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Merck

00190585

Hypericin

primary reference standard

Synonym(s):

4,5,7,4′,5′,7′-Hexahydroxy-2,2′-dimethylnaphthodianthrone

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About This Item

Empirical Formula (Hill Notation):
C30H16O8
CAS Number:
548-04-9
Molecular Weight:
504.44
UNSPSC Code:
85151701
NACRES:
NA.24
PubChem Substance ID:
329747015
EC Number:
208-941-0
Beilstein/REAXYS Number:
1917913
MDL number:
MFCD00016683

Key Documents

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InChI key

BTXNYTINYBABQR-UHFFFAOYSA-N

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

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

grade

primary reference standard

shelf life

limited shelf life, expiry date on the label

manufacturer/tradename

HWI

storage temp.

−20°C

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General description

Produced by HWI Analytik
Exact content can be found on the certificate

Application

It was used as reference standard in determining hypericins in St. John′s Wort using HPLC method.
Reference standard in the analysis of herbal medicinal products.

Other Notes

This compound is commonly found in plants of the genus: hypericum

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

No data available

flash_point_c

No data available

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Certificates of Analysis (COA)

Lot/Batch Number
HWI02819-1
HWI02819
HWI02062-1
HWI02062
HWI01814-2

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D E Gray et al.
Journal of AOAC International, 83(4), 944-949 (2000-09-20)
Hypericin and hyperforin are believed to be among the active constituents in common St. John's wort (Hypericum perforatum L.). Presently, dietary supplements are generally standardized to contain specified levels of hypericin and hyperforin, and the related compounds, pseudohypericin and adhyperforin.
J B Hudson et al.
Antiviral research, 15(2), 101-112 (1991-02-01)
Hypericin, a photodynamic plant quinone, readily inactivated murine cytomegalovirus (MCMV), Sindbis virus, and human immunodeficiency virus type 1 (HIV-1), especially on exposure to fluorescent light. Sindbis virus was significantly more sensitive than MCMV. The inactivated MCMV, when used to infect
Theodossis A Theodossiou et al.
Molecular pharmaceutics, 6(6), 1775-1789 (2009-09-11)
Photodynamic therapy (PDT) is an established anticancer treatment employing a phototoxin (photosensitizer), visible light and oxygen. The latter is photochemically converted into reactive oxygen species, which are highly toxic to the cells. Hypericin, a natural pigment of hypericum plants, is
Pavol Miskovsky
Current drug targets, 3(1), 55-84 (2002-03-20)
Hypericin, a naturally occurring pigment, is found in certain species of plants from the genus Hypericum, the most common of which is Saint John's Wort (Hypericum perforatum). Recent interest in hypericin is provoked by the discovery that it possesses extremely
Tobias Kiesslich et al.
Current medicinal chemistry, 13(18), 2189-2204 (2006-08-22)
During the last decades, Photodynamic Therapy (PDT) has been established as a powerful alternative approved by health agencies of several countries for treatment of various malignant and some non-malignant diseases. PDT makes use of the light-induced destruction of target cells
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