27462-75-5

Basic information

• Product Name: BAICALEIN
• Synonyms: 5,6,7-Trihydroxyflavone; 5,6,7-trihydroxy-2-phenyl-4H-chromen-4-one; 5,6,7-trihydroxy-2-phenyl-4H-chromen-4-one hydrate
• CAS NO: 27462-75-5
• Molecular Formula: C21H18O11
• Molecular Weight: 270.24
• Mol File: 27462-75-5.mol
• Article Data: 6

Chemical Properties

• Melting Point: 264～265
• Boiling Point: 650.2°C at 760 mmHg
• Flash Point: 347°C
• Appearance: /
• Vapor Pressure: 8.55E-18mmHg at 25°C
• CAS DataBase Reference: BAICALEIN(CAS DataBase Reference)
• NIST Chemistry Reference: BAICALEIN(27462-75-5)
• EPA Substance Registry System: BAICALEIN(27462-75-5)

Safety Data

• Hazardous Substances Data: 27462-75-5(Hazardous Substances Data)

Usage

InChI:InChI=1/C15H10O5.H2O/c16-9-6-11(8-4-2-1-3-5-8)20-12-7-10(17)14(18)15(19)13(9)12;/h1-7,17-19H;1H2

Upstream product

• 74304-67-9 5,6-Diacetoxy-7-hydroxyflavon-7-O-(2,3,4-tri-O-acetyl-β-D-glucopyranosiduronsaeure-methylester) 
• 491-67-8 5,6,7-trihydroxy-2-phenyl-4H-1-benzopyran-4-one 
• 2616-64-0 UDP-glucuronic acid 
• 67047-05-6 4-oxo-2-phenyl-4H-1-benzopyran-5,6,7-triyl triacetate 
• 57820-69-6 (3R,4S,5S,6S)-2-bromo-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate 
• 67047-07-8 5,6-diacetoxy-7-hydroxyflavone 
• 67047-06-7 7-(benzyloxy)-4-oxo-2-phenyl-4H-1-benzopyran-5,6-diyl diacetate 
• 1178862-93-5 C₂₁H₁₈O₁₁*C₄₂H₇₀O₃₅ 

Downstream Products

• 35990-03-5 Baicalein-6-O-β-D-glucopyranosiduronsaeure 
• 126527-77-3 6-O-β-glucopyranuronosyl-baicalein 7-O-sulfate 
• 126553-37-5 baicalein-6-O-β-D-glucopyranuronoside-7-O-β-D-glucopyranuronoside 
• 36948-76-2 oroxyloside 
• 1178862-93-5 C₂₁H₁₈O₁₁*C₄₂H₇₀O₃₅ 
• 1373921-90-4 5,6,7,4'-tetraacetoxy-8-chloroflavone 
• 1373922-27-0 5,6,7,4'-tetraacetoxy-3-bromoflavone 
• 1373922-21-4 5,6,7,4'-tetraacetoxy-8-bromoflavone 
• 1374218-52-6 5,6,7,4'-tetraacetoxy-8-iodoflavone 
• 1374218-56-0 5,6,7,4'-tetraacetoxy-8-nitroflavone 
• 29550-13-8 5,6-dihydroxy-7-methoxyflavone 
• 57396-78-8 Oroxin A 

Relevant articles and documents

Identification of flavone glucuronide isomers by metal complexation and tandem mass spectrometry: Regioselectivity of uridine 5′-diphosphate- glucuronosyltransferase isozymes in the biotransformation of flavones

Flavone glucuronide isomers of five flavones (chrysin, apigenin, luteolin, baicalein, and scutellarein) were differentiated by collision-induced dissociation of [Co(II) (flavone-H) (4,7-diphenyl-1,10-phenanthroline) 2]+ complexes. The complexes were generated via postcolumn addition of a metal-ligand solution after separation of the glucuronide products generated upon incubation of each flavone with an array of uridine 5′-diphosphate (UDP)-glucuronosyltransferase (UGT) isozymes. Elucidation of the glucuronide isomers allowed a systematic investigation of the regioselectivity of 12 human UGT isozymes, including 8 UGT1A and 4 UGT2B isozymes. Glucuronidation of the 7-OH position was the preferred site for all the flavones except for luteolin, which possessed adjacent hydroxyl groups on the B ring. For all flavones and UGT isozymes, glucuronidation of the 5-OH position was never observed. As confirmed by the metal complexation/MS/MS strategy, glucuronidation of the 6-OH position only occurred for baicalein and scutellarein when incubated with three of the UGT isozymes.

Plant drug for preventing cancer

This invention relates to new safe plant drug, which contains Berberine and Baicalin (BB), inhibits carcinogenic and mutagenic action, lowers tyrosine kinase and decreases synthesis of DNA, RNA and protein of cancer cells. Also, the present invention proved a new radioimmunoassay (RIA) method for precise determination of Berberine and Baicalin. The RIA is an efficient analytical method for large clinical programs including double blind analysis (DBA), and good clinical practice (GCP).

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.