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Details

Stereochemistry ACHIRAL
Molecular Formula C15H10O6
Molecular Weight 286.2363
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SCUTELLAREIN

SMILES

OC1=CC=C(C=C1)C2=CC(=O)C3=C(O2)C=C(O)C(O)=C3O

InChI

InChIKey=JVXZRQGOGOXCEC-UHFFFAOYSA-N
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

HIDE SMILES / InChI

Molecular Formula C15H10O6
Molecular Weight 286.2363
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Comparative CYP1A1 and CYP1B1 substrate and inhibitor profile of dietary flavonoids.
2011-05-01
[Absorption and transportation characteristics of scutellarin and scutellarein across Caco-2 monolayer model].
2010-09
Comprehensive review of Clerodendrum phlomidis: a traditionally used bitter.
2010-06
Apoptotic effects of chrysin in human cancer cell lines.
2010-05-19
Anticancer drugs from marine flora: an overview.
2010
[Advances in studies on pharmacokinetics of scutellarin and scutellarein].
2009-12
CYP1-mediated antiproliferative activity of dietary flavonoids in MDA-MB-468 breast cancer cells.
2009-10-29
Inhibitory effect of flavonoids on 26S proteasome activity.
2009-10-28
Flavonoids and cinnamic acid derivatives as inhibitors of 17beta-hydroxysteroid dehydrogenase type 1.
2009-03-25
Qualitative evaluation and quantitative determination of 10 major active components in Carthamus tinctorius L. by high-performance liquid chromatography coupled with diode array detector.
2009-03-13
Mechanism of CYP2C9 inhibition by flavones and flavonols.
2009-03
The constituents of Anisomeles indica and their anti-inflammatory activities.
2009-01-21
In vitro antitumor mechanisms of various Scutellaria extracts and constituent flavonoids.
2009-01
Antioxidant activities of polyphenols extracted from Perilla frutescens varieties.
2008-12-31
Scutellarein inhibits hypoxia- and moderately-high glucose-induced proliferation and VEGF expression in human retinal endothelial cells.
2008-06
Inhibitory effect of Erigeron breviscapus extract and its flavonoid components on GABA shunt enzymes.
2008-01
Metabolites of scutellarein in rat plasma.
2007-12-07
Isolation and identification of ten metabolites of breviscapine in rat urine.
2007-07
Two major urinary metabolites of scutellarin in rats.
2007-04
Inhibitory effects of 5,6,7-trihydroxyflavones on tyrosinase.
2007-01-29
[Study on bile excretion of scutellarein].
2006-10
Pharmacokinetics and metabolism of the flavonoid scutellarin in humans after a single oral administration.
2006-08
Determination of aglycone conjugated metabolites of scutellarin in rat plasma by HPLC.
2006-02-13
Use of the pig caecum model to mimic the human intestinal metabolism of hispidulin and related compounds.
2006-01
Molecular targets of dietary polyphenols with anti-inflammatory properties.
2005-10-31
Pharmacokinetics of scutellarin and its aglycone conjugated metabolites in rats.
2005-10-28
Inhibitory effects of a chemically standardized extract from Scutellaria barbata in human colon cancer cell lines, LoVo.
2005-10-19
Validation of an HPLC method for the determination of scutellarin in rat plasma and its pharmacokinetics.
2005-06-15
Antioxidant activity of citrus limonoids, flavonoids, and coumarins.
2005-03-23
Separation of flavonoids from the seeds of Vernonia anthelmintica Willd by high-speed counter-current chromatography.
2004-09-17
Antagonistic effect of scutellarin on the toxicity of selenium in rat livers.
2004-06
Protection against hydrogen peroxide-induced cytotoxicity in PC12 cells by scutellarin.
2004-04-30
[Determination of scutellarin and rutin in Shenfukang capsules by reversed-phase high performance liquid chromatography].
2004-03
Metabolism of apigenin by rat liver phase I and phase ii enzymes and by isolated perfused rat liver.
2004-01
Study on metabolism of scutellarin in rats by HPLC-MS and HPLC-NMR.
2003-12
Protective effects of scutellarin on superoxide-induced oxidative stress in rat cortical synaptosomes.
2003-11
Study on pharmacokinetics of scutellarin in rabbits.
2003-10
Variations in lipophilic and vacuolar flavonoids among European Pulicaria species.
2003-09
Identification of lipophilic flavones and flavonols by comparative HPLC, TLC and UV spectral analysis.
2003-04-16
Antioxidant flavonoids from leaves of Polygonum hydropiper L.
2003-01
[Recognition of three classes of skullcaps by FTIR spectroscopy combined with artificial neural networks].
2002-12
Structure-activity relationships of flavonoids, isolated from Scutellaria baicalensis, binding to benzodiazepine site of GABA(A) receptor complex.
2002-12
Scutellarein 4'-methyl ether glycosides as taxonomic markers in Teucridium and Tripora (Lamiaceae, Ajugoideae).
2002-08
[Study on effects of scutellarin on scavenging reactive oxygen].
2002-07
Ventricular remodeling by Scutellarein treatment in spontaneously hypertensive rats.
2002-03
Antiviral Chinese medicinal herbs against respiratory syncytial virus.
2002-02
Inhibitory activity of flavonoids and tannins against HIV-1 protease.
2000-09
Inhibition of HIV activation in latently infected cells by flavonoid compounds.
1996-01-01
Inhibition of HIV infection by flavanoids.
1993-10
Inhibition of reverse transcriptases by flavonoids.
1989-09
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 21:13:22 GMT 2025
Edited
by admin
on Mon Mar 31 21:13:22 GMT 2025
Record UNII
P460GTI853
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
6-HYDROXYAPIGENIN
Preferred Name English
SCUTELLAREIN
MI   WHO-DD  
Common Name English
5,6,7-TRIHYDROXY-2-(4-HYDROXYPHENYL)-4H-1-BENZOPYRAN-4-ONE
Systematic Name English
Scutellarein [WHO-DD]
Common Name English
6-HYDROXYPELARGIDENON-1465
Common Name English
SCUTELLAREIN [MI]
Common Name English
4',5,6,7-TETRAHYDROXYFLAVONE
Systematic Name English
AGLYCONE
Common Name English
Code System Code Type Description
SMS_ID
100000175825
Created by admin on Mon Mar 31 21:13:23 GMT 2025 , Edited by admin on Mon Mar 31 21:13:23 GMT 2025
PRIMARY
EPA CompTox
DTXSID40200946
Created by admin on Mon Mar 31 21:13:23 GMT 2025 , Edited by admin on Mon Mar 31 21:13:23 GMT 2025
PRIMARY
WIKIPEDIA
SCUTELLAREIN
Created by admin on Mon Mar 31 21:13:22 GMT 2025 , Edited by admin on Mon Mar 31 21:13:22 GMT 2025
PRIMARY
PUBCHEM
5281697
Created by admin on Mon Mar 31 21:13:23 GMT 2025 , Edited by admin on Mon Mar 31 21:13:23 GMT 2025
PRIMARY
MERCK INDEX
m9819
Created by admin on Mon Mar 31 21:13:22 GMT 2025 , Edited by admin on Mon Mar 31 21:13:22 GMT 2025
PRIMARY Merck Index
FDA UNII
P460GTI853
Created by admin on Mon Mar 31 21:13:23 GMT 2025 , Edited by admin on Mon Mar 31 21:13:23 GMT 2025
PRIMARY
CHEBI
78328
Created by admin on Mon Mar 31 21:13:23 GMT 2025 , Edited by admin on Mon Mar 31 21:13:23 GMT 2025
PRIMARY
CHEBI
9062
Created by admin on Mon Mar 31 21:13:23 GMT 2025 , Edited by admin on Mon Mar 31 21:13:23 GMT 2025
PRIMARY
CAS
529-53-3
Created by admin on Mon Mar 31 21:13:22 GMT 2025 , Edited by admin on Mon Mar 31 21:13:22 GMT 2025
PRIMARY
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