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Imperatorin

Catalog No. T2845   CAS 482-44-0
Synonyms: Ammidin, 8-Isoamylenoxypsoralen, 8-Isopentenyloxypsoralene, Marmelosin, Pentosalen

Imperatorin (8-Isopentenyloxypsoralene) is a modulator of p38, ERK pathway. Imperatorin increases BMP-2 expression (mRNA) and increases bone density/volume and mineralization in vivo.

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Imperatorin Chemical Structure
Imperatorin, CAS 482-44-0
Pack Size Availability Price/USD Quantity
25 mg In stock $ 41.00
50 mg In stock $ 66.00
100 mg In stock $ 97.00
1 mL * 10 mM (in DMSO) In stock $ 45.00
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Purity: 99.49%
Purity: 98.07%
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Biological Description
Chemical Properties
Storage & Solubility Information
Description Imperatorin (8-Isopentenyloxypsoralene) is a modulator of p38, ERK pathway. Imperatorin increases BMP-2 expression (mRNA) and increases bone density/volume and mineralization in vivo.
Targets&IC50 TRPV1:12.6±3.2 μM(EC50), BChE:31.4 μm
In vitro Imperatorin is a plant secondary metabolite that belongs to the coumarins-specifically the furanocoumarins. Imperatorin enhances the GABA-induced chloride ion current (IGABA) via the α1β2γ2S receptors. Imperatorin potentiates IGABA at 100 μmol by 50.5±16.3 % and at 300 μmol by 109.8±37.7 %, respectively. Imperatorin, together with Phellopterin, found in the roots of A. dahurica, inhibit [3H]diazepam binding to the benzodiazepine site of the rat brain GABAA receptor in vitro with an IC50 of 12.3 μmol for Imperatorin and 400 nmol for Phellopterin. Imperatorin, in a concentration ranging from 3.5 to 14 mmol, significantly and irreversibly inhibits GABA-T in a time-dependent and concentration-dependent manner, by irreversibly binding with the active site of GABA-T.Imperatorin is a reversible acetylcholinesterase (AChE) inhibitor, and acts in dose-dependent manner. The AChE and BChE inhibitory activities of Imperatorin and a crude extract from the fruits of Angelica archangelica L. is tested by the spectrophotometric method at concentrations of 12.5, 25, 50, and 100 μg/mL. Imperatorin displays low inhibition towards AChE (13.75-46.11 %), whereas it has remarkable inhibitory effect against BChE (37.46-83.98 %). Imperatorin shows selectivity toward BChE rather than AChE, with an IC50 for BChE of 31.4 μmol. Imperatorin, together with (+)-Byakangelicol, are found to be the most effective BACE-1 inhibitors, with IC50s of 91.8 and 104.9 μmol, respectively. Imperatorin (IC50=9.2 μmol) is also effective as an inhibitor of NO synthesis[1]. Imperatorin is a weak agonist of TRPV1, a channel implicated in detecting several noxious stimuli, exhibiting EC50 of 12.6±3.2 μM[2].
In vivo Administered at doses of 10 and 20 mg/kg and observed 30 minutes post-injection, Imperatorin demonstrates anxiolytic properties alongside enhancements in memory and learning stages, both acquisition and consolidation. Furthermore, at these dosages, Imperatorin acutely mitigates the anxiety-inducing effects of nicotine (0.1 mg/kg, subcutaneous, s.c.). At increased doses of 30 and 40 mg/kg, intraperitoneally, Imperatorin notably augments the anticonvulsant efficacy of carbamazepine against maximal electroshock-induced seizures, evidenced by a substantial reduction in the effective dose 50 (ED50) of carbamazepine from 10.8 to 6.8 mg/kg (by 34%) and to 6 mg/kg (by 42%), respectively. Additionally, a combination of Imperatorin at 30 mg/kg and carbamazepine at 6.8 mg/kg elevates the total brain concentration of carbamazepine from 1.260 to 2.328 μg/mL (by 85%), potentially through alterations in blood-brain barrier permeability or as an inhibitor of multi-drug resistance proteins. As a naturally occurring furanocoumarin, Imperatorin deactivates gamma-aminobutyric acid transaminase and hinders acetylcholinesterase activity. When administered acutely in doses of 5 and 10 mg/kg prior to scopolamine (1 mg/kg), it counters the memory acquisition and consolidation impairments induced by scopolamine. Repeated administration (7 days, twice daily) of Imperatorin at the highest studied dose (10 mg/kg) significantly diminishes scopolamine’s adverse effects on memory acquisition, with doses of 5 and 10 mg/kg proving effective in memory consolidation.
Source
Synonyms Ammidin, 8-Isoamylenoxypsoralen, 8-Isopentenyloxypsoralene, Marmelosin, Pentosalen
Molecular Weight 270.28
Formula C16H14O4
CAS No. 482-44-0

Storage

Powder: -20°C for 3 years | In solvent: -80°C for 1 year

Solubility Information

DMSO: 55 mg/mL (203.49 mM)

TargetMolReferences and Literature

1. Kozioł, E., & Skalicka-Woźniak, K. (2016). Imperatorin–pharmacological meaning and analytical clues: profound investigation. Phytochemistry Reviews, 15(4), 627-649. doi: 10.1007/s11101-016-9456-2 2. Chen X, et al. Furanocoumarins are a novel class of modulators for the transient receptor potential vanilloid type 1 (TRPV1) channel. J Biol Chem. 2014 Apr 4;289(14):9600-10. 3. Budzynska B, et al. Effects of imperatorin on scopolamine-induced cognitive impairment and oxidative stress in mice. Psychopharmacology (Berl). 2015 Mar;232(5):931-42.

Related compound libraries

This product is contained In the following compound libraries:
Membrane Protein-targeted Compound Library Anti-Neurodegenerative Disease Compound Library Antiparasitic Natural Product Library Inhibitor Library Drug Repurposing Compound Library Anti-Cancer Approved Drug Library Traditional Chinese Medicine Monomer Library Anti-Cancer Drug Library HIF-1 Signaling Pathway Compound Library Anti-Prostate Cancer Compound Library

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Keywords

Imperatorin 482-44-0 Immunology/Inflammation Membrane transporter/Ion channel Neuroscience NF-Κb AChR TRP/TRPV Channel AChE NOD TRP Channel inhibit Cholinesterase (ChE) Ammidin 8-Isoamylenoxypsoralen Inhibitor Transient receptor potential channels 8-Isopentenyloxypsoralene Marmelosin Pentosalen inhibitor

 

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