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SCUTELLAREIN

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SCUTELLAREIN Basic information

Product Name:
SCUTELLAREIN
Synonyms:
  • SCUTELLAREIN
  • 5,6,7,4'-TETRAHYDROXYFLAVONE
  • 6-HYDROXYAPIGENIN
  • SCUTELLAREIN, 98.0% BY HPLC
  • isocarthamidin
  • SCUTELLAREIN WITH HPLC
  • 4H-1-Benzopyran-4-one,5,6,7-trihydroxy-2-(4-hydroxyphenyl)-
  • 2-(4-Hydroxyphenyl)-5,6,7-trihydroxy-4H-1-benzopyran-4-one
CAS:
529-53-3
MF:
C15H10O6
MW:
286.24
EINECS:
1806241-263-5
Product Categories:
  • chemical reagent
  • pharmaceutical intermediate
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract
  • Aromatics
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Metabolites & Impurities
  • Pharmaceuticals
  • Tetra-substituted Flavones
Mol File:
529-53-3.mol
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SCUTELLAREIN Chemical Properties

Melting point:
330°C
Boiling point:
642.9±55.0 °C(Predicted)
Density 
1.654±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,2-8°C
solubility 
DMSO: soluble1mg/mL, clear, greenish-yellow
pka
6.34±0.40(Predicted)
form 
powder
color 
yellow
biological source
Erigeron breviscapus
InChIKey
JVXZRQGOGOXCEC-UHFFFAOYSA-N
LogP
2.540 (est)
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Safety Information

Safety Statements 
24/25
WGK Germany 
3
HS Code 
29329990
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SCUTELLAREIN Usage And Synthesis

Description

Scutellarein is a flavone that has been isolated from S. baicalensis and has antioxidant, enzyme inhibitory, anti-inflammatory, and antiproliferative biological activities. It has antioxidant activity in a total reactive antioxidant potential (TRAP) assay when used at a concentration of 1 μg/ml. Scutellarein inhibits sucrose hydrolysis by rat intestinal α-glucosidase and ATPase activity of the severe acute respiratory syndrome (SARS) coronavirus helicase nsP13 (IC50s = 12 and 0.86 μM, respectively). It decreases nitric oxide (NO) release and mRNA expression of inducible NO synthase (iNOS) and TNF-α induced by LPS in RAW 264.7 macrophages when used at a concentration of 50 μM. In vivo, scutellarein (0.5 μg/g) decreases tumor weight and volume in an HT-1080 human fibrosarcoma mouse xenograft model.

Chemical Properties

Yellow solid

Uses

Scutellarein is a flavonoid that can be found in Scutellaria lateriflora. Scutellarein is a hydrolysis product of Scutellarein (S201900), its glucuronide conjugated analogue.

Definition

ChEBI: Flavone substituted with hydroxy groups at C-4', -5, -6 and -7.

References

[1] K M HUI  H X  X H Wang. Interaction of flavones from the roots of Scutellaria baicalensis with the benzodiazepine site.[J]. Planta medica, 2000, 66 1: 91-93. DOI: 10.1055/s-0029-1243121
[2] JACKELINE TIEMY GUINOZA SIRAICHI. Antioxidant capacity of the leaf extract obtained from Arrabidaea chica cultivated in Southern Brazil.[J]. PLoS ONE, 2013: e72733. DOI: 10.1371/journal.pone.0072733
[3] JUN KAWABATA. 6-hydroxyflavonoids as alpha-glucosidase inhibitors from marjoram (Origanum majorana) leaves.[J]. Bioscience, Biotechnology, and Biochemistry, 2003, 67 2: 445-447. DOI: 10.1271/bbb.67.445
[4] MI-SUN YU . Identification of myricetin and scutellarein as novel chemical inhibitors of the SARS coronavirus helicase, nsP13[J]. Bioorganic & Medicinal Chemistry Letters, 2012, 22 12: Pages 4049-4054. DOI: 10.1016/j.bmcl.2012.04.081
[5] NAK YOON SUNG  Jae Y C  Mi Yeon Kim. Scutellarein Reduces Inflammatory Responses by Inhibiting Src Kinase Activity.[J]. Korean Journal of Physiology & Pharmacology, 2015, 19 5: 441-449. DOI: 10.4196/kjpp.2015.19.5.441
[6] XIUJUAN SHI. Scutellarein inhibits cancer cell metastasis in vitro and attenuates the development of fibrosarcoma in vivo.[J]. International journal of molecular medicine, 2015, 35 1: 31-38. DOI: 10.3892/ijmm.2014.1997

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