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572667

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

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

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)
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
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
N R Srinivas
Xenobiotica; the fate of foreign compounds in biological systems, 40(5), 357-367 (2010-03-17)
Baicalin was extensively researched for utility in a number of therapeutic areas owing to its anti-inflammatory, anti-oxidant, anti-bacterial, and anti-cancer properties. A number of preclinical studies, in vitro work, and mechanistic studies were performed to understand the absorption, distribution, metabolism
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