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56690 Sigma-Aldrich

Hypericin from Hypericum perforatum

~95% (HPLC)

Synonym: 4,5,7,4′,5′,7′-Hexahydroxy-2,2′-dimethylnaphthodianthrone, Cyclo werrol, Hypericum red

  • CAS Number 548-04-9

  • Empirical Formula (Hill Notation) C30H16O8

  • Molecular Weight 504.44

  •  Beilstein/REAXYS Number 1917913

  •  EC Number 208-941-0

  •  MDL number MFCD00016683

  •  PubChem Substance ID 57651594

  •  NACRES NA.77

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Properties

Related Categories Cell Biology, Glycosides, Including Glucosinolates, Hypericum perforatum (St John′s wort), Nutrition Research, Other Biochemical,
InChI Key   BTXNYTINYBABQR-UHFFFAOYSA-N
assay   ~95% (HPLC)
solubility   1 M NaOH: 10 mg/mL, turbid, dark green

Description

General description

Hypericin hydrophobic is a red color pigment occurring naturally in Hypericum perforatum. Its fluorescence is measured at 600 nm. It is localized in the intracellular membranes including nuclear membrane, mitochondrial membrane, Golgi apparatus, lysosomes and endoplasmic reticulum.

Application

Hypericin from Hypericum perforatum has been used:
• in the broth macrodilution test and antibacterial assay against bacterial strains
• as a medium supplement for human malignant melanoma cells for irradiation and localization studies
• as a ligand for pregnane X receptor (PXR) and as defatting medium supplement for primary human hepatocytes culture

Biochem/physiol Actions

Hypericin is a potent inhibitor of protein kinase C (PKC), telomerase, cytochrome P450 and reverse transcriptase. It is exploited for its photosensitizing functionality in photodynamic therapy (PDT) and photodynamic diagnosis (PDD) in cancer cells.

Anthraquinone-derivative within St. John′s wort. Antibacterial effective against Gram-positive and Gram-negative bacteria.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
3

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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