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3',4',5',6,7,8-HEXAMETHOXY-5-HYDROXYFLAVONE

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3',4',5',6,7,8-HEXAMETHOXY-5-HYDROXYFLAVONE Basic information

Product Name:
3',4',5',6,7,8-HEXAMETHOXY-5-HYDROXYFLAVONE
Synonyms:
  • GARDENIN A
  • G LUCIDA GUM
  • 3',4',5',6,7,8-HEXAMETHOXY-5-HYDROXYFLAVONE
  • 5-HYDROXY-6,7,8,3',4',5'-HEXAMETHOXYFLAVONE
  • GANGLIOTRIOSYL CERAMIDE
  • 5-Hydroxy-3',4',5',6,7,8-hexamethoxyflavone
  • 5-hydroxy-6,7,8-trimethoxy-2-(3,4,5-trimethoxyphenyl)chromen-4-one
  • 5-hydroxy-6,7,8-trimethoxy-2-(3,4,5-trimethoxyphenyl)chromone
CAS:
21187-73-5
MF:
C21H22O9
MW:
418.39
Product Categories:
  • Hepta-substituted Flavones
Mol File:
21187-73-5.mol
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3',4',5',6,7,8-HEXAMETHOXY-5-HYDROXYFLAVONE Chemical Properties

Melting point:
162-163°C
Boiling point:
624.2±55.0 °C(Predicted)
Density 
1.300±0.06 g/cm3(Predicted)
storage temp. 
-20°C
pka
6.80±0.40(Predicted)
form 
Solid
color 
Off-white to light yellow
InChI
1S/C21H22O9/c1-24-13-7-10(8-14(25-2)17(13)26-3)12-9-11(22)15-16(23)19(27-4)21(29-6)20(28-5)18(15)30-12/h7-9,23H,1-6H3
InChIKey
MQBFFYQCZCKSBX-UHFFFAOYSA-N
SMILES
[o]1c2c([c](cc1c3cc(c(c(c3)OC)OC)OC)=O)c(c(c(c2OC)OC)OC)O
LogP
1.800 (est)
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Safety Information

Hazard Codes 
T
Risk Statements 
25
Safety Statements 
45
WGK Germany 
WGK 3
Storage Class
11 - Combustible Solids
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3',4',5',6,7,8-HEXAMETHOXY-5-HYDROXYFLAVONE Usage And Synthesis

Uses

3'',4'',5'',6,7,8-Hexamethoxy-5-hydroxyflavone is a flavonoid and a secondary metabolite in the methanolic extract of Gardenia resinifera and Gardenia latifolia.

in vivo

Gardenin A (0.1-25 mg/kg; p.o.; single dose) has neuropharmacological, including sedative, anxiolytic, antidepressant, and anticonvulsant actions in mice[2].
Gardenin A (1-10 mg/kg; p.o.; single dose) does not affect locomotor coordination in mice and delayed the onset of convulsions[2].

Animal Model:Male Balb/c mice (24-32 g)[2]
Dosage:1 mg/kg, 10 mg/kg, 25 mg/kg
Administration:Oral gavage; single dose
Result:Showed sedative effects at a dose of 25 mg/kg, which increased the duration of sleep but did not alter sleep onset.

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