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Hypericin from Hypericum perforatum

SIGMA/56690 - ~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
EC Number: 208-941-0
MDL Number: MFCD00016683
Linear Formula: C30H16O8
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-56690-1MG 1 mg
$468.00
1/EA
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assay ~95% (HPLC)
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
Quality Level 100 
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
solubility 1 M NaOH: 10 mg/mL, turbid, dark green
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.
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.
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.
Packaging: Bottomless glass bottle. Contents are inside inserted fused cone.
Symbol GHS07  GHS07
Signal word Warning
Hazard statements H302
Precautionary statements P301 + P312 + P330
Hazard Codes Xn
Risk Statements 22-43
Safety Statements 36/37
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ~95% (HPLC)
UNSPSC 12352202

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