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Hyperforin (dicyclohexylammonium) salt

SIAL/42891 - analytical standard

Synonym: Hyp-DCHA; Hyperforin-DCHA

CAS Number: 238074-03-8
Empirical Formula (Hill Notation): C35H52O4·C12H23N
Molecular Weight: 718.10
MDL Number: MFCD04000098
Linear Formula: C35H52O4·C12H23N
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-42891-5MG 5 mg
 $648.00
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assay ≥98.0% (HPLC)
format neat
grade analytical standard
impurities ≤5.0% water (Karl Fischer)
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
InChI key ZUYCAROZOLUHJY-DNSWOBEMSA-N
Quality Level 100 
shelf life limited shelf life, expiry date on the label
shipped in wet ice
SMILES string C1CCC(CC1)NC2CCCCC2.CC(C)C(=O)[C@@]34C(O)=C(CC=C(C)C)C(=O)[C@@](CC=C(C)C)(C[C@H](CC=C(/C)C)[C@@]3(C)CCC=C(C)C)C4=O
storage temp. −20°C
Biochem/physiol Actions: 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.
Biochem/physiol Actions: 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.
Purity ≥98.0% (HPLC)
Storage Temp. −20°C
UNSPSC 85151701

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