56690

Hypericin aus Hypericum perforatum

~95% (HPLC)

• Synonym(e): 4,5,7,4′,5′,7′-Hexahydroxy-2,2′-dimethylnaphthodianthron
• Empirische Formel (Hill-System): C₃₀H₁₆O₈
• CAS-Nummer: 548-04-9
• Molekulargewicht: 504.44
• NACRES: NA.77
• PubChem Substance ID: 57651594
• EC Number: 208-941-0
• Beilstein/REAXYS Number: 1917913
• MDL number: MFCD00016683
• UNSPSC Code: 51101500

Eigenschaften

• assay: ~95% (HPLC)
• Quality Segment: 100
• solubility: 1 M NaOH: 10 mg/mL, turbid, dark green
• SMILES string: Cc1cc(O)c2C(=O)c3c(O)cc(O)c4c5c(O)cc(O)c6C(=O)c7c(O)cc(C)c8c1c2c(c34)c(c78)c56
• InChI: 1S/C30H16O8/c1-7-3-9(31)19-23-15(7)16-8(2)4-10(32)20-24(16)28-26-18(12(34)6-14(36)22(26)30(20)38)17-11(33)5-13(35)21(29(19)37)25(17)27(23)28/h3-6,31-36H,1-2H3
• InChI key: BTXNYTINYBABQR-UHFFFAOYSA-N

Beschreibung

General description

Hypericin hydrophobic is a red color pigment occurring naturally in Hypericum perforatum. Its fluorescence is measured at 600 nm.[1] 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

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

Hypericin is a potent inhibitor of protein kinase C (PKC), telomerase, cytochrome P450 and reverse transcriptase.[1] It is exploited for its photosensitizing functionality in photodynamic therapy (PDT) and photodynamic diagnosis (PDD) in cancer cells.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Sicherheitshinweise

• pictograms: GHS07
• signalword: Warning
• hcodes: H302
• pcodes: P301 + P312 + P330
• Hazard Classifications: Acute Tox. 4 Oral
• Lagerklasse: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves