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Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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SKU | Size | Availability | Price | Qty |
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H329540-1mg | 1mg | Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding. | $197.90 |
an inhibitor of monoamine uptake and TRPC6 agonsit
Synonyms | HY-116330A | DTXSID30677360 | Hyperforin (dicyclohexylammonium) salt | (1R,5R,7S,8R)-4-Hydroxy-8-methyl-3,5,7-tris(3-methylbut-2-en-1-yl)-8-(4-methylpent-3-en-1-yl)-1-(2-methylpropanoyl)bicyclo[3.3.1]non-3-ene-2,9-dione--N-cyclohexylcyclohexanamine (1/1) |
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Specifications & Purity | ≥97% |
Source | Hypericum perforatum |
Storage Temp | Store at -20°C |
Shipped In | Ice chest + Ice pads |
Product Description | Hyperforin dicyclohexylammonium salt is the dicyclohexylammonium salt preparation of the natural product Hyperforin isolated from|Hypericum perforatum|. Hyperforin inhibits the uptake of the monoamine neurotransmitters serotonin, dopamine, noradrenaline, and GABA. The specific mechanism of serotonin uptake inhibition is correlated with Hyperforin-induced elevation of intracellular Na|+|levels. AMPA induced currents were shown to be competitively and incompletely inhibited by Hyperforin, while NMDA receptor-activated ionic conductance was completely and uncompetitively inhibited. Hyperforin is described to present neuroprotective effects, demonstrating the induction of amyloid-beta aggregate disassembly, improvement of spatial memory, and decrease of astrogliosis and microglia activation. The action of inducible nitric oxide synthase (iNOS) was modulated by Hyperforin, demonstrating reduced NO production through suppression of iNOS on the mRNA and protein levels, further correlating to the neuroprotection generated by this compound. Hyperforin demonstrates selective activation of the transient receptor potential channel 6. Activation of the PXR (pregnane X receptor) by Hyperforin produces induction of cytochrome p450 3A4 monooxygenase expression, promoting oxidation metabolism activity of this enzyme. Hyperforin dicyclohexylammonium salt is an activator of TRPC6. |
pKa | pKa: 4.5 (Predicted) |
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Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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IUPAC Name | N-cyclohexylcyclohexanamine;(1R,5R,7S,8R)-4-hydroxy-8-methyl-3,5,7-tris(3-methylbut-2-enyl)-8-(4-methylpent-3-enyl)-1-(2-methylpropanoyl)bicyclo[3.3.1]non-3-ene-2,9-dione |
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INCHI | 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/h13-15,18,26-27,37H,12,16-17,19-21H2,1-11H3;11-13H,1-10H2/t27-,33+,34+,35-;/m0./s1 |
InChi Key | KJVNMVCMFQAPDM-DNSWOBEMSA-N |
Canonical SMILES | CC(C)C(=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.C1CCC(CC1)NC2CCCCC2 |
Isomeric SMILES | CC(C)C(=O)[C@]12C(=O)C(=C([C@](C1=O)(C[C@@H]([C@@]2(C)CCC=C(C)C)CC=C(C)C)CC=C(C)C)O)CC=C(C)C.C1CCC(CC1)NC2CCCCC2 |
WGK Germany | 3 |
PubChem CID | 46926346 |
Molecular Weight | 536.7818132 |
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Solubility | Soluble in DMSO (≥10 mg/ml), methanol, and 100% ethanol. |
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Pictogram(s) | GHS09, GHS05, GHS07 |
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Signal | Danger |
Hazard Statements | H314:Causes severe skin burns and eye damage H302:Harmful if swallowed H318:Causes serious eye damage H400:Very toxic to aquatic life |
Precautionary Statements | P273:Avoid release to the environment. P280:Wear protective gloves/protective clothing/eye protection/face protection. P321:Specific treatment (see ... on this label). P405:Store locked up. P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P260:Do not breathe dust/fume/gas/mist/vapors/spray. P270:Do not eat, drink or smoke when using this product. P301+P330+P331:IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing. P363:Wash contaminated clothing before reuse. P391:Collect spillage. P330:Rinse mouth. P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes. P301+P317:IF SWALLOWED: Get medical help. P305+P354+P338:IF IN EYES: Immediately rinse with water for several minutes. Remove contact lenses if present and easy to do. Continue rinsing. P317:Get emergency medical help. P302+P361+P354:IF ON SKIN: Take off Immediately all contaminated clothing. Immediately rinse with water for several minutes. P316:Get emergency medical help immediately. |
WGK Germany | 3 |
Merck Index | 3.95972222222222 |