My watch list
my.chemeurope.com  
Login  

Hyperforin



Hyperforin
IUPAC name (1S,5S,7S,8R)-4-hydroxy-8-methyl-3,5,7
-tris(3-methylbut-2-enyl)-8-(4-methylpent-
3-enyl)-1-(2-methylpropanoyl)bicyclo[3.3.1]
non-3-ene-2,9-dione
Identifiers
CAS number 11079-53-1
SMILES CCCC(=O)[C@]12C(=O)C(=C([C@](C1=O)
(C[C@@H]([C@@]2(C)CCC=C(C)C)CC=C(C)C)
CC=C(C)C)O)CC=C(C)C
Properties
Molecular formula C35H52O4
Molar mass 536.78 g/mol
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

Hyperforin is one of the principal constituents identified in St John's wort. Hyperforin is a prenylated phloroglucinol believed to be the main active constituent responsible for its antidepressant effects. (Barnes et al., 2002) Hyperforin has been shown to inhibit the uptake of 5-HT(serotonin), dopamine, noradrenaline, GABA and glutamate. (Chatterjee et al., 1998) Hyperforin is also thought to be responsible for the induction of the cytochrome P450 enzymes CYP3A4 and CYP2C9 by binding to the Pregnane X Receptor (PXR).

Additional recommended knowledge

As ejaculatory control

Hyperforin and other serotonin agonists significantly reduces the pelvic floor contractions elicited by 8-OH-DPAT. [1] Thus, pharmacological modulation of the ejaculatory threshold using serotonin reuptake inhibitors and hyperforin may offer patients an option of achieving improved ejaculatory control.

See also

References

  • Barnes J, Anderson LA, Phillipson JD (2002). Herbal Medicines: A guide for healthcare professionals (2 ed.) London: Pharmaceutical Press. ISBN 0-85369-474-5
  • Chatterjee SS, Bhattacharya SK, Wonnemann M, Singer A, Muller WE (1998a). Hyperforin as a possible antidepressant component of hypericum extracts. Life Sci 63 (6), 499-510.
  • Thomas, C.A., Tyagi, S., Yoshimura, N., Chancellor, M.B., Tyagi, P.: Effect of hyperforin-enriched extract on pro-ejaculatory effect of 8-Hydroxy-2-(Di-N-Propylamino) tetralin in anesthetized rats. Urology, in press, 2007.
 
This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Hyperforin". A list of authors is available in Wikipedia.
Your browser is not current. Microsoft Internet Explorer 6.0 does not support some functions on Chemie.DE