Herbacetin

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
EINECS:
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
Herbacetin Structure
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
pka6.49±0.40(Predicted)
LogP1.140 (est)
Safety Information
MSDS Information
Herbacetin Usage And Synthesis
Chemical PropertiesSoluble in methanol, ethanol, DMSO and other organic solvents, derived from the aerial part of Equisetum, Rhodiola rosea.
UsesHerbacetin 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.
DefinitionChEBI: 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 ActivityHerbacetin 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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Herbacetin Preparation Products And Raw materials
Preparation ProductsRhodiolin
7,8-Dihydroxycoumarin Naringenin 7-O-β-D-Glucuronide (Mixture of Diastereomers) Phloretin Quercetin-7-O-β-D-glucopyranoside Kaempferol Herbacetin 7-rhamnoside Leucoside ROSARIN HERBACETIN 8-GLUCOSIDE-3-SOPHORISIDE GOSSYPETIN 3,7,3',4'-TETRAMETHYLGOSSYPETIN Herbacetin GOSSYPIN HEPTAMETHOXYFLAVONE 3,3',4',5,6,7,8-heptamethoxyflavone HERBACETIN-3,8-DIGLUCOPYRANOSIDE HERBACETIN-7-O-GLUCORHAMNOSIDE 5,3',4'-trihydroxy-3,6,7,8-tetramethoxyflavone

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