Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C15H10O6.H2O |
| Molecular Weight | 304.2516 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
O.OC1=CC(O)=C2C(=O)C=C(OC2=C1)C3=CC=C(O)C(O)=C3
InChI
InChIKey=JGMZBVVOXURYRU-UHFFFAOYSA-N
InChI=1S/C15H10O6.H2O/c16-8-4-11(19)15-12(20)6-13(21-14(15)5-8)7-1-2-9(17)10(18)3-7;/h1-6,16-19H;1H2
| Molecular Formula | H2O |
| Molecular Weight | 18.0153 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
| 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 |
Luteolin, 3',4',5,7-tetrahydroxyflavone, is a common flavonoid that exists in many types of plants including fruits, vegetables, and medicinal herbs. Plants rich in luteolin have been used in Chinese traditional medicine for treating various diseases such as hypertension, inflammatory disorders, and cancer. Luteolin possesses a variety of pharmacological activities, including antioxidant, anti-inflammatory, antimicrobial and anticancer activities. Numerous studies have shown that luteolin possesses beneficial neuroprotective effects both in vitro and in vivo.
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: CHEMBL2093872 |
|||
Target ID: CHEMBL2095165 |
|||
Target ID: CHEMBL2185 |
0.357 µM [IC50] | ||
Target ID: CHEMBL262 |
1.5 µM [IC50] |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Primary | Unknown Approved UseUnknown |
|||
| Primary | Unknown Approved UseUnknown |
PubMed
| Title | Date | PubMed |
|---|---|---|
| St. John's wort induces hepatic drug metabolism through activation of the pregnane X receptor. | 2000 Jun 20 |
|
| Indolocarbazoles exhibit strong antiviral activity against human cytomegalovirus and are potent inhibitors of the pUL97 protein kinase. | 2000 Oct |
|
| Inhibitory activity of flavonoids and tannins against HIV-1 protease. | 2000 Sep |
|
| Induction of heme oxygenase-1 expression in macrophages by diesel exhaust particle chemicals and quinones via the antioxidant-responsive element. | 2000 Sep 15 |
|
| Study of antioxidant effect of apigenin, luteolin and quercetin by DNA protective method. | 2001 |
|
| Structure-activity study on the quinone/quinone methide chemistry of flavonoids. | 2001 Apr |
|
| Deglucuronidation of a flavonoid, luteolin monoglucuronide, during inflammation. | 2001 Dec |
|
| Alfalfa (Medicago sativa L.) flavonoids. 1. Apigenin and luteolin glycosides from aerial parts. | 2001 Feb |
|
| Modulation of the biosynthesis of some phenolic compounds in Olea europaea L. fruits: their influence on olive oil quality. | 2001 Jan |
|
| In vitro absorption and metabolism of nobiletin, a chemopreventive polymethoxyflavonoid in citrus fruits. | 2001 Jan |
|
| Aquiledine and isoaquiledine, novel flavonoid alkaloids from Aquilegia ecalcarata. | 2001 Jan |
|
| Antioxidant effect of flavonoids after ascorbate/Fe(2+)-induced oxidative stress in cultured retinal cells. | 2001 Jul 1 |
|
| Inhibitory actions of luteolin on the growth and arylamine N-acetyltransferase activity in strains of Helicobacter pylori from ulcer patients. | 2001 Jun |
|
| Flavonoid characters contributing to the taxonomic revision of the Hebe parviflora complex. | 2001 Mar |
|
| Flavonoid compounds in the flowers of Kitaibelia vitifolia Willd. (Malvaceae). | 2001 Mar-Apr |
|
| Effect of oral treatment of Perilla frutescens and its constituents on type-I allergy in mice. | 2001 Oct |
|
| Glycosides and xanthine oxidase inhibitors from Conyza bonariensis. | 2001 Oct |
|
| Effect of three flavonoids, 5,7,3',4'-tetrahydroxy-3-methoxy flavone, luteolin, and quercetin, on the stimulus-induced superoxide generation and tyrosyl phosphorylation of proteins in human neutrophil. | 2001 Sep 1 |
|
| Dietary flavonoids: bioavailability, metabolic effects, and safety. | 2002 |
|
| Antimicrobial activity of perilla seed polyphenols against oral pathogenic bacteria. | 2002 Apr |
|
| Effects of several flavonoids on the growth of B16F10 and SK-MEL-1 melanoma cell lines: relationship between structure and activity. | 2002 Apr |
|
| Inhibition of LPS-stimulated pathways in macrophages by the flavonoid luteolin. | 2002 Aug |
|
| Inhibition of cancer cell growth by crude extract and the phenolics of Terminalia chebula retz. fruit. | 2002 Aug |
|
| Effect of processing techniques at industrial scale on orange juice antioxidant and beneficial health compounds. | 2002 Aug 28 |
|
| Chemotaxonomic features associated with flavonoids of cannabinoid-free cannabis (Cannabis sativa subsp. sativa L.) in relation to hops (Humulus lupulus L.). | 2002 Feb |
|
| Estrogenic and cholinergic properties of the methanol extract of Ruellia praetermissa Sceinf. ex. Lindau (Acanthaceae) in female rats. | 2002 Jan |
|
| Polyphenol increases in safflower and cucumber seedlings exposed to strong visible light with limited water. | 2002 Jan |
|
| Phytochemical and antimicrobial studies of Begonia malabarica. | 2002 Jan |
|
| Wogonin and fisetin induce apoptosis in human promyeloleukemic cells, accompanied by a decrease of reactive oxygen species, and activation of caspase 3 and Ca(2+)-dependent endonuclease. | 2002 Jan 15 |
|
| Relationship between estrogen receptor-binding and estrogenic activities of environmental estrogens and suppression by flavonoids. | 2002 Jul |
|
| Antiproliferative constituents in plants 10. Flavones from the leaves of Lantana montevidensis Briq. and consideration of structure-activity relationship. | 2002 Jul |
|
| Antioxidative flavonoids from leaves of Carthamus tinctorius. | 2002 Jun |
|
| [Luteolin inhibits proliferation and collagen synthesis of hepatic stellate cells]. | 2002 Jun |
|
| Phagnalon rupestre as a source of compounds active on contact hypersensitivity. | 2002 Jun |
|
| Isolation and structure elucidation of radical scavengers from Thymus vulgaris leaves. | 2002 Jun |
|
| Biophenols in table olives. | 2002 Jun 19 |
|
| In vitro anti-Neisseria gonorrhoeae activity of Terminalia macroptera leaves. | 2002 Jun 4 |
|
| Luteolin, a flavone, does not suppress postprandial glucose absorption through an inhibition of alpha-glucosidase action. | 2002 Mar |
|
| Effects of extract from Angelica keiskei and its component, cynaroside, on the hepatic bromobenzene-metabolizing enzyme system in rats. | 2002 Mar |
|
| The regioselectivity of glutathione adduct formation with flavonoid quinone/quinone methides is pH-dependent. | 2002 Mar |
|
| Antinociceptive and anti-inflammatory effects of Crocus sativus L. stigma and petal extracts in mice. | 2002 Mar 15 |
|
| Antioxidant activity of chemical components from sage (Salvia officinalis L.) and thyme (Thymus vulgaris L.) measured by the oil stability index method. | 2002 Mar 27 |
|
| Comparative study on the free flavonoid aglycones in herbs of different species of Polygonum L. | 2002 Mar-Apr |
|
| Flavonoids from lemon balm (Melissa officinalis L., Lamiaceae). | 2002 Mar-Apr |
|
| Blockade of the epidermal growth factor receptor tyrosine kinase activity by quercetin and luteolin leads to growth inhibition and apoptosis of pancreatic tumor cells. | 2002 May-Jun |
|
| Flavonoids from Ficaria verna Huds. | 2002 May-Jun |
|
| Effects of estrogenic compounds on immunoglobulin production by mouse splenocytes. | 2002 Oct |
|
| Structural requirements of flavonoids for inhibition of antigen-Induced degranulation, TNF-alpha and IL-4 production from RBL-2H3 cells. | 2002 Oct |
|
| Luteolin as an anti-inflammatory and anti-allergic constituent of Perilla frutescens. | 2002 Sep |
|
| Luteolin, an emerging anti-cancer flavonoid, poisons eukaryotic DNA topoisomerase I. | 2002 Sep 1 |
Patents
Sample Use Guides
An open-label pilot study: assessment the effectiveness and tolerability in white children with autism spectrum disorders of a dietary supplement containing 2 flavonoids (>95% pure), luteolin (100 mg/capsule, from chamomile) and quercetin (70 mg/capsule), and the quercetin glycoside rutin (30 mg/capsule) from the Sophora japonica leaf, formulated in olive kernel oil to increase oral absorption.
Route of Administration:
Oral
| Substance Class |
Chemical
Created
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admin
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Edited
Thu Jul 06 20:59:58 UTC 2023
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on
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| Record UNII |
N79TPJ3DTD
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| Record Status |
Validated (UNII)
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| Record Version |
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M6945
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67110957
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6113-16-2
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| Related Record | Type | Details | ||
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ANHYDROUS->SOLVATE |
