Details
Stereochemistry | ACHIRAL |
Molecular Formula | C15H10O8 |
Molecular Weight | 318.2351 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
OC1=CC2=C(C(O)=C1)C(=O)C(O)=C(O2)C3=CC(O)=C(O)C(O)=C3
InChI
InChIKey=IKMDFBPHZNJCSN-UHFFFAOYSA-N
InChI=1S/C15H10O8/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/h1-4,16-20,22H
Myricetin is a member of the flavonoid class of polyphenolic compounds with antioxidant properties. It occurs naturally in a wide variety of plants. Myricetin has demonstrated anti-inflammatory, antioxidative, anti-non-enzymatic glycation and anti-hyperlipidemia in a number of cellular and animal models. It has been investigated for potential therapeutic effects against cancers and diabetes.
CNS Activity
Sources: https://www.ncbi.nlm.nih.gov/pubmed/27171848
Curator's Comment: referenced study was conducted on rats
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: P33527|||Q9UQ99 Gene ID: 4363.0 Gene Symbol: ABCC1 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/11306701 |
|||
Target ID: P52332 Gene ID: NA Gene Symbol: Jak1 Target Organism: Mus musculus (Mouse) Sources: https://www.ncbi.nlm.nih.gov/pubmed/18995957 |
|||
Target ID: P04746 Gene ID: 279.0 Gene Symbol: AMY2A Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/23050660 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Primary | Unknown Approved UseUnknown |
|||
Primary | Unknown Approved UseUnknown |
PubMed
Title | Date | PubMed |
---|---|---|
Cytotoxic activity of low molecular weight polyphenols against human oral tumor cell lines. | 2000 Jul-Aug |
|
Measurement of copper-binding sites on low density lipoprotein. | 2001 Apr |
|
A novel cytotoxic flavonoid glycoside from Physalis angulata. | 2001 Aug |
|
Activity of plant flavonoids against antibiotic-resistant bacteria. | 2001 Feb |
|
[Comparison of photometric, electrochemical and post-column fluorescence detection for the determination of flavonoids by HPLC]. | 2001 Jun |
|
Anti-androgenic activity of Myricae Cortex--isolation of active constituents from bark of Myrica rubra. | 2001 Mar |
|
Flavonoids and urate antioxidant interplay in plasma oxidative stress. | 2001 May |
|
Modulation of multidrug resistance protein 1 (MRP1/ABCC1) transport and atpase activities by interaction with dietary flavonoids. | 2001 May |
|
Effects of flavonols on the generation of superoxide anion radicals by xanthine oxidase and stimulated neutrophils. | 2001 Nov 1 |
|
Evaluation of the clastogenic, DNA intercalative, and topoisomerase II-interactive properties of bioflavonoids in Chinese hamster V79 cells. | 2002 |
|
Dietary flavonoids: bioavailability, metabolic effects, and safety. | 2002 |
|
Bioactive constituents of Chinese natural medicines. VII. Inhibitors of degranulation in RBL-2H3 cells and absolute stereostructures of three new diarylheptanoid glycosides from the bark of Myrica rubra. | 2002 Feb |
|
Identification and quantification of galloyl derivatives, flavonoid glycosides and anthocyanins in leaves of Pistacia lentiscus L. | 2002 Mar-Apr |
|
Polyphenols from the heartwood of Cercidiphyllum japonicum and their effects on proliferation of mouse hair epithelial cells. | 2002 Nov |
|
Ardisiphenols and other antioxidant principles from the fruits of Ardisia colorata. | 2002 Nov |
|
Nitric oxide formation and corresponding relaxation of porcine coronary arteries induced by plant phenols: essential structural features. | 2002 Nov |
|
Antitumor-promoting constituents from Dioscorea bulbifera L. in JB6 mouse epidermal cells. | 2002 Sep |
|
Flavonoids and antioxidant capacity of Georgia-grown Vidalia onions. | 2002 Sep 11 |
|
Phenolic compounds from Nymphaea odorata. | 2003 Apr |
|
Bioflavonoids attenuate renal proximal tubular cell injury during cold preservation in Euro-Collins and University of Wisconsin solutions. | 2003 Feb |
|
Malonylated flavonol glycosides from the petals of Clitoria ternatea. | 2003 Jan |
|
Separation of polyphenolic compounds extracted from plant matrices using capillary electrophoresis. | 2003 Mar 21 |
|
Flavonol glycosides of Warburgia ugandensis leaves. | 2003 Oct |
|
Paclitaxel metabolism in rat and human liver microsomes is inhibited by phenolic antioxidants. | 2003 Sep |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/22083509
Curator's Comment: referenced study was conducted on rats
Male Albino Wistar rats were induced to diabetes by intraperitoneal (ip) injection of streptozotocin (50 mg/kg), and rats having fasting blood glucose (FBG) levels greater than 200 mg/dl were included in the study. Treatment of myricetin (6 mg/day ip) was initiated 16 weeks after diabetes was confirmed. Myricetin treatment significantly decreased glomerulosclerosis and reduced BUN, urinary volume and protein excretion, which had been profoundly increased in diabetic rats. Decreased creatinine clearance measured in diabetic rats was significantly increased following myricetin treatment. Myricetin also restored altered renal activities of GPx and XO, which were decreased and increased in diabetic rats, respectively.
Route of Administration:
Intraperitoneal
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/11306701
HeLa cell line T5 was transfected with MRP1 transporter gene and maintained in RPMI-1640 medium supplemented with 4 mM L-glutamine and 5% defined bovine calf serum and 400 micro-g/mL geneticin. Transfected Hela cells were homogenized and lysed. The suspension was centrifuged and the supernatant and membranes extracted. The membranes were washed and resuspended in a buffer of 25 mM sucrose, 50 mM Tris pH 7.4. LTC4 transport inhibition assays were carried out by a rapid filtration method. Assays were conducted at 23 deg-C in a 50 micro-L volume containing 2 micro-g of vesicles, 4 mM ATP, 4 mM AMP, 10 mM MgCl2, GSH (0, 1 or 3 mM), 10 mM DTT, 10 mM creatine phosphate, 100 μg/ml creatine kinase, 50 nM [3H]LTC4 (40 nCi), and Myricetin dissolved in DMSO (0.7%). The mixture was incubated for 60 seconds then added to 800 micro-L of an ice-cold Tris-sucrose buffer. The solution was then filtered, washed twice, and radioactivity was quantified by liquid scintillation. Myricetin was examined at 0, 25, 50, 75, and 100 micro-M. And, eight different concentrations of LTC were used between 10 - 500 nM. Myricetin demonstrated a potent inhibitory effect with IC50 values between 7 - 12 micro-M.
Name | Type | Language | ||
---|---|---|---|---|
|
Official Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Code | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English |
Classification Tree | Code System | Code | ||
---|---|---|---|---|
|
NCI_THESAURUS |
C792
Created by
admin on Fri Dec 15 19:02:39 GMT 2023 , Edited by admin on Fri Dec 15 19:02:39 GMT 2023
|
||
|
DSLD |
1291 (Number of products:23)
Created by
admin on Fri Dec 15 19:02:39 GMT 2023 , Edited by admin on Fri Dec 15 19:02:39 GMT 2023
|
Code System | Code | Type | Description | ||
---|---|---|---|---|---|
|
18152
Created by
admin on Fri Dec 15 19:02:39 GMT 2023 , Edited by admin on Fri Dec 15 19:02:39 GMT 2023
|
PRIMARY | |||
|
58395
Created by
admin on Fri Dec 15 19:02:39 GMT 2023 , Edited by admin on Fri Dec 15 19:02:39 GMT 2023
|
PRIMARY | |||
|
C68458
Created by
admin on Fri Dec 15 19:02:39 GMT 2023 , Edited by admin on Fri Dec 15 19:02:39 GMT 2023
|
PRIMARY | |||
|
DB02375
Created by
admin on Fri Dec 15 19:02:39 GMT 2023 , Edited by admin on Fri Dec 15 19:02:39 GMT 2023
|
PRIMARY | |||
|
208-463-2
Created by
admin on Fri Dec 15 19:02:39 GMT 2023 , Edited by admin on Fri Dec 15 19:02:39 GMT 2023
|
PRIMARY | |||
|
76XC01FTOJ
Created by
admin on Fri Dec 15 19:02:39 GMT 2023 , Edited by admin on Fri Dec 15 19:02:39 GMT 2023
|
PRIMARY | |||
|
C040015
Created by
admin on Fri Dec 15 19:02:39 GMT 2023 , Edited by admin on Fri Dec 15 19:02:39 GMT 2023
|
PRIMARY | |||
|
76XC01FTOJ
Created by
admin on Fri Dec 15 19:02:39 GMT 2023 , Edited by admin on Fri Dec 15 19:02:39 GMT 2023
|
PRIMARY | |||
|
5281672
Created by
admin on Fri Dec 15 19:02:39 GMT 2023 , Edited by admin on Fri Dec 15 19:02:39 GMT 2023
|
PRIMARY | |||
|
MYRICETIN
Created by
admin on Fri Dec 15 19:02:39 GMT 2023 , Edited by admin on Fri Dec 15 19:02:39 GMT 2023
|
PRIMARY | |||
|
DTXSID8022400
Created by
admin on Fri Dec 15 19:02:39 GMT 2023 , Edited by admin on Fri Dec 15 19:02:39 GMT 2023
|
PRIMARY | |||
|
1368374
Created by
admin on Fri Dec 15 19:02:39 GMT 2023 , Edited by admin on Fri Dec 15 19:02:39 GMT 2023
|
PRIMARY | RxNorm | ||
|
m7687
Created by
admin on Fri Dec 15 19:02:39 GMT 2023 , Edited by admin on Fri Dec 15 19:02:39 GMT 2023
|
PRIMARY | Merck Index | ||
|
529-44-2
Created by
admin on Fri Dec 15 19:02:39 GMT 2023 , Edited by admin on Fri Dec 15 19:02:39 GMT 2023
|
PRIMARY | |||
|
407290
Created by
admin on Fri Dec 15 19:02:39 GMT 2023 , Edited by admin on Fri Dec 15 19:02:39 GMT 2023
|
PRIMARY | |||
|
7682
Created by
admin on Fri Dec 15 19:02:39 GMT 2023 , Edited by admin on Fri Dec 15 19:02:39 GMT 2023
|
PRIMARY |
SUBSTANCE RECORD