| Identification | Back Directory | [Name]
3',4',5',6,7,8-HEXAMETHOXY-5-HYDROXYFLAVONE | [CAS]
21187-73-5 | [Synonyms]
GARDENIN
GARDENIN A
G LUCIDA GUM
GANGLIOTRIOSYL CERAMIDE
5-Hydroxy-3',4',5',6,7,8-hexamethoxyflavone
3',4',5',6,7,8-HEXAMETHOXY-5-HYDROXYFLAVONE
5-HYDROXY-6,7,8,3',4',5'-HEXAMETHOXYFLAVONE
3',4',5',6,7,8-HEXAMETHOXY-5-HYDROXYFLAVONE USP/EP/BP
5-hydroxy-6,7,8-trimethoxy-2-(3,4,5-trimethoxyphenyl)chromone
5-hydroxy-6,7,8-trimethoxy-2-(3,4,5-trimethoxyphenyl)chromen-4-one
4H-1-Benzopyran-4-one, 5-hydroxy-6,7,8-trimethoxy-2-(3,4,5-trimethoxyphenyl)- | [Molecular Formula]
C21H22O9 | [MDL Number]
MFCD00017419 | [MOL File]
21187-73-5.mol | [Molecular Weight]
418.39 |
| Chemical Properties | Back Directory | [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 | [form ]
Solid | [pka]
6.80±0.40(Predicted) | [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) |
| Hazard Information | Back Directory | [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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