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H9252

Hypericin from Hypericum perforatum

≥85% (HPLC), powder

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:
548-04-9
Molecular Weight:
504.44
EC Number:
208-941-0
UNSPSC Code:
12352202
MDL number:
MFCD00016683
Beilstein/REAXYS Number:
1917913
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assay

≥85% (HPLC)

form

powder

color

black

solubility

1 M NaOH: 10 mg/mL, ethanol: 5 mg/mL (with sonication), DMSO: soluble

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

Biochem/physiol Actions

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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
047K1470
086K1868
128H0455
121K1164
105K1127

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Martin-Pierre Sauviat et al.
Journal of natural products, 70(4), 510-514 (2007-02-13)
The effects and the mode of action of hypericin (1) were studied, in the dark, on the action potential (AP) and the L-type Ca2+ channel of frog atrial heart muscle, using intracellular microelectrode and patch-clamp techniques, respectively. In the presence
Souvik Kusari et al.
Journal of natural products, 72(10), 1825-1835 (2009-09-15)
The possible microbial mechanism of hypericin (1) and emodin (2) biosynthesis was studied in axenic submerged culture conditions in the endophytic fungus Thielavia subthermophila, isolated from Hypericum perforatum. The growth and secondary metabolite production of the endophyte remained independent of
Souvik Kusari et al.
Journal of natural products, 71(2), 159-162 (2008-01-29)
For the first time, an endophytic fungus has been isolated from the stems of the medicinal herb Hypericum perforatum (St. John's Wort). The fungus produced the napthodianthrone derivative hypericin ( 1) in rich mycological medium (potato dextrose broth) under shake
Veronika Huntosova et al.
International journal of pharmaceutics, 436(1-2), 463-471 (2012-07-21)
Low-density lipoproteins (LDL), a natural in vivo carrier of cholesterol in the vascular system, play a key role in the delivery of hydrophobic/amphiphilic photosensitizers to tumor cells in photodynamic therapy of cancer. To make this delivery system even more efficient
Appolinary Kamuhabwa et al.
Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology, 3(8), 772-780 (2004-08-06)
Photodynamic therapy (PDT) involves the local or systemic administration of a photosensitizing drug that, upon light irradiation and presence of oxygen, results in tissue damage such as tumor destruction. Hypericin, a hydroxylated phenanthroperylenequinone, is obtained from Hypericum perforatum plants. Hypericin
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Product Information Sheet - H9252

Product Information Sheet

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