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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
Structure of DIHYDROMYRICETIN

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

HIDE SMILES / InChI

Molecular Formula C15H12O8
Molecular Weight 320.251
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

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.

Originator

Sources: DOI: 10.1002/jlac.19405440115

Approval Year

Targets

Targets

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Sourcing

Sourcing

Vendor/AggregatorIDURL
PubMed

PubMed

TitleDatePubMed
Ampelopsin, a small molecule inhibitor of HIV-1 infection targeting HIV entry.
2004 Jun
Vitisin B, a resveratrol tetramer, inhibits migration through inhibition of PDGF signaling and enhancement of cell adhesiveness in cultured vascular smooth muscle cells.
2011 Oct 15
Dihydromyricetin as a novel anti-alcohol intoxication medication.
2012 Jan 4
Resveratrol dimers are novel sphingosine kinase 1 inhibitors and affect sphingosine kinase 1 expression and cancer cell growth and survival.
2012 Jul
Dihydromyricetin induces autophagy in HepG2 cells involved in inhibition of mTOR and regulating its upstream pathways.
2014 Apr
Patents

Sample Use Guides

Two capsules (150 mg) twice daily for three months
Route of Administration: Oral
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.
Substance Class Chemical
Created
by admin
on Sat Dec 16 01:42:16 GMT 2023
Edited
by admin
on Sat Dec 16 01:42:16 GMT 2023
Record UNII
KD8QND6427
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DIHYDROMYRICETIN
INCI  
INCI  
Official Name English
AMPELOPSIN [MI]
Common Name English
4H-1-BENZOPYRAN-4-ONE, 2,3-DIHYDRO-3,5,7-TRIHYDROXY-2-(3,4,5-TRIHYDROXYPHENYL)-, (2R-TRANS)-
Systematic Name English
AMPELOPTIN
Common Name English
(+)-DIHYDROMYRICETIN
Common Name English
DIHYDROMYRICETIN [INCI]
Common Name English
MYRICELINE SPE
Brand Name English
(+)-AMPELOPSIN
Common Name English
FLAVANONE, 3,3',4',5,5',7-HEXAHYDROXY-
Systematic Name English
AMPELOPSIN
MI  
Common Name English
TELOCAPIL
Brand Name English
4H-1-BENZOPYRAN-4-ONE, 2,3-DIHYDRO-3,5,7-TRIHYDROXY-2-(3,4,5-TRIHYDROXYPHENYL)-, (2R,3R)-
Systematic Name English
Classification Tree Code System Code
DSLD 4288 (Number of products:1)
Created by admin on Sat Dec 16 01:42:16 GMT 2023 , Edited by admin on Sat Dec 16 01:42:16 GMT 2023
DSLD 4286 (Number of products:2)
Created by admin on Sat Dec 16 01:42:16 GMT 2023 , Edited by admin on Sat Dec 16 01:42:16 GMT 2023
Code System Code Type Description
WIKIPEDIA
AMPELOPSIN
Created by admin on Sat Dec 16 01:42:16 GMT 2023 , Edited by admin on Sat Dec 16 01:42:16 GMT 2023
PRIMARY
MERCK INDEX
m1846
Created by admin on Sat Dec 16 01:42:16 GMT 2023 , Edited by admin on Sat Dec 16 01:42:16 GMT 2023
PRIMARY Merck Index
CAS
27200-12-0
Created by admin on Sat Dec 16 01:42:16 GMT 2023 , Edited by admin on Sat Dec 16 01:42:16 GMT 2023
PRIMARY
FDA UNII
KD8QND6427
Created by admin on Sat Dec 16 01:42:16 GMT 2023 , Edited by admin on Sat Dec 16 01:42:16 GMT 2023
PRIMARY
CHEBI
28429
Created by admin on Sat Dec 16 01:42:16 GMT 2023 , Edited by admin on Sat Dec 16 01:42:16 GMT 2023
PRIMARY
EPA CompTox
DTXSID50181676
Created by admin on Sat Dec 16 01:42:16 GMT 2023 , Edited by admin on Sat Dec 16 01:42:16 GMT 2023
PRIMARY
CHEBI
28917
Created by admin on Sat Dec 16 01:42:16 GMT 2023 , Edited by admin on Sat Dec 16 01:42:16 GMT 2023
PRIMARY
PUBCHEM
161557
Created by admin on Sat Dec 16 01:42:16 GMT 2023 , Edited by admin on Sat Dec 16 01:42:16 GMT 2023
PRIMARY
DRUG BANK
DB15645
Created by admin on Sat Dec 16 01:42:16 GMT 2023 , Edited by admin on Sat Dec 16 01:42:16 GMT 2023
PRIMARY