chrysin
5,7-dihydroxyflavone
Identification
| Name | chrysin |
| IUPAC | 5,7-dihydroxy-2-phenylchromen-4-one |
| CAS Number | 480-40-0 |
| EINECS | 207-549-7 |
| FDA UNII | 3CN01F5ZJ5 |
| Molecular Formula | C15 H10 O4 |
| Molecular Weight | 254.24150000 |
| MDL Number | MFCD00006834 |
| Nikkaji Number | J1.544J |
| Beilstein | 0233276 |
| XlogP3 | 2.10 (est) |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Melting Point | 285.50 °C. @ 760.00 mm Hg |
| Boiling Point | 491.91 °C. @ 760.00 mm Hg (est) |
| Flash Point | 378.00 °F. TCC ( 192.50 °C. ) (est) |
| logP (o/w) | 3.520 |
| Soluble in | water, 84 mg/L @ 25 °C (est) |
Cosmetic Information
| CosIng | cosmetic data |
| Cosmetic Uses | skin conditioning |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | cosmetic agents |
| Recommendation for chrysin usage levels up to | not for fragrance use. |
| Recommendation for chrysin flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
4H-1-
benzopyran-4-one, 5,7-dihydroxy-2-phenyl-
4H-1-
benzopyran-4-one, 5,7-dihydroxy-2-phenyl- (9CI)
chrysidenon 1438
5,7-
dihydroxy-2-phenyl-4H-1-benzopyran-4-one
5,7-
dihydroxy-2-phenyl-4H-benzo(b)pyran-4-one
5,7-
dihydroxy-2-phenyl-4H-chromen-4-one
5,7-
dihydroxy-2-phenyl-chromen-4-one
5,7-
dihydroxy-2-phenylchromen-4-one
5,7-
dihydroxy-flavone
5,7-
dihydroxyflavone
galangin flavanone
5,7-
hydroxyflavone
PubMed:
Chemical Composition of the Essential Oils of Three Endemic Species of Anthemis Sect. Hiorthia (DC.) R.Fern. Growing Wild in Sicily and Chemotaxonomic Volatile Markers of the Genus Anthemis L.: An Update.
PubMed:
Anthelmintic activity of crude extract and essential oil of Tanacetum vulgare (Asteraceae) against adult worms of Schistosoma mansoni.
PubMed:
TLC-direct bioautography for determination of antibacterial activity of Artemisia adamsii essential oil.
PubMed:
Central α- and β-thujone: similar anxiogenic-like effects and differential modulation on GABAA receptors in neonatal chicks.
PubMed:
Chemical characterization by GC-MS and in vitro activity against Candida albicans of volatile fractions prepared from Artemisia dracunculus, Artemisia abrotanum, Artemisia absinthium and Artemisia vulgaris.
PubMed:
Chemical composition and general toxicity of essential oils extracted from the aerial parts of Artemisia armeniaca Lam. and A. incana (L.) Druce growing in Iran.
PubMed:
Chemotype diversity of indigenous Dalmatian sage (Salvia officinalis L.) populations in Montenegro.
PubMed:
Differences in shoot and root terpenoid profiles and plant responses to fertilisation in Tanacetum vulgare.
PubMed:
Study on Gas Chromatography-Mass Spectrometry Fingerprint of Acanthopanax brachypus.
PubMed:
Chemopreventive and antioxidant activity of the chamazulene-rich essential oil obtained from Artemisia arborescens L. growing on the Isle of La Maddalena, Sardinia, Italy.
PubMed:
Comparison of different extraction methods for the determination of α- and β-thujone in sage (Salvia officinalis L.) herbal tea.
PubMed:
Toxicokinetics of α-thujone following intravenous and gavage administration of α-thujone or α- and β-thujone mixture in male and female F344/N rats and B6C3F1 mice.
PubMed:
Identification of 1,8-cineole, borneol, camphor, and thujone as anti-inflammatory compounds in a Salvia officinalis L. infusion using human gingival fibroblasts.
PubMed:
Identification of genes in Thuja plicata foliar terpenoid defenses.
PubMed:
Attempts to separate (-)-α-thujone, (+)-β-thujone epimers from camphor enantiomers by enantioselective HPLC with polarimetric detection.
PubMed:
Monoterpene α-thujone exerts a differential inhibitory action on GABA(A) receptors implicated in phasic and tonic GABAergic inhibition.
PubMed:
Antibacterial, allelopathic and antioxidant activities of essential oil of Salvia officinalis L. growing wild in the Atlas Mountains of Morocco.
PubMed:
Thujone and thujone-containing herbal medicinal and botanical products: toxicological assessment.
PubMed:
Essential oil variation in the populations of Artemisia spicigera from northwest of Iran: chemical composition and antibacterial activity.
PubMed:
Essential oils and their compositions as spatial repellents for pestiferous social wasps.
PubMed:
Chemical composition and antimicrobial activity of essential oils from Scabiosa arenaria Forssk: growing wild in Tunisia.
PubMed:
Modulation of GABAergic synaptic currents and current responses by α-thujone and dihydroumbellulone.
PubMed:
Chemical composition and antifungal activity of Artemisia nilagirica essential oil growing in northern hilly areas of India.
PubMed:
Composition of the essential oil of Origanum tyttanthum from Tajikistan.
PubMed:
Seasonal influence on gene expression of monoterpene synthases in Salvia officinalis (Lamiaceae).
PubMed:
Toxicology and carcinogenesis studies of alpha,beta-thujone (CAS No. 76231-76-0) in F344/N rats and B6C3F1 mice (gavage studies).
PubMed:
Distribution and chemical polymorphism of the essential oils of Achillea cartilaginea growing wild in Lithuania.
PubMed:
Thujone inhibits lung metastasis induced by B16F-10 melanoma cells in C57BL/6 mice.
PubMed:
Augmentation of humoral and cell mediated immune responses by Thujone.
PubMed:
Determination of the biologically active flavour substances thujone and camphor in foods and medicines containing sage (Salvia officinalis L.).
PubMed:
Thujone corrects cholesterol and triglyceride profiles in diabetic rat model.
PubMed:
Modulation of genotoxicity and DNA repair by plant monoterpenes camphor, eucalyptol and thujone in Escherichia coli and mammalian cells.
PubMed:
Skeletal muscle fatty acid oxidation is not directly associated with AMPK or ACC2 phosphorylation.
PubMed:
Morphological characterisation and agronomical parameters of different species of Salvia sp. (Lamiaceae).
PubMed:
Oil constituents of Artemisia nilagirica var. septentrionalis growing at different altitudes.
PubMed:
Chemical composition and antibacterial potential of Artemisia arborescens L. essential oil.
PubMed:
Metabolism of α-thujone in human hepatic preparations in vitro.
PubMed:
Composition and intraspecific chemical variability of the essential oil from Artemisia herba-alba growing wild in a Tunisian arid zone.
PubMed:
Influence of ionic interactions on essential oil and phenolic diterpene composition of Dalmatian sage (Salvia officinalis L.).
PubMed:
Insecticidal activity and chemical composition of the essential oils of Artemisia lavandulaefolia and Artemisia sieversiana from China.
PubMed:
Risk assessment of thujone in foods and medicines containing sage and wormwood--evidence for a need of regulatory changes?
PubMed:
Chemical composition of the essential oil of Salvia officinalis L. from Romania.
PubMed:
Thujone, a component of medicinal herbs, rescues palmitate-induced insulin resistance in skeletal muscle.
PubMed:
Antimicrobial activity and essential oil composition of a new T. argyrophyllum (C. Koch) Tvzel var. argyrophyllum chemotype.
PubMed:
Essential oil composition of Achillea clusiana from Bulgaria.
PubMed:
Influence of gibberellin and daminozide on the expression of terpene synthases and on monoterpenes in common sage (Salvia officinalis).
PubMed:
Artemisia fukudo essential oil attenuates LPS-induced inflammation by suppressing NF-kappaB and MAPK activation in RAW 264.7 macrophages.
PubMed:
Antibacterial and antioxidant activities of the essential oil of Artemisia echegarayi Hieron. (Asteraceae).
PubMed:
Chemosystematic value of the essential oil composition of Thuja species cultivated in Poland-antimicrobial activity.
PubMed:
Variations in essential oil, phenolic compounds, and antioxidant activity of tunisian cultivated Salvia officinalis L.
PubMed:
Absinthe, epileptic seizures and Valentin Magnan.
PubMed:
Compositional variation of the essential oils of Artemisia afra Jacq. from three provinces in South Africa--a case study of its safety.
PubMed:
Motile cilia of human airway epithelia are chemosensory.
PubMed:
Essential oil composition of Tanacetum vulgare subsp. siculum (Guss.) Raimondo et Spadaro (Asteraceae) from Sicily.
PubMed:
Essential oil composition of Artemisia herba-alba from southern Tunisia.
PubMed:
Cytotoxicity, antimicrobial activity and composition of essential oil from Tanacetum balsamita L. subsp. balsamita.
PubMed:
Long-term stability of thujone, fenchone, and pinocamphone in vintage preban absinthe.
PubMed:
Chemical composition of the essential oil of Achillea umbellata growing in Greece.
PubMed:
Cooperative effects on radical recombination in CYP3A4-catalyzed oxidation of the radical clock beta-thujone.
PubMed:
Chemical composition of the essential oil of Artemisia absinthium growing wild in Iran.
PubMed:
Tunisian Salvia officinalis L. and Schinus molle L. essential oils: their chemical compositions and their preservative effects against Salmonella inoculated in minced beef meat.
PubMed:
[Thujone-attributable effects of absinthe are only an urban legend--toxicology uncovers alcohol as real cause of absinthism].
PubMed:
Chemical composition of vintage preban absinthe with special reference to thujone, fenchone, pinocamphone, methanol, copper, and antimony concentrations.
PubMed:
Tick repellent substances in the essential oil of Tanacetum vulgare.
PubMed:
[Thujone].
PubMed:
Absinthe and tobacco--a new look at an old problem? (Comment on: Absinthe--is its history relevant for current public health?).
PubMed:
Insecticidal properties of essential oils from Lippia turbinata and Lippia polystachya (Verbenaceae) against Culex quinquefasciatus (Diptera: Culicidae).
PubMed:
[Chemical diversity of the biological active ingredients of salvia officinalis and some closely related species].
PubMed:
[Absinthe - history of dependence to thujone or to alcohol?].
PubMed:
Composition of the essential oil of Salvia officinalis L. from various European countries.
PubMed:
Chemical composition and antifungal activity of the essential oils of three species of Artemisia on some soil-borne phytopathogens.
PubMed:
The essential oil of Solvia cabulica.
PubMed:
Biotransformation of terpenoids by mammals, microorganisms, and plant-cultured cells.
PubMed:
Phytochemical analysis of the essential oil of Achillea millefolium L. from various European Countries.
PubMed:
Absinthe--a review.
PubMed:
Antimutagenic effect of essential oil of sage (Salvia officinalis L.) and its monoterpenes against UV-induced mutations in Escherichia coli and Saccharomyces cerevisiae.
PubMed:
Absinthe, the nervous system and painting.
PubMed:
Radical intermediates in the catalytic oxidation of hydrocarbons by bacterial and human cytochrome P450 enzymes.
PubMed:
Vapor phase toxicity of marjoram oil compounds and their related monoterpenoids to Blattella germanica (Orthoptera: Blattellidae).
PubMed:
Antiviral activities of extracts and selected pure constituents of Ocimum basilicum.
PubMed:
Thujone--cause of absinthism?
PubMed:
Absinthe: attention performance and mood under the influence of thujone.
PubMed:
Biosynthesis of the irregular monoterpene artemisia ketone, the sesquiterpene germacrene D and other isoprenoids in Tanacetum vulgare L. (Asteraceae).
PubMed:
Alpha- and beta-thujone radical rearrangements and isomerizations. A new radical clock.
PubMed:
Radical rebound mechanism in cytochrome P-450-catalyzed hydroxylation of the multifaceted radical clocks alpha- and beta-thujone.
PubMed:
The human taste receptor hTAS2R14 responds to a variety of different bitter compounds.
PubMed:
Chemotypical variation of tansy (Tanacetum vulgare L.) from 40 different locations in Norway.
PubMed:
Alpha-thujone reduces 5-HT3 receptor activity by an effect on the agonist-reduced desensitization.
PubMed:
GC analysis of essential oils in the rumen fluid after incubation of Thuja orientalis twigs in the Rusitec system.
PubMed:
Plant odour processing in the antennal lobe of male and female grapevine moths, Lobesia botrana (Lepidoptera: Tortricidae).
PubMed:
Volatile metabolites from Salvia fruticosa as antifungal agents in soilborne pathogens.
PubMed:
Essential oils produced by in vitro shoots of sage (Salvia officinalis L.).
PubMed:
Composition and antimicrobial activity of the essential oil of Artemisia absinthium from Croatia and France.
PubMed:
[Studies of volatile oils from the flowers of Chrysanthemum nankingense and Chrysanthemum indicum].
PubMed:
Monoterpene effect on feeding choice by deer.
PubMed:
Absinthe: enjoying a new popularity among young people?
PubMed:
Composition and antimicrobial activity of the essential oil of Achillea multifida.
PubMed:
Absinthe: return of the Green Fairy.
PubMed:
Seasonal changes in the composition of the essential oil extract of East Mediterranean sage (Salvia libanotica) and its toxicity in mice.
PubMed:
Detoxification of alpha- and beta-Thujones (the active ingredients of absinthe): site specificity and species differences in cytochrome P450 oxidation in vitro and in vivo.
PubMed:
Towards the industrial production of medicinal tincture by ultrasound assisted extraction.
PubMed:
alpha- and beta-Thujones (herbal medicines and food additives): synthesis and analysis of hydroxy and dehydro metabolites.
PubMed:
Acaricidal properties of Artemisia absinthium and Tanacetum vulgare (Asteraceae) essential oils obtained by three methods of extraction.
PubMed:
Absinthe and gamma-aminobutyric acid receptors.
PubMed:
Alpha-thujone (the active component of absinthe): gamma-aminobutyric acid type A receptor modulation and metabolic detoxification.
PubMed:
Absinthe: what's your poison? Though absinthe is intriguing, it is alcohol in general we should worry about.
PubMed:
Essential oils from dalmatian sage (Salvia officinalis l.): variations among individuals, plant parts, seasons, and sites.
PubMed:
Thujone exhibits low affinity for cannabinoid receptors but fails to evoke cannabimimetic responses.
PubMed:
Absinthe--return of the green fairy.
PubMed:
Comparison of conventional and ultrasonically assisted extractions of pharmaceutically active compounds from Salvia officinalis.
PubMed:
Porphyrogenic properties of the terpenes camphor, pinene, and thujone (with a note on historic implications for absinthe and the illness of Vincent van Gogh).
PubMed:
Floral volatiles ofTanacetum vulgare L. attractive toLobesia botrana den. et schiff. females.
PubMed:
Volatile Constituents of Achillea grandifolia.
PubMed:
Another diagnosis for Vincent Van Gogh?
PubMed:
Terpenoid biotransformation in mammals. V. Metabolism of (+)-citronellal, (+-)-7-hydroxycitronellal, citral, (-)-perillaldehyde, (-)-myrtenal, cuminaldehyde, thujone, and (+-)-carvone in rabbits.
PubMed:
Absinthe.
PubMed:
Vincent van Gogh and the thujone connection.
PubMed:
Metabolism of monoterpenes: specificity of the dehydrogenases responsible for the biosynthesis of camphor, 3-thujone, and 3-isothujone.
PubMed:
A study on tansy chemotypes.
PubMed:
Isolation and identification of mosquito repellents inArtemisia vulgaris.
PubMed:
Quantitative analysis of alpha, beta-thujone, pulegone, safrole, coumarin and beta-asarone in alcoholic beverages by selected-ion monitoring.
PubMed:
Constituents of the Essential Oil of Artemisia coerulescens.
PubMed:
[Condensation of thujone with biogenic amines and amino acids].
PubMed:
Absinthe: behind the emerald mask.
PubMed:
Van Gogh's vision: thujone intoxication.