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Merck

400076-M

Hypericin

Polycyclic dione that has anti-retroviral activity.

Synonym(s):

Hypericin, Casein Kinase II Inhibitor XI

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About This Item

Empirical Formula (Hill Notation):
C30H16O8
CAS Number:
548-04-9
Molecular Weight:
504.44
UNSPSC Code:
12352200
MDL number:
MFCD00016683

Key Documents

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Product Name

Hypericin, Polycyclic dione that has anti-retroviral activity.

SMILES string

Oc1c2c3c4c5c6c2c(cc(c6C(=O)c7c5c(c8c4c(c(cc8C)O)C(=O)c3c(c1)O)c(cc7O)C)O)O

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

description

Merck USA index - 14, 4863

assay

≥98% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

black

solubility

ethanol: 1 mg/mL
methanol: 1 mg/mL
DMSO: 10 mg/mL

storage temp.

2-8°C

Quality Level

100

Biochem/physiol Actions

Primary Target
PKC
Target IC50: 3.3 µM, 6 nM, 4 nM, 20-29 nM , 35 nM, against protein kinase C, casein kinase II, MAP kinase, the protein tyrosine activities of the insulin receptor, and the epidermal growth factor receptor, respectively

Disclaimer

Toxicity: Harmful (C)

General description

Polycyclic dione that has anti-retroviral activity. Inhibits protein kinase C (IC50 = 3.3 µM). Also known to inhibit the protein tyrosine kinase activities of the insulin receptor (IC50 = 20-29 nM), the epidermal growth factor receptor (IC50 = 35 nM), casein kinase II (IC50 = 6 nM), and MAP kinase (IC50 = 4 nM). Useful probe for PKC due to its bright red fluorescence emission and photostability. Also see Pseudohypericin (Cat. No. 539590).

Other Notes

Zhang, W., et al. 1997. Cancer Lett.120, 31.
Agostinis, P., et al. 1995. Biochem. Pharmacol.49, 1615.
Frew, T., et al. 1994. Anticancer Res.14, 2425.
Barnard, D.L., et al. 1992. Antiviral Res.17, 63.
Takahashi, I., et al. 1989. Biochem. Biophys. Res. Commun.165, 1207.

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

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

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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Global Trade Item Number

SKUGTIN
400076-1MGCN04055977212303

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