H5777

Sigma-Aldrich

(±)-Huperzine A

synthetic, ≥98% (TLC)

Synonym(s):
(±)-Selagine
Empirical Formula (Hill Notation):
C15H18N2O
CAS Number:
Molecular Weight:
242.32
MDL number:
PubChem Substance ID:
NACRES:
NA.77
Pricing and availability is not currently available.

Quality Level

biological source

synthetic

assay

≥98% (TLC)

form

powder

solubility

methanol: 10 mg/mL, clear, colorless

storage temp.

2-8°C

SMILES string

C\C=C1/C2CC3=C(C=CC(=O)N3)C1(N)CC(C)=C2

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+

InChI key

ZRJBHWIHUMBLCN-QDEBKDIKSA-N

Gene Information

human ... BCHE(590)
rat ... Ache(83817)

General description

Huperzine A is an alkaloid derived from Chinese club moss Huperzia serrata.

Application

(±)-Huperzine A has been used in anti-acetylcholinesterase bioautographic assay.

Biochem/physiol Actions

Huperzine A is an effective acetylcholinesterase inhibitor and can cross the blood-brain barrier. Huperzine A is known to prevent cognitive defects, glutamate-induced nerve cell death.It is recognized for its use in the treatment of Alzheimer′s disease and organophosphate poisoning.

Chem/Phys Resistance

Acetylcholinesterase inhibitor.

Pictograms

Skull and crossbones

Signal Word

Danger

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Hazard Codes

T

Risk Statement

23/24/25-36/37/38

Safety Statement

26-36/37/39-45

RIDADR

UN 1544PSN1 6.1 / PGII

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
Women's Health in Complementary and Integrative Medicine, 138-138 (2004)
X C Tang et al.
Journal of neuroscience research, 24(2), 276-285 (1989-10-01)
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 acetylcholinesterase (AChE) activity, acetylcholine (ACh) levels and release, and cholinergic receptors in rat brain...
Yun Zhou et al.
Planta medica, 75(6), 568-574 (2009-02-14)
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 plant of Bacopa monniera. Compounds 3, 4, and 6 showed...
Coumarins from Peucedanum ostruthium. as Inhibitors of Acetylcholinesterase
Urbain A, et al.
Pharmaceutical biology, 43(8), 647-650 (2005)

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