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21967-41-9

Basic Information
CAS No.: 21967-41-9
Name: Baicalin
Article Data: 4
Cas Database
Molecular Structure:
Molecular Structure of 21967-41-9 (Baicalin)
Formula: C21H18O11
Molecular Weight: 446.367
Synonyms: (2S,3S,4S,5R,6S)-6-(5,6-dihydroxy-4-oxo-2-phenyl-chromen-7-yl)oxy-3,4,5-trihydroxy-oxane-2-carboxylic acid;5,6-dihydroxy-4-oxo-2-phenyl-4H-1-benzopyran-7-yl beta-D-glucopyranosiduronic acid;Baicalein 7-O-glucuronide;7-D-glucuronic acid-5,6-dihydroxyflavone;TJN-151;baicalin, Baical Skullcap Root extract;
EINECS: 606-866-1
Density: 1.737 g/cm3
Melting Point: 231-233 °C(lit.)
Boiling Point: 836.6 °C at 760 mmHg
Flash Point: 297.2 °C
Solubility: N/A
Appearance: Yellow powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36
Transport Information: N/A
PSA: 187.12000
LogP: 0.14220
Synthetic route
74304-67-9

5,6-Diacetoxy-7-hydroxyflavon-7-O-(2,3,4-tri-O-acetyl-β-D-glucopyranosiduronsaeure-methylester)

21967-41-9

baicalin

491-67-8

5,6,7-trihydroxy-2-phenyl-4H-1-benzopyran-4-one

2616-64-0

UDP-glucuronic acid

21967-41-9

baicalin

Conditions
ConditionsYield
With Tris-HCl buffer; UDP-glucuronate: baicalein 7-O-glucuronosyltransferase In water at 37℃; pH=7.5; Enzyme kinetics; Esterification; Enzymatic reaction;
67047-05-6

4-oxo-2-phenyl-4H-1-benzopyran-5,6,7-triyl triacetate

21967-41-9

baicalin

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 68 percent / K2CO3, KI / acetone / 4 h / Heating
2: 60 percent / H2 / Pd/C / acetone
3: 41 percent
View Scheme
57820-69-6

(3R,4S,5S,6S)-2-bromo-6-(methoxycarbonyl)tetrahydro-2H-pyran-3,4,5-triyl triacetate

21967-41-9

baicalin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 41 percent
View Scheme
67047-07-8

5,6-diacetoxy-7-hydroxyflavone

21967-41-9

baicalin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 41 percent
View Scheme
67047-06-7

7-(benzyloxy)-4-oxo-2-phenyl-4H-1-benzopyran-5,6-diyl diacetate

21967-41-9

baicalin

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 60 percent / H2 / Pd/C / acetone
2: 41 percent
View Scheme
1178862-93-5

C21H18O11*C42H70O35

A

21967-41-9

baicalin

B

7585-39-9

β‐cyclodextrin

Conditions
ConditionsYield
In water at 20℃; Equilibrium constant;
13165-72-5

chlorosulfite de methyle

21967-41-9

baicalin

82475-03-4

Baicalin methyl ester

Conditions
ConditionsYield
In methanol at 20℃; for 8.5h; Inert atmosphere;96.1%
at 25℃; for 10h; Time;
557-34-6

zinc diacetate

127-09-3

sodium acetate

64-19-7

acetic acid

21967-41-9

baicalin

C25H26O17Zn(2-)*Na(1+)

Conditions
ConditionsYield
at 63℃; for 0.95h; pH=5.8; Temperature; pH-value;96.06%
7446-70-0, 7784-13-6

aluminum (III) chloride

21967-41-9

baicalin

C42H34AlO22

Conditions
ConditionsYield
In aq. acetate buffer at 63℃; for 0.95h; pH=5.8; pH-value; Temperature;95.87%
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Chemistry

The Molecular Structure of Baicalin (CAS NO.21967-41-9):

Empirical Formula: C21H18O11
Molecular Weight: 446.361
Nominal Mass: 446 Da 
IUPAC Name: (2S,3S,4S,5R,6S)-6-(5,6-dihydroxy-4-oxo-2-phenylchromen-7-yl)oxy-3,4,5-trihydroxyoxane-2-carboxylic acid  
Average Mass: 446.361 Da
Monoisotopic Mass: 446.084911 Da 
Index of Refraction: 1.739
Molar Refractivity: 103.55 cm3
Molar Volume: 256.8 cm3
Surface Tension: 103.3 dyne/cm
Density: 1.737 g/cm3
Flash Point: 297.2 °C
Enthalpy of Vaporization: 127.43 kJ/mol
Boiling Point: 836.6 °C at 760 mmHg
Vapour Pressure: 1.07E-29 mmHg at 25°C 
Melting Point: 202-205°C
Product Categories: Tri-substituted Flavones;Biochemistry;Flavonoids;Glycosides;Sugars;Natural Plant Extract;The group of Scutellaria;Asymmetric Synthesis;Chiral Building Blocks;Complex Molecules
Synonyms: 7-D-Glucuronic acid-5,6-dihydroxyflavone ; beta-D-Glucopyranosiduronic acid, 5,6-dihydroxy-4-oxo-2-phenyl-4H-1-benzopyran-7-yl  

Uses

 Baicalin (CAS NO.21967-41-9) is a flavonoid that affects the GABA receptors. It is found in scutellaria lateriflora, also known as blue skullcap.

Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38 
R36/37/38: Irritating to eyes, respiratory system and skin
Safety Statements: 26-36 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
S36: Wear suitable protective clothing
WGK Germany: 3
RTECS: LZ5776910