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Hyperforin information


Hyperforin
Clinical data
Dependence
liability
None
Routes of
administration
Oral
ATC code
  • none
Legal status
Legal status
  • UK: General sales list (GSL, OTC)
  • US: OTC
  • unscheduled in most countries, with the notable exception of Ireland (Rx-only)[1]
Pharmacokinetic data
MetabolismHepatic and CYP3A & CYP2B
Identifiers
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
CAS Number
  • 11079-53-1
PubChem CID
  • 114787
IUPHAR/BPS
  • 2764
DrugBank
  • DB01892 checkY
ChemSpider
  • 16736597 checkY
UNII
  • RM741E34FP
KEGG
  • C07608 checkY
ChEBI
  • CHEBI:5834 checkY
CompTox Dashboard (EPA)
  • DTXSID90891409 Edit this at Wikidata
ECHA InfoCard100.112.565 Edit this at Wikidata
Chemical and physical data
FormulaC35H52O4
Molar mass536.797 g·mol−1
3D model (JSmol)
  • Interactive image
Melting point79–80 °C (174–176 °F)
Solubility in water0.66 mg/mL (20 °C)
SMILES
  • CC(C)C(=O)[C@@]21C(=O)[C@@](C[C@H](C\C=C(/C)C)[C@@]1(C)CC\C=C(/C)C)(C\C=C(/C)C)C(=O)C(\C\C=C(/C)C)=C2\O
InChI
  • InChI=1S/C35H52O4/c1-22(2)13-12-19-33(11)27(16-14-23(3)4)21-34(20-18-25(7)8)30(37)28(17-15-24(5)6)31(38)35(33,32(34)39)29(36)26(9)10/h13-15,18,26-27,38H,12,16-17,19-21H2,1-11H3/t27-,33+,34+,35-/m0/s1 checkY
  • Key:IWBJJCOKGLUQIZ-HQKKAZOISA-N checkY
 ☒NcheckY (what is this?)  (verify)

Hyperforin is a phytochemical produced by some of the members of the plant genus Hypericum, notably Hypericum perforatum (St John's wort).[2] Hyperforin may be involved in the pharmacological effects of St. John's wort,[2] specifically in its antidepressant effects.[3][4][5]

  1. ^ St John's Wort available again Archived 2020-08-02 at the Wayback Machine. Irishhealth.com (2015-10-13). Retrieved on 2020-02-11.
  2. ^ a b "Hyperforin". PubChem, US National Library of Medicine. 8 September 2018. Retrieved 13 September 2018.
  3. ^ Gaid M, Biedermann E, Füller J, Haas P, Behrends S, Krull R, et al. (May 2018). "Biotechnological production of hyperforin for pharmaceutical formulation". European Journal of Pharmaceutics and Biopharmaceutics. 126: 10–26. doi:10.1016/j.ejpb.2017.03.024. PMID 28377273. S2CID 4701643.
  4. ^ Ciochina R, Grossman RB (September 2006). "Polycyclic polyprenylated acylphloroglucinols". Chemical Reviews. 106 (9): 3963–3986. doi:10.1021/cr0500582. PMID 16967926.
  5. ^ Roz N, Rehavi M (October 2004). "Hyperforin depletes synaptic vesicles content and induces compartmental redistribution of nerve ending monoamines". Life Sciences. 75 (23): 2841–2850. doi:10.1016/j.lfs.2004.08.004. PMID 15464835.

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Hyperforin

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Hyperforin is a phytochemical produced by some of the members of the plant genus Hypericum, notably Hypericum perforatum (St John's wort). Hyperforin...

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Antileukotriene

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(1999), in which hyperforin provided a potent inhibition of TNFα-induced activation of NF-κB [58]. Another important activity for hyperforin is a dual inhibitor...

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Hypericum perforatum

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consuming the plant. Other chemicals in the plant, such as hypericin and hyperforin, have various uses in medicine. St John's wort has been used in traditional...

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Reuptake inhibitor

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medicinal herb Hypericum perforatum (St. John's Wort) are hyperforin and adhyperforin. Hyperforin and adhyperforin are wide-spectrum inhibitors of the reuptake...

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Adhyperforin

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including St. John's Wort. It has a very similar pharmacological profile to hyperforin and acts as a TRPC6 ion channel activator, thereby inhibiting the reuptake...

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Cyclooxygenase

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anti-inflammatory prostacyclins by COX instead of pro-inflammatory prostaglandins. Hyperforin has been shown to inhibit COX-1 around 3-18 times as much as aspirin....

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Hypericum calycinum

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components as H. perforatum (hyperforin etc.), though in different ratios, with adhyperforin predominating, and a low level of hyperforin present. Research has...

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Active ingredient

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"active ingredient" for antidepressant use. Other companies standardize to hyperforin or both, ignoring some 24 known additional possible active constituents...

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Hypericum

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flattened cells that secrete oils and phloroglucinol derivates, including hyperforin. The distribution of these hypericin glands dissuades generalist herbivores...

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Tesofensine

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low increase in heart rate and no significant effect on blood pressure. Hyperforin Phencyclidine Indatraline Dexanabinol Doggrell SA. "Tesofensine – a novel...

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Onion

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Activators Adhyperforin (St John's wort) Diacyl glycerol GSK1702934A Hyperforin (St John's wort) Substance P Blockers DCDPC DHEA-S Flufenamic acid GSK417651A...

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Erythromycin

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Fluorometholone Griseofulvin Guggulsterone Haloprogin Hetacillin potassium Hyperforin Hypericum perforatum (St John's wort) Indinavir sulfate Lasalocid sodium...

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GABA reuptake inhibitor

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Nipecotic acid NNC 05-2090 NNC-711 SKF-89976A SNAP-5114 Tiagabine (Gabitril) Hyperforin GABAergic Reuptake inhibitor Bauer J, Cooper-Mahkorn D (2008-08-08). "Tiagabine:...

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Curcumin

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Baicalein BW-A4C BW-B70C Caffeic acid CDC CJ-13610 Curcumin Fenleuton Hyperforin Hypericum perforatum (St. John's Wort) Meclofenamic acid (meclofenamate)...

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Fenbendazole

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Fluorometholone Griseofulvin Guggulsterone Haloprogin Hetacillin potassium Hyperforin Hypericum perforatum (St John's wort) Indinavir sulfate Lasalocid sodium...

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Thyme

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Activators Adhyperforin (St John's wort) Diacyl glycerol GSK1702934A Hyperforin (St John's wort) Substance P Blockers DCDPC DHEA-S Flufenamic acid GSK417651A...

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Mentha

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Activators Adhyperforin (St John's wort) Diacyl glycerol GSK1702934A Hyperforin (St John's wort) Substance P Blockers DCDPC DHEA-S Flufenamic acid GSK417651A...

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Formaldehyde

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Activators Adhyperforin (St John's wort) Diacyl glycerol GSK1702934A Hyperforin (St John's wort) Substance P Blockers DCDPC DHEA-S Flufenamic acid GSK417651A...

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Paracetamol

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Anitrazafen Clobuzarit Curcumin DuP-697 FK-3311 Flumizole FR-122047 Glimepiride Hyperforin Itazigrel L-655240 L-670596 Licofelone Menatetrenone (vitamin K2) NCX-466...

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Hypericin

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a naphthodianthrone, an anthraquinone derivative which, together with hyperforin, is one of the principal active constituents of Hypericum (Saint John's...

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Dopaminergic

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side-effects, and as sympatholytic or antihypertensive agents. Others such as hyperforin and adhyperforin (both found in Hypericum perforatum St. John's Wort)...

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Prostaglandin

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Anitrazafen Clobuzarit Curcumin DuP-697 FK-3311 Flumizole FR-122047 Glimepiride Hyperforin Itazigrel L-655240 L-670596 Licofelone Menatetrenone (vitamin K2) NCX-466...

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Clindamycin

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Fluorometholone Griseofulvin Guggulsterone Haloprogin Hetacillin potassium Hyperforin Hypericum perforatum (St John's wort) Indinavir sulfate Lasalocid sodium...

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Tetracycline

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Fluorometholone Griseofulvin Guggulsterone Haloprogin Hetacillin potassium Hyperforin Hypericum perforatum (St John's wort) Indinavir sulfate Lasalocid sodium...

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Sichuan pepper

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Activators Adhyperforin (St John's wort) Diacyl glycerol GSK1702934A Hyperforin (St John's wort) Substance P Blockers DCDPC DHEA-S Flufenamic acid GSK417651A...

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Carbamazepine

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Fluorometholone Griseofulvin Guggulsterone Haloprogin Hetacillin potassium Hyperforin Hypericum perforatum (St John's wort) Indinavir sulfate Lasalocid sodium...

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Methyl salicylate

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Anitrazafen Clobuzarit Curcumin DuP-697 FK-3311 Flumizole FR-122047 Glimepiride Hyperforin Itazigrel L-655240 L-670596 Licofelone Menatetrenone (vitamin K2) NCX-466...

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Fentanyl

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Fluorometholone Griseofulvin Guggulsterone Haloprogin Hetacillin potassium Hyperforin Hypericum perforatum (St John's wort) Indinavir sulfate Lasalocid sodium...

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TRPC6

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activating TRPC6. Recent results with hyperforin have cast doubt on these findings as similar currents are seen upon Hyperforin treatment regardless of the presence...

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