A piperidine alkaloid with diverse biological activities
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Ricinine

Item No. 33748

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1,2-dihydro-4-methoxy-1-methyl-2-oxo-3-pyridinecarbonitrile
CAS Number
524-40-3
Synonyms
  • NSC 409913
  • NSC 642604
Molecular Formula
C8H8N2O2
Formula Weight
164.2
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Slightly solubleMethanol: Slightly soluble
λmax
219, 316 nm
SMILES
N#CC1=C(C=CN(C)C1=O)OC
InChi Code
InChI=1S/C8H8N2O2/c1-10-4-3-7(12-2)6(5-9)8(10)11/h3-4H,1-2H3
InChi Key
PETSAYFQSGAEQY-UHFFFAOYSA-N
Origin
Plant/Ricinus communis Linn
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $28

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    10 mg

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    50 mg

    $165

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    100 mg

    $248

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    Cayman Chemical
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    Product Description

    Ricinine is a piperidine alkaloid that has been found in R. communis and has diverse biological activities.1,2,3,4 It is an inhibitor of acetylcholinesterase (AChE; IC50 = 54.5 µg/ml).2 It scavenges ABTS (Item No. 27317) radicals and chelates iron (IC50s = 102.65 and 104.32 µg/ml, respectively). Ricinine is toxic to adult A. gambiae when used at a concentration of 0.04 mg/ml in a feeding assay.3 It is also toxic to mice with an intraperitoneal LD50 value of 340 mg/kg but an oral LD50 value of 3,000 mg/kg.1 It has been used as a biomarker of ricin poisoning.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Franke, H., Scholl, R., and Aigner, A. Ricin and Ricinus communis in pharmacology and toxicology-from ancient use and "Papyrus Ebers" to modern perspectives and "poisonous plant of the year 2018". Naunyn Schmiedebergs Arch. Pharmacol. 392(10), 1181-1208 (2019).

    2. Khan, B.R., Ghous, T., Rasheed, A., et al. Evaluation of anti-acetylcholinesterase activity and antioxidant potential of ricinine (a central nervous system stimulant) isolated from Ricinius communis L. J. Chem. Soc. Pak. 38(2), 326-332 (2016).

    3. Wachira, S.W., Omar, S., Jacob, J.W., et al. Toxicity of six plant extracts and two pyridone alkaloids from Ricinus communis against the malaria vector Anopheles gambiae. Parasit. Vectors 7, 312 (2014).

    4. Johnson, R.C., Lemire, S.W., Woolfitt, A.R., et al. Quantification of ricinine in rat and human urine: A biomarker for ricin exposure. J. Anal. Toxicol. 29(3), 149-155 (2005).