. 2012 Sep;33(9):1170-5. [4]. Wang J, Zhang HY, Tang XC. Huperzine a improves chronic inflammation and cognitive decline in rats with cerebral hypoperfusion. J Neurosci Res. 2010 Mar;88(4):807-15. doi: 10.1002/jnr.22237. [5]. Park P, Schachter S, Yaksh T. Intrathecal huperzine A increases thermal escape latency and decreases flinching behavior in the formalin test in rats. Neurosci Lett. 2010 Feb 5;470(1):6-9. doi: 10.1016/j.neulet.2009.12.033.

Description

Huperzine A, an active Lycopodium alkaloid extracted from traditional Chinese herb, is a potent, selective and reversible acetylcholinesterase (AChE) inhibitor and has been widely used in China for the treatment of Alzheimer's disease (AD). IC50 value:Target: AChEHuperzine A exhibited protective effects against d-gal-induced hepatotoxicity and inflamm-aging by inhibiting AChE activity and via the activation of the cholinergic anti-inflammatory pathway. The huperzine A mechanism might be involved in the inhibition of DAMPs-mediated NF-κB nuclear localization and activation. Huperzine A is a potential therapeutic agent for Alzheimer's disease.

Related Catalog

Signaling Pathways >>Neuronal Signaling >>AChENatural Products >>AlkaloidResearch Areas >>Neurological Disease

References

[1]. Burshtein G, Friedman M, Greenberg S, Hoffman A. Transepithelial Transport of a Natural Cholinesterase Inhibitor, Huperzine A, along the Gastrointestinal Tract: the Role of Ionization on Absorption Mechanism. Planta Med. 2013 Jan 23.

[2]. Ruan Q, Liu F, Gao Z, et al. The anti-inflamm-aging and hepatoprotective effects of huperzine A in d-galactose-treated rats. Mech Ageing Dev. 2013 Jan 8. pii: S0047-6374(12)00182-0.

[3]. Zhang HY. New insights into huperzine A for the treatment of Alzheimer's disease. Acta Pharmacol Sin. 2012 Sep;33(9):1170-5.

[4]. Wang J, Zhang HY, Tang XC. Huperzine a improves chronic inflammation and cognitive decline in rats with cerebral hypoperfusion. J Neurosci Res. 2010 Mar;88(4):807-15. doi: 10.1002/jnr.22237.

[5]. Park P, Schachter S, Yaksh T. Intrathecal huperzine A increases thermal escape latency and decreases flinching behavior in the formalin test in rats. Neurosci Lett. 2010 Feb 5;470(1):6-9. doi: 10.1016/j.neulet.2009.12.033.

Chemical & Physical Properties

Density	1.2±0.1 g/cm3
Boiling Point	505.0±50.0 °C at 760 mmHg
Molecular Formula	C₁₅H₁₈N₂O
Molecular Weight	242.316
Flash Point	259.2±30.1 °C
Exact Mass	242.141907
PSA	58.88000
LogP	0.71
Vapour Pressure	0.0±1.3 mmHg at 25°C
Index of Refraction	1.626
InChIKey	ZRJBHWIHUMBLCN-QDEBKDIKSA-N
SMILES	CC=C1C2C=C(C)CC1(N)c1ccc(=O)[nH]c1C2
Storage condition	2-8°C

Safety Information

Symbol	GHS06
Signal Word	Danger
Hazard Statements	H301 + H311 + H331-H315-H319-H335
Precautionary Statements	P261-P280-P301 + P310-P305 + P351 + P338-P311
Personal Protective Equipment	Eyeshields;Faceshields;Gloves;type P2 (EN 143) respirator cartridges
Hazard Codes	T
Risk Phrases	23/24/25-36/37/38
Safety Phrases	26-36/37/39-45
RIDADR	UN 1544 6.1/PG 2
WGK Germany	3
RTECS	PB9185700

Articles2

Effect of huperzine A, a new cholinesterase inhibitor, on the central cholinergic system of the rat.

J. Neurosci. Res. 24 , 276, (1989)

The present study represents the first comprehensive investigation of the effect of huperzine A (HUP-A), a new cholinesterase inhibitor (ChEI) isolated from a Lycopodium species, upon acetylcholineste...

Effect of triterpenoid saponins from Bacopa monniera on scopolamine-induced memory impairment in mice.

Planta Med. 75 , 568-74, (2009)

Three new saponins, bacopasides IX-XI (1- 3), together with their known analogues bacopaside I (4), bacopaside II (5), bacopasaponsin C (6), and bacopasaponsin D (7), were isolated from the whole plan...

Synonyms

(+-)-HUPERZINE A

5,9-METHANOCYCLOOCTA[B]PYRIDIN-2(1H)-ONE,5-AMINO-11-ETHYLIDENE-5,6,9,10-TETRAHYDRO-7-METHYL-, (11E)-

HUPERZINE A (+/-)-

MFCD00171439

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

(±)-Huperzine A

(+/-)-HUPERZINE A

(+/-)-Huperazine A

Huperzine A

(13E)-1-Amino-13-ethylidene-11-methyl-6-azatricyclo[7.3.1.0]trideca-2(7),3,10-trien-5-one

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

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