Herbacetin

Modify Date: 2024-01-05 16:51:34

Herbacetin Structure
Herbacetin structure
Common Name Herbacetin
CAS Number 527-95-7 Molecular Weight 302.236
Density 1.799 Boiling Point 618.7±55.0 °C at 760 mmHg
Molecular Formula C15H10O7 Melting Point 284ºC
MSDS Chinese USA Flash Point 239.0±25.0 °C
Symbol GHS06
GHS06
Signal Word Danger

 Use of Herbacetin


Herbacetin is a natural flavonoid from flaxseed, exerts various pharmacological activities, including antioxidant, anti-inflammatory and anticancer effects[1]. Herbacetin is an Ornithine decarboxylase (ODC) allosteric inhibitor, directly binds to Asp44, Asp243, and Glu384 on ODC. Ornithine decarboxylase (ODC) is a rate-limiting enzyme in the first step of polyamine biosynthesis[2].

 Names

Name 3,5,7,8-tetrahydroxy-2-(4-hydroxyphenyl)chromen-4-one
Synonym More Synonyms

 Herbacetin Biological Activity

Description Herbacetin is a natural flavonoid from flaxseed, exerts various pharmacological activities, including antioxidant, anti-inflammatory and anticancer effects[1]. Herbacetin is an Ornithine decarboxylase (ODC) allosteric inhibitor, directly binds to Asp44, Asp243, and Glu384 on ODC. Ornithine decarboxylase (ODC) is a rate-limiting enzyme in the first step of polyamine biosynthesis[2].
Related Catalog
Target

IC50: Ornithine decarboxylase[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)[1]. Herbacetin (intraperitoneal injection; 0.4, 2, 10 or 20 mg/kg; B.W.) decreases the number and size of polyps in APCMin+ mice with no overt toxicity[2].
References

[1]. Veeramani C, et al. Herbacetin, a flaxseed flavonoid, ameliorates high percent dietary fat induced insulin resistance and lipid accumulation through the regulation of hepatic lipid metabolizing and lipid-regulating enzymes. Chem Biol Interact. 2018 May 25;288:49-56.

[2]. Kim DJ, et al. Herbacetin Is a Novel Allosteric Inhibitor of Ornithine Decarboxylase with Antitumor Activity. Cancer Res. 2016 Mar 1;76(5):1146-1157.

 Chemical & Physical Properties

Density 1.799
Boiling Point 618.7±55.0 °C at 760 mmHg
Melting Point 284ºC
Molecular Formula C15H10O7
Molecular Weight 302.236
Flash Point 239.0±25.0 °C
Exact Mass 302.042664
PSA 131.36000
LogP 1.14
Vapour Pressure 0.0±1.9 mmHg at 25°C
Index of Refraction 1.823

 Safety Information

Symbol GHS06
GHS06
Signal Word Danger
Hazard Statements H301
Precautionary Statements P301 + P310
RIDADR UN 2811 6.1 / PGIII
HS Code 2914501900

 Synthetic Route

 Customs

HS Code 2914501900
Summary 2914501900 other ketone-phenols。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:5.5%。General tariff:30.0%

 Synonyms

3,5,7,8-Tetrahydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one
8-Hydroxykaempferol
4H-1-Benzopyran-4-one, 3,5,7,8-tetrahydroxy-2-(4-hydroxyphenyl)-
Herbacetin
3,4',5,7,8-Pentahydroxyflavone
3,4´,5,7,8-pentahydroxyflavone
3,5,7,8,4'-pentahydroxyflavone
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