A coumarin with antioxidant and anti-inflammatory activities
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Isomeranzin

Item No. 35827

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
7-methoxy-8-(3-methyl-2-oxobutyl)-2H-1-benzopyran-2-one
CAS Number
1088-17-1
Synonyms
  • 7-methoxy-8-(3-methyl-2-oxobutyl) Coumarin
Molecular Formula
C15H16O4
Formula Weight
260.3
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Soluble
λmax
256 nm
SMILES
O=C1OC2=C(C=CC(OC)=C2CC(C(C)C)=O)C=C1
InChi Code
InChI=1S/C15H16O4/c1-9(2)12(16)8-11-13(18-3)6-4-10-5-7-14(17)19-15(10)11/h4-7,9H,8H2,1-3H3
InChi Key
OMOYQLRHKFGVGN-UHFFFAOYSA-N
Origin
Plant/Citrus maxima peel
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $44

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    5 mg

    $206

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    10 mg

    $390

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    25 mg

    $920

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    Cayman Chemical
    Neutrophil Biology Wall Poster

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    Product Description

    Isomeranzin is a coumarin that has been found in C. grandis and has antioxidant and anti-inflammatory activities.1,2 It inhibits superoxide anion generation in, and elastase release from, isolated human neutrophils stimulated with cytochalasin B (Item No. 11328) and fMLP (IC50s = 3.89 and 4.33 µM, respectively).1 Isomeranzin (30 µM) inhibits LPS-induced nitric oxide (NO) release in RAW 264.7 macrophages.2 It improves survival in a mouse model of LPS-induced septic shock and decreases disease severity in a mouse model of colitis induced by dextran sulfate (DSS; Item No. 23250) when administered at a dose of 30 mg/kg.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kuo, P.-C., Liao, Y.-R., Hung, H.-Y., et al. Anti-inflammatory and neuroprotective constituents from the peels of Citrus grandis. Molecules 22(6), 967 (2017).

    2. Xu, G., Feng, L., Song, P., et al. Isomeranzin suppresses inflammation by inhibiting M1 macrophage polarization through the NF-κB and ERK pathway. Int. Immunopharmacol. 38, 175-185 (2016).