A flavonoid with diverse biological activities
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Rhamnetin

Item No. 20302

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-(3,4-dihydroxyphenyl)-3,5-dihydroxy-7-methoxy-4H-1-benzopyran-4-one
CAS Number
90-19-7
Synonyms
  • CI-75690
  • 7-Methoxyquercetin
  • 7-Methylquercetin
  • NSC 19802
  • LY805921
  • β-Rhamnocitrin
Molecular Formula
C16H12O7
Formula Weight
316.3
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 20 mg/mlDMSO:PBS (pH 7.2) (1:1): 0.5 mg/ml
λmax
255, 372 nm
SMILES
OC1=CC(OC)=CC2=C1C(C(O)=C(C3=CC=C(O)C(O)=C3)O2)=O
InChi Code
InChI=1S/C16H12O7/c1-22-8-5-11(19)13-12(6-8)23-16(15(21)14(13)20)7-2-3-9(17)10(18)4-7/h2-6,17-19,21H,1H3
InChi Key
JGUZGNYPMHHYRK-UHFFFAOYSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

    $41

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    1 mg

    $75

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    5 mg

    $203

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    Product Description

    Rhamnetin is a flavonoid that has been found in O. falcate and has diverse biological activities.1,2,3,4 It reduces production of reactive oxygen species (ROS) and apoptosis induced by miconazole (Item No. 15420) in H9c2 cardiomyocytes.2 Rhamnetin inhibits LPS-induced TNF-α and nitric oxide (NO) production in rat neonatal organotypic hippocampal slice cultures (OHSCs) under control conditions and during ethanol withdrawal, as well as NMDA-induced neurotoxicity in OHSCs undergoing ethanol withdrawal.3 Dietary administration of rhamnetin (0.1 and 0.2% w/w) reduces serum levels of malondialdehyde (MDA) and liver and erythrocyte levels of thiobarbituric acid reactive substances (TBARS) in rats fed a cholesterol-free diet.4 Rhamnetin increases time spent in the target quadrant in the Morris water maze in a rat model of traumatic brain injury.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Jiang, H., Zhan, W.Q., and Jiang, S.X. Antioxidant activities of extracts and flavonoid compounds from Oxytropis falcate Bunge. Nat. Prod. Res. 22(18), 1650-1656 (2008).

    2. Lee, K.P., Kim, J.-E., and Park, W.-H. Cytoprotective effect of rhamnetin on miconazole-induced H9c2 cell damage. Nutr. Res. Pract. 9(6), 586-591 (2015).

    3. Lutz, J.A., Carter, M., Fields, L., et al. The dietary flavonoid rhamnetin inhibits both inflammation and excitotoxicity during ethanol withdrawal in rat organotypic hippocampal slice cultures. Alcohol Clin. Exp. Res. 39(12), 2345-2353 (2015).

    4. Igarashi, K., and Ohmuma, M. Effects of isorhamnetin, rhamnetin, and quercetin on the concentrations of cholesterol and lipoperoxide in the serum and liver and on the blood and liver antioxidative enzyme activities of rats. Biosci. Biotechnol. Biochem. 59(4), 595-601 (1995).

    5. Zhang, W., Li, B., Guo, Y., et al. Rhamnetin attenuates cognitive deficit and inhibits hippocampal inflammatory response and oxidative stress in rats with traumatic brain injury. Cent. Eur. J. Immunol. 40(1), 35-41 (2015).