EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

scutellarein
4H-1-benzopyran-4-one, 5,6,7-trihydroxy-2-(4-hydroxyphenyl)-

Supplier Sponsors

Name:5,6,7-trihydroxy-2-(4-hydroxyphenyl)chromen-4-one
CAS Number: 529-53-3Picture of molecule3D/inchi
FDA UNII: P460GTI853
Nikkaji Web:J6.686I
MDL:MFCD00017692
XlogP3:1.40 (est)
Molecular Weight:286.23990000
Formula:C15 H10 O6
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Boiling Point: 642.90 °C. @ 760.00 mm Hg (est)
Flash Point: 482.00 °F. TCC ( 249.90 °C. ) (est)
logP (o/w): 2.540 (est)
Soluble in:
 water, 234.2 mg/L @ 25 °C (est)
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
Alfa Biotechnology
For experimental / research use only.
Scutellarein 98%
BOC Sciences
For experimental / research use only.
Scutellartln >98%
Odor: characteristic
Use: Scutellarin and Scutellarein could improve neuronal injury, and Scutellarein had better protective effect than scutellarin in rat cerebral ischemia. enzyme inhibitor
ExtraSynthese
For experimental / research use only.
Scutellarein (HPLC) ≥99%
Sigma-Aldrich: Sigma
For experimental / research use only.
Scutellarein ≥98% (HPLC)
sds
 
Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
natural substances and extractives
Recommendation for scutellarein usage levels up to:
 not for fragrance use.
 
Recommendation for scutellarein flavor usage levels up to:
 not for flavor use.
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :5281697
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
5,6,7-trihydroxy-2-(4-hydroxyphenyl)chromen-4-one
Chemidplus:0000529533
 
References:
 5,6,7-trihydroxy-2-(4-hydroxyphenyl)chromen-4-one
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):5281697
Pubchem (sid):135029532
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
CHEBI:View
CHEMBL:View
KEGG (GenomeNet):C10184
HMDB (The Human Metabolome Database):Search
FooDB:FDB002464
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 orange fruit juice
Search Trop Picture
 skullcap baikal skullcap
Search Trop Picture
 
Synonyms:
4H-1-benzopyran-4-one, 5,6,7-trihydroxy-2-(4-hydroxyphenyl)-
6-hydroxyapigenin
4',5,6,7-tetrahydroxyflavanone
5,6,7,4'-tetrahydroxyflavone
5,6,7-trihydroxy-2-(4-hydroxyphenyl)chromen-4-one
 

Articles:

PubMed:Chemical fingerprint and metabolic profile analysis of Citrus reticulate 'Chachi' decoction by HPLC-PDA-IT-MS(n) and HPLC-Quadrupole-Orbitrap-MS method.
PubMed:Inhibitory Effects of Scutellarein on Proliferation of Human Lung Cancer A549 Cells through ERK and NFκB Mediated by the EGFR Pathway.
PubMed:Effect of light, methyl jasmonate and cyclodextrin on production of phenolic compounds in hairy root cultures of Scutellaria lateriflora.
PubMed:Nanosuspension Development of Scutellarein as an Active and Rapid Orally Absorbed Precursor of its BCS Class IV Glycoside Scutellarin.
PubMed:Phytotoxic potential of Onopordum acanthium L. (Asteraceae).
PubMed:Simultaneous determination of three glucuronide conjugates of scutellarein in rat plasma by LC-MS/MS for pharmacokinetic study of breviscapine.
PubMed:Analysis of the transcriptome of Erigeron breviscapus uncovers putative scutellarin and chlorogenic acids biosynthetic genes and genetic markers.
PubMed:Bioactive diterpenoids and flavonoids from the aerial parts of Scoparia dulcis.
PubMed:The effects of wine-processing on ascending and descending: The distribution of flavonoids in rat tissues after oral administration of crude and wine-processed Radix scutellariae.
PubMed:Syk/Src-targeted anti-inflammatory activity of Codariocalyx motorius ethanolic extract.
PubMed:The influence of selected flavonoids from the leaves of Cirsium palustre (L.) Scop. on collagen expression in human skin fibroblasts.
PubMed:[Non-taxoid chemical constituents from needles of Taxus cuspidata].
PubMed:Host-guest inclusion system of scutellarein with 2-hydroxypropyl-beta-cyclodextrin: preparation, characterization, and anticancer activity.
PubMed:Influence of the gastrointestinal microflora and efflux transporters on the absorption of scutellarin and scutellarein.
PubMed:Neuroprotective effects of scutellarin and scutellarein on repeatedly cerebral ischemia-reperfusion in rats.
PubMed:In vitro evidence of possible influence of scutellarein towards bile acids' metabolism.
PubMed:Antioxidant capacity of the leaf extract obtained from Arrabidaea chica cultivated in Southern Brazil.
PubMed:Two new phenolic glycosides from Gnaphalium affine D. Don and their anti-complementary activity.
PubMed:[Study on the chemical constituents in Pouzolzia zeylanica].
PubMed:Comparison of inhibition capability of scutellarein and scutellarin towards important liver UDP-glucuronosyltransferase (UGT) isoforms.
PubMed:Effect of Siam weed extract and its bioactive component scutellarein tetramethyl ether on anti-inflammatory activity through NF-κB pathway.
PubMed:Identification of flavone glucuronide isomers by metal complexation and tandem mass spectrometry: regioselectivity of uridine 5'-diphosphate-glucuronosyltransferase isozymes in the biotransformation of flavones.
PubMed:Polar constituents composition of endemic Sideritis italica (MILL.) GREUTER et BURTER from Central Italy.
PubMed:Design, synthesis and biological evaluation of glucose-containing scutellarein derivatives as neuroprotective agents based on metabolic mechanism of scutellarin in vivo.
PubMed:Mannich bases of scutellarein as thrombin-inhibitors: design, synthesis, biological activity and solubility.
PubMed:Phytochemical study of polyphenols in Perilla Frutescens as an antioxidant.
PubMed:Synthesis and protective effect of scutellarein on focal cerebral ischemia/reperfusion in rats.
PubMed:Benzoxazinoids from Scoparia dulcis (sweet broomweed) with antiproliferative activity against the DU-145 human prostate cancer cell line.
PubMed:Development of chemical inhibitors of the SARS coronavirus: viral helicase as a potential target.
PubMed:A Review on the Taxonomy, Ethnobotany, Chemistry and Pharmacology of Oroxylum indicum Vent.
PubMed:A set of regioselective O-methyltransferases gives rise to the complex pattern of methoxylated flavones in sweet basil.
PubMed:Mechanistic studies on the absorption and disposition of scutellarin in humans: selective OATP2B1-mediated hepatic uptake is a likely key determinant for its unique pharmacokinetic characteristics.
PubMed:In vitro and in vivo structure and activity relationship analysis of polymethoxylated flavonoids: identifying sinensetin as a novel antiangiogenesis agent.
PubMed:Identification of myricetin and scutellarein as novel chemical inhibitors of the SARS coronavirus helicase, nsP13.
PubMed:Identification and analysis of the active phytochemicals from the anti-cancer botanical extract Bezielle.
PubMed:[Flavonoids and nor-sesquiterpenes of Pedicularis densispica].
PubMed:Polyphenolic compounds from flowers of Hibiscus rosa-sinensis Linn. and their inhibitory effect on alkaline phosphatase enzyme activity in vitro.
PubMed:Synthesis and bio-activity evaluation of scutellarein as a potent agent for the therapy of ischemic cerebrovascular disease.
PubMed:Effect of flavonoids from Prosthechea michuacana on carbon tetrachloride induced acute hepatotoxicity in mice.
PubMed:Efficient synthesis of scutellarein.
PubMed:Comparison of different extraction procedures for the comprehensive characterization of bioactive phenolic compounds in Rosmarinus officinalis by reversed-phase high-performance liquid chromatography with diode array detection coupled to electrospray time-of-flight mass spectrometry.
PubMed:Absorption and disposition of scutellarin in rats: a pharmacokinetic explanation for the high exposure of its isomeric metabolite.
PubMed:[Design, synthesis and anti-oxidative evaluation of L-amino acid prodrugs of scutellarein].
PubMed:In-line monitoring of extraction process of scutellarein from Erigeron breviscapus (vant.) Hand-Mazz based on qualitative and quantitative uses of near-infrared spectroscopy.
PubMed:Intestinal transport of scutellarein and scutellarin and first-pass metabolism by UDP-glucuronosyltransferase-mediated glucuronidation of scutellarein and hydrolysis of scutellarin.
PubMed:Metabolic and pharmacokinetic studies of scutellarin in rat plasma, urine, and feces.
PubMed:Inhibition and disaggregation of α-synuclein oligomers by natural polyphenolic compounds.
PubMed:Monitoring of antisolvent crystallization of sodium scutellarein by combined FBRM-PVM-NIR.
PubMed:Preparative separation of four individual flavonoids in Scutellaria barbata D. Don based on high selectivity polymeric adsorbents with different polarities.
PubMed:Trans-chalcone: a novel small molecule inhibitor of mammalian alpha-amylase.
PubMed:[Absorption and transportation characteristics of scutellarin and scutellarein across Caco-2 monolayer model].
PubMed:Comprehensive review of Clerodendrum phlomidis: a traditionally used bitter.
PubMed:[Advances in studies on pharmacokinetics of scutellarin and scutellarein].
PubMed:Flavones and phenylpropanoids from a sedative extract of Lantana trifolia L.
PubMed:Separation and purification of two flavone glucuronides from Erigeron multiradiatus (Lindl.) Benth with macroporous resins.
PubMed:CYP1-mediated antiproliferative activity of dietary flavonoids in MDA-MB-468 breast cancer cells.
PubMed:Activity of ladanein on leukemia cell lines and its occurrence in Marrubium vulgare.
PubMed:[Chemical constituents from Hedyotis diffusa].
PubMed:Antioxidant activities of polyphenols extracted from Perilla frutescens varieties.
PubMed:Mechanism of CYP2C9 inhibition by flavones and flavonols.
PubMed:The constituents of Anisomeles indica and their anti-inflammatory activities.
PubMed:In vitro antitumor mechanisms of various Scutellaria extracts and constituent flavonoids.
PubMed:Flavonoids and cinnamic acid derivatives as inhibitors of 17beta-hydroxysteroid dehydrogenase type 1.
PubMed:Flavones and flavone glycosides from Halophila johnsonii.
PubMed:Anti-inflammatory activity of the extracts and fractions from Erigeron multiradiatus through bioassay-guided procedures.
PubMed:Scutellarein inhibits hypoxia- and moderately-high glucose-induced proliferation and VEGF expression in human retinal endothelial cells.
PubMed:Metabolites of scutellarein in rat plasma.
PubMed:Inhibitory effect of Erigeron breviscapus extract and its flavonoid components on GABA shunt enzymes.
PubMed:Identification and quantification of flavonoids of Mexican oregano (Lippia graveolens) by LC-DAD-ESI/MS analysis.
PubMed:Isolation and identification of ten metabolites of breviscapine in rat urine.
PubMed:Identification of polymethoxylated flavones from green tangerine peel (Pericarpium Citri Reticulatae Viride) by chromatographic and spectroscopic techniques.
PubMed:Two major urinary metabolites of scutellarin in rats.
PubMed:[Study on bile excretion of scutellarein].
PubMed:Pharmacokinetics and metabolism of the flavonoid scutellarin in humans after a single oral administration.
PubMed:Use of the pig caecum model to mimic the human intestinal metabolism of hispidulin and related compounds.
PubMed:Pharmacokinetics of scutellarin and its aglycone conjugated metabolites in rats.
PubMed:Inhibitory effects of a chemically standardized extract from Scutellaria barbata in human colon cancer cell lines, LoVo.
PubMed:Determination of aglycone conjugated metabolites of scutellarin in rat plasma by HPLC.
PubMed:Validation of an HPLC method for the determination of scutellarin in rat plasma and its pharmacokinetics.
PubMed:Antioxidant activity of citrus limonoids, flavonoids, and coumarins.
PubMed:[Determination of scutellarin and rutin in Shenfukang capsules by reversed-phase high performance liquid chromatography].
PubMed:Antagonistic effect of scutellarin on the toxicity of selenium in rat livers.
PubMed:Protection against hydrogen peroxide-induced cytotoxicity in PC12 cells by scutellarin.
PubMed:Study on pharmacokinetics of scutellarin in rabbits.
PubMed:Metabolism of apigenin by rat liver phase I and phase ii enzymes and by isolated perfused rat liver.
PubMed:Protective effects of scutellarin on superoxide-induced oxidative stress in rat cortical synaptosomes.
PubMed:Study on metabolism of scutellarin in rats by HPLC-MS and HPLC-NMR.
PubMed:Variations in lipophilic and vacuolar flavonoids among European Pulicaria species.
PubMed:[Recognition of three classes of skullcaps by FTIR spectroscopy combined with artificial neural networks].
PubMed:6-hydroxyflavonoids as alpha-glucosidase inhibitors from marjoram (Origanum majorana) leaves.
PubMed:Identification of lipophilic flavones and flavonols by comparative HPLC, TLC and UV spectral analysis.
PubMed:[Study on effects of scutellarin on scavenging reactive oxygen].
PubMed:[Studies on flavone constituents of Erigeron breviscapus (Vant.) Hand.-Mazz].
PubMed:Structure-activity relationships of flavonoids, isolated from Scutellaria baicalensis, binding to benzodiazepine site of GABA(A) receptor complex.
PubMed:Scutellarein 4'-methyl ether glycosides as taxonomic markers in Teucridium and Tripora (Lamiaceae, Ajugoideae).
PubMed:Ventricular remodeling by Scutellarein treatment in spontaneously hypertensive rats.
PubMed:The role of lipophilic and polar flavonoids in the classification of temperate members of the Anthemideae.
PubMed:Effects of Scutellarein on diabetic rat aorta.
PubMed:Foliar flavonoids of Annonaceae from Brazil: taxonomic significance.
PubMed:Cloning and expression of UDP-glucose: flavonoid 7-O-glucosyltransferase from hairy root cultures of Scutellaria baicalensis.
PubMed:Purification and characterization of UDP-glucuronate: baicalein 7-O-glucuronosyltransferase from Scutellaria baicalensis Georgi. cell suspension cultures.
PubMed:Metabolites of orally administered Perilla frutescens extract in rats and humans.
PubMed:Interaction of flavones from the roots of Scutellaria baicalensis with the benzodiazepine site.
PubMed:The flavonoids of Tanacetum parthenium and T. vulgare and their anti-inflammatory properties.
PubMed:Simultaneous separation of flavanone glycosides and polymethoxylated flavones in citrus juices using liquid chromatography.
PubMed:Influence of a series of natural flavonoids on free radical generating systems and oxidative stress.
PubMed:Effects of flavonoids on Naja naja and human recombinant synovial phospholipases A2 and inflammatory responses in mice.
PubMed:Diglucuronoflavones from purple leaves of Perilla ocimoides.
PubMed:Effects of flavonoids on cyclic AMP phosphodiesterase and lipid mobilization in rat adipocytes.
PubMed:Inhibition of reverse transcriptases by flavonoids.
PubMed:C18 solid-phase isolation and high-performance liquid chromatography/ultraviolet diode array determination of fully methoxylated flavones in citrus juices.
 
Notes:
from scutellaria baicalensis; the aglycone of scutellarin; do not confuse with the scutelarin protein.
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