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Herbacetin

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Herbacetin Basic information

Product Name:
Herbacetin
Synonyms:
  • 3,5,7,8-tetrahydroxy-2-(4-hydroxyphenyl)-1-benzopyran-4-one
  • 3,5,7,8-tetrahydroxy-2-(4-hydroxyphenyl)chromen-4-one
  • 3,5,7,8-Tetrahydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one
  • Herbacetin, 98%, from Rhodiola rosea L.
  • 3,5,7,8,4'-Pentahydroxyflavone/3,5,7,3',4',8-Hexahydroxyflavone - Herbacetin/Gossypetin mixture
  • HERBACETIN(P)(PLEASE CALL)
  • 3,5,7,8-Tetrahydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
  • Isoarticulatidin
CAS:
527-95-7
MF:
C15H10O7
MW:
302.24
Product Categories:
  • chemical reagent
  • pharmaceutical intermediate
  • Penta-substituted Flavones
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract
Mol File:
527-95-7.mol
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Herbacetin Chemical Properties

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)
color 
Light yellow to yellow
LogP
1.140 (est)
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Herbacetin Usage And Synthesis

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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