A natural coumarin
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Scopoletin

Item No. 20042

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
7-hydroxy-6-methoxy-2H-1-benzopyran-2-one
CAS Number
92-61-5
Synonyms
  • Esculetin 6-methyl ether
  • 7-Hydroxy-6-methoxycoumarin
  • 6-Methoxy-7-hydroxycoumarin
  • NSC 405647
Molecular Formula
C10H8O4
Formula Weight
192.2
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 50 mg/mlDMF:PBS (pH 7.2) (1:4): 0.2 mg/mlDMSO: 30 mg/mlEthanol: 2 mg/ml
λmax
229, 254, 298, 346 nm
SMILES
O=C1C=CC2=CC(OC)=C(O)C=C2O1
InChi Code
InChI=1S/C10H8O4/c1-13-9-4-6-2-3-10(12)14-8(6)5-7(9)11/h2-5,11H,1H3
InChi Key
RODXRVNMMDRFIK-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    25 mg

    $53

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    50 mg

    $90

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    250 mg

    $231

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    Product Description

    Scopoletin is a natural coumarin found in a variety of plants, including some species from the genus Scopolia. Like esculetin (Item No. 19286), scopoletin binds iron and is used by plants to acquire iron from alkaline soil.1 Scopoletin inhibits aldose reductase activity in galactose-fed rats, upregulates PPARγ expression, and triggers phosphorylation of Nrf2 in animals.2,3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Clemens, S., and weber, M. The essential role of coumarin secretion for Fe acquisition from alkaline soil. Plant Signal. Behav. 11(2), (2016).

    2. Chang, W.-C., Wu, S.-C., Xu, K.-D., et al. Scopoletin protects against methylglyoxal-induced hyperglycemia and insulin resistance mediated by suppression of advanced glycation endproducts (AGEs) generation and anti-glycation. Molecules 20(2), 2786-2801 (2015).

    3. Kim, J., Kim, C.-S., Lee, Y.M., et al. Scopoletin inhibits rat aldose reductase activity and cataractogenesis in galactose-fed rats. Evid. Based Complement. Alternat. Med. 2013:787138, (2013).

    4. Zhang, W.Y., Lee, J.-J., Kim, Y., et al. Amelioration of insulin resistance by scopoletin in high-glucose-induced, insulin-resistant HepG2 cells. Horm. Metab. Res. 42(13), 930-935 (2010).