An alkaloid with diverse biological activities
Related Products
Isomer(s)
31403Corynoxeine
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Isocorynoxeine

Item No. 34653

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(αE,1′S,6′R,7′S,8′aS)-6′-ethenyl-1,2,2′,3′,6′,7′,8′,8′a-octahydro-α-(methoxymethylene)-2-oxo-spiro[3H-indole-3,1′(5′H)-indolizine]-7′-acetic acid, methyl ester
CAS Number
51014-29-0
Synonyms
  • 7-Isocorynoxeine
Molecular Formula
C22H26N2O4
Formula Weight
382.5
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMF:PBS (pH 7.2) (1:3): 0.25 mg/mlDMSO: 5 mg/mlEthanol: 1 mg/ml
λmax
244 nm
SMILES
O=C1[C@@]2(C3=CC=CC=C3N1)[C@@]4([H])N(C[C@@H]([C@H](C4)/C(C(OC)=O)=C\OC)C=C)CC2
InChi Code
InChI=1S/C22H26N2O4/c1-4-14-12-24-10-9-22(17-7-5-6-8-18(17)23-21(22)26)19(24)11-15(14)16(13-27-2)20(25)28-3/h4-8,13-15,19H,1,9-12H2,2-3H3,(H,23,26)/b16-13+/t14-,15-,19-,22-/m0/s1
InChi Key
MUVGVMUWMAGNSY-VKCGGMIFSA-N
Origin
Plant/Uncaria sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $42

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    5 mg

    $200

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    10 mg

    $356

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    25 mg

    $836

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    Product Description

    Isocorynoxeine is an alkaloid that has been found in Uncaria and has diverse biological activities.1,2,3,4 It inhibits LPS-induced production of nitric oxide (NO) in primary rat microglia (IC50 = 13.7 µM).1 Isocorynoxeine (100 µM) protects against glutamate-induced cytotoxicity in HT22 mouse hippocampal cells.2 It induces relaxation of isolated rat arterial rings precontracted with phenylephrine or potassium chloride in a concentration-dependent manner.3 Isocorynoxeine (30 mg/kg) reduces head twitch behavior induced by reserpine (Item No. 16474) in mice.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Yuan, D., Ma, B., Wu, C., et al. Alkaloids from the leaves of Uncaria rhynchophylla and their inhibitory activity on NO production in lipopolysaccharide-activated microglia. J. Nat. Prod. 71(7), 1271-1274 (2008).

    2. Xi, W., Chen, F., Sun, J., et al. Isolation and identification of twelve metabolites of isocorynoxeine in rat urine and their neuroprotective activities in HT22 cell assay. Planta Med. 81(1), 46-55 (2015).

    3. Li, T., Xu, K., Che, D., et al. Endothelium-independent vasodilator effect of isocorynoxeine in vitro isolated from the hook of Uncaria rhynchophylla (Miquel). Naunyn Schmiedebergs Arch. Pharmacol. 391(11), 1285-1293 (2018).

    4. Matsumoto, K., Morishige, R., Murakami, Y., et al. Suppressive effects of isorhynchophylline on 5-HT2A receptor function in the brain: behavioural and electrophysiological studies. Eur. J. Pharmacol. 517(3), 191-199 (2005).