Pseudohypericin

Names

[ Name ]:
Pseudohypericin

[Synonym ]:
Phenanthro(1,10,9,8-opgra)perylene-7,14-dione,1,3,4,6,8,13-hexahydroxy-10-(hydroxymethyl)-11-methyl-,stereoisomer
1,3,4,6,8,13-hexahydroxy-10-hydroxymethyl-11-methyl-phenanthro[1,10,9,8-opqra]perylene-7,14-dione
Psuedohypericin
1,3,4,6,8,13-Hexahydroxy-10-hydroxymethyl-11-methyl-phenanthro[1,10,9,8-opqra]perylen-7,14-dion
C30H16O9
1,3,4,6,8,13-Hexahydroxy-10-(hydroxymethyl)-11-methylphenanthro[1,10,9,8-opqra]perylene-7,14-dione
Phenanthro[1,10,9,8-opqra]perylene-7,14-dione, 1,3,4,6,8,13-hexahydroxy-10-(hydroxymethyl)-11-methyl-
BIDD:PXR0086
MFCD00133794

Biological Activity

[Description]:

Pseudohypericin and its congener Hypericin are the major hydroxylated phenanthroperylenediones present in Hypericum species. Pseudohypericin shows anti-HIV activity[1][2].

[Related Catalog]:

Signaling Pathways >> Anti-infection >> HIV

Research Areas >> Infection

[In Vitro]

Pseudohypericin shows antiretroviral activity[1].

[References]

[1]. Lavie G, et al. Studies of the mechanisms of action of the antiretroviral agents hypericin and pseudohypericin. Proc Natl Acad Sci U S A. 1989 Aug;86(15):5963-7.

[2]. Zheng X, et al. Apoptosis of THP-1 Macrophages Induced by Pseudohypericin-Mediated Sonodynamic Therapy Through the Mitochondria-Caspase Pathway. Cell Physiol Biochem. 2016;38(2):545-57.

Chemical & Physical Properties

[ Density]:
2.0±0.1 g/cm3

[ Boiling Point ]:
994.7±65.0 °C at 760 mmHg

[ Molecular Formula ]:
C₃₀H₁₆O₉

[ Molecular Weight ]:
520.443

[ Flash Point ]:
569.2±30.8 °C

[ Exact Mass ]:
520.079407

[ PSA ]:
175.75000

[ LogP ]:
6.75

[ Vapour Pressure ]:
0.0±0.3 mmHg at 25°C

[ Index of Refraction ]:
2.169

[ Storage condition ]:
2-8°C

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302

[ Precautionary Statements ]:
P301 + P312 + P330

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
22

[ Safety Phrases ]:
22-36

[ RIDADR ]:
NONH for all modes of transport

Articles

Hypericum perforatum: pharmacokinetic, mechanism of action, tolerability, and clinical drug-drug interactions.

Phytother Res. 28(5) , 643-55, (2014)

Hypericum perforatum (HP) belongs to the Hypericaceae family and is one of the oldest used and most extensively investigated medicinal herbs. The medicinal form comprises the leaves and flowering tops...

The main components of St John's Wort inhibit low-density lipoprotein atherogenic modification: a beneficial "side effect" of an OTC antidepressant drug?

Free Radic. Res. 41(2) , 234-41, (2007)

Hypericin and pseudohypericin are polycyclic-phenolic structurally related compounds found in Hypericum perforatum L. (St John's wort). As hypericin has been found to bind to LDL one may assume that i...

Rapid and efficient purification of naphthodianthrones from St. John's wort extract by using liquid-liquid extraction and SEC.

J. Sep. Sci. 32(9) , 1374-82, (2009)

Hypericin and pseudohypericin, the main naphthodianthrones present in Hypericum species are among the most promising natural products, but the research concerning their biological activities is hinder...