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Merck

572667

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:
Molecular Weight:
446.36
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352201
MDL number:

Product Name

Baicalin, 95%

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

assay

95%

form

solid

optical activity

[α]20/D −85°, c = 1 in DMSO

mp

202-205 °C (dec.) (lit.)

functional group

carboxylic acid
ether
hydroxyl
ketone
phenyl

Quality Level

Gene Information

mouse ... Hexa(15211)

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Application

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

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.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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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
Peng-Fei Yue et al.
International journal of pharmaceutics, 443(1-2), 279-287 (2013-01-08)
Baicalin nanosuspensions, stabilized with 10% TPGS (relative to the weight of baicalin), were transformed into nanosuspensions powders by solidification process. Solidification methods for this transformation included freeze-drying, spray drying or vacuum drying. High pressure homogenization was applied for production of
Peng-Wei Zhuang et al.
CNS neuroscience & therapeutics, 19(3), 154-162 (2013-01-11)
Recent studies revealed that baicalin, a flavonoid compound derived from the root of Scutellaria baicalensis Georgi, could promote neuron differentiation of NSPCs after commencing the differentiation process in vitro. However, this may not be the most efficacious strategy to determinate

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