51059-44-0

Basic information

• Product Name: BETA-D-GLUCOPYRANOSIDURONIC ACID
• Synonyms: BETA-D-GLUCOPYRANOSIDURONIC ACID;WOGONOSIDE;B-D-GLUCOPYRANOSIDURONICACID;8-methoxy-4-oxo-2-phenyl-4H-1-benzopyran-7-yl;β-D-Glucopyranosiduronic acid,5-hydroxy-;(5-Hydroxy-8-methoxy-4-oxo-2-phenyl-4H-1-benzopyran-7-yl)β-D-glucopyranosiduronic acid;2-Phenyl-5-hydroxy-7-(β-D-glucopyranuronosyloxy)-8-methoxy-4H-1-benzopyran-4-one;Oroxindin
• CAS NO: 51059-44-0
• Molecular Formula: C₂₂H₂₀O₁₁
• Molecular Weight: 194.1394
• Product Categories: Miscellaneous Natural Products;chemical reagent;pharmaceutical intermediate;phytochemical;reference standards from Chinese medicinal herbs (TCM).;standardized herbal extract
• Mol File: 51059-44-0.mol
• Article Data: 3

Chemical Properties

• Melting Point: 226-227℃
• Boiling Point: 820.7°Cat760mmHg
• Flash Point: 288.6°C
• Appearance: /
• Density: 1.629
• Vapor Pressure: 1.66E-28mmHg at 25°C
• Refractive Index: 1.693
• Storage Temp.: ?20°C
• Solubility: DMSO (Slightly), Methanol (Very Slightly)
• PKA: 2.73±0.70(Predicted)
• CAS DataBase Reference: BETA-D-GLUCOPYRANOSIDURONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: BETA-D-GLUCOPYRANOSIDURONIC ACID(51059-44-0)
• EPA Substance Registry System: BETA-D-GLUCOPYRANOSIDURONIC ACID(51059-44-0)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• WGK Germany: 3
• Hazardous Substances Data: 51059-44-0(Hazardous Substances Data)

Usage

Uses

Wogonoside is a flavonoid present in extracts from plant Radic scutellariae and provides antioxidant activity.

Definition

ChEBI: The glycosyloxyflavone which is the 7-O-glucuronide of wogonin.

General Description

Natural product derived from plant source.

Biochem/physiol Actions

Wogonoside, a flavanoid, is known for its anti-inflammatory properties. Wogonoside may have therapeutic potential for use in diseases which involve the development of inflammation and angiogenesis through its inhibition of LPS-induced angiogenesis.

InChI:InChI=1/C22H20O11/c1-30-18-13(32-22-17(27)15(25)16(26)20(33-22)21(28)29)8-11(24)14-10(23)7-12(31-19(14)18)9-5-3-2-4-6-9/h2-8,15-17,20,22,24-27H,1H3,(H,28,29)/t15-,16-,17+,20-,22+/m0/s1

Upstream product

• 632-85-9 wogonin 
• 1245697-26-0 UDP-glucuronic acid 
• 2616-64-0 UDP-glucuronic acid 

Downstream Products

• 489-91-8 D-glucuronic acid 
• 82475-01-2 wogonoside methyl ester 
• 632-85-9 wogonin 

Relevant articles and documents

Flavonoids from Roots of Scutellaria intermedia

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Purification and characterization of UDP-glucuronate: Baicalein 7-O- glucuronosyltransferase from Scutellaria baicalensis Georgi. cell suspension cultures

UDP-glucuronate: baicalein 7-O-glucuronosyltransferase (UBGAT) catalyzes the transfer of glucuronic acid from UDP-glucuronic acid to the 7-OH of baicalein. UBGAT was purified from cultured cells of Scutellaria baicalensis Georgi (Lamiaceae). It was purified 95-fold using various chromatography and chromatofocusing procedures to apparent homogeneity. The M(r) was estimated to be 110 kDa by gel filtration chromatography with a 52 kDa subunit by SDS- PAGE. The isoelectric point was pH 4.8. UBGAT was specific to UDP-glucuronic acid as a sugar donor and flavones with substitution ortho- to the 7-OH group such as baicalein (6-OH), scutellarein (6-OH) and wogonin (8-OMe). (C) 2000 Elsevier Science Ltd.