An indole alkaloid with neuroprotective activities
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Product Categories

Product Type

Biochemicals
Natural Products
Alkaloids

Research Area

Neuroscience
Neuroprotection

Hirsuteine

Item No. 34939

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(αE,2S,3R,12bR)-3-ethenyl-1,2,3,4,6,7,12,12b-octahydro-α-(methoxymethylene)-indolo[2,3-a]quinolizine-2-acetic acid, methyl ester
CAS Number
35467-43-7
Synonyms
  • 3-Epicorynantheine
Molecular Formula
C22H26N2O3
Formula Weight
366.5
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: soluble
λmax
226 nm
SMILES
COC(/C([C@H]1C[C@]2([H])C3=C(CCN2C[C@@H]1C=C)C4=CC=CC=C4N3)=C/OC)=O
InChi Code
InChI=1S/C22H26N2O3/c1-4-14-12-24-10-9-16-15-7-5-6-8-19(15)23-21(16)20(24)11-17(14)18(13-26-2)22(25)27-3/h4-8,13-14,17,20,23H,1,9-12H2,2-3H3/b18-13+/t14-,17-,20+/m0/s1
InChi Key
TZUGIFAYWNNSAO-AZQGJTAVSA-N
Origin
Plant/Uncaria rhynchophylla
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $41

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    5 mg

    $186

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    10 mg

    $351

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    25 mg

    $728

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    Product Description

    Hirsuteine is an indole alkaloid that has been found in U. sinensis and has neuroprotective activities.1,2 It reduces glutamate-induced cytotoxicity in primary rat cerebellar granule neurons when used at concentrations ranging from 100 to 300 µM.1 Hirsuteine (1-100 µM) inhibits nicotine-induced dopamine release in PC12 cells.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Shimada, Y., Goto, H., Itoh, T., et al. Evaluation of the protective effects of alkaloids isolated from the hooks and stems of Uncaria sinensis on glutamate-induced neuronal death in cultured cerebellar granule cells from rats. J. Pharm. Pharmacol. 51(6), 715-722 (1999).

    2. Watano, T., Nakazawa, K., Obama, T., et al. Non-competitive antagonism by hirsuteine of nicotinic receptor-mediated dopamine release from rat pheochromocytoma cells. Jpn. J. Pharmacol. 61(4), 351-356 (1993).