Oroxylin A 7-O-beta-D-glucuronide | CAS:36948-76-2

Oroxylin A 7-O-beta-D-glucuronide

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Description:

Oroxylin A-7-O-glucuronide and wogonoside should also be served as the chemical markers together with baicalin for the quality control of herbs and proprietary traditional Chinese medicine (PTCM) products of radix Scutellariae.. Oroxylin A 7-O-glucuronide can inhibit total prolyl oligopeptidase (POP) activity.

Targets:

IL Receptor | Prolyl oligopeptidase

In vitro:

Beijing Da Xue Xue Bao. 2009 Oct 18;41(5):578-84.

Flavonoids from Scutellaria baicalensis and their bioactivities.[Pubmed: 19829679]

To study the flavonoids of Scutellaria baicalensis and their bioactivities.
METHODS AND RESULTS:
Chromatographic methods were used to separate compounds, spectral methods were used to determine the structures and bioactivities of the flavonoids were screened in several models in vitro. Nine compounds were isolated and identified as baicalein (1), wogonin (2), oroxylin A (3), 5, 7, 2', 6'-tetrahydroxyflavone (4), viscidulin III (5), baicalin (6), wogonoside (7), Oroxylin A 7-O-beta-D-glucuronide (8) and chrysin-6-C-alpha-L-arabinopyranosyl-8-C-beta-D-glucopyranoside (9).
CONCLUSIONS:
Baicalein had good anti-bacteria activity, and some compounds showed inhibiting activity against IL-1beta converting enzyme. The 13C NMR data of compounds 9 were assigned correctly by 2D nuclear magnetic resonance (NMR).

Fitoterapia. 2010 Sep;81(6):552-6.

Flavonoids with prolyl oligopeptidase inhibitory activity isolated from Scutellaria racemosa Pers.[Pubmed: 20117183 ]

Prolyl oligopeptidase (POP) is a serine protease highly expressed in the brain that hydrolyses peptide bonds at the carboxyl terminal of prolyl residues. There is evidence that this enzyme participates in several functions of the central nervous system. Scutellaria racemosa Pers demonstrated significant and selective POP inhibition.
METHODS AND RESULTS:
Fractionation of the hydroalcoholic extract resulted in the isolation of four main constituents identified for the first time from S. racemosa Pers, the triterpenoid lupeol (1) and the flavonoids oroxylin A (5,7-dihydroxy-6-methoxyflavone, 2), hispidulin (4',5,7-trihydroxy-6-methoxyflavone, 3), and oroxyloside (Oroxylin A 7-O-beta-D-glucuronide, 4). Inhibitory assays indicated that 3 and 4 at a concentration of 100 microM inhibit 43 and 34% of total POP activity, respectively.

Oroxylin A 7-O-beta-D-glucuronide Description

Source:	The roots of Scutellaria regeliana Nakai
Solvent:	DMSO, Pyridine, Methanol, Ethanol, etc.
Storage:	Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C). Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please email to: service@chemfaces.com
After receiving:	The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.

Recently, ChemFaces products have been cited in many studies from excellent and top scientific journals

More...

Cell. 2018 Jan 11;172(1-2):249-261.e12.
doi: 10.1016/j.cell.2017.12.019.
IF=36.216(2019)

PMID: 29328914

Cell Metab. 2020 Mar 3;31(3):534-548.e5.
doi: 10.1016/j.cmet.2020.01.002.
IF=22.415(2019)

PMID: 32004475

Mol Cell. 2017 Nov 16;68(4):673-685.e6.
doi: 10.1016/j.molcel.2017.10.022.
IF=14.548(2019)

PMID: 29149595

ACS Nano. 2018 Apr 24;12(4): 3385-3396.
doi: 10.1021/acsnano.7b08969.
IF=13.903(2019)

PMID: 29553709

Nature Plants. 2016 Dec 22;3: 16206.
doi: 10.1038/nplants.2016.205.
IF=13.297(2019)

PMID: 28005066

Sci Adv. 2018 Oct 24;4(10): eaat6994.
doi: 10.1126/sciadv.aat6994.
IF=12.804(2019)

PMID: 30417089

Structure Identification:

J Pharm Biomed Anal. 2009 Oct 15;50(3):298-306.

Contents of major bioactive flavones in proprietary traditional Chinese medicine products and reference herb of radix Scutellariae.[Pubmed: 19481403 ]

METHODS AND RESULTS:
Contents of the six flavones were found to vary significantly among different products with glycosides, such as baicalin, wogonoside and oroxylin A-7-O-glucuronide(Oroxylin A 7-O-beta-D-glucuronide ), in much greater quantity than their corresponding aglycones. In addition to baicalin (18.54+/-0.71%, w/w), the commonly used marker compound for radix Scutellariae, wogonoside (3.54+/-0.18%, w/w) and oroxylin A-7-O-glucuronide (2.84+/-0.14%, w/w) also existed in abundant amount in the reference herb.
CONCLUSIONS:
Our findings suggested that wogonoside and oroxylin A-7-O-glucuronide should also be served as the chemical markers together with baicalin for the quality control of herbs and PTCM products of radix Scutellariae.

Plos One, 2013, 8(11):e80197.

Molecular modeling reveals the novel inhibition mechanism and binding mode of three natural compounds to staphylococcal α-hemolysin.[Reference: WebLink]

METHODS AND RESULTS:
In this study, we found that three natural compounds, Oroxylin A 7-O-glucuronide (Oroxylin A 7-O-beta-D-glucuronide ,OLG), Oroxin A (ORA), and Oroxin B (ORB), when inhibiting the hemolytic activity of α-HL, could bind to the “stem” region of α-HL. This was completed using conventional Molecular Dynamics (MD) simulations. By interacting with the novel binding sites of α-HL, the ligands could form strong interactions with both sides of the binding cavity. The results of the principal component analysis (PCA) indicated that because of the inhibitors that bind to the “stem” region of α-HL, the conformational transition of α-HL from the monomer to the oligomer was restricted. This caused the inhibition of the hemolytic activity of α-HL. This novel inhibition mechanism has been confirmed by both the steered MD simulations and the experimental data obtained from a deoxycholate-induced oligomerization assay.
CONCLUSIONS:
This study can facilitate the design of new antibacterial drugs against S. aureus.

CAS No.	36948-76-2	Price	$318 / 20mg
Catalog No.	CFN90191	Purity	>=98%
Molecular Weight	460.39	Type of Compound	Flavonoids
Formula	C₂₂H₂₀O₁₁	Physical Description	Yellow powder
Download	Manual COA MSDS SDF	Similar structural	Comparison (Web) (SDF)

Product Name	Oroxylin A 7-O-beta-D-glucuronide
CAS No.:	36948-76-2
Catalog No.:	CFN90191
Molecular Formula:	C₂₂H₂₀O₁₁
Molecular Weight:	460.39 g/mol
Purity:	>=98%
Type of Compound:	Flavonoids
Physical Desc.:	Yellow powder
Targets:	IL Receptor \| Prolyl oligopeptidase
Source:	The roots of Scutellaria regeliana Nakai
Solvent:	DMSO, Pyridine, Methanol, Ethanol, etc.
Price:	$318 / 20mg

Size /Price /Stock	10 mM * 100 uL in DMSO / Inquiry / In-stock 10 mM * 1 mL in DMSO / Inquiry / In-stock
Related Libraries	Inhibitors Compound Library Anti-hemolytic Compound Library Quality control indexes Compound Library Flavonoids Compound Library IL Receptor Inhibitor Library

	1 mg	5 mg	10 mg	20 mg	25 mg
1 mM	2.1721 mL	10.8604 mL	21.7207 mL	43.4414 mL	54.3018 mL
5 mM	0.4344 mL	2.1721 mL	4.3441 mL	8.6883 mL	10.8604 mL
10 mM	0.2172 mL	1.086 mL	2.1721 mL	4.3441 mL	5.4302 mL
50 mM	0.0434 mL	0.2172 mL	0.4344 mL	0.8688 mL	1.086 mL
100 mM	0.0217 mL	0.1086 mL	0.2172 mL	0.4344 mL	0.543 mL

CFN90833	Chrysin 7-O-beta-gentiobioside	88640-89-5	578.5	C₂₇H₃₀O₁₄
CFN99712	Oroxin A	57396-78-8	432.38	C₂₁H₂₀O₁₀
CFN99111	Baicalin	21967-41-9	446.37	C₂₁H₁₈O₁₁
CFN92283	Baicalin methyl ester	82475-03-4	460.4	C₂₂H₂₀O₁₁
CFN91993	Baicalein 7-O-beta-D-ethylglucuronide	675624-38-1	474.41	C₂₃H₂₂O₁₁
CFN92361	Baicalein 6-O-glucoside	28279-72-3	432.4	C₂₁H₂₀O₁₀
CFN99713	Oroxin B	114482-86-9	594.52	C₂₇H₃₀O₁₅
CFN90191	Oroxylin A 7-O-beta-D-glucuronide	36948-76-2	460.39	C₂₂H₂₀O₁₁
CFN92282	Oroxylin A 7-O-beta-D-glucuronide methyl ester	82475-01-2	474.4	C₂₃H₂₂O₁₁
CFN92280	Glychionide A	119152-50-0	446.4	C₂₁H₁₈O₁₁