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527-95-7

527-95-7 Structure

527-95-7 Structure
IdentificationBack Directory
[Name]

Herbacetin
[CAS]

527-95-7
[Synonyms]

Isoarticulatidin
HERBACETIN(P)(PLEASE CALL)
4',5,7,8-Tetrahydroxyflavonol
3,4',5,7,8-Pentahydroxyflavone
Herbacetin 8-Hydroxykaempferol
Herbacetin, 98%, from Rhodiola rosea L.
3,5,7,8-tetrahydroxy-2-(4-hydroxyphenyl)chromen-4-one
3,5,7,8-Tetrahydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one
3,5,7,8-tetrahydroxy-2-(4-hydroxyphenyl)-1-benzopyran-4-one
3,5,7,8-Tetrahydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
4H-1-Benzopyran-4-one,3,5,7,8-tetrahydroxy-2-(4-hydroxyphenyl)-
3,5,7,8,4'-Pentahydroxyflavone/3,5,7,3',4',8-Hexahydroxyflavone - Herbacetin/Gossypetin mixture
[Molecular Formula]

C15H10O7
[MDL Number]

MFCD00210585
[MOL File]

527-95-7.mol
[Molecular Weight]

302.237
Chemical PropertiesBack Directory
[Melting point ]

284℃
[Boiling point ]

618.7±55.0 °C(Predicted)
[density ]

1.799
[solubility ]

DMF:30.0(Max Conc. mg/mL);99.26(Max Conc. mM)
DMSO:30.0(Max Conc. mg/mL);99.26(Max Conc. mM)
DMSO:PBS(pH 7.2) (1:4):1.0(Max Conc. mg/mL);3.31(Max Conc. mM)
Ethanol:2.0(Max Conc. mg/mL);6.62(Max Conc. mM)
[form ]

A crystalline solid
[pka]

6.49±0.40(Predicted)
[LogP]

1.140 (est)
Hazard InformationBack Directory
[Chemical Properties]

Soluble in methanol, ethanol, DMSO and other organic solvents, derived from the aerial part of Equisetum, Rhodiola rosea.
[Uses]

Herbacetin is a flavonol compound, and a natural inhibitor of E.coli β-glucuronidase. Herbacetin inhibits inducible nitric oxide synthase via JNK and nuclear factor-κB in LPS-stimulated RAW264.7 cells. Molecular docking study of flavonoid compounds as an inhibitor of β-ketoacyl acyl carrier proteinsynthase II of Pseudomonas aeruginosa.
[Definition]

ChEBI: Herbacetin is a pentahydroxyflavone that is kaempferol substituted by a hydroxy group at position 8. It is a natural flavonoid from flaxseed which exerts antioxidant, anti-inflammatory and anticancer activities. It has a role as an EC 4.1.1.17 (ornithine decarboxylase) inhibitor, an antineoplastic agent, an apoptosis inducer, an angiogenesis inhibitor, a plant metabolite, an antilipemic drug, an anti-inflammatory agent and an EC 3.4.22.69 (SARS coronavirus main proteinase) inhibitor. It is a pentahydroxyflavone and a 7-hydroxyflavonol. It is functionally related to a kaempferol.
[Biological Activity]

Herbacetin is a natural flavonoid in flaxseed with a variety of pharmacological activities, including antioxidant, anti-inflammatory and anticancer effects. Gluprotamine is an allosteric inhibitor of Ornithine decarboxylase (ODC), which directly binds to Asp44, Asp243 and Glu384 on ODC.
[in vivo]

Herbacetin (orally administration; 20mg/kg) significantly reduces the body weight, plasma glucose, plasma insulin, and HOMA-IR activity in obesity associated insulin resistant mice (OIR). (Herbacetin dissolves in 0.5% DMSO) .Herbacetin (intraperitoneal injection; 0.4, 2, 10 or 20 mg/kg; BW) decreases the number and size of polyps in APCM in+ mice with no overt toxicity.

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Spectrum DetailBack Directory
[Spectrum Detail]

Herbacetin(527-95-7)1HNMR
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