| Identification | Back 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 Properties | Back Directory | [Melting point ]
284℃ | [Boiling point ]
618.7±55.0 °C(Predicted) | [density ]
1.799 | [storage temp. ]
-20°C | [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 | [InChI]
InChI=1S/C15H10O7/c16-7-3-1-6(2-4-7)14-13(21)12(20)10-8(17)5-9(18)11(19)15(10)22-14/h1-5,16-19,21H | [InChIKey]
ZDOTZEDNGNPOEW-UHFFFAOYSA-N | [SMILES]
C1(C2=CC=C(O)C=C2)OC2=C(O)C(O)=CC(O)=C2C(=O)C=1O | [LogP]
1.140 (est) |
| Hazard Information | Back 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. | [Synthesis]
Method of extracting Herbacetin from Rhodiola rosea, comprising the following steps;
1) extracting crushed Rhodiola rosea herbs with an extraction solvent, and concentrating the extract under reduced pressure to obtain an extract infusion;
2) | [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. < b> |
|
|