Huperzine A CAS# 102518-79-6

Huperzine A is a natural plant extract. Compared with similar AD treatment drugs approved by the US FDA, Huperzine A has a unique chemical structure and has extremely high selectivity to inhibit acetylcholinesterase in the brain and enhance cholinergic in the brain. function of neurons. In addition, Huperzine A has obvious effects on improving memory and improving cognitive ability.

Huperzine A has a small relative molecular weight, high lipid solubility, and is easy to pass through the blood-brain barrier. After entering the central nervous system, it is mostly distributed in the frontal lobe, temporal lobe, hippocampus and other parts of the brain. Its pharmacological effects have multiple targets. In addition to inhibiting the activity of acetylcholinesterase, it can also antagonize oxidative stress and apoptosis induced by β-amyloid peptide (Aβ), hydrogen peroxide and other neurotoxins, by activating the protein kinase C (PKC) signal transduction pathway. Activation of α-secretase promotes the decomposition of β-amyloid precursor protein (APP) in a non-amyloidogenic manner to produce sAPPα, reducing Aβ-mediated toxicity, while sAPPα can effectively promote cell proliferation, axonal growth, and protect nerves. cell.

Huperzine A CAS# 102518-79-6

(-)-Huperzine A Basic information
Huperzia serrata extract Indications Side effects Inhibition Uses
Product Name: (-)-Huperzine A
Synonyms: Huperzine-A1-5%;(5r-(5-alpha,9-beta,11e))-ydro-7-methyl;5,9-methanocycloocta(b)pyridin-2(1h)-one,5-amino-11-ethylidene-5,6,9,10-tetrah;HUPERIZINE;(-)-HUPERZINE A FROM HUPERZIA SERRATA;HuperziaSerrateP.E120786-18-7/;(5R,9R,E)-5-AMino-11-ethylidene-7-Methyl-5,6,9,10-tetrahydro-5,9-Methanocycloocta[b]pyridin-2(1H)-one;(-)-Huperzine A (HupA)
CAS: 102518-79-6
MF: C15H18N2O
MW: 242.32
EINECS: 600-320-6
Product Categories: Inhibitor;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract;Nutritional Ingredients;reference substance;Inhibitors;Intermediates & Fine Chemicals;Pharmaceuticals;Acetylcholine receptor;API;Alkaloids;102518-79-6
Mol File: 102518-79-6.mol
(-)-Huperzine A Structure
(-)-Huperzine A Chemical Properties
Melting point 211-216oC
alpha D -147° (c = 0.36 in CH3OH) (Ayer); D24.5 -150.4° (c = 0.498 in MeOH) (Liu)
Boiling point 505.0±50.0 °C(Predicted)
density 1.20±0.1 g/cm3(Predicted)
storage temp. Keep in dark place,Inert atmosphere,2-8°C
solubility insoluble in H2O; ≥12.12 mg/mL in DMSO; ≥23.13 mg/mL in EtOH
pka 12.25±0.60(Predicted)
form Solid
color White to Almost white
optical activity [α]/D -153±5°, c = 0.5 in methanol
InChI 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
InChIKey ZRJBHWIHUMBLCN-YQEJDHNASA-N
SMILES C12C[C@@]3([H])/C(=C\C)/[C@@](N)(C=1C=CC(=O)N2)CC(C)=C3
LogP 0.833 (est)
CAS DataBase Reference 102518-79-6(CAS DataBase Reference)
Safety Information
Hazard Codes T+
Risk Statements 26/27/28-36/37/38
Safety Statements 26-36/37/39-45
RIDADR UN 1544 6.1/PG 2
WGK Germany 3
RTECS PB9185700
HS Code 29339900