hypericin (Q425409)

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chemical compound
  • 1:6:8:10:11:13-hexahydroxy-3:4-dimethyl-meso-naphthodianthrene-7:14-dione
  • hypericum red
edit
Language Label Description Also known as
English
hypericin
chemical compound
  • 1:6:8:10:11:13-hexahydroxy-3:4-dimethyl-meso-naphthodianthrene-7:14-dione
  • hypericum red

Statements

mass
504.084517 dalton
1 reference
stated in
PubChem
PubChem CID
5281051
language of work or name
English
title
hypericin (English)
retrieved
5 October 2016
chemical formula
C₃₀H₁₆O₈
1 reference
stated in
PubChem
PubChem CID
5281051
language of work or name
English
title
hypericin (English)
retrieved
19 November 2016
canonical SMILES
CC1=CC(=C2C3=C1C4=C5C(=C(C=C4C)O)C(=O)C6=C(C=C(C7=C6C5=C3C8=C7C(=CC(=C8C2=O)O)O)O)O)O
1 reference
stated in
PubChem
PubChem CID
5281051
language of work or name
English
title
hypericin (English)
retrieved
19 November 2016
found in taxon
Hypericum perforatum
78 references
stated in
Characterisation of extracts of Hypericum perforatum L. using an on-line HPLC system with UV/visible and fluorescence detection prior to and after photochemical conversion of the effluent
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Catalytic inhibition of human DNA topoisomerase IIalpha by hypericin, a naphthodianthrone from St. John's wort (Hypericum perforatum).
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Analysis and stability of Hyperici oleum
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Antidepressant activity of hypericum perforatum and hyperforin: the neglected possibility
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Biochemical activities of extracts from Hypericum perforatum L. 5th communication: dopamine-beta-hydroxylase-product quantification by HPLC and inhibition by hypericins and flavonoids.
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Comparative chemical composition and variability of biological activity of methanolic extracts from Hypericum perforatum L.
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Comparative evaluation of St. John's wort from different Italian regions
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Comparison of German St. John's wort products according to hyperforin and total hypericin content.
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Determination of hypericin and pseudohypericin in pharmaceutical preparations by liquid chromatography with fluorescence detection
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Determination of Major Constituents in St. John's Wort Under Different Extraction Conditions
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Determination of naphthodianthrones in plant extracts from Hypericum perforatum L. by liquid chromatography-electrospray mass spectrometry
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Determination of St. John's Wort Components in Dietary Supplements and Functional Foods by Liquid Chromatography
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Determining hyperforin and hypericin content in eight brands of St. John's wort.
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Development of a simple, rapid and reproducible HPLC assay for the simultaneous determination of hypericins and stabilized hyperforin in commercial St. John's wort preparations
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Differential effects of light and nitrogen on production of hypericins and leaf glands in Hypericum perforatum
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Effect of acute drought stress and time of harvest on phytochemistry and dry weight of St. John's wort leaves and flowers
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Effect of light on hypericins contents in fresh flowering top parts and in an extract of St. John's Wort (Hypericum perforatum).
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Effects of a methanolic extract and a hyperforin-enriched CO2 extract of St. John's Wort (Hypericum perforatum) on intracerebral field potentials in the freely moving rat (Tele-Stereo-EEG).
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Effects of Visible and Ultraviolet Light on the Production of Hypericins and Flavonoids in Cell Cultures ofHypericum perforatum
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Evaluation of chemical stability of St. John's wort commercial extract and some preparations
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Extracts of St. John's wort and various constituents affect beta-adrenergic binding in rat frontal cortex
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Factors affecting growth of cell suspension cultures of hypericum perforatum L. (St. John's wort) and production of hypericin
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Fast high-performance liquid chromatographic analysis of naphthodianthrones and phloroglucinols from Hypericum perforatum extracts
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High performance liquid chromatographic analysis of St. John's wort with photodiode array detection.
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High-performance liquid chromatographic determination of the biologically active principle hypericin in phytotherapeutic vegetable extracts and alcoholic beverages
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High-Performance Liquid Chromatography On-Line Coupled to High-Field NMR and Mass Spectrometry for Structure Elucidation of Constituents ofHypericum perforatumL.
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HPLC-DAD and TLC-Densitometry for quantification of hypericin inHypericum perforatum L. Extracts
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Hyperforin, possibly the major non-nitrogenous secondary metabolite of Hypericum perforatum L
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Hypericin and Pseudohypericin in Cell Cultures of VariousHypericumSpecies and Chemotypes
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Hypericin and pseudohypericin in some Hypericum species
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Hypericin content of Nova Scotia biotypes of Hypericum perforatum L.
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Hypericin content variation in Hypericum perforatum in Australia
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Hypericum perforatum--chemical profiling and quantitative results of St. John's Wort products by an improved high-performance liquid chromatography method
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Hypericum perforatum L. - chemotype without rutin from Italy
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Hypericum perforatum subspecies angustifolium shows a protective activity on the consequences of unavoidable stress exposure at lower doses than Hypericum perforatum perforatum.
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Identification by high-performance liquid chromatography–diode array detection–mass spectrometry and quantification by high-performance liquid chromatography–UV absorbance detection of active constituents of Hypericum perforatum
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Improved procedure for the quality control of Hypericum perforatum L.
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Induction of hypericins in Hypericum perforatum in response to chromium
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Influence of nitrogen on the production of hypericins by St. John’s wort
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Initiation of Shoot Organ Cultures ofHypericum perforatumand Formation of Hypericin Derivatives
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In vitro and in vivo activation of hypericin with the incoherent light source PDT 1200 SOA (520-750 nm) and with solar simulated radiation (290-2500 nm).
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Jasmonic acid-induced hypericin production in cell suspension cultures of Hypericum perforatum L. (St. John's wort).
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On the nature of ?soluble? hypericin inHypericum species
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Ontogenetic Variation Regarding Hypericin and Hyperforin Levels in Four Accessions ofHypericum perforatumL.
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Pharmaceutical quality of hypericum extracts
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Pharmacokinetics of Hypericin and Pseudohypericin after Oral Intake of the Hypericum Perforatum Extract LI 160 in Healthy Volunteers
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Phenolic compounds from Hypericum perforatum
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Pressurized liquid extraction of medicinal plants
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Production of hypericin, pseudohypericin and flavonoids in cell cultures of various Hypericum species and their chemotypes
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Pseudohypericin and hypericin in St. John's wort extracts. Breakdown of pseudohypericin
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Quantitative analysis of the active components and the by-products of eight dry extracts of Hypericum perforatum L. (St John's Wort).
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Quantitative changes of dianthrones, hyperforin and flavonoids content in the flower ontogenesis of Hypericum perforatum
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Quantitative determination of biologically active constituents in medicinal plant crude extracts by thin-layer chromatography—densitometry
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Quantitative evaluation of some species of St. John's wort for their level of hypericins by the HPLC method
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Quantitative phytochemical analyses of six hypericum species growing in slovenia
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RAPID ISOCRATIC HPLC ANALYSIS OF HYPERICINS
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Regional differences in hypericin and pseudohypericin concentrations and five morphological traits among Hypericum perforatum plants in the northwestern United States
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Sedative activity in mice of a hydroalcohol extract ofHypericum perforatum L.
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Separation of hypericins and hyperforins in extracts of Hypericum perforatum L. using non-aqueous capillary electrophoresis with reversed electro-osmotic flow
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Significance of genetic and environmental aspects in the field cultivation of Hypericum perforatum
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Simultaneous Determination of the Predominant Hyperforins and Hypericins in St. John's Wort (Hypericum perforatum L.) by Liquid Chromatography
stated in
Solubilized hypericin and pseudohypericin from Hypericum perforatum exert antidepressant activity in the forced swimming test
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Step by step removal of hyperforin and hypericin: activity profile of different Hypericum preparations in behavioral models
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Stimulation of the production of hypericins by mannan in Hypericum perforatum shoot cultures
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The analysis of the kinetics of extraction of resinoids and hypericines from the amber, Hypericum perforatum L
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The content of hypericins and phloroglucinols in Hypericum perforatum L. seedlings at early stage of development
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THE DEVELOPMENT AND EVALUATION OF AN HPLC-DAD METHOD FOR THE ANALYSIS OF THE PHENOLIC FRACTIONS FROM IN VIVO AND IN VITRO BIOMASS OF HYPERICUM SPECIES
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The spectral properties of Hypericum perforatum leaves: the implications for its photoactivated defences
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Variation in Hypericins from Wild Populations of Hypericum perforatum L. in the Pacific Northwest of the U.S.A1
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Note Variations in Hypericin Concentrations in Hypericum perforatum L. and Commercial Products
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Cytotoxic activity of Hypericum perforatum L. on K562 erythroleukemic cells: differential effects between methanolic extract and hypericin
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Seasonal variation in hypericin content of Hypericum perforatum L. (St. John's Wort).
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Phytochemical analysis and genetic characterization of six Hypericum species from Serbia
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High performance liquid chromatography/electrospray mass spectrometry of Hypericum perforatum extracts
stated in
Evaluation of major active components in St. John's Wort dietary supplements by high-performance liquid chromatography with photodiode array detection and electrospray mass spectrometric confirmation
stated in
Pharmaceutical Quality of Hypericum Extracts
stated in
Optimization of extraction conditions for active components in Hypericum perforatum using response surface methodology
stated in
Investigations on the Infraspecific Variability of Hypericum perforatum L.
Commons category
Hypericin
0 references

Identifiers

Reaxys registry number
1917913
1 reference
stated in
ChEBI
ChEBI ID
5835
language of work or name
English
title
hypericin (English)
retrieved
5 October 2016
Gmelin number
926160
0 references
ECHA Substance Infocard ID
100.008.129
1 reference
stated in
ECHA Substance Infocard database
ECHA Substance Infocard ID
100.008.129
retrieved
27 December 2018
title
1,3,4,6,8,13-hexahydroxy-10,11-dimethylphenanthro[1,10,9,8-opqra]perylene-7,14-dione (English)
quotation
CAS no.: 548-04-9 (English)
KEGG ID
C07606
1 reference
stated in
ChEBI
ChEBI ID
5835
language of work or name
English
title
hypericin (English)
retrieved
5 October 2016
 
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