Hypericin A kinase inhibitor with antiviral activity

Hypericin (CAS 548-04-9)

Hypericin | CAS 548-04-9 is rated 5.0 out of 5 by 1.
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Synonym: 4,5,7,4′,5′,7′-Hexahydroxy-2,2′-dimethylnaphthodianthrone
Application: A kinase inhibitor with antiviral activity
CAS Number: 548-04-9
Purity: ≥98%
Molecular Weight: 504.44
Molecular Formula: C30H16O8
* Refer to Certificate of Analysis for lot specific data (including water content).
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Hypericin was originally isolated from Hypericum perforatum L. (St. John's Wort). Can be additionally isolated via irradiation of oxypenicilliopsin produced by Penicilliopsis clavariaeformis. A potent and selective inhibitor of PKC (protein kinase C) and additionally reported to inhibit Casein Kinase II (CKII), MAP Kinase, Insulin R, EGFR, PI-3 Kinase. Hypericin is also noted to possess antiviral activity and is of interest in HIV studies. Hypericin is of interest in studies investigating photodynamic treatment of tumors and has been reported to be cytotoxic to some tumor cell lines when Hypericin is photoactivated. Hypericin is an inhibitor of EGFR.


References

1. Meruelo, D., et al. 1988. Proc. Natl. Acad. Sci. U.S.A. 85: 5230-5234. PMID: 2839837
2. Takahashi, I., et al. 1989. Biochem. Biophys. Res. Commun. 165: 1207-1212. PMID: 2558652
3. Solár, P., et al. 2011. Radiat. Res. 175: 51-56. PMID: 21175347

Appearance :
Powder
Physical State :
Solid
Solubility :
Soluble in DMSO (25 mg/mL), ethanol (10 mM), methanol, acetone, ethylmethylketone, pyridine or other organic solvents, bases, and 1 M NaOH (10 mg/mL). Insoluble in water.
Storage :
Store at 4° C
Melting Point :
299-301° C
Boiling Point :
1020.33° C at 760 mmHg
Density :
1.92 g/cm3
Refractive Index :
n20D 2.13
IC50 :
tyrosine kinases: IC50 = 7.5 µM; casein kinase II : IC50 = 6 nM; protein kinase C: IC50 = 3.3 µM; MAP kinase : IC50 = 4 nM; the protein tyrosine activities of the insulin receptor : IC50 = 20-29 nM; the epidermal growth factor receptor: IC50 = 35 nM; apoptosis: IC50 = 0.1 µM (neuroblastoma cells)
Ki Data :
Dopamine D3 receptor: Ki= 34.5 nM (human)
pK Values :
pKa: 6.91
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
PubChem CID :
5281051
Merck Index :
14: 4863
MDL Number :
MFCD00016683
EC Number :
208-941-0
Beilstein Registry :
1917913
SMILES :
CC1=CC(=C2C3=C1C4=C5C(=C(C=C4C)O)C(=O)C6=C(C=C(C7=C6C5=C3C8=C7C(=CC(=C8C2=O)O)O)O)O)O

Download SDS (MSDS)

Certificate of Analysis

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Hypericin  Product Citations

See how others have used Hypericin. Click on the entry to view the PubMed entry .

Citations 1 to 5 of 5 total

PMID: # 17609769  Mikes, J. et al. 2007. Photochem. Photobiol. Sci. 6: 758-766.

PMID: # 15556948  Rajendra Kumar, P. et al. 2005. J. Biol. Chem. 280: 8553-8563.

PMID: # 15611092  Taniguchi, S. et al. 2005. J. Biol. Chem. 280: 7614-7623.

PMID: # 12052862  Benkoussa, M. et al. 2002. Mol. Cell. Biol. 22: 4522-4534.

PMID: # 10085120  Assefa, Z. et al. 1999. J. Biol. Chem. 274: 8788-8796.

Citations 1 to 5 of 5 total
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Rated 5 out of 5 by from Rajendra et Rajendra et. al. (PubMed ID 15556948) used Hypericin (CAS 548-04-9) to inhibit the activity of ERK-2/MAPK in the course of determining whether the phosphorylation by MAPK regulates simian immunodeficiency virus Vpx protein nuclear import and virus infectivity. -SCBT QC
Date published: 2015-02-07
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