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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.)

functional group

carboxylic acid
ether
hydroxyl
ketone
phenyl

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCW1499
MKCT4279
MKCR0641
MKCQ4208
MKCP3780

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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)
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)
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
Yucong Li et al.
OncoTargets and therapy, 13, 7151-7163 (2020-08-18)
This study aims to reveal the mechanism underlying baicalin-suppressing ovarian cancer stemness. OVCAR-3 and the primary ovarian cancer cells were used for cell model. The ovarian cancer stem cells were isolated by suspension culture. Cell viability and clonogenicity were examined
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