• ChemFaces is a professional high-purity natural products manufacturer.
  • Product Intended Use
  • 1. Reference standards
  • 2. Pharmacological research
  • 3. Inhibitors
  • Home
  • Natural Products
  • Bioactive
  • Screening Libraries
  • Hot Products
  • Plant Catalog
  • Customer Support
  • Product Use Citation
  • About Us
  • Contact Us
  • Natural Products
    (-)-Huperzine A
    Information
    CAS No. 102518-79-6 Price $40 / 20mg
    Catalog No.CFN99958Purity>=98%
    Molecular Weight242.32Type of CompoundAlkaloids
    FormulaC15H18N2OPhysical DescriptionPowder
    Download Manual    COA    MSDSSimilar structuralComparison
    Citing Use of our Products
    How to Order
    Orders via your E-mail:

    1. Product number / Name / CAS No.
    2. Delivery address
    3. Ordering/billing address
    4. Contact information
    Sent to Email: info@chemfaces.com
    Contact Us
    Order & Inquiry & Tech Support

    Tel: (0086)-27-84237683
    Fax: (0086)-27-84254680
    E-mail: manager@chemfaces.com
    Address: No. 83, CheCheng Rd., WETDZ, Wuhan, Hubei 430056, PRC
    Delivery time
    Delivery & Payment method

    1. Usually delivery time: Next day delivery by 9:00 a.m. Order now

    2. We accept: Wire transfer & Credit card & Paypal & Western Union
    * Packaging according to customer requirements(5mg, 10mg, 20mg and more). We shipped via FedEx, DHL, UPS, EMS and others courier.
    According to end customer requirements, ChemFaces provide solvent format. This solvent format of product intended use: Signaling Inhibitors, Biological activities or Pharmacological activities.
    Size /Price /Stock 10 mM * 1 mL in DMSO / $11.8 / In-stock
    Other Packaging *Packaging according to customer requirements(100uL/well, 200uL/well and more), and Container use Storage Tube With Screw Cap
    Our products had been exported to the following research institutions and universities, And still growing.
  • Universidade Federal de Goias (... (Brazil)
  • Shanghai Institute of Biochemis... (China)
  • Universiti Sains Malaysia (Malaysia)
  • Worcester Polytechnic Institute (USA)
  • St. Jude Children Research Hosp... (USA)
  • Siksha O Anusandhan University (India)
  • Monash University Sunway Campus (Malaysia)
  • Technical University of Denmark (Denmark)
  • Shanghai Institute of Organic C... (China)
  • Sant Gadge Baba Amravati Univer... (India)
  • University of Parma (Italy)
  • More...
  • Package
    Featured Products
    Mulberroside F

    Catalog No: CFN90794
    CAS No: 193483-95-3
    Price: $398/10mg
    Mulberroside A

    Catalog No: CFN99586
    CAS No: 102841-42-9
    Price: $100/20mg
    Robinin

    Catalog No: CFN98375
    CAS No: 301-19-9
    Price: $498/10mg
    Schaftoside

    Catalog No: CFN90197
    CAS No: 51938-32-0
    Price: $100/20mg
    Echinacoside

    Catalog No: CFN98105
    CAS No: 82854-37-3
    Price: $60/20mg
    Wogonoside

    Catalog No: CFN99710
    CAS No: 51059-44-0
    Price: $100/20mg
    Isochamaejasmine

    Catalog No: CFN92150
    CAS No: 93859-63-3
    Price: $418/5mg
    Related Screening Libraries
    Size /Price /Stock 10 mM * 100 uL in DMSO / Inquiry / In-stock
    10 mM * 1 mL in DMSO / Inquiry / In-stock
    Related Libraries
  • Inhibitors Compound Library
  • Neuroprotection Compound Library
  • Anti-organophosphate intoxication Compound Library
  • Memory enhancers Compound Library
  • Alkaloids Compound Library
  • AChR Inhibitor Library
  • Biological Activity
    Description: (-)-Huperzine A is a naturally occurring potent reversible AChE inhibitor that penetrates the blood-brain barrier, it also has several neuroprotective effects including modification of beta-amyloid peptide, reduction of oxidative stress, anti-inflammatory, anti-apoptotic and induction and regulation of nerve growth factor.
    Targets: AChR | NGF | NMDA receptor
    In vivo:
    Chem Biol Interact. 2013 Mar 25;203(1):120-4.
    A combination of [+] and [-]-Huperzine A improves protection against soman toxicity compared to [+]-Huperzine A in guinea pigs.[Pubmed: 23123250]
    The neuropathologic mechanisms after exposure to lethal doses of nerve agent are complex and involve multiple biochemical pathways. Effective treatment requires drugs that can simultaneously protect by reversible binding to the acetylcholinesterase (AChE) and blocking cascades of seizure related brain damage, inflammation, neuronal degeneration as well as promoting induction of neuroregeneration. (-)-Huperzine A ([-]-Hup A), is a naturally occurring potent reversible AChE inhibitor that penetrates the blood-brain barrier. It also has several neuroprotective effects including modification of beta-amyloid peptide, reduction of oxidative stress, anti-inflammatory, anti-apoptotic and induction and regulation of nerve growth factor.
    METHODS AND RESULTS:
    Toxicities at higher doses restrict the neuroporotective ability of (-)-Huperzine A for treatment. The synthetic stereoisomer, [+]-Hup A, is less toxic due to poor AChE inhibition and is suitable for both pre-/post-exposure treatments of nerve agent toxicity. [+]-Hup A block the N-methyl-D-aspartate (NMDA)-induced seizure in rats, reduce excitatory amino acid induced neurotoxicity and also prevent soman induced toxicity with minimum performance decrement. Unique combinations of two stereo-isomers of Hup A may provide an excellent pre/post-treatment drug for the nerve agent induced seizure/status epilepticus. We investigated a combination of [+]-Hup A with a small dose of (-)-Huperzine A ([+] and (-)-Huperzine A) against soman toxicity. Our data showed that pretreatment with a combination [+] and (-)-Huperzine A significantly increased the survival rate and reduced behavioral abnormalities after exposure to 1.2 × LD(50) soman compared to [+]-Hup A in guinea pigs. In addition, [+] and (-)-Huperzine A pretreatment inhibited the development of high power of EEG better than [+]-Hup A pretreatment alone.
    CONCLUSIONS:
    These data suggest that a combination of [+] and (-)-Huperzine A offers better protection than [+]-Hup A and serves as a potent medical countermeasure against lethal dose nerve agent toxicity in guinea pigs.
    (-)-Huperzine A Description
    Source: The herbs of Lycopodium serratum
    Solvent: Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
    Storage: Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C).

    Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour.

    Need more advice on solubility, usage and handling? Please email to: service@chemfaces.com

    After receiving: The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.
    Recent ChemFaces New Products and Compounds
    1-Methoxycarbonyl-beta-carboline-N...

    Catalog No: CFN95023
    CAS No: 74690-74-7
    Price: $413/5mg
    Selina-4(15),7(11)-dien-8-one

    Catalog No: CFN95078
    CAS No: 54707-47-0
    Price: $288/10mg
    Ginsenoside MC

    Catalog No: CFN95232
    CAS No: 175484-06-7
    Price: $318/10mg
    vibo-Quercitol

    Catalog No: CFN98778
    CAS No: 488-76-6
    Price: $218/20mg
    Clemastanin B

    Catalog No: CFN95064
    CAS No: 112747-98-5
    Price: $298/10mg
    Magnolignan C

    Catalog No: CFN96189
    CAS No: 93697-42-8
    Price: $413/5mg
    Vitexicarpin

    Catalog No: CFN98172
    CAS No: 479-91-4
    Price: $158/20mg
    Glycitein

    Catalog No: CFN99106
    CAS No: 40957-83-3
    Price: $128/20mg
    Recently, ChemFaces products have been cited in many studies from excellent and top scientific journals

    Cell. 2018 Jan 11;172(1-2):249-261.e12.
    doi: 10.1016/j.cell.2017.12.019.
    IF=36.216(2019)

    PMID: 29328914

    Cell Metab. 2020 Mar 3;31(3):534-548.e5.
    doi: 10.1016/j.cmet.2020.01.002.
    IF=22.415(2019)

    PMID: 32004475

    Mol Cell. 2017 Nov 16;68(4):673-685.e6.
    doi: 10.1016/j.molcel.2017.10.022.
    IF=14.548(2019)

    PMID: 29149595

    ACS Nano. 2018 Apr 24;12(4): 3385-3396.
    doi: 10.1021/acsnano.7b08969.
    IF=13.903(2019)

    PMID: 29553709

    Nature Plants. 2016 Dec 22;3: 16206.
    doi: 10.1038/nplants.2016.205.
    IF=13.297(2019)

    PMID: 28005066

    Sci Adv. 2018 Oct 24;4(10): eaat6994.
    doi: 10.1126/sciadv.aat6994.
    IF=12.804(2019)

    PMID: 30417089
    Calculate Dilution Ratios(Only for Reference)
    1 mg 5 mg 10 mg 20 mg 25 mg
    1 mM 4.1268 mL 20.6339 mL 41.2677 mL 82.5355 mL 103.1694 mL
    5 mM 0.8254 mL 4.1268 mL 8.2535 mL 16.5071 mL 20.6339 mL
    10 mM 0.4127 mL 2.0634 mL 4.1268 mL 8.2535 mL 10.3169 mL
    50 mM 0.0825 mL 0.4127 mL 0.8254 mL 1.6507 mL 2.0634 mL
    100 mM 0.0413 mL 0.2063 mL 0.4127 mL 0.8254 mL 1.0317 mL
    * Note: If you are in the process of experiment, it's need to make the dilution ratios of the samples. The dilution data of the sheet for your reference. Normally, it's can get a better solubility within lower of Concentrations.
    Protocol
    Structure Identification:
    Org Lett. 2013 Feb 15;15(4):882-5.
    A novel synthesis of (-)-huperzine A via tandem intramolecular aza-Prins cyclization-cyclobutane fragmentation.[Pubmed: 23346936]
    The acetylcholinesterase inhibitor (-)-Huperzine A was synthesized from (S)-4-hydroxycyclohex-2-enone in 17 steps by a route that involved two cyclobutane fragmentations. The first of these employed a retro-aldol cleavage to generate the α-pyridone ring of huperzine A, and the second invoked a novel intramolecular aza-Prins reaction in tandem with stereocontrolled scission of a cyclobutylcarbinyl cation to create the aminobicyclo[3.3.1]nonene framework of the natural alkaloid.
    Org Lett. 2012 Sep 7;14(17):4446-9.
    An efficient total synthesis of (-)-huperzine A.[Pubmed: 22900755]
    The total synthesis of Lycopodium alkaloid (-)-Huperzine A has been accomplished in 10 steps with 17% overall yield from commercially abundant (R)-pulegone. The synthetic route features an efficient synthesis of 4 via a Buchwald-Hartwig coupling reaction, a dianion-mediated highly stereoselective alkylation of 4, and a rare example of an intramolecular Heck reaction of an enamine-type substrate. The stereoselective β-elimination and the accompanying Wagner-Meerwein rearrangement are of particular interest.