Hyperforin
Sign in to saveHyperforin is a phytochemical produced by some of the members of the plant genus Hypericum, notably Hypericum perforatum (St John's wort). Hyperforin may be involved in the pharmacological effects of St. John's wort, specifically in its antidepressant effects. Meta-analyses of clinical trials suggest that H. perforatum is as effective as SSRIs for treating mild to moderate depression and is better tolerated, although findings are limited by short study durations.
Key facts
- Drug.Verifiedfields
- changed
- Drug.verifiedrevid
- 461774343
- Drug.IUPAC_name
- (1R,5S,6R,7S)-4-Hydroxy-6-methyl-1,3,7-tris(3-methylbut-2-en-1-yl)-6-(4-methylpent-3-en-1-yl)-5-(2-methylpropanoyl)bicyclo[3.3.1]non-3-ene-2,9-dion
- Drug.image
- Hyperforin2DACS.svg
- Drug.image_class
- skin-invert-image
- Drug.width
- 225
- Drug.image2
- Hyperforin3Dan2.gif
- Drug.image_class2
- bg-transparent
- Drug.width2
- 200
- Drug.legal_UK
- GSL
- Drug.legal_US
- OTC
- Drug.legal_status
- unscheduled in most countries, with the notable exception of Ireland (Rx-only)
- Drug.dependency_liability
- None
- Drug.routes_of_administration
- Oral
- Drug.metabolism
- Hepatic and CYP3A & CYP2B
- Drug.IUPHAR_ligand
- 2764
- Drug.CAS_number
- 11079-53-1
- Drug.PubChem
- 114787
via Wikipedia infobox
Wikidata facts
- Mass
- 536.386560144
Show 4 more facts
- canonical SMILES
- CCCC(=O)C12C(=O)C(=C(C(C1=O)(CC(C2(C)CCC=C(C)C)CC=C(C)C)CC=C(C)C)O)CC=C(C)C
- chemical formula
- C₃₅H₅₂O₄
- Commons category
- Hyperforin
- isomeric SMILES
- CC(C)=CCC[C@]1(C)[C@@H](CC=C(C)C)C[C@@]2(CC=C(C)C)C(=O)[C@]1(C(=O)C(C)C)C(=O)C(CC=C(C)C)=C2O
via Wikidata · CC0
~6 min read
Article
9 sectionsContents
- Occurrence
- Chemistry
- Pharmacokinetics
- Pharmacodynamics
- Biosynthesis
- Antidepressant research
- See also
- References
- External links
Hyperforin is a phytochemical produced by some of the members of the plant genus Hypericum, notably Hypericum perforatum (St John's wort). Hyperforin may be involved in the pharmacological effects of St. John's wort, specifically in its antidepressant effects. Meta-analyses of clinical trials suggest that H. perforatum is as effective as SSRIs for treating mild to moderate depression and is better tolerated, although findings are limited by short study durations.
Hyperforin is found in significant amounts only in H. perforatum, where it accumulates as a probable plant defense compound, with modern carbon dioxide extraction methods used to isolate it from mixtures containing related compounds like adhyperforin.