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Details

Stereochemistry ABSOLUTE
Molecular Formula C21H20O11
Molecular Weight 448.3777
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LUTEOLIN 7-O-GLUCOSIDE

SMILES

c1cc(c(cc1-c2cc(=O)c3c(cc(cc3o2)O[C@@]4([H])[C@@]([H])([C@]([H])([C@@]([H])([C@@]([H])(CO)O4)O)O)O)O)O)O

InChI

InChIKey=PEFNSGRTCBGNAN-QNDFHXLGSA-N
InChI=1S/C21H20O11/c22-7-16-18(27)19(28)20(29)21(32-16)30-9-4-12(25)17-13(26)6-14(31-15(17)5-9)8-1-2-10(23)11(24)3-8/h1-6,16,18-25,27-29H,7H2/t16-,18-,19+,20-,21-/m1/s1

HIDE SMILES / InChI

Molecular Formula C21H20O11
Molecular Weight 448.3777
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 5 / 5
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
Luteolin inhibits an endotoxin-stimulated phosphorylation cascade and proinflammatory cytokine production in macrophages.
2001 Jan
Antioxidative components from the aerial parts of Lactuca scariola L.
2001 Oct
[Chemical constituents from Salix oritrepha Schneid].
2001 Sep
Phenolic glycosides from Phagnalon rupestre.
2002 Apr
Inhibition of cholesterol biosynthesis in HepG2 cells by artichoke extracts is reinforced by glucosidase pretreatment.
2002 Jun
Effects of extract from Angelica keiskei and its component, cynaroside, on the hepatic bromobenzene-metabolizing enzyme system in rats.
2002 Mar
Antioxidant, prooxidant, and cytotoxic activities of solvent-fractionated dandelion (Taraxacum officinale) flower extracts in vitro.
2003 Jan 1
Protective effects of luteolin-7-glucoside against liver injury caused by carbon tetrachloride in rats.
2004 Apr
The inhibitory effect of luteolin-7-O-glucoside on the formation of pentyl and 7-carboxyheptyl radicals from 13-hydroperoxy-9,11-octadecadienoic acid in the presence of iron(II) ions.
2004 Aug
Glossogyne tenuifolia acts to inhibit inflammatory mediator production in a macrophage cell line by downregulating LPS-induced NF-kappa B.
2004 Mar-Apr
Investigation of the membrane localization and distribution of flavonoids by high-resolution magic angle spinning NMR spectroscopy.
2004 May 27
Inhibitory effects of flavonoids on phosphodiesterase isozymes from guinea pig and their structure-activity relationships.
2004 Nov 15
Antioxidant compounds from Chaerophyllum hirsutum extracts.
2004 Sep
Effects of compounds in leaves of Salix matsudana on arachidonic acid metabolism.
2005 Dec
[Chemical constituents from Elsholtzia blanda].
2005 Oct
Effects of Chamomilla recutita flavonoids on age-related liver sphingolipid turnover in rats.
2006 Jan
Antiviral activities of purified compounds from Youngia japonica (L.) DC (Asteraceae, Compositae).
2006 Jun 30
[Determination of main flavone glycosides in Flos Chrysanthemi and observation of factors influenced contents].
2006 Nov
Development of an HPLC-PAD-MS assay for the identification and quantification of major phenolic edelweiss (Leontopodium alpium Cass.) constituents.
2006 Sep-Oct
Anti-inflammatory effects of flavonoids: genistein, kaempferol, quercetin, and daidzein inhibit STAT-1 and NF-kappaB activations, whereas flavone, isorhamnetin, naringenin, and pelargonidin inhibit only NF-kappaB activation along with their inhibitory effect on iNOS expression and NO production in activated macrophages.
2007
Effect of different extracting methods on quality of Chrysanthemum Morifolium Ramat. Infusion.
2007
Monoamine oxidase inhibitory components from Cayratia japonica.
2007 Jan
[Studies on chemical constituents of Helwingia chinensis].
2007 Jul
[Study on the terpenoids of chemical constituents of Buddleja purdomii (II)].
2007 Jun
[Studies on constitutes from Taraxacum mongolicum].
2007 May
Three new 3-benzylbenzofuran-2-one derivatives from Homalium brachybotrys (Flacourtiaceae/Salicaceae s. l.).
2007 Nov
[Studies on the chemical constituents of Phlomis younghusbandii].
2007 Oct
Antioxidative activity of the flower of Torenia fournieri.
2008 Apr
Liquid-liquid extraction for the enrichment of edible oils with phenols from olive leaf extracts.
2008 Apr 9
Solid-liquid transfer of biophenols from olive leaves for the enrichment of edible oils by a dynamic ultrasound-assisted approach.
2008 Aug 27
Simultaneous determination of nine major active compounds in Dracocephalum rupestre by HPLC.
2008 Dec 15
Comparative antioxidant activity and HPLC profiles of some selected Korean thistles.
2008 Jan
Effects of flavonoids on sphingolipid turnover in the toxin-damaged liver and liver cells.
2008 Jan 28
[Flavones from flowers of Paulownia fortunei].
2008 Nov
Inhibitory Effects of Bangladeshi Medicinal Plant Extracts on Interactions between Transcription Factors and Target DNA Sequences.
2008 Sep
Chemical fingerprint and quantitative analysis of Salvia plebeia R.Br. by high-performance liquid chromatography.
2008 Sep 10
Antinociceptive activity of Buddleja globosa (matico) in several models of pain.
2008 Sep 2
[Studies on flavones from Flos Chrysanthemi Indici].
2009 Oct
Antioxidant activities of aqueous extract from Agrimonia pilosa Ledeb and its fractions.
2009 Oct
[Study on the flavonoids constituents of Trachelospermum jasminoides].
2010 Jan
[Chemical constituents of Discocleidion rufescens].
2010 Jun
Ursolic acid and luteolin-7-glucoside improve lipid profiles and increase liver glycogen content through glycogen synthase kinase-3.
2010 Jun
Application of near infrared spectroscopy for rapid analysis of intermediates of Tanreqing injection.
2010 Nov 2
Patents
Substance Class Chemical
Created
by admin
on Fri Jun 25 22:01:11 UTC 2021
Edited
by admin
on Fri Jun 25 22:01:11 UTC 2021
Record UNII
98J6XDS46I
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
LUTEOLIN 7-O-GLUCOSIDE
Common Name English
3',4',5,7-TETRAHYDROXYFLAVONE 7-.BETA.-D-GLUCOPYRANOSIDE
Common Name English
7-GLUCOSYLLUTEOLIN
Common Name English
NSC-724451
Code English
7-(.BETA.-D-GLUCOSYLOXY)-3',4',5-TRIHYDROXYFLAVONE
Common Name English
LUTEOLOSIDE
Common Name English
CYNAROSIDE
Common Name English
LUTEOLIN 7-MONOGLUCOSIDE
Common Name English
3',4',5-TRIHYDROXYFLAVONE 7-O-.BETA.-D-GLUCOPYRANOSIDE
Common Name English
LUTEOLIN 7-O-.BETA.-D-GLUCOSIDE
Common Name English
LUTEOLIN 7-O-GLUCOPYRANOSIDE
Common Name English
4H-1-BENZOPYRAN-4-ONE, 2-(3,4-DIHYDROXYPHENYL)-7-(.BETA.-D-GLUCOPYRANOSYLOXY)-5-HYDROXY-
Common Name English
7-.BETA.-D-GLUCOSYLLUTEOLIN
Common Name English
LUTEOLIN 7-.BETA.-D-GLUCOSIDE
Common Name English
CINAROSIDE
Common Name English
LUTEOLIN 7-GLUCOSIDE [MI]
Common Name English
LUTEOLIN-7-O-4C1-.BETA.-D-GLUCOSIDE
Common Name English
NEPHROCIZINE
Common Name English
LUTEOLIN 7-GLUCOSIDE
Common Name English
LUTEOLIN 7-O-GLUCOSIDE [USP-RS]
Common Name English
GLUCOLUTEOLIN
Common Name English
2-(3,4-DIHYDROXYPHENYL)-7-(.BETA.-D-GLUCOPYRANOSYLOXY)-5-HYDROXY-4H-1-BENZOPYRAN-4-ONE
Common Name English
LUTEOLIN 7-O-.BETA.-GLUCOSIDE
Common Name English
LUTEOLIN 5-O-.BETA.-GLUCOPYRANOSIDE
Common Name English
LUTEOLIN, 7-.BETA.-D-GLUCOPYRANOSIDE
Common Name English
LUTEOLIN 7-O-.BETA.-D-GLUCOPYRANOSIDE
Common Name English
NEPHROCIZIN
Common Name English
LUTEOLIN 7-O-.BETA.-GLUCOPYRANOSIDE
Common Name English
7-GLUCOLUTEOLIN
Common Name English
Code System Code Type Description
FDA UNII
98J6XDS46I
Created by admin on Fri Jun 25 22:01:11 UTC 2021 , Edited by admin on Fri Jun 25 22:01:11 UTC 2021
PRIMARY
USP_CATALOG
1370837
Created by admin on Fri Jun 25 22:01:11 UTC 2021 , Edited by admin on Fri Jun 25 22:01:11 UTC 2021
PRIMARY USP-RS
PUBCHEM
5280637
Created by admin on Fri Jun 25 22:01:11 UTC 2021 , Edited by admin on Fri Jun 25 22:01:11 UTC 2021
PRIMARY
MERCK INDEX
M6945
Created by admin on Fri Jun 25 22:01:11 UTC 2021 , Edited by admin on Fri Jun 25 22:01:11 UTC 2021
PRIMARY
WIKIPEDIA
CYNAROSIDE
Created by admin on Fri Jun 25 22:01:11 UTC 2021 , Edited by admin on Fri Jun 25 22:01:11 UTC 2021
PRIMARY
ECHA (EC/EINECS)
226-365-8
Created by admin on Fri Jun 25 22:01:11 UTC 2021 , Edited by admin on Fri Jun 25 22:01:11 UTC 2021
PRIMARY
CAS
5373-11-5
Created by admin on Fri Jun 25 22:01:11 UTC 2021 , Edited by admin on Fri Jun 25 22:01:11 UTC 2021
PRIMARY
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