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Merck
CN

94121

Baicalin

≥99.0% (HPLC)

Synonym(s):

5,6-Dihydroxy-4-oxo-2-phenyl-4H-1-benzopyran-7-yl-β-D-glucopyranosiduronic acid, Baicalein 7-O-β-D-glucuronide

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About This Item

Empirical Formula (Hill Notation):
C21H18O11
CAS Number:
21967-41-9
Molecular Weight:
446.36
UNSPSC Code:
12352201
PubChem Substance ID:
329770302
MDL number:
MFCD00134418

Key Documents

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InChI

1S/C21H18O11/c22-9-6-10(8-4-2-1-3-5-8)30-11-7-12(14(23)15(24)13(9)11)31-21-18(27)16(25)17(26)19(32-21)20(28)29/h1-7,16-19,21,23-27H,(H,28,29)/t16-,17-,18+,19-,21+/m0/s1

SMILES string

O[C@@H]1[C@@H](O)[C@@H](O[C@@H]([C@H]1O)C(O)=O)Oc2cc3OC(=CC(=O)c3c(O)c2O)c4ccccc4

InChI key

IKIIZLYTISPENI-ZFORQUDYSA-N

biological source

synthetic

assay

≥99.0% (HPLC)

form

solid

optical activity

[α]/D -83±3°, c = 1 in DMSO

technique(s)

HPLC: suitable

mp

202-205 °C (dec.) (lit.)

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Application

Baicalin, a flavonoid compound with potential therapeutic value, is used to study its anti-inflammatory and anti-oxidant properties. Baicalin is also used to study its potential as an anti-sepsis agent.

Biochem/physiol Actions

Baicalin, a component of Traditional Chinese Medicine (TCM), is a flavonoid component found in several species in the genus Scutellaria. Baicalin is an inhibitor of prolyl endopeptidases.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
BCBR8621V
BCBR1685V
BCBQ4512V
BCBN6908V
BCBN2745V

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T B Ng et al.
Life sciences, 66(8), 709-723 (2000-02-19)
A variety of flavonoids, lignans, an alkaloid, a bisbenzyl, coumarins and terpenes isolated from Chinese herbs was tested for antioxidant activity as reflected in the ability to inhibit lipid peroxidation in rat brain and kidney homogenates and rat erythrocyte hemolysis.
Miao Lin et al.
BMC complementary and alternative medicine, 14, 19-19 (2014-01-15)
Renal ischemia-reperfusion injury (IRI) increases the rates of acute kidney failure, delayed graft function, and early mortality after kidney transplantation. The pathophysiology involved includes oxidative stress, mitochondrial dysfunction, and immune-mediated injury. The anti-oxidation, anti-apoptosis, and anti-inflammation properties of baicalin, a
Xi-Ping Zhang et al.
World journal of gastroenterology, 13(38), 5079-5089 (2007-09-19)
To investigate the protective effects and mechanisms of Baicalin and octreotide on renal injury of rats with severe acute pancreatitis (SAP). One hundred and eighty SD rats were randomly assigned to the model group, Baicalin-treated group, octreotide-treated group and sham
Z Gao et al.
Biochimica et biophysica acta, 1472(3), 643-650 (1999-11-24)
Free radical scavenging and antioxidant activities of baicalein, baicalin, wogonin and wogonoside, the four major flavonoids in the radix of Scutellaria baicalensis Georgi, were examined in different systems. ESR results showed that baicalein and baicalin scavenged hydroxyl radical, DPPH radical
Zhenhua Pei et al.
Journal of periodontology, 85(9), 1283-1290 (2014-01-31)
Periodontitis is the most common cause of tooth loss in adults. Periodontal ligament cell (PLC)-based therapy is considered one of the most promising methods in periodontal tissue regeneration. The traditional Chinese medicine baicalin has been shown to possess antimicrobial and
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