wogonoside: from Scutellaria baicalensis; structure in first source
wogonin 7-O-beta-D-glucuronide : The glycosyloxyflavone which is the 7-O-glucuronide of wogonin.
Flora | Rank | Flora Definition | Family | Family Definition |
---|---|---|---|---|
Scutellaria | genus | A plant genus of the family Lamiaceae used in folk medicine.[MeSH] | Lamiaceae | The mint plant family. They are characteristically aromatic, and many of them are cultivated for their oils. Most have square stems, opposite leaves, and two-lipped, open-mouthed, tubular corollas (united petals), with five-lobed, bell-like calyxes (united sepals).[MeSH] |
ID Source | ID |
---|---|
PubMed CID | 3084961 |
CHEMBL ID | 464732 |
CHEBI ID | 61282 |
MeSH ID | M0449523 |
Synonym |
---|
51059-44-0 |
wogonin 7-o-beta-glucuronine methyl ester |
unii-etx4944z3r |
etx4944z3r , |
W0012 |
oroxindin |
MEGXP0_000537 |
ACON1_000851 |
NCGC00169296-01 |
wogonoside |
BRD-K72010518-001-01-0 |
CHEMBL464732 , |
wogonin 7-o-glucuronide |
chebi:61282 , |
5,7-dihydroxy-8-methoxyflavone 7-o-beta-d-glucuronide |
wogonin 7-o-beta-d-glucuronide |
5-hydroxy-8-methoxy-4-oxo-2-phenyl-4h-chromen-7-yl beta-d-glucopyranosiduronic acid |
(2s,3s,4s,5r,6s)-3,4,5-trihydroxy-6-(5-hydroxy-8-methoxy-4-oxo-2-phenylchromen-7-yl)oxyoxane-2-carboxylic acid |
S9115 |
AKOS015897144 |
W-202920 |
wogonin 7-o-.beta.-d-glucuronide |
wogonin 7-o-.beta.-d-glucuronopyranoside |
glychionide b |
wogonin 7-.beta.-d-glucuronide |
.beta.-d-glucopyranosiduronic acid, 5-hydroxy-8-methoxy-4-oxo-2-phenyl-4h-1-benzopyran-7-yl |
mfcd08704808 |
DTXSID80199062 , |
bdbm50478452 |
wogonin 7-beta-d-glucuronide |
wogonin 7-o-beta-d-glucuronopyranoside |
dtxcid10121553 |
wogonoside, >=95% (lc/ms-elsd) |
(2s,3s,4s,5r,6s)-3,4,5-trihydroxy-6-((5-hydroxy-8-methoxy-4-oxo-2-phenyl-4h-chromen-7-yl)oxy)tetrahydro-2h-pyran-2-carboxylic acid |
HY-N0399 |
Q3356626 |
CCG-269333 |
CS-0008934 |
A854472 |
Wogonoside has many pharmacological activities, but whether it has a protective effect against non-alcoholic fatty liver disease (NAFLD) has not been reported. It has been reported to have anti-inflammatory properties.
Excerpt | Reference | Relevance |
---|---|---|
"Wogonoside has a protective effect against NAFLD in mice, which may be related to its anti-inflammation and inhibition of oxidative stress, suggesting that wogonoside may be a potential therapeutic agent for the treatment of NAFLD." | ( Effects of wogonoside on the inflammatory response and oxidative stress in mice with nonalcoholic fatty liver disease. Chen, D; Guo, Y; Jiang, G; Li, W; Liu, C; Liu, J, 2020) | 2.39 |
"Wogonoside has many pharmacological activities, but whether it has a protective effect against non-alcoholic fatty liver disease (NAFLD) has not been reported." | ( Effects of wogonoside on the inflammatory response and oxidative stress in mice with nonalcoholic fatty liver disease. Chen, D; Guo, Y; Jiang, G; Li, W; Liu, C; Liu, J, 2020) | 2.39 |
"Wogonoside has a protective effect against NAFLD in mice, which may be related to its anti-inflammation and inhibition of oxidative stress, suggesting that wogonoside may be a potential therapeutic agent for the treatment of NAFLD." | ( Effects of wogonoside on the inflammatory response and oxidative stress in mice with nonalcoholic fatty liver disease. Chen, D; Guo, Y; Jiang, G; Li, W; Liu, C; Liu, J, 2020) | 2.39 |
"Wogonoside has been reported to have anti-inflammatory properties. " | ( Wogonoside ameliorates lipopolysaccharide-induced acute lung injury in mice. Guo, X; Guo, Y; Hou, G; Liu, Y; Ren, Y; Sun, N; Yang, C; Zhang, L; Zhang, X, 2014) | 3.29 |
Wogonoside promotes the expression of GATA-1 and facilitates the binding to methyl ethyl ketone (MEK) and p21 promoter. It inhibits MEK/extracellular signal-regulated kinase signaling and cell cycle checkpoint proteins, including CDK2, CDK4, cyclin A, and cyclin D1.
Excerpt | Reference | Relevance |
---|---|---|
"Wogonoside could inhibit invasion and migration in TNF-α-induced MDA-MB-231, MDA-MB-435, and BT-474 cells." | ( Wogonoside inhibits invasion and migration through suppressing TRAF2/4 expression in breast cancer. Guo, Q; Li, Z; Lu, N; Ren, H; Yao, Y; Yu, Z; Zhao, K; Zhao, L, 2017) | 2.62 |
"Wogonoside promotes the expression of GATA-1 and facilitates the binding to methyl ethyl ketone (MEK) and p21 promoter, thus inhibiting MEK/extracellular signal-regulated kinase signaling and cell cycle checkpoint proteins, including CDK2, CDK4, cyclin A, and cyclin D1, and increasing p21 expression." | ( Wogonoside induces growth inhibition and cell cycle arrest via promoting the expression and binding activity of GATA-1 in chronic myelogenous leukemia cells. Guo, Q; Hui, H; Li, H; Li, Z; Liu, X; Lu, N; Xu, J; Yang, H; Zhang, X; Zhou, Y, 2016) | 2.6 |
Wogonoside treatment significantly reduced SAH-mediated promotion of Bax, Puma, Noxa, Bid, and cleaved Caspase-3 expression. Treatment also enhanced autophagic flux as reflected by the increased acidic vesicular organelle (AVO) formation.
The pharmacokinetic parameters (especially AUCs) of baicalin and wogonoside in type 2 diabetic rats after oral administration of HLJDD extract were remarkably different from those in normal rats.
CC may decrease the bioavailability of baicalin and wogonoside in RS. The mechanism was related to CC decreasing the transport of flavonoid aglycones from the mucosa side to the serosal side.
Excerpt | Reference | Relevance |
---|---|---|
" The results showed that CC may decrease the bioavailability of baicalin and wogonoside in RS and the mechanism was related to CC decreasing the transport of flavonoid aglycones from the mucosa side to the serosal side and the hydrolyzation of flavonoids by inhibiting intestinal flora." | ( Influence of coptis Chinensis on pharmacokinetics of flavonoids after oral administration of radix Scutellariae in rats. Liu, Y; Liu, Z; Ma, Y; Shi, R; Wang, C; Wang, T; Zhou, H, 2009) | 0.58 |
" Partition coefficients (n-octanol/water) determination demonstrated 12-20 times larger partition coefficient of each complex (1, 2) than that of each single compound (baicalin, wogonoside, and berberine), indicating the significant role of the formation of the complex in the bioavailability enhancement of these pharmacologically active constituents." | ( Formation and conformation of baicalin-berberine and wogonoside-berberine complexes. Jiang, ZH; Kouno, I; Tanaka, T; Wang, JR; Zhang, H, 2012) | 0.82 |
Excerpt | Relevance | Reference |
---|---|---|
" The concentration-time profiles of baicalin, wogonoside, baicalein, wogonin, oroxylin A and glycyrrhizic acid showed double-peak phenomenon after Huangqin Tang was orally administered at 40 g x kg(-1) dose; all eight constituents in rat plasma showed good dose-exposure relationship within the dosage of 10-40 g x kg(-1); although plasma concentrations were different, the flavonoids with the same backbone showed the similar fate in the body with the corresponding dosage." | ( [LC-MS quantification and pharmacokinetics of the multi-constituents of Huangqin Tang in rat plasma after different single oral doses]. Chen, L; Li, T; Liang, RX; Wang, YL; Wang, YW; Yang, WP; Zhang, D; Zhang, HH; Zhou, ZM, 2013) | 0.65 |
" In this study, when a SR extract was orally dosed to rats (800mg/kg, equivalent to BG 324." | ( Oral pharmacokinetics of baicalin, wogonoside, oroxylin A 7-O-β-d-glucuronide and their aglycones from an aqueous extract of Scutellariae Radix in the rat. Cai, Y; Li, S; Li, T; Wai, AT; Yan, R; Zhou, R, 2016) | 0.71 |
" Therefore, aiming at the special children patient group, Xiaoer Pudilan Xiaoyan Syrup was developed via technology optimization and dosage form improvement to improve the unpleasant taste and enhance the medication compliance among children." | ( [Optimization and evaluation of Xiaoer Pudilan Xiaoyan Syrup based on characterization of material properties]. Ding, K; Feng, L; Jia, XB; Jiang, MH; Li, C; Li, X; Shao, JG; Sun, E; Yang, D; Zhu, FG, 2022) | 0.72 |
Class | Description |
---|---|
glycosyloxyflavone | A member of the class of flavones having one or more glycosyl residues attached at unspecified positions. |
monomethoxyflavone | Any methoxyflavone with a single methoxy substituent. |
monohydroxyflavone | A hydroxyflavone carrying a single hydroxy substituent. |
monosaccharide derivative | A carbohydrate derivative that is formally obtained from a monosaccharide. |
beta-D-glucosiduronic acid | A glucosiduronic acid resulting from the formal condensation of any substance with beta-D-glucuronic acid to form a glycosidic bond. |
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res] |
Protein | Taxonomy | Measurement | Average | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
---|---|---|---|---|---|---|---|
Lysine-specific histone demethylase 1A | Homo sapiens (human) | IC50 (µMol) | 2.9800 | 0.0031 | 2.1602 | 9.6000 | AID1515259 |
Trypsin-1 | Homo sapiens (human) | IC50 (µMol) | 1,000.0000 | 0.0035 | 1.5321 | 10.0000 | AID403947 |
Trypsin-2 | Homo sapiens (human) | IC50 (µMol) | 1,000.0000 | 0.0035 | 1.5846 | 4.4000 | AID403947 |
Trypsin-3 | Homo sapiens (human) | IC50 (µMol) | 1,000.0000 | 0.0035 | 1.5846 | 4.4000 | AID403947 |
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] |
Assay ID | Title | Year | Journal | Article |
---|---|---|---|---|
AID403948 | Inhibition of trypsin-induced reduction in tPA production in HUVEC by ELISA | 1997 | Journal of natural products, Jun, Volume: 60, Issue:6 | Effects of flavonoids isolated from scutellariae radix on fibrinolytic system induced by trypsin in human umbilical vein endothelial cells. |
AID1515259 | Inhibition of LSD1 (unknown origin) | 2019 | Bioorganic & medicinal chemistry, 01-15, Volume: 27, Issue:2 | Flavone-based natural product agents as new lysine-specific demethylase 1 inhibitors exhibiting cytotoxicity against breast cancer cells in vitro. |
AID403947 | Inhibition of trypsin-induced elevation in PAI1 production in HUVEC by ELISA | 1997 | Journal of natural products, Jun, Volume: 60, Issue:6 | Effects of flavonoids isolated from scutellariae radix on fibrinolytic system induced by trypsin in human umbilical vein endothelial cells. |
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023] |
Timeframe | Studies, This Drug (%) | All Drugs % |
---|---|---|
pre-1990 | 0 (0.00) | 18.7374 |
1990's | 1 (1.05) | 18.2507 |
2000's | 17 (17.89) | 29.6817 |
2010's | 65 (68.42) | 24.3611 |
2020's | 12 (12.63) | 2.80 |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |
According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.
| This Compound (26.19) All Compounds (24.57) |
Publication Type | This drug (%) | All Drugs (%) |
---|---|---|
Trials | 0 (0.00%) | 5.53% |
Reviews | 1 (1.04%) | 6.00% |
Case Studies | 0 (0.00%) | 4.05% |
Observational | 0 (0.00%) | 0.25% |
Other | 95 (98.96%) | 84.16% |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |