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Protopseudohypericin

$336

  • Brand : BIOFRON

  • Catalogue Number : BD-P0008

  • Specification : 94.0%(HPLC)

  • CAS number : 54328-09-5

  • Formula : C30H18O9

  • Molecular Weight : 522.46

  • PUBCHEM ID : 5490324

  • Volume : 10mg

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Catalogue Number

BD-P0008

Analysis Method

Specification

94.0%(HPLC)

Storage

-20℃

Molecular Weight

522.46

Appearance

Yellow powder

Botanical Source

This product is isolated and purified from the herbs of Hypericum perforatum L.

Structure Type

Category

SMILES

CC1=CC(=C2C(=C1)C3=C4C5=CC(=CC(=C5C(=O)C6=C(C=C(C(=C46)C7=C3C(=C(C=C7O)O)C2=O)O)O)O)CO)O

Synonyms

IUPAC Name

Density

1.8±0.1 g/cm3

Solubility

Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.

Flash Point

584.0±30.8 °C

Boiling Point

1019.3±65.0 °C at 760 mmHg

Melting Point

InChl

InChl Key

QFAPJWSQKUFHAP-UHFFFAOYSA-N

WGK Germany

RID/ADR

HS Code Reference

Personal Projective Equipment

Correct Usage

For Reference Standard and R&D, Not for Human Use Directly.

Meta Tag

provides coniferyl ferulate(CAS#:54328-09-5) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

No Technical Documents Available For This Product.

PMID

26822391

Abstract

Plants of the genus Hypericum are widely known for their therapeutic properties. The most biologically active compounds of this genus are naphtodianthrones and phloroglucinols. Indirect desorption electrospray ionization mass spectrometry (DESI-MS) imaging allows visualization and localization of secondary metabolites in different plant tissues. This study is focused on localization of major secondary compounds in the leaves of 17 different in vitro cultured Hypericum species classified in 11 sections. Generally, all identified naphtodianthrones, protohypericin, hypericin, protopseudohypericin and pseudohypericin were co-localized in the dark glands of eight hypericin producing species at the site of their accumulation. The known phloroglucinols, hyperforin, adhyperforin, hyperfirin and some new phloroglucinols with m/z [M – H](-) 495 and 569 were localized in the translucent and pale cavities within the leaf in the majority of studied species. The comparison of different Hypericum species revealed an interspecific variation in the distribution of the dark and translucent glands corresponding with the localization of hypericins and phloroglucinols. Moreover, similarities in the localization and composition of the phloroglucinols were observed in the species belonging to the same section. Adding to various quantitative studies focused on the detection of secondary metabolites, this work using indirect DESI-MSI offers additional valuable information about localization of the above-mentioned compounds.

Title

Interspecific variation in localization of hypericins and phloroglucinols in the genus Hypericum as revealed by desorption electrospray ionization mass spectrometry imaging

Author

Andrea Kucharikova 1, Katarina Kimakova 1, Christian Janfelt 2, Eva cellarova 1

Publish date

2016 May

PMID

19791496

Abstract

Within the framework of our continuous efforts to explore Hypericum species from Jordan, we report the analysis of the major active metabolites, naphthodianthrones and phloroglucinols, in the methanolic extracts of two under-explored Hypericum species; H. empetrifolium Willd. and H. sinaicum Hochst. & Steud. ex Boiss., using LC-(+,-)-ESI-MS (TIC and SIM) and LC-UV/Vis spectroscopy. Based on their LC-UV/Vis profiles, retention times and (+,-)-ESI-MS (TIC and SIM) spectral data, hypericin, protohypericin and pseudohypericin were identified in both of the investigated species. In addition adhyperfirin was only detected in H. empetrifolium, while hyperforin and protopseudohypericin were only detected in H. sinaicum. This is the first report documenting the presence of hypericin, protohypericin, pseudohypericin, protopseudohypericin, and hyperforin in H. sinaicum, and adhyperfirin in H. empetrifolium.

Title

LC-MS and LC-PDA analysis of Hypericum empetrifolium and Hypericum sinaicum

Author

Feras Q Alali 1, Khaled Tawaha, Mohammad Gharaibeh

Publish date

Jul-Aug 2009

PMID

18671196

Abstract

10.1055/s-2008-1081337

Title

Influence of the habitat altitude on the (proto)hypericin and (proto)pseudohypericin levels of hypericum plants from Crete

Author

Marina Xenophontos 1, Ilias Stavropoulos, Emmanuel Avramakis, Eleni Navakoudis, Dieter Dornemann, Kiriakos Kotzabasis

Publish date

2008 Oct;


Description :

Monatshefte für Chemie, 1992,123( 8-9):731-739. On the nature of “soluble” hypericin inHypericum species[Reference: WebLink]METHODS AND RESULTS:The two red and two violet “soluble” pigments ofHypericum species were isolated by means of extraction, chromatography, and counter-current droplet chromatography. In contrast to authentic hypericin, they are soluble in common organic solvents and even in water. Using NMR experiments it was deduced that hypericin, pseudohypericin, protohypericin, and Protopseudohypericin are present in the plant as their rapidly interconverting 3- and 4-phenolate ions. From AAS the main counter-ion of these phenolates was derived to be potassium. The potassium and N-ethyl-N,N-diisopropylammonium salts of hypericin were synthesizcd for comparison. CONCLUSIONS: A preparative procedure to isolate hypericin and pseudohypericin from plant material was developed.