HYPERFORIN

HYPERFORIN Basic information
Product Name:HYPERFORIN
Synonyms:Bicyclo[3.3.1]non-3-ene-2,9-dione, 4-hydroxy-6-;methyl-1,3,7-tris(3-methyl-2-buten-1-yl)-5-(2-methyl-1-oxopropyl)-6-(4-methyl-3-penten-1-yl)-,(1R,5S,6R,7S)-;4-HYDROXY-6R-METHYL-1R,3,7S-TRIS(3-METHYL-2-BUTENYL)-5S-(2-METHYL-1-OXOPROPYL)-6R-(4-METHYL-3-PENTENYL)-BICYCLO[3.3.1]NON-3-ENE-2,9-DIONE;HYPERFORIN;(1R,5S)-4-Hydroxy-6-methyl-1,3,7β-tris(3-methyl-2-butenyl)-5-(2-methyl-1-oxopropyl)-6α-(4-methyl-3-pentenyl)bicyclo[3.3.1]non-3-ene-2,9-dione;HYPERFORIN MIX(P);Hyperforin (solution in Ethanol);Bicyclo[3.3.1]non-3-ene-2,9-dione,4-hydroxy-6-methyl-1,3,7-tris(3-methyl-2-buten-1-yl)-5-(2-methyl-1-oxopropyl)-6-(4-methyl-3-penten-1-yl)-,(1R,5S,6R,7S)-
CAS:11079-53-1
MF:C35H52O4
MW:536.78
EINECS:601-000-9
Product Categories:AntidepressantsNutrition Research;Anti-Proliferative AgentsNeurobiology;Antitumor Agents;Biochemicals Found in Plants;Cancer Research;Isoprenoid/terpenoid;Miscellaneous Natural Products;Pharmacologicals
Mol File:11079-53-1.mol
HYPERFORIN Structure
HYPERFORIN Chemical Properties
Melting point 79-80℃
alpha D18 +41° (in ethanol)
Boiling point 616.8±55.0 °C(Predicted)
density 1.010±0.06 g/cm3 (20 ºC 760 Torr)
Fp 9℃
storage temp. -20°C
pka4.8 (50% aq ethanol)
form solution
CAS DataBase Reference11079-53-1
Safety Information
Hazard Codes F,T
Risk Statements 11-23/24/25-39/23/24/25
Safety Statements 7-16-36/37-45
RIDADR UN1230 - class 3 - PG 2 - Methanol
WGK Germany 3
HS Code 29144000
Hazardous Substances Data11079-53-1(Hazardous Substances Data)
MSDS Information
ProviderLanguage
SigmaAldrich English
HYPERFORIN Usage And Synthesis
UsesSt. John’s wort is a widely consumed herbal preparation which has been claimed to have a number of medicinal properties. It contains a number of known lipid signalling mediators, including chlorogenic acid, hypericin, hyperforin, and I3,II8-biapigenin. Hyperforin exhibits two activities which may alter the action of other concurrent medications. It inhibits the activity of several CYP450 enzymes, with CYP2D6 being the most sensitive with an IC50 of about 10 μg/ml. Hyperforin is also a ligand for the steroid X receptor (SXR). Since one activity of this receptor is the induction of CYP450 expression, the exact nature of hyperforin’s drug-drug interactions must be evaluated on a case-by-case basis. However, these interactions certainly complicate its use as a human therapeutic.[Cayman Chemical]
UsesHyperforin may be used:
  • as a reference standard for calibration curve generation in high-perfornamce liquid chromatography (HPLC) analysis
  • to test its cytotoxic effect and apoptosis induction in mouse embryonic cells
  • as a pregnane X receptor (PXR) in porcine brain capillary endothelial cells for transport assay

DefinitionChEBI: A cyclic terpene ketone that is a prenylated carbobicyclic acylphloroglucinol derivative produced by St. John's Wort, Hypericum perforatum.
General DescriptionHyperforin is a phloroglucinol component of St. John′s wort and a pregnane X receptor ligand.
Biochem/physiol ActionsHyperforin is an active antidepressant and an inhibitor of cytochrome P450 3A4 (CYP3A). It elicits antioxidant and antibacterial activity. Hyperforin is also embryotoxic and inhibits tumor proliferation. It effectively inhibits dopamine, serotonin and norepinephrine.
HYPERFORIN Preparation Products And Raw materials
HYPERFORIN HYPERFORIN DICYCLOHEXYLAMMONIUM SALT TETRAISOBUTYLENE 3-METHYLCYCLOOCTENE 3-ethyl-3,7-dimethyloct-6-enal 2-Isobutyrylcyclohexanone 2,2,6,6-TETRAMETHYLCYCLOHEXANONE 2-ACETYLCYCLOHEXANONE 3-N-PENTYL-2,4-PENTANEDIONE 1-METHYL-1-CYCLOOCTENE 3-METHYL-NONANE-2,4-DIONE HYPERFORIN (S)-2-HYDROXYMETHYLCYCLOHEXANONE 2,4,4-TRIMETHYL-2-CYCLOHEXEN-1-ONE 4,4-DIPROPYLCYCLOHEX-2-ENONE HYPERFORIN REFERENCE MATERIAL(SH) NONANE-4,6-DIONE 2,6-DIMETHYL-3,5-HEPTANEDIONE

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