Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C15H12O8 |
Molecular Weight | 320.251 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 2 / 2 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
O[C@@H]1[C@H](OC2=C(C(O)=CC(O)=C2)C1=O)C3=CC(O)=C(O)C(O)=C3
InChI
InChIKey=KJXSIXMJHKAJOD-LSDHHAIUSA-N
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
Dihydromyricetin is a flavonoid component from the Ampelopsis species japonica, megalophylla, and grossedentata; Cercidiphyllum japonicum; Hovenia dulcis; Rhododendron cinnabarinum; some Pinus species; and some Cedrus species, as well as Salix sachalinensis. Dihydromyricetin exerts a more rapid antidepressant-like effect than does a typical antidepressant, in association with enhancement of BDNF expression and inhibition of neuroinflammation. Dihydromyricetin inhibited the proliferative potential of fibroblasts in the lung cancer cells through targeting the activation of Erk1/2 and Akt. Therefore, there is scope for dihydromyricetin to be evaluated further for the treatment of lung cancer. Dihydromyricetin supplementation improves glucose and lipid metabolism as well as various biochemical parameters in patients with nonalcoholic fatty liver disease, and the therapeutic effects of dihydromyricetin are likely attributable to improved insulin resistance and decreases in the serum levels of tumor necrosis factor-alpha, cytokeratin-18, and fibroblast growth factor 21.
CNS Activity
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
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Target ID: CHEMBL2096683 Sources: https://www.ncbi.nlm.nih.gov/pubmed/22219299 |
4.36 µM [IC50] | ||
Target ID: CHEMBL2023 Sources: https://www.ncbi.nlm.nih.gov/pubmed/24716406 |
0.9 µM [Ki] | ||
Target ID: ERK1/2-CREB pathway Sources: https://www.ncbi.nlm.nih.gov/pubmed/29058041 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Primary | Unknown Approved UseUnknown |
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Primary | Unknown Approved UseUnknown |
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Primary | Unknown Approved UseUnknown |
PubMed
Title | Date | PubMed |
---|---|---|
Ampelopsin, a small molecule inhibitor of HIV-1 infection targeting HIV entry. | 2004 Jun |
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Dihydromyricetin as a novel anti-alcohol intoxication medication. | 2012 Jan 4 |
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Resveratrol dimers are novel sphingosine kinase 1 inhibitors and affect sphingosine kinase 1 expression and cancer cell growth and survival. | 2012 Jul |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/26032587
Two capsules (150 mg) twice daily for three months
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/29039563
Treatment of the fibroblasts with a 10 uM concentration of dihydromyricetin for 48 h led to complete inhibition of the activation of extracellular signal-regulated kinase (Erk)1/2 and Akt.
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DSLD |
4288 (Number of products:1)
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DSLD |
4286 (Number of products:2)
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AMPELOPSIN
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m1846
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27200-12-0
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DB15645
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SUBSTANCE RECORD