Compounds > oroxylin a-7-o-glucuronide
Page last updated: 2024-11-12

oroxylin a-7-o-glucuronide

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

oroxylin A-7-O-glucuronide: an inhibitor of prolyl oligopeptidase; isolated from Scutellaria racemosa and Scutellariae baicalensis; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

oroxylin A 7-O-beta-D-glucuronide : The glycosyloxyflavone which is the 7-O-glucuronide of oroxylin A. [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]

FloraRankFlora DefinitionFamilyFamily Definition
ScutellariagenusA plant genus of the family Lamiaceae used in folk medicine.[MeSH]LamiaceaeThe 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]
Scutellaria racemosaspecies[no description available]LamiaceaeThe 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]

Cross-References

ID SourceID
PubMed CID14655552
CHEMBL ID4171934
CHEBI ID61670
SCHEMBL ID21695683
MeSH IDM000604416

Synonyms (38)

Synonym
MEGXP0_000536
ACON1_001096
NCGC00169680-01
BRD-K83886129-001-01-1
5-hydroxy-6-methoxy-flavone-7-yl beta-d-glucopyranosiduronic acid
5-hydroxy-6-methoxy-4-oxo-2-phenyl-4h-chromen-7-yl beta-d-glucopyranosiduronic acid
CHEBI:61670
5,7-dihydroxy-6-methoxyflavone 7-o-beta-d-glucuronide
oroxylin a 7-o-beta-d-glucuronide
oroxylin 7-o-beta-d-glucuronide
oroxylin 7-glucuronide
.beta.-d-glucopyranosiduronic acid, 5-hydroxy-6-methoxy-4-oxo-2-phenyl-4h-1-benzopyran-7-yl
oroxylin a 7-o-glucuronide
oroxylin a-7-o-.beta.-d-glucuronide
6-methoxybaicalein 7-glucuronide
O84RM2NAEQ ,
oroxylin a glucoronide
36948-76-2
beta-d-glucopyranosiduronic acid, 5-hydroxy-6-methoxy-4-oxo-2-phenyl-4h-1-benzopyran-7-yl
unii-o84rm2naeq
oroxyloside
oroxylin a-7-o-glucuronide
AC-34588
AKOS027326569
ncgc00169680-02!(2s,3s,4s,5r,6s)-3,4,5-trihydroxy-6-(5-hydroxy-6-methoxy-4-oxo-2-phenylchromen-7-yl)oxyoxane-2-carboxylic acid
oroxylin a 7-glucuronide
(2s,3s,4s,5r,6s)-3,4,5-trihydroxy-6-(5-hydroxy-6-methoxy-4-oxo-2-phenylchromen-7-yl)oxyoxane-2-carboxylic acid
HY-N2481
mfcd23379930
oroxylin a-7-glucoronide
Q27131267
CS-0022752
oroxyloside; oroxylin a 7-glucuronide
CHEMBL4171934
SCHEMBL21695683
oroxyloside;oroxylin a-7-o--d-glucuronide
DTXSID201310901
AS-82761

Research Excerpts

Pharmacokinetics

ExcerptReferenceRelevance
" The method was also successfully applied to the pharmacokinetic study of all these analytes in plasma after oral administration of RS extract (300mg/kg) to Sprague-Dawley rats."( Development of a SPE-LC/MS/MS method for simultaneous quantification of baicalein, wogonin, oroxylin A and their glucuronides baicalin, wogonoside and oroxyloside in rats and its application to brain uptake and plasma pharmacokinetic studies.
Fong, SY; Wong, YC; Zuo, Z, 2014)		0.4
"79mg/kg), all six flavonoids were detectable throughout the experimental period (48h) using an LC-MS/MS method with the Cmax and AUC0-48h of the glucuronides 10-130 times that of respective aglycones."( 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)		0.43
" The assay method was successfully applied to pharmacokinetic study."( Determination of oroxylin A, oroxylin A 7-O-glucuronide, and oroxylin A sodium sulfonate in beagle dogs by using UHPLC MS/MS Application in a pharmacokinetic study.
Chen, H; Chen, X; Li, J; Li, N; Lu, Y; Ning, C; Ren, G; Song, Z; Wang, X; Xu, C; Yang, H; Yang, N; Zhang, M; Zhang, S; Zhang, Y; Zhao, D; Zhou, S, 2020)		0.56

Dosage Studied

ExcerptRelevanceReference
" 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)		0.43
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
plant metaboliteAny eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
[role 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]

Drug Classes (5)

ClassDescription
glycosyloxyflavoneA member of the class of flavones having one or more glycosyl residues attached at unspecified positions.
monomethoxyflavoneAny methoxyflavone with a single methoxy substituent.
monohydroxyflavoneA hydroxyflavone carrying a single hydroxy substituent.
monosaccharide derivativeA carbohydrate derivative that is formally obtained from a monosaccharide.
beta-D-glucosiduronic acidA 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]

Bioassays (4)

Assay IDTitleYearJournalArticle
AID1503461Activation of AKT in palmitate-induced insulin-resistant human HepG2 cells assessed as reduction in GLUT2 mRNA expression at 12.5 uM incubated for 24 hrs after 1 hr pre-incubation of cells with 0.5 uM AKT inhibitor MK2202 by real-time PCR method2017European journal of medicinal chemistry, Dec-01, Volume: 141Baicalin and its metabolites suppresses gluconeogenesis through activation of AMPK or AKT in insulin resistant HepG-2 cells.
AID1503444Stimulation of glucose consumption in palmitate-induced insulin-resistant human HepG2 cells at 12.5 uM incubated for 24 hrs by glucose oxidase based assay2017European journal of medicinal chemistry, Dec-01, Volume: 141Baicalin and its metabolites suppresses gluconeogenesis through activation of AMPK or AKT in insulin resistant HepG-2 cells.
AID1503442Cytotoxicity in human HepG2 cells assessed as reduction in cell viability up to 12.5 uM incubated for 24 hrs by MTT assay2017European journal of medicinal chemistry, Dec-01, Volume: 141Baicalin and its metabolites suppresses gluconeogenesis through activation of AMPK or AKT in insulin resistant HepG-2 cells.
AID1503443Cytotoxicity in palmitate-induced insulin-resistant human HepG2 cells assessed as reduction in cell viability at 12.5 uM incubated for 24 hrs by MTT assay2017European journal of medicinal chemistry, Dec-01, Volume: 141Baicalin and its metabolites suppresses gluconeogenesis through activation of AMPK or AKT in insulin resistant HepG-2 cells.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (12)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's0 (0.00)29.6817
2010's8 (66.67)24.3611
2020's4 (33.33)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 13.14

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 weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index13.14 (24.57)
Research Supply Index2.56 (2.92)
Research Growth Index5.71 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (13.14)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other12 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
acetaminophen
Acetaminophen: Analgesic antipyretic derivative of acetanilide. It has weak anti-inflammatory properties and is used as a common analgesic, but may cause liver, blood cell, and kidney damage.. paracetamol : A member of the class of phenols that is 4-aminophenol in which one of the hydrogens attached to the amino group has been replaced by an acetyl group.		2.2510acetamides;
phenols		antipyretic;
cyclooxygenase 1 inhibitor;
cyclooxygenase 2 inhibitor;
cyclooxygenase 3 inhibitor;
environmental contaminant;
ferroptosis inducer;
geroprotector;
hepatotoxic agent;
human blood serum metabolite;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug;
xenobiotic
ampicillin
Ampicillin: Semi-synthetic derivative of penicillin that functions as an orally active broad-spectrum antibiotic.. ampicillin : A penicillin in which the substituent at position 6 of the penam ring is a 2-amino-2-phenylacetamido group.		2.2510beta-lactam antibiotic;
penicillin allergen;
penicillin		antibacterial drug
glucose, (beta-d)-isomer
beta-D-glucose : D-Glucopyranose with beta configuration at the anomeric centre.. (1->4)-beta-D-glucan : A beta-D-glucan in which the glucose units are connected by (1->4) linkages.. (1->3)-beta-D-glucan : A beta-D-glucan in which the glucose units are connected by (1->3) linkages.		2.5220D-glucopyranoseepitope;
mouse metabolite
baicalin
[no description available]		2.8130dihydroxyflavone;
glucosiduronic acid;
glycosyloxyflavone;
monosaccharide derivative		antiatherosclerotic agent;
antibacterial agent;
anticoronaviral agent;
antineoplastic agent;
antioxidant;
cardioprotective agent;
EC 2.7.7.48 (RNA-directed RNA polymerase) inhibitor;
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor;
ferroptosis inhibitor;
neuroprotective agent;
non-steroidal anti-inflammatory drug;
plant metabolite;
prodrug
rosiglitazone
[no description available]		2.1510aminopyridine;
thiazolidinediones		EC 6.2.1.3 (long-chain-fatty-acid--CoA ligase) inhibitor;
ferroptosis inhibitor;
insulin-sensitizing drug
lupeol
[no description available]		2.0510pentacyclic triterpenoid;
secondary alcohol		anti-inflammatory drug;
plant metabolite
gw9662
2-chloro-5-nitrobenzanilide: pretreatment of peroxisome proliferator activated receptors with GW9662 results in the irreversible loss of ligand binding		2.1310benzamides
wogonoside
wogonoside: from Scutellaria baicalensis; structure in first source. wogonin 7-O-beta-D-glucuronide : The glycosyloxyflavone which is the 7-O-glucuronide of wogonin.		2.5220beta-D-glucosiduronic acid;
glycosyloxyflavone;
monohydroxyflavone;
monomethoxyflavone;
monosaccharide derivative
baicalein
[no description available]		2.5220trihydroxyflavoneangiogenesis inhibitor;
anti-inflammatory agent;
antibacterial agent;
anticoronaviral agent;
antifungal agent;
antineoplastic agent;
antioxidant;
apoptosis inducer;
EC 1.13.11.31 (arachidonate 12-lipoxygenase) inhibitor;
EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor;
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor;
EC 3.4.22.69 (SARS coronavirus main proteinase) inhibitor;
EC 4.1.1.17 (ornithine decarboxylase) inhibitor;
ferroptosis inhibitor;
geroprotector;
hormone antagonist;
plant metabolite;
prostaglandin antagonist;
radical scavenger
wogonin
wogonin: structure in first source. wogonin : A dihydroxy- and monomethoxy-flavone in which the hydroxy groups are positioned at C-5 and C-7 and the methoxy group is at C-8.		2.110dihydroxyflavone;
monomethoxyflavone		angiogenesis inhibitor;
antineoplastic agent;
cyclooxygenase 2 inhibitor;
plant metabolite
5,7-dihydroxy-6-methoxy-2-phenylchromen-4-one
5,7-dihydroxy-6-methoxy-2-phenylchromen-4-one: isolated from the Chinese herb Scutellariae radix. oroxylin A : A dihydroxy- and monomethoxy-flavone in which the hydroxy groups are positioned at C-5 and C-7 and the methoxy group is at C-6.		3.0940dihydroxyflavone;
monomethoxyflavone		antineoplastic agent;
EC 1.14.13.39 (nitric oxide synthase) inhibitor
mocetinostat
mocetinostat: undergoing phase II clinical trials for treatment of cancer. mocetinostat : A benzamide obtained by formal condensation of the carboxy group of 4-({[4-(pyridin-3-yl)pyrimidin-2-yl]amino}methyl)benzoic acid with one of the amino groups of benzene-1,2-diamine. It is an orally active and isotype-selective HDAC inhibitor which exhibits antitumour activity (IC50 = 0.15, 0.29, 1.66 and 0.59 muM for HDAC1, HDAC2, HDAC3 and HDAC11).		2.1310aminopyrimidine;
benzamides;
pyridines;
secondary amino compound;
secondary carboxamide;
substituted aniline		antineoplastic agent;
apoptosis inducer;
autophagy inducer;
cardioprotective agent;
EC 3.5.1.98 (histone deacetylase) inhibitor;
hepatotoxic agent
cytochrome c-t
Cytochromes c: Cytochromes of the c type that are found in eukaryotic MITOCHONDRIA. They serve as redox intermediates that accept electrons from MITOCHONDRIAL ELECTRON TRANSPORT COMPLEX III and transfer them to MITOCHONDRIAL ELECTRON TRANSPORT COMPLEX IV.		2.1710
glycolipids
[no description available]		2.3110
penimocycline
penimocycline: obtained by Mannich reaction between tetracycline & ampicillin; structure		2.2510
ConditionIndicatedRelationship StrengthStudiesTrials
Insulin Sensitivity
[description not available]		02.1510
Insulin Resistance
Diminished effectiveness of INSULIN in lowering blood sugar levels: requiring the use of 200 units or more of insulin per day to prevent HYPERGLYCEMIA or KETOSIS.		02.1510
Acute Liver Injury, Drug-Induced
[description not available]		02.2510
Chemical and Drug Induced Liver Injury
A spectrum of clinical liver diseases ranging from mild biochemical abnormalities to ACUTE LIVER FAILURE, caused by drugs, drug metabolites, herbal and dietary supplements and chemicals from the environment.		02.2510
Hepatocellular Carcinoma
[description not available]		02.3110
Cancer of Liver
[description not available]		02.3110
Carcinoma, Hepatocellular
A primary malignant neoplasm of epithelial liver cells. It ranges from a well-differentiated tumor with EPITHELIAL CELLS indistinguishable from normal HEPATOCYTES to a poorly differentiated neoplasm. The cells may be uniform or markedly pleomorphic, or form GIANT CELLS. Several classification schemes have been suggested.		02.3110
Liver Neoplasms
Tumors or cancer of the LIVER.		02.3110
Angiogenesis, Pathologic
[description not available]		02.1710
Disease Exacerbation
[description not available]		02.1710
Glial Cell Tumors
[description not available]		02.1710
Metastase
[description not available]		02.1710
Glioma
Benign and malignant central nervous system neoplasms derived from glial cells (i.e., astrocytes, oligodendrocytes, and ependymocytes). Astrocytes may give rise to astrocytomas (ASTROCYTOMA) or glioblastoma multiforme (see GLIOBLASTOMA). Oligodendrocytes give rise to oligodendrogliomas (OLIGODENDROGLIOMA) and ependymocytes may undergo transformation to become EPENDYMOMA; CHOROID PLEXUS NEOPLASMS; or colloid cysts of the third ventricle. (From Escourolle et al., Manual of Basic Neuropathology, 2nd ed, p21)		02.1710
Neoplasm Metastasis
The transfer of a neoplasm from one organ or part of the body to another remote from the primary site.		02.1710
Disease Models, Animal
Naturally-occurring or experimentally-induced animal diseases with pathological processes analogous to human diseases.		02.1310
Colitis
Inflammation of the COLON section of the large intestine (INTESTINE, LARGE), usually with symptoms such as DIARRHEA (often with blood and mucus), ABDOMINAL PAIN, and FEVER.		02.1310