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S0327

Sigma-Aldrich

Scutellarein

≥98% (HPLC)

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Synonym(s):
4′,5,6,7-Tetrahydroxyflavone, 6-Hydroxyapigenin
Empirical Formula (Hill Notation):
C15H10O6
CAS Number:
529-53-3
Molecular Weight:
286.24
MDL number:
MFCD00017692
UNSPSC Code:
12352200
PubChem Substance ID:
329824421
NACRES:
NA.25

biological source

Erigeron breviscapus

Quality Level

100

assay

≥98% (HPLC)

form

powder

storage condition

protect from light

color

yellow

solubility

DMSO: 1 mg/mL, clear, greenish-yellow

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

2-8°C

SMILES string

Oc1ccc(cc1)C2=CC(=O)c3c(O)c(O)c(O)cc3O2

InChI

1S/C15H10O6/c16-8-3-1-7(2-4-8)11-5-9(17)13-12(21-11)6-10(18)14(19)15(13)20/h1-6,16,18-20H

InChI key

JVXZRQGOGOXCEC-UHFFFAOYSA-N

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Biochem/physiol Actions

Flavonoid that is selectively cytotoxic toward cancer cells. Induces mitochondrial ROS, DNA damage, and metabolic suppression, preferentially in tumor cells. Scutellarein has been shown to have better absorption than scutellarin in Caco-2 monolayer cells.

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Mi-Sun Yu et al.
Bioorganic & medicinal chemistry letters, 22(12), 4049-4054 (2012-05-15)
Severe acute respiratory syndrome (SARS) is an infectious disease with a strong potential for transmission upon close personal contact and is caused by the SARS-coronavirus (CoV). However, there are no natural or synthetic compounds currently available that can inhibit SARS-CoV.
Xuesong Liu et al.
Journal of pharmaceutical sciences, 100(6), 2452-2459 (2011-01-20)
Antisolvent crystallization can be used as an alternative to cooling or evaporation for the separation and purification of solid product in the pharmaceutical industry. To improve the process understanding of antisolvent crystallization, the use of in-line tools is vital. In
Jian-feng Xing et al.
Acta pharmacologica Sinica, 32(5), 655-663 (2011-04-26)
To study the metabolic and pharmacokinetic profile of scutellarin, an active component from the medical plant Erigeron breviscapus (Vant) Hand-Mazz, and to investigate the mechanisms underlying the low bioavailability of scutellarin though oral or intravenous administration in rats. HPLC method
Nian-Guang Li et al.
Bioorganic & medicinal chemistry, 20(24), 6919-6923 (2012-11-08)
Two series of 8-aminomethylated derivatives were prepared by Mannich reaction of scutellarein (2) with appropriate aliphatic amines, alicyclic amines and formaldehyde. All the compounds were tested for their thrombin inhibition activity through the analyzation of prothrombin time (PT), activated partial
Yongjiang Wu et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 79(5), 934-939 (2011-05-13)
The application of near-infrared (NIR) spectroscopy for in-line monitoring of extraction process of scutellarein from Erigeron breviscapus (vant.) Hand-Mazz was investigated. For NIR measurements, two fiber optic probes designed to transmit NIR radiation through a 2 mm pathlength flow cell
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