56690

Hypericin from Hypericum perforatum

~95% (HPLC)

• Synonyme(s) : 4,5,7,4′,5′,7′-Hexahydroxy-2,2′-dimethylnaphthodianthrone, Cyclo werrol, Hypericum red
• Formule empirique (notation de Hill): C₃₀H₁₆O₈
• Numéro CAS: 548-04-9
• Poids moléculaire : 504.44
• Numéro Beilstein : 1917913
• Numéro CE : 208-941-0
• Numéro MDL: MFCD00016683
• Code UNSPSC : 12352202
• ID de substance PubChem : 57651594
• Nomenclature NACRES : NA.77

Propriétés

• Pureté: ~95% (HPLC)
• Solubilité: 1 M NaOH: 10 mg/mL, turbid, dark green
• Chaîne SMILES: 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
• Clé InChI: BTXNYTINYBABQR-UHFFFAOYSA-N

Description

Description générale

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

Actions biochimiques/physiologiques

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.

Conditionnement

Bottomless glass bottle. Contents are inside inserted fused cone.

Informations sur la sécurité

• Pictogrammes: GHS07
• Mention d'avertissement: Warning
• Mentions de danger: H302
• Conseils de prudence: P301 + P312 + P330
• Classification des risques: Acute Tox. 4 Oral
• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: dust mask type N95 (US), Eyeshields, Gloves