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Supelco

(−)-Huperzine A

analytical standard

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:
85151701
PubChem Substance ID:
329756255
NACRES:
NA.24

grade

analytical standard

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

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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.

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCL9562
BCCK6994
BCCJ0336
BCCG7451
BCCD8708

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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)
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.
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
Yongrui Du et al.
Scientific reports, 8(1), 6166-6166 (2018-04-20)
Acetylcholine (ACh) in the ovary and its actions were linked to survival of human granulosa cells in vitro and improved fertility of rats in vivo. These effects were observed upon experimental blockage of the ACh-degrading enzyme (ACH esterase; ACHE), by

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