56690
Hypericin from Hypericum perforatum
~95% (HPLC)
Synonym(s):
4,5,7,4′,5′,7′-Hexahydroxy-2,2′-dimethylnaphthodianthrone, Cyclo werrol, Hypericum red
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About This Item
Empirical Formula (Hill Notation):
C30H16O8
CAS Number:
Molecular Weight:
504.44
NACRES:
NA.77
PubChem Substance ID:
EC Number:
208-941-0
Beilstein/REAXYS Number:
1917913
MDL number:
UNSPSC Code:
51101500
assay
~95% (HPLC)
Quality Level
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
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.
signalword
Warning
hcodes
pcodes
Hazard Classifications
Acute Tox. 4 Oral
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Antibacterial effect of hypericin
Feyziouglu B, et al.
African Journal of Microbiology Research, 7(11), 979-982 (2013)
Hypericin in the light and in the dark: two sides of the same coin
Jendvzelovska Z, et al.
Frontiers in Plant Science, 7, 560-560 (2016)
Susceptibility of In Vitro Melanoma Skin Cancer to Photoactivated Hypericin versus Aluminium (III) Phthalocyanine Chloride Tetrasulphonate
Ndhundhuma IM and Abrahamse H
BioMed Research International, 2017 (2017)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 56690-1MG | 04061826672501 |