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S0327

Sigma-Aldrich

Scutellarein

≥98% (HPLC)

Synonym(s):

4′,5,6,7-Tetrahydroxyflavone, 6-Hydroxyapigenin

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About This Item

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

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.

Storage Class Code

11 - Combustible Solids

WGK

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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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
Anna Berim et al.
Plant physiology, 160(2), 1052-1069 (2012-08-28)
Polymethoxylated flavonoids occur in a number of plant families, including the Lamiaceae. To date, the metabolic pathways giving rise to the diversity of these compounds have not been studied. Analysis of our expressed sequence tag database for four sweet basil
Xiuhua Hao et al.
Journal of pharmaceutical and biomedical analysis, 38(2), 360-363 (2005-06-01)
A validated HPLC method was developed for the quantification of scutellarin in rat plasma using a liquid-liquid extraction and an ultraviolet detection. Chromatographic separation of scutellarin in plasma was performed on a C18 column, with a mobile phase of acetonitrile-water
Y H Tao et al.
Phytomedicine : international journal of phytotherapy and phytopharmacology, 15(1-2), 92-97 (2007-08-11)
Gamma-aminobutyric acid (GABA), the major inhibitory neurotransmitter, is metabolized by the successive action of GABA transaminase (GABA-T) and succinic semialdehyde dehydrogenase (SSADH). Inhibition of both enzymes in brain tissues increases the GABA level and may have therapeutic applications in neurological
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