A flavanonol with diverse biological activities
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Dihydromyricetin

Item No. 23549

Technical Information
Formal Name
(2R,3R)-2,3-dihydro-3,5,7-trihydroxy-2-(3,4,5-trihydroxyphenyl)-4H-1-benzopyran-4-one
CAS Number
27200-12-0
Synonyms
  • (+)-Dihydromyricetin
Molecular Formula
C15H12O8
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 10 mg/mlDMSO: 10 mg/mlDMSO:PBS (pH 7.2) (1:10): 0.5 mg/mlEthanol: 1 mg/ml
λmax
208, 291 nm
SMILES
OC1=CC(O)=C(C([C@H](O)[C@@H](C2=CC(O)=C(O)C(O)=C2)O3)=O)C3=C1
InChi Code
InChI=1S/C15H12O8/c16-6-3-7(17)11-10(4-6)23-15(14(22)13(11)21)5-1-8(18)12(20)9(19)2-5/h1-4,14-20,22H/t14-,15+/m0/s1
InChi Key
KJXSIXMJHKAJOD-LSDHHAIUSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Dihydromyricetin is a natural flavanonol isolated from A. grossedentata, H. dulcis, and other plants that has antioxidant, antiproliferative, anti-apoptotic, and anti-alcohol intoxication properties.1,2,3,4,5,6 Dihydromyricetin scavenges 1,1-diphenyl-2-picrylhydrazyl (DPPH) radicals (IC50 = 0.235 μg/ml) and decreases reactive oxygen species (ROS) generated by AAPH (Item No. 82235) in human erythrocytes when used at a concentration of 6 μg/ml.3 It dose-dependently decreases proliferation and increases apoptosis in human liver carcinoma HepG2 cells, but does not affect proliferation of normal hepatic HL7702 cells.4 In vivo, it decreases tumor volume by 43.5% in a HepG2 mouse xenograft model when administered at a dose of 500 mg/kg per day.5 Dihydromyricetin binds to GABAA receptors in rat cortical membrane reparations (IC50 = 4.36 μM) and dose-dependently reduces loss of righting reflex (LORR) in ethanol-intoxicated rats.6 It also improves cognitive deficits in a mouse model of Alzheimer's disease when administered at 2 mg/kg for three months.7

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Muhammad, U., Lu, H., Wang, J., et alOptimizing the maximum recovery of dihydromyricetin from Chinese Vine Tea, Ampelopsis grossedentata, using response surface methodology. Molecules 22(12), E2250 (2017).

    2. Hyun, T.K., Eom, S.H., Yu, C.Y., et alHovenia dulcis--an Asian traditional herb. Planta. Med. 76(10), 943-949 (2010).

    3. Liao, W., Ning, Z., Ma, L., et alRecrystallization of dihydromyricetin from Ampelopsis grossedentata and its anti-oxidant activity evaluation. Rejuvenation Res. 17(5), 422-429 (2014).

    4. Liu, B., Tan, X., Liang, J., et alA reduction in reactive oxygen species contributes to dihydromyricetin-induced apoptosis in human hepatocellular carcinoma cells. Sci. Rep. 4, 7041 (2014).

    5. Zhang, Q., Liu, J., Liu, B., et alDihydromyricetin promotes hepatocellular carcinoma regression via a p53 activation-dependent mechanism. Sci. Rep. 4, 4628 (2014).

    6. Shen, Y., Lindemeyer, A.K., Gonzalez, C., et alDihydromyricetin as a novel anti-alcohol intoxication medication. J. Neurosci. 32(1), 390-401 (2012).

    7. Liang, J., Lopez-Valdes, H.E., Martinez-Coria, H., et alDihydromyricetin ameliorates behavioral deficits and reverses neuropathology of transgenic mouse models of Alzheimer’s disease. Neurochem. Res. 39(6), 1171-1181 (2014).