An inhibitor of PDE1
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Vinpocetine

Item No. 19578

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3α,16α)-eburnamenine-14-carboxylic acid, ethyl ester
CAS Number
42971-09-5
Synonyms
  • Apovincaminic Acid ethyl ester
  • AY 27255
  • RGH-4405
Molecular Formula
C22H26N2O2
Formula Weight
350.5
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 0.25 mg/ml
λmax
229, 274, 314 nm
SMILES
O=C(OCC)C(N1C2=C3C=CC=C2)=C[C@]4(CC)CCCN5[C@]4([H])C1=C3CC5
InChi Code
InChI=1S/C22H26N2O2/c1-3-22-11-7-12-23-13-10-16-15-8-5-6-9-17(15)24(19(16)20(22)23)18(14-22)21(25)26-4-2/h5-6,8-9,14,20H,3-4,7,10-13H2,1-2H3/t20-,22+/m1/s1
InChi Key
DDNCQMVWWZOMLN-IRLDBZIGSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    25 mg

    $55

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    50 mg

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    100 mg

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    250 mg

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    Product Description

    Vinpocetine is a semisynthetic alkaloid commonly used as an inhibitor of phosphodiesterase 1 (PDE1), blocking the hydrolysis of both cAMP and cGMP (Ki = 14 µM).1,2 In addition to its use as a selective PDE1 inhibitor in basic research, vinpocetine has diverse cerebral and neurological effects in vivo.2 Vinpocetine also directly inhibits the kinase activity of IKKβ (IC50 = 17 µM in a cell-free system) and blocks TNF-α- and LPS-mediated activation of NF-κB in cells and in vivo.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Manallack, D.T., Hughes, R.A., and Thompson, P.E. The next generation of phosphodiesterase inhibitors: Structural clues to ligand and substrate selectivity of phosphodiesterases. J. Med. Chem. 48(10), 3449-3462 (2005).

    2. Medina, A.E. Therapeutic utility of phosphodiesterase type I inhibitors in neurological conditions. Front. Neurosci. 5(21), (2011).

    3. Jeon, K.I., Xu, X., Aizawa, T., et al. Vinpocetine inhibits NF-κB-dependent inflammation via an IKK-dependent but PDE-independent mechanism. Proc. Natl. Acad. Sci. USA 107(21), 9795-9800 (2016).