An alkaloid with anti-inflammatory activity
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4-methoxy-5-Hydroxycanthin-6-one

Item No. 40234

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5-hydroxy-4-methoxy-6H-indolo[3,2,1-de][1,5] naphthyridin-6-one
CAS Number
18110-86-6
Synonyms
  • Nigakinone
Molecular Formula
C15H10N2O3
Formula Weight
266.3
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Methanol: Soluble
SMILES
COC(C1=C2C3=CC=N1)=C(O)C(N2C4=CC=CC=C43)=O
InChi Code
InChI=1S/C15H10N2O3/c1-20-14-11-12-9(6-7-16-11)8-4-2-3-5-10(8)17(12)15(19)13(14)18/h2-7,18H,1H3
InChi Key
PGFKZUOYIFDMQJ-UHFFFAOYSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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.

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    1 mg

    $76

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    5 mg

    $361

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    10 mg

    $684

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    25 mg

    $1,044

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    Cayman Chemical
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    Product Description

    4-methoxy-5-Hydroxycathin-6-one is an alkaloid that has been found in P. quassioides and has anti-inflammatory activity.1,2 It reduces LPS-induced TNF-α release from, and nitric oxide (NO) production in, RAW 264.7 macrophages when used at concentrations of 10, 30, and 100 µM.1 In vivo, 4-methoxy-5-hydroxycathin-6-one (9 and 27 mg/kg) reduces paw swelling in a rat model of arthritis induced by complete Freund’s adjuvant (CFA). It also reduces colonic inflammatory cytokine levels and maintains mucosal barrier function in wild-type, but not Fxr-/-, mice in a model of colitis induced by the sulfated polysaccharide dextran sulfate sodium (DSS; Item No. 23250) when administered at doses ranging from 25 to 100 mg/kg.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Fan, H., Qi, D., Yang, M., et al. In vitro and in vivo anti-inflammatory effects of 4-methoxy-5- hydroxycanthin-6-one, a natural alkaloid from Picrasma quassioides. Phytomedicine 20(3-4), 319-323 (2013).

    2. Liu, F., Yao, Y., Wang, Q., et al. Nigakinone alleviates DSS-induced experimental colitis via regulating bile acid profile and FXR/NLRP3 signaling pathways. Phytother. Res. 37(1), 15-34 (2023).