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H5902

Sigma-Aldrich

(−)-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
MDL number:
MFCD01714949
UNSPSC Code:
12352200
PubChem Substance ID:
24895719

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

Signal Word

Danger

Hazard Statements

H300 + H310 + H330

Hazard Classifications

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

Storage Class Code

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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
Ying Wang et al.
Chemico-biological interactions, 203(1), 120-124 (2012-11-06)
The neuropathologic mechanisms after exposure to lethal doses of nerve agent are complex and involve multiple biochemical pathways. Effective treatment requires drugs that can simultaneously protect by reversible binding to the acetylcholinesterase (AChE) and blocking cascades of seizure related brain
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