An indole alkaloid with vasodilator and neuroprotective activities
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(−)-Eburnamonine

Item No. 37569

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3α,16α)-eburnamenin-14(15H)-one
CAS Number
4880-88-0
Synonyms
  • l-Eburnamonine
  • Vinburnine
  • cis-Vincamone
  • VNB
Molecular Formula
C19H22N2O
Formula Weight
294.4
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 1 mg/ml
λmax
243, 268 nm
SMILES
CC[C@]12[C@@]3([H])C4=C(CCN3CCC1)C5=CC=CC=C5N4C(C2)=O
InChi Code
InChI=1S/C19H22N2O/c1-2-19-9-5-10-20-11-8-14-13-6-3-4-7-15(13)21(16(22)12-19)17(14)18(19)20/h3-4,6-7,18H,2,5,8-12H2,1H3/t18-,19+/m1/s1
InChi Key
WYJAPUKIYAZSEM-MOPGFXCFSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    50 mg

    $63

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    100 mg

    $112

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    250 mg

    $211

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    500 mg

    $494

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    Product Description

    (−)-Eburnamonine is an indole alkaloid that has been found in K. jasminiflora and has vasodilator and neuroprotective activities.1,2,3 It increases cerebral blood flow and capillary circulation in anesthetized dogs when administered at a dose of 2.5 mg/kg.3 (−)-Eburnamonine (20 mg/kg) prevents scopolamine-induced amnesia in a passive avoidance test in mice.2 It enhances acquisition of the conditioned avoidance response induced by hypobaric hypoxia in rats when administered at a dose of 20 mg/kg. (−)-Eburnamonine (0.25 mg/kg per minute) increases the onset time to hypoxia-induced brain death in rats.3 It increases survival time and inhibits decreases in body temperature induced by hypobaric hypoxia in rats when administered at a dose of 45 mg/kg.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kitajima, M., Anbe, M., Kogure, N., et al. Indole alkaloids from Kopsia jasminiflora. Tetrahedron 70(47), 9099-9106 (2014).

    2. Drago, F., Grassi, M., Valerio, C., et al. Effects of vinburnine on experimental models of learning and memory impairments. Pharmacol. Biochem. Behav. 37(1), 53-57 (1990).

    3. Linée, P., Lacroix, P., Le Polles, J.B., et al. Cerebral metabolic, hemodynamic and antihypoxic properties of l-eburnamonine. Eur. Neurol. 17(Suppl 1), 113-120 (1978).