PHL89225

Hyperforin (stabiles Dicyclohexylammoniumsalz)

phyproof^® Reference Substance

• Synonym(e): Hyperforin (Dicyclohexylammonium)-salz, Hyp-DCHA, Hyperforin-DCHA
• Empirische Formel (Hill-System): C₃₅H₅₂O₄·C₁₂H₂₃N
• CAS-Nummer: 238074-03-8
• Molekulargewicht: 718.10
• MDL-Nummer: MFCD04000098
• UNSPSC-Code: 41116107
• NACRES: NA.24

Eigenschaften

• Qualität: primary reference standard
• Produktlinie: phyproof^® Reference Substance
• Assay: ≥98.0% (HPLC)
• Hersteller/Markenname: PhytoLab
• Anwendung(en): food and beverages
• Format: neat
• Lagertemp.: −20°C
• SMILES String: C1CCC(CC1)NC2CCCCC2.CC(C)C(=O)[C@@]34C(O)=C(C\C=C(\C)C)C(=O)[C@@](C\C=C(\C)C)(C[C@H](C\C=C(/C)C)[C@@]3(C)CC\C=C(\C)C)C4=O
• InChI: 1S/C35H52O4.C12H23N/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;1-3-7-11(8-4-1)13-12-9-5-2-6-10-12/h13-15,18,26-27,38H,12,16-17,19-21H2,1-11H3;11-13H,1-10H2/t27-,33+,34+,35-;/m0./s1
• InChIKey: ZUYCAROZOLUHJY-DNSWOBEMSA-N

Beschreibung

Allgemeine Beschreibung

This substance is a primary reference substance with assigned absolute purity (considering chromatographic purity, water, residual solvents, inorganic impurities). The exact value can be found on the certificate. Produced by PhytoLab GmbH & Co. KG

Biochem./physiol. Wirkung

Hyperforin is believed to be the primary active constituent responsible for the antidepressant and anxiolytic properties of the extracts of St. John′s wort. It acts as a reuptake inhibitor of monoamines, including serotonin, norepinephrine, dopamine, and of GABA and glutamate by activating the transient receptor potential ion channel TRPC6. It also is an activator of the pregnane X receptor (PXR), which serves as a key regulator of CYP3A4 transcription, a member of the cytochrome (CYP) P450 enzyme system. Recent studies have found it to have neuroprotective effects against Alzheimer′s disease (AD) neuropathology, including the ability to disassemble amyloid-β aggregates in vitro and improve spatial memory in vivo.

Stable salt of hyperforin. Hyperforin is believed to be the primary active constituent responsible for the antidepressant and anxiolytic properties of the extracts of St. John′s wort. It acts as a reuptake inhibitor of monoamines, including serotonin, norepinephrine, dopamine, and of GABA and glutamate by activating the transient receptor potential ion channel TRPC6. Activation of TRPC6 induces the entry of sodium and calcium into the cell which causes inhibition of monoamine reuptake. It also is an activator of the pregnane X receptor (PXR), which serves as a key regulator of CYP3A4 transcription, a member of the cytochrome (CYP) P450 enzyme system. Recent studies have found other neurological effects, effects on inflammation, as well as antibacterial, antitumoral and antiangiogenic effects.

Sonstige Hinweise

This compound is commonly found in plants of the genus: hypericum

Rechtliche Hinweise

phyproof is a registered trademark of PhytoLab GmbH & Co. KG

Sicherheitshinweise

• Piktogramme: GHS05,GHS07,GHS09
• Signalwort: Danger
• H-Sätze: H302,H314,H400
• P-Sätze: P260 - P273 - P280 - P301 + P312 - P303 + P361 + P353 - P305 + P351 + P338
• Gefahreneinstufungen: Acute Tox. 4 Oral - Aquatic Acute 1 - Eye Dam. 1 - Skin Corr. 1B
• Lagerklassenschlüssel: 8A - Combustible corrosive hazardous materials
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable