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

luteolin-7-glucoside
2-(3,4-dihydroxyphenyl)-7-(beta-D-glucopyranosyloxy)-5-hydroxy-4H-1-benzopyran-4-one

Supplier Sponsors

Name:2-(3,4-dihydroxyphenyl)-5-hydroxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
CAS Number: 5373-11-5Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:226-365-8
FDA UNII: 98J6XDS46I
Nikkaji Web:J94.450E
MDL:MFCD06799436
XlogP3-AA:0.50 (est)
Molecular Weight:448.38160000
Formula:C21 H20 O11
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: 838.10 °C. @ 760.00 mm Hg (est)
Flash Point: 566.00 °F. TCC ( 296.80 °C. ) (est)
logP (o/w): -0.090 (est)
Soluble in:
 water, 2888 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.
Luteoloside 98%
BOC Sciences
For experimental / research use only.
Cynaroside
Carbosynth
For experimental / research use only.
Luteolin 7-glucoside
ExtraSynthese
For experimental / research use only.
Luteolin-7-O-glucoside (HPLC) ≥98%
Matrix Scientific
For experimental / research use only.
Luteolin 7-beta-glucoside, 95+%
Santa Cruz Biotechnology
For experimental / research use only.
Luteolin-7-O-D-glucopyranoside
Sigma-Aldrich
For experimental / research use only.
Luteolin 7-glucoside
analytical standard
 
Safety Information:
 
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 luteolin-7-glucoside usage levels up to:
 not for fragrance use.
 
Recommendation for luteolin-7-glucoside 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 :5280637
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
2-(3,4-dihydroxyphenyl)-5-hydroxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
Chemidplus:0005373115
RTECS:DJ3009400 for cas# 5373-11-5
 
References:
 2-(3,4-dihydroxyphenyl)-5-hydroxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:5373-11-5
Pubchem (cid):5280637
Pubchem (sid):135047751
 
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):C03951
HMDB (The Human Metabolome Database):HMDB35588
FooDB:FDB014280
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
 anise seed
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 barley leaf
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 cacao plant
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 capsicum annuum leaf
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 carrot root
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 carrot seed
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 chamomile garden chamomile plant
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 chamomile sweet false chamomile flower
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 chicory shoot
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 cumin seed
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 dandelion flower
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 dandelion leaf
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 dill plant
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 fennel leaf
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 horsemint plant
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 lemon balm shoot
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 lotus indian lotus embryo
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 marjoram plant
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 marjoram shoot
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 olive leaf
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 pepper bell pepper leaf
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 potato flower
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 rosemary plant
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 safflower leaf
Search Trop Picture
 sage leaf
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 sage plant
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 sage shoot
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 tarragon plant
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 thyme plant
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 turnip indian turnip leaf
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 water mint plant
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Synonyms:
4H-1-benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-7-(beta-D-glucopyranosyloxy)-5-hydroxy-
 cynaroside
2-(3,4-dihydroxyphenyl)-5-hydroxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
2-(3,4-dihydroxyphenyl)-7-(beta-D-glucopyranosyloxy)-5-hydroxy-4H-1-benzopyran-4-one
7-glucosylluteolin
 luteolin 7-O-glucopyranoside
 

Articles:

PubMed:Ursolic acid and luteolin-7-glucoside improve lipid profiles and increase liver glycogen content through glycogen synthase kinase-3.
PubMed:Antioxidant and enzyme inhibitory activities of Plebeian herba (Salvia plebeia R. Br.) under different cultivation conditions.
PubMed:Functional and antiischemic effects of luteolin-7-glucoside in isolated rabbit hearts.
PubMed:Protective effects of luteolin-7-glucoside against liver injury caused by carbon tetrachloride in rats.
PubMed:The inhibitory effect and mechanism of luteolin 7-glucoside on rat aortic vascular smooth muscle cell proliferation.
PubMed:Taraxacum mongolicum extract exhibits a protective effect on hepatocytes and an antiviral effect against hepatitis B virus in animal and human cells.
PubMed:Luteolin and luteolin-7-O-glucoside strengthen antioxidative potential through the modulation of Nrf2/MAPK mediated HO-1 signaling cascade in RAW 264.7 cells.
PubMed:Comprehensive assessment of phenolics and antiradical potential of Rumex hastatus D. Don. roots.
PubMed:The flavonoid constitunts of Leucaena leucocephala. Growing in Egypt, and their biological activity.
PubMed:Ethanol extract of the Prunus mume fruits stimulates glucose uptake by regulating PPAR-γ in C2C12 myotubes and ameliorates glucose intolerance and fat accumulation in mice fed a high-fat diet.
PubMed:The aqueous extract of Lycopus lucidus Turcz ameliorates streptozotocin-induced diabetic renal damage via inhibiting TGF-β1 signaling pathway.
PubMed:Boehmeria nivea attenuates LPS-induced inflammatory markers by inhibiting p38 and JNK phosphorylations in RAW264.7 macrophages.
PubMed:In vitro anthelmintic effect of Vicia pannonica var. purpurascens on trichostrongylosis in sheep.
PubMed:Luteolin-7-glucoside as a characteristic component of the plant genera Juncus and Luzula (family Juncaceae).
PubMed:Anti-Inflammatory Effect of Supercritical-Carbon Dioxide Fluid Extract from Flowers and Buds of Chrysanthemum indicum Linnén.
PubMed:Chemical fingerprint and quantitative analysis of Salvia plebeia R.Br. by high-performance liquid chromatography.
PubMed:Chemical and biological evaluation of nephrocizin in protecting nerve growth factor-differentiated PC12 cells by 6-hydroxydopamine-induced neurotoxicity.
PubMed:Solid-liquid transfer of biophenols from olive leaves for the enrichment of edible oils by a dynamic ultrasound-assisted approach.
PubMed:Phenolic compounds in fresh and dried figs from Cilento (Italy), by considering breba crop and full crop, in comparison to Turkish and Greek dried figs.
PubMed:Efficacy of Daphne oleoides subsp. kurdica used for wound healing: identification of active compounds through bioassay guided isolation technique.
PubMed:[The influence of different processing on the content of flavones of Dendranthema morifolium].
PubMed:Ethnopharmacological evaluation of some Scorzonera species: in vivo anti-inflammatory and antinociceptive effects.
PubMed:Bioactivity-guided fractionation of the triglyceride-lowering component and in vivo and in vitro evaluation of hypolipidemic effects of Calyx seu Fructus Physalis.
PubMed:[Simultaneous determination of isoorientin, scutellarin and cynaroside in rat plasma and pharmacokinetics by UPLC-MS/MS].
PubMed:Polyphenol compounds in artichoke plant tissues and varieties.
PubMed:Flavonoids in Scutellaria immaculata and S. ramosissima (Lamiaceae) and their biological activity.
PubMed:Effects of flavonoids on prostaglandin E2 production and on COX-2 and mPGES-1 expressions in activated macrophages.
PubMed:Protective effects of cynaroside against H₂O₂-induced apoptosis in H9c2 cardiomyoblasts.
PubMed:[Simultaneous determination of 6 active components in Chrysanthemum morifolium by HPLC].
PubMed:Antioxidant activity of Glossogyne tenuifolia.
PubMed:Antioxidant activity, cytotoxicity, and DNA information of Glossogyne tenuifolia.
PubMed:Immunomodulatory effect of Glossogyne tenuifolia in murine peritoneal macrophages and splenocytes.
PubMed:Polyphenolic compounds from Salvia species protect cellular DNA from oxidation and stimulate DNA repair in cultured human cells.
PubMed:Stress-induced biosynthesis of dicaffeoylquinic acids in globe artichoke.
PubMed:Glossogyne tenuifolia acts to inhibit inflammatory mediator production in a macrophage cell line by downregulating LPS-induced NF-kappa B.
PubMed:On the influence of the sugar moiety on the antigonadotropic activity of luteoline glycosides.
PubMed:Phenolic compounds from Achillea millefolium L. and their bioactivity.
PubMed:Superheated liquid extraction of oleuropein and related biophenols from olive leaves.
PubMed:Comparative antioxidant activity and HPLC profiles of some selected Korean thistles.
PubMed:[Studies on flavones from Flos Chrysanthemi Indici].
PubMed:Antioxidant activities of aqueous extract from Agrimonia pilosa Ledeb and its fractions.
PubMed:Antiasthmatic activity of luteolin-7-O-glucoside from Ailanthus altissima through the downregulation of T helper 2 cytokine expression and inhibition of prostaglandin E2 production in an ovalbumin-induced asthma model.
PubMed:Identification of compounds in wine by HPLC-tandem mass spectrometry.
PubMed:Myocardial effects of flavonoids from Crataegus species.
PubMed:Antioxidant, prooxidant, and cytotoxic activities of solvent-fractionated dandelion (Taraxacum officinale) flower extracts in vitro.
PubMed:Effect of six flavonoid compounds from Ixeris sonchifolia on stimulus-induced superoxide generation and tyrosyl phosphorylation in human neutrophils.
PubMed:[Separation and identification of flavonoid glucosides from Elsholtzia blanda (Benth.) Benth].
PubMed:[Chemical constituents from Neo-Taraxacum siphonathum].
PubMed:Simultaneous determination of flavonoids and phenylethanoids in the flowers of Verbascum densiflorum and V. phlomoides by high-performance liquid chromatography.
PubMed:Allergy-preventive effects of the flowers of Impatiens textori.
PubMed:Antimutagenic activity and radical scavenging activity of water infusions and phenolics from ligustrum plants leaves.
PubMed:Antinociceptive activity of Buddleja globosa (matico) in several models of pain.
PubMed:[Studies on chemical constituents from Pteris multifida].
PubMed:Liquid-liquid extraction for the enrichment of edible oils with phenols from olive leaf extracts.
PubMed:Phenolic metabolites in leaves of the invasive shrub, Lonicera maackii, and their potential phytotoxic and anti-herbivore effects.
PubMed:Evaluation of proinflammatory cytokine pathway inhibitors for p38 MAPK inhibitory potential.
PubMed:[Studies on the chemical constituents of Phlomis younghusbandii].
PubMed:Achillea millefolium L. s.l. -- is the anti-inflammatory activity mediated by protease inhibition?
PubMed:[Studies on flavones in of Lavandula augustifolia].
PubMed:Dysfunctionality of the xylem in Olea europaea L. Plants associated with the infection process by Verticillium dahliae Kleb. Role of phenolic compounds in plant defense mechanism.
PubMed:Effect of different extracting methods on quality of Chrysanthemum Morifolium Ramat. Infusion.
PubMed:Simultaneous quantification of seven bioactive components in Caulis Lonicerae Japonicae by high performance liquid chromatography.
PubMed:Water and methanolic extracts of Salvia officinalis protect HepG2 cells from t-BHP induced oxidative damage.
PubMed:Pathway engineering for healthy phytochemicals leading to the production of novel flavonoids in tomato fruit.
PubMed:Phenolic compounds protect HepG2 cells from oxidative damage: relevance of glutathione levels.
PubMed:Antiviral activities of purified compounds from Youngia japonica (L.) DC (Asteraceae, Compositae).
PubMed:Dynamic ultrasound-assisted extraction of oleuropein and related biophenols from olive leaves.
PubMed:[Chemical constituents from Elsholtzia blanda].
PubMed:Effects of Chamomilla recutita flavonoids on age-related liver sphingolipid turnover in rats.
PubMed:Anti-inflammatory and antiviral effects of Glossogyne tenuifolia.
PubMed:[Studies on the chemical constituents from Chrysanthemum morifolium Ramat].
PubMed:[Isolation of resisting thrombus and arteriosclerosis compounds in leaves of Salix matsudana].
PubMed:Inhibition of cholesterol biosynthesis in HepG2 cells by artichoke extracts is reinforced by glucosidase pretreatment.
PubMed:Effects of extract from Angelica keiskei and its component, cynaroside, on the hepatic bromobenzene-metabolizing enzyme system in rats.
PubMed:Polyphenol increases in safflower and cucumber seedlings exposed to strong visible light with limited water.
PubMed:[Constituents of the leaves of Holodiscus discolor (Pursh) Maxim].
PubMed:Inhibition of alpha-glucosidase and amylase by luteolin, a flavonoid.
PubMed:Anaerobic degradation of flavonoids by Eubacterium ramulus.
PubMed:Intestinal absorption of luteolin and luteolin 7-O-beta-glucoside in rats and humans.
PubMed:Analysis of the components of Lycopus europaeus L. in body fluids during metabolism studies. Comparison of capillary electrophoresis and high-performance liquid chromatography.
PubMed:Hepatoprotective activity of polyphenolic compounds from Cynara scolymus against CCl4 toxicity in isolated rat hepatocytes.
PubMed:[Studies on chemical constituents of Artemisia rupestris (II)].
PubMed:[Determination of main flavone glycosides in Flos Chrysanthemi and observation of factors influenced contents].
PubMed:The effect of luteolin-7-O-beta-D-glucuronopyranoside on gastritis and esophagitis in rats.
PubMed:Phenylalkylamine alkaloids from Stapelia hirsuta L.
PubMed:Influence of biotransformation of luteolin, luteolin 7-O-glucoside, 3',4'-dihydroxyflavone and apigenin by cultured rat hepatocytes on antioxidative capacity and inhibition of EGF receptor tyrosine kinase activity.
PubMed:Effects of compounds in leaves of Salix matsudana on arachidonic acid metabolism.
PubMed:[Studying the mechanism of antioxidant effect of vitamins and flavonoids].
PubMed:Luteolin and luteolin-7-O-glucoside from dandelion flower suppress iNOS and COX-2 in RAW264.7 cells.
PubMed: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.
PubMed:Inhibitory effects of flavonoids on phosphodiesterase isozymes from guinea pig and their structure-activity relationships.
PubMed:Investigation of the membrane localization and distribution of flavonoids by high-resolution magic angle spinning NMR spectroscopy.
PubMed:[Determination of luteolin and luteolin-7-beta-D-glucoside in Chrysanthemum morfolium Ramat. from different collection time by RP-HPLC].
PubMed:Free radical scavenging abilities of flavonoids as mechanism of protection against mutagenicity induced by tert-butyl hydroperoxide or cumene hydroperoxide in Salmonella typhimurium TA102.
PubMed:Cytotoxic effect of Plantago spp. on cancer cell lines.
PubMed:Developmental transition of the flavonoid contents in safflower leaves during stress-loaded cultivation.
PubMed:[Chemical constituents from Salix oritrepha Schneid].
PubMed:[Studies on the chemical constituents from Aquilegia ecalcarata Maxim].
PubMed:[Studies on the chemical constituents of Carduus crispus L].
PubMed:[Studies on chemical constituents of leaves of Salix matsudana Koidz and their influence on lipolysis].
PubMed:Polyphenolic compounds from Plantago lagopus L.
PubMed:Luteolin inhibits an endotoxin-stimulated phosphorylation cascade and proinflammatory cytokine production in macrophages.
PubMed:Luteolin-rich artichoke extract protects low density lipoprotein from oxidation in vitro.
PubMed:Quantification of contact oviposition stimulants for black swallowtail butterfly,Papilio polyxenes, on the leaf surfaces of wild carrot,Daucus carota.
PubMed:Flavonoids of Cynara scolymus L. cultivated in Egypt.
PubMed:Antimutagenic effects of flavonoids, chalcones and structurally related compounds on the activity of 2-amino-3-methylimidazo[4,5-f]quinoline (IQ) and other heterocyclic amine mutagens from cooked food.
PubMed:Induction of sister-chromatid exchanges (SCE), polyploidy, and micronuclei by plant flavonoids in human lymphocyte cultures. A comparative study of 19 flavonoids.
PubMed:[Chemical constituents of the flower of Ligustrum lucidum Ait].
PubMed:The role of lipophilic and polar flavonoids in the classification of temperate members of the Anthemideae.
PubMed:Evaluation of antioxidant and prooxidant activities of bamboo Phyllostachys nigra var. Henonis leaf extract in vitro.
PubMed:[Isolation and identification of flavon(ol)-O-glycosides in caraway (Carum carvi L.), fennel (Foeniculum vulgare Mill.), anise (Pimpinella anisum L.), and coriander (Coriandrum sativum L.), and of flavon-C-glycosides in anise. I. Phenolics of spices (author's transl)].
PubMed:Flavonoids, cinnamic acids and coumarins from the different tissues and medicinal preparations of Taraxacum officinale.
PubMed:Effects of different inotropes with antioxidant properties on acute regional myocardial ischemia in isolated rabbit hearts.
PubMed:A biologically active lipophilic flavonol from Tanacetum parthenium.
 
Notes:
Constit. of the leaves of Capsicum annuum (red pepper) Cynaroside is a flavone, a flavonoid-like chemical compound. It is a 7-O-glucoside of luteolin and can be found in dandelion coffee, in Ferula varia and F. foetida in Campanula persicifolia and C. rotundifolia and in Cynara scolymus (artichoke).
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