Description

(+/-)-Huperzine A (CAS No. 120786-18-7) is a highly purified racemic alkaloid derived from the Chinese club moss Huperzia serrata. With the molecular formula C₁₅H₁₈N₂O and IUPAC name 1-amino-13-ethylidene-11-methyl-6-azatricyclo[7.3.1.0^2,7]trideca-2(7),3,10-trien-5-one, this compound is a potent, reversible acetylcholinesterase inhibitor with demonstrated neuroprotective properties. Provided as a white to off-white crystalline powder, our (+/-)-Huperzine A is ≥98% pure by HPLC analysis, making it ideal for neuroscience research, pharmacological studies, and drug discovery applications. The product is supplied in amber glass vials under inert atmosphere to ensure stability and is suitable for in vitro and in vivo studies. Store at -20°C protected from light and moisture.

Properties

• CAS Number: 120786-18-7
• Complexity: 551
• IUPAC Name: 1-amino-13-ethylidene-11-methyl-6-azatricyclo[7.3.1.02,7]trideca-2(7),3,10-trien-5-one
• 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)
• InChI Key: ZRJBHWIHUMBLCN-UHFFFAOYSA-N
• Exact Mass: 242.141913202
• Molecular Formula: C15H18N2O
• Molecular Weight: 242.32
• SMILES: CC=C1C2CC3=C(C1(CC(=C2)C)N)C=CC(=O)N3
• Topological: 55.1
• Monoisotopic Mass: 242.141913202
• Synonyms: 120786-18-7, (+/-)-Huperzine A, Fordine, 103735-86-0, (+/-)Huperzine A, Hup A., CBiol_001885, BSPBio_001143, KBioGR_000483, KBioSS_000483, Fordine; (+/-)-Huperzine A, SCHEMBL1047469, CHEMBL3184073, BDBM10441, KBio2_000483, KBio2_003051, KBio2_005619, KBio3_000885, KBio3_000886, ZRJBHWIHUMBLCN-UHFFFAOYSA-N, Bio1_000171, Bio1_000660, Bio1_001149, Bio2_000402, Bio2_000882, HMS1990I05, BCP31534, LSM-1581, MSK40303, HB0001, AKOS032962044, FH09767, IDI1_002157, NCGC00163246-01, 1ST40303, DB-041582, Q27163539, 5,9-methanocycloocta(b)pyridin-2(1h)-one,5-amino-11-ethylidene-5,6,9,10-tetrah, (13E)-1-amino-13-ethylidene-11-methyl-6-azatricyclo[7.3.1.0^{2,7}]trideca-2(7),3,10-trien-5-one, (13E)-1-amino-13-ethylidene-11-methyl-6-azatricyclo[7.3.1.02,7]trideca-2(7),3,10-trien-5-one, (1R,13E)-1-amino-13-ethylidene-11-methyl-6-azatricyclo[7.3.1.0^{2,7}]trideca-2(7),3,10-trien-5-one, (1S,13E)-1-amino-13-ethylidene-11-methyl-6-azatricyclo[7.3.1.0^{2,7}]trideca-2(7),3,10-trien-5-one, (5S,11E)-5-amino-11-ethylidene-7-methyl-5,6,9,10-tetrahydro-5,9-methanocycloocta[b]pyridin-2(1H)-one

Application

(+/-)-Huperzine A is widely used in neuroscience research as a reference standard for acetylcholinesterase inhibition studies. It serves as a valuable tool compound for investigating Alzheimer’s disease mechanisms and potential therapeutic approaches. Researchers utilize this racemic form to study stereospecificity in cholinesterase inhibition and compare efficacy with enantiopure forms. The compound has also shown promise in models of cognitive enhancement and neuroprotection.

Safety and Hazards

GHS Hazard Statements

• H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]
• H311 (100%): Toxic in contact with skin [Danger Acute toxicity, dermal]
• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H331 (100%): Toxic if inhaled [Danger Acute toxicity, inhalation]
• H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

• P261, P262, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P316, P319, P321, P330, P332+P317, P337+P317, P361+P364, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 3 (100%)
• Acute Tox. 3 (100%)
• Skin Irrit. 2 (100%)
• Eye Irrit. 2 (100%)
• Acute Tox. 3 (100%)
• STOT SE 3 (100%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.