A furoquinoline alkaloid with diverse biological activities
Technical Support & Resources

Information provided in the product description is from published literature. Due to the nature of scientific experimentation, your results (e.g., selectivity and effective concentrations) or specific application for this product may differ. If you have questions about how this product fits your application, please contact our technical support staff.

Visit our FAQ

Contact Us

Toll Free Phone (USA and Canada Only): (888) 526-5351
Direct Phone: (734) 975-3888

Request Technical Support

Technical Support Request

To streamline the process attach the appropriate questionnaire to your inquiry.

Download IHC QuestionnaireDownload WB Questionnaire

View Our Privacy Statement for details on how we use and protect your data. In addition, this site is protected by hCaptcha and its Privacy Policy and Terms of Service apply.

Skimmianine

Item No. 34643

Technical Information
Formal Name
4,7,8-trimethoxy-furo[2,3-b]quinoline
CAS Number
83-95-4
Synonyms
  • β-Fagarine
  • NSC 94654
  • NSC 217986
Molecular Formula
C14H13NO4
Formula Weight
Purity
≥98%
A solid
Ethanol: soluble
λmax
250 nm
SMILES
COC1=C2C=COC2=NC3=C(OC)C(OC)=CC=C13
InChi Code
InChI=1S/C14H13NO4/c1-16-10-5-4-8-11(13(10)18-3)15-14-9(6-7-19-14)12(8)17-2/h4-7H,1-3H3
InChi Key
SLSIBLKBHNKZTB-UHFFFAOYSA-N
Origin
Plant/Skimmia japonica
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Recommended Products

Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

    Add

    Add

    Add

    Cayman Chemical
    Neutrophil Biology Wall Poster

    Explore how neutrophils shape the immune response in health and disease. This poster highlights neutrophil pathogen defense mechanisms, including phagocytosis, degranulation, and NETosis, as well as neutrophil roles in inflammation and NET-associated pathologies.

    DOWNLOAD NOW
    Product Description

    Skimmianine is a furoquinoline alkaloid that has been found in Z. nitidum and has diverse biological activities.1,2,3,4 It inhibits acetylcholinesterase (AChE; IC50 = 8.6 µg/ml for the human enzyme).1 Skimmianine is active against P. falciparum (IC50 = 48.2 µg/ml), as well as L. gongylophorus, a symbiotic fungus of the agricultural pest A. sexdens (leaf-cutting ant).2,3 It reduces ear edema induced by phorbol 12-myristate 13-acetate (TPA; Item No. 10008014) in mice (ED45 = 0.75 mg/ear).4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Yang, Z.-d., Zhang, D.-b., Ren, J., et al. Skimmianine, a furoquinoline alkaloid from Zanthoxylum nitidum as a potential acetylcholinesterase inhibitor. Med. Chem. Res. 21, 722-725 (2011).

    2. Khalid, S.A., Farouk, A., Geary, T.G., et al. Potential antimalarial candidates from African plants: And in vitro approach using Plasmodium falciparum. J. Ethnopharmacol. 15(2), 201-209 (1986).

    3. Biavatti, M.W., Vieira, P.C., da Silva, F.d.G.F., et al. Biological activity of quinoline alkaloids from Raulinoa echinata and x-ray structure of flindersiamine. J. Braz. Chem. Soc. 13(1), 66-70 (2002).

    4. García-Argáez, A.N., Ramírez Apan, T.O., Parra Delgado, H., et al. Anti-inflammatory activity of coumarins from Decatropis bicolor on TPA ear mice model. Planta Med. 66(3), 279-281 (2000).