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Merck
CN

H5902

(−)-Huperzine A

Synonym(s):

(−)-Selagine, Kimpukan A

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About This Item

Empirical Formula (Hill Notation):
C15H18N2O
CAS Number:
102518-79-6
Molecular Weight:
242.32
UNSPSC Code:
12352200
PubChem Substance ID:
24895719
MDL number:
MFCD01714949

Key Documents

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storage temp.

−20°C

SMILES string

[H][C@@]12CC3=C(C=CC(=O)N3)[C@@](N)(CC(C)=C1)C2=CC

InChI

1S/C15H18N2O/c1-3-11-10-6-9(2)8-15(11,16)12-4-5-14(18)17-13(12)7-10/h3-6,10H,7-8,16H2,1-2H3,(H,17,18)/b11-3+/t10-,15+/m0/s1

InChI key

ZRJBHWIHUMBLCN-YQEJDHNASA-N

Gene Information

human ... ACHE(43), BCHE(590)
rat ... Ache(83817)

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Biochem/physiol Actions

Acetylcholinesterase inhibitor; active enantiomer.

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 2 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKBV3405V
MKBT8646V
MKBT1996V
SLBG0977V
SLBF2872V

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Ling Yang et al.
Journal of Alzheimer's disease : JAD, 31(1), 131-142 (2012-04-26)
A number of recent discoveries indicate that huperzine A, an active herbal medicine employed for the treatment of Alzheimer's disease (AD) in China, can afford neuroprotection on in vitro and in vivo models related to mitochondrial dysfunction. However, it is
Marcus Trapp et al.
The journal of physical chemistry. B, 116(51), 14744-14753 (2012-11-29)
Enzymes are animated by a hierarchy of motions occurring on time scales that span more than 15 orders of magnitude from femtoseconds (10(-15) s) to several minutes. As a consequence, an enzyme is characterized by a large number of conformations
Liu, J.-S., et al.
Canadian Journal of Chemistry, 64, 837-837 (1986)
Qinghai Shi et al.
Neurochemical research, 37(9), 2042-2052 (2012-06-20)
Acute exposure to high altitudes can cause neurological dysfunction due to decreased oxygen availability to the brain. In this study, the protective effects of Huperzine A on cognitive deficits along with oxidative and apoptotic damage, due to acute hypobaric hypoxia
Ramachandra S Naik et al.
Journal of applied toxicology : JAT, 33(4), 290-300 (2012-03-13)
Current methods for measuring acetylcholinesterase (AChE) activities in whole blood use butyrylcholinesterase (BChE)-selective inhibitors. However, the poor selectivity of these inhibitors results in the inhibition of AChE activity to some degree, leading to errors in reported values. The goal of
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