Herbacetin

CAS NO.：527-95-7
Empirical Formula: C15H10O7
Molecular Weight: 302.24
MDL number: MFCD00210585
SAFETY DATA SHEET (SDS)
Update Date: 2024-11-07 21:39:59

What is Herbacetin?

Chemical properties

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

The Uses of Herbacetin

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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Properties of Herbacetin

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

Safety information for Herbacetin

Signal word	Danger
Pictogram(s)	Skull and Crossbones Acute Toxicity GHS06
GHS Hazard Statements	H301:Acute toxicity,oral
Precautionary Statement Codes	P301+P310:IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.