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Sigma-Aldrich

Baicalin

95%

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
MDL number:
MFCD00134418
UNSPSC Code:
12352201
PubChem Substance ID:
24880654
NACRES:
NA.22

assay

95%

form

solid

optical activity

[α]20/D −85°, c = 1 in DMSO

mp

202-205 °C (dec.) (lit.)

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

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

InChI key

IKIIZLYTISPENI-ZFORQUDYSA-N

Gene Information

mouse ... Hexa(15211)

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General description

Baicalin is a key flavonoid found in the roots of Scutellaria baicalensis. It is known to have different biological activities, such as anti-oxidative, anti-inflammatory, antitumor and anti-apoptotic activities.

Application

Baicalin has been used in a study to examine its neuroprotective effect in chronically stressed rats.2

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Baicalin influences the dendritic morphology of newborn neurons in the hippocampus of chronically stressed rats.
Jiang X, et al.
Neural Regeneration Research, 8(6), 496-496 (2013)
Baicalin Attenuates Hypoxia-Induced Pulmonary Arterial Hypertension to Improve Hypoxic Cor Pulmonale by Reducing the Activity of the p38 MAPK Signaling Pathway and MMP-9.
Yan S, et al.
Evidence-Based Complementary and Alternative Medicine : ECAM, 2016 (2016)
Qi Wang et al.
Molecular and cellular biochemistry, 463(1-2), 91-100 (2019-10-14)
Baicalin (BAI), a sort of flavonoid monomer, acquires from Scutellaria baicalensis Georgi, which was forcefully reported in diversified ailments due to the pleiotropic properties. But, the functions of BAI in osteoblast differentiation have not been addressed. The intentions of this study
Hong-Zhi Wang et al.
The Journal of pharmacology and experimental therapeutics, 350(2), 435-443 (2014-06-05)
This study focused on the potential therapeutic effect of baicalin on collagen-induced arthritis (CIA) in rats and the underlying mechanisms. The CIA rats were injected with baicalin (50, 100, or 200 mg/kg) once daily for 30 days. The rats were
Na Gao et al.
PloS one, 8(1), e53038-e53038 (2013-01-10)
Some of the components found in herbs may be inhibitors or inducers of cytochrome P450 enzymes, which may therefore result in undesired herb-drug interactions. As a component extracted from Radix Scutellariae, the direct effect of baicalin on cytochrome P450 has
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