An antidiabetic natural product
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Amorfrutin A

Item No. 21106

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-hydroxy-4-methoxy-3-(3-methyl-2-buten-1-yl)-6-(2-phenylethyl)-benzoic acid
CAS Number
80489-90-3
Synonyms
  • Amorfrutin 1
Molecular Formula
C21H24O4
Formula Weight
340.4
Purity
≥97%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: SolubleEthanol: SolubleMethanol: Soluble
SMILES
OC(C(C(O)=C(C/C=C(C)/C)C(OC)=C1)=C1CCC2=CC=CC=C2)=O
InChi Code
InChI=1S/C21H24O4/c1-14(2)9-12-17-18(25-3)13-16(19(20(17)22)21(23)24)11-10-15-7-5-4-6-8-15/h4-9,13,22H,10-12H2,1-3H3,(H,23,24)
InChi Key
CTNFTPUIYFUXBE-UHFFFAOYSA-N
Origin
Plant/Amorpha fruticosa
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    500 µg

    $250

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    Cayman Chemical
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    OBESITY RESEARCH SOLUTIONS
    Product Description

    Amorfrutin A is an isoprenoid-substituted benzoic acid natural product found in the fruit of A. fruticosa and G. foetida that exhibits antidiabetic effects. It binds to PPARγ with a Ki of 0.236 µM and activates a PPARγ gene reporter assay with an EC50 value of 0.458 µM.1 In high-fat diet-induced obese (DIO) mice, amorfrutin A (100 mg/kg/day) enhanced glucose tolerance and insulin sensitivity, while decreasing plasma triglycerides, free fatty acids, insulin, and glucose concentrations.1 Amorfrutin A inhibits TNF-α-induced expression of a number of inflammatory genes such as COX-2, IL-1β, MCP-1, MIP-2, MIP-3α, MMP-9, and IL-8 through inhibition of both NF-κB and PPARγ activity with efficacy at 5-20 µM.2,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Weidner, C., de Groot, J.C., Prasad, A., et al. Amorfrutins are potent antidiabetic dietary natural products. Proc. Natl. Acad. Sci. USA 109(19), 7257-7262 (2012).

    2. Shi, H., Ma, J., Mi, C., et al. Amorfrutin A inhibits TNF-α-induced NF-κB activation and NF-κB-regulated target gene products. Int. Immunopharmacol. 21(1), 56-62 (2014).

    3. Fuhr, L., Rousseau, M., Plauth, A., et al. Amorfrutins are natural PPARg agonists with potent anti-inflammatory properties. J. Nat. Prod. 78(5), 1160-1164 (2015).