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27740-01-8

Basic Information
CAS No.: 27740-01-8
Name: Scutellarin
Article Data: 6
Molecular Structure:
Molecular Structure of 27740-01-8 (Scutellarin)
Formula: C21H18O12
Molecular Weight: 462.367
Synonyms: Glucopyranosiduronicacid, 5,6-dihydroxy-2-(p-hydroxyphenyl)-4-oxo-4H-1-benzopyran-7-yl, b-D- (8CI);Scutellarin (6CI,7CI);Flavone, 4',5,6,7-tetrahydroxy-, 7-b-D-glucopyranuronoside (8CI);Scutellarein 7-O-b-D-glucuronide;Scutellarein 7-glucuronide;Scutellarein 7-b-D-glucuronide;Scutellarein 7-b-D-glucuronoside;Scutellarein-7-O-b-glucuronide;Scutellarin B;Scutellarin;7-(beta-D-Glucopyranuronosyloxy)-5,6-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one;4H-1-benzopyran-4-one, 7-(β-D-glucopyranuronosyloxy)-5,6-dihydroxy-2-(4-hydroxyphenyl)-;
EINECS: 1806241-263-5
Density: 1.81 g/cm3
Melting Point: 300~301℃
Boiling Point: 891.6 °C at 760 mmHg
Flash Point: 314.9 °C
Safety: 24/25
PSA: 207.35000
LogP: -0.15220
Synthetic route
119262-68-9

scutellarein 7-O-β-D-glucuronopyranoside methyl ester

27740-01-8

scutellarin

Conditions
ConditionsYield
Stage #1: scutellarein 7-O-β-D-glucuronopyranoside methyl ester With water; sodium hydroxide In acetone at 0℃; for 0.2h; Inert atmosphere;
Stage #2: With hydrogenchloride In water; acetone for 1h; pH=2-3; Reagent/catalyst; Temperature; Time; Concentration;
89%
529-53-3

scutellarein

2616-64-0

UDP-glucuronic acid

27740-01-8

scutellarin

Conditions
ConditionsYield
With Tris-HCl buffer; UDP-glucuronate: baicalein 7-O-glucuronosyltransferase In water at 37℃; pH=7.5; Enzyme kinetics; Esterification; Enzymatic reaction;
With Veronica persica UDP-dependent glycosyl transferase 88D8 In potassium phosphate buffer at 30℃; pH=7.5;
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Specification

The β-D-Glucopyranosiduronic acid,5,6-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-7-yl, with the CAS registry number 27740-01-8, is also known as Scutellarein-7-O-beta-D-glucuronide. It belongs to the product category of Miscellaneous Natural Products. This chemical's molecular formula is C21H18O12 and molecular weight is 462.36. What's more, its systematic name is 5,6-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl β-D-glucopyranosiduronic acid. It can improve the brain circulation, increase blood flow to the brain and reduce the cerebral vascular resistance.

Physical properties of β-D-Glucopyranosiduronic acid,5,6-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-7-yl are: (1)ACD/LogP: -0.46; (2)# of Rule of 5 Violations: 2; (3)ACD/LogD (pH 5.5): -3.51; (4)ACD/LogD (pH 7.4): -5.09; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 12; (10)#H bond donors: 7; (11)#Freely Rotating Bonds: 10; (12)Polar Surface Area: 126.44 Å2; (13)Index of Refraction: 1.763; (14)Molar Refractivity: 105.43 cm3; (15)Molar Volume: 255.3 cm3; (16)Polarizability: 41.79×10-24cm3; (17)Surface Tension: 113.9 dyne/cm; (18)Density: 1.81 g/cm3; (19)Flash Point: 314.9 °C; (20)Enthalpy of Vaporization: 135.77 kJ/mol; (21)Boiling Point: 891.6 °C at 760 mmHg; (22)Vapour Pressure: 3.91E-34 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C3\C=C(/Oc2cc(O[C@@H]1O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]1O)c(O)c(O)c23)c4ccc(O)cc4
(2)Std. InChI: InChI=1S/C21H18O12/c22-8-3-1-7(2-4-8)10-5-9(23)13-11(31-10)6-12(14(24)15(13)25)32-21-18(28)16(26)17(27)19(33-21)20(29)30/h1-6,16-19,21-22,24-28H,(H,29,30)/t16-,17-,18+,19-,21+/m0/s1
(3)Std. InChIKey: DJSISFGPUUYILV-ZFORQUDYSA-N