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Merck
CN

42643

(−)-Huperzine A

analytical standard

Synonym(s):

(−)-Selagine, Kimpukan A

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About This Item

Empirical Formula (Hill Notation):
C15H18N2O
CAS Number:
Molecular Weight:
242.32
NACRES:
NA.24
PubChem Substance ID:
UNSPSC Code:
85151701
MDL number:
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grade

analytical standard

Quality Level

assay

≥98.0% (HPLC)

optical activity

[α]/D -153±5°, c = 0.5 in methanol

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

application(s)

food and beverages

format

neat

storage temp.

2-8°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

General description

(−)-Huperzine A, a sesquiterpene alkaloid isolated from the Chinese herb Huperzia serrata. Its mode of action involves the strong inhibition of acetylcholinesterase (AChE).

Application

(−)-Huperzine A may be used as a reference standard in the determination of the analyte in plasma samples using high-performance liquid chromatography (HPLC) with fluorescence detection.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.


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pictograms

Skull and crossbones

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

Regulatory Information

涉药品监管产品

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Determination of Huperzine A in rat plasma by high-performance liquid chromatography with a fluorescence detector.
Yue P, et al.
Journal of Pharmaceutical and Biomedical Analysis, 44(1), 309-312 (2007)
Rui Wang et al.
Acta pharmacologica Sinica, 27(1), 1-26 (2005-12-21)
Huperzine A (HupA), a novel alkaloid isolated from the Chinese herb Huperzia serrata, is a potent, highly specific and reversible inhibitor of acetylcholinesterase(AChE). Compared with tacrine, donepezil, and rivastigmine, HupA has better penetration through the blood-brain barrier, higher oral bioavailability
Andrea Zangara
Pharmacology, biochemistry, and behavior, 75(3), 675-686 (2003-08-05)
Huperzine A (HupA), extracted from a club moss (Huperzia serrata), is a sesquiterpene alkaloid and a powerful and reversible inhibitor of acetylcholinesterase (AChE). It has been used in China for centuries for the treatment of swelling, fever and blood disorders.



Global Trade Item Number

SKUGTIN
42643-25MG04061832104294