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H9252

Sigma-Aldrich

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
Beilstein:
1917913
EC Number:
208-941-0
MDL number:
MFCD00016683
UNSPSC Code:
12352202
Pricing and availability is not currently available.

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

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Biochem/physiol Actions

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

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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
The chemical and biological properties of hypericin--a compound with a broad spectrum of biological activities.
G Lavie et al.
Medicinal research reviews, 15(2), 111-119 (1995-03-01)
Patrizia Agostinis et al.
The international journal of biochemistry & cell biology, 34(3), 221-241 (2002-02-19)
Photodynamic therapy (PDT) has been described as a promising new modality for the treatment of cancer. PDT involves the combination of a photosensitizing agent (photosensitizer), which is preferentially taken up and retained by tumor cells, and visible light of a
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