6-Benzoylheteratisine

SKU: orb1297028

Description

6-Benzoylheteratisine is a diterpenoid alkaloid isolated from Aconitum species. It functions as a voltage-gated sodium channel inhibitor, as demonstrated in studies using rat brain synaptosomes. This activity makes it a useful research tool for neuropharmacological investigations, particularly in exploring channel function and excitability.

Research Area

Pharmacology & Drug Discovery

Key Properties

• CAS Number: 99759-48-5
• MW: 495.61
• Purity: 99.87% (May vary between batches)
• Formula: C₂₉H₃₇NO₆
• SMILES: [H][C@]12[C@@H](OC(=O)c3ccccc3)[C@@]3([H])[C@]4([C@H](CC[C@@]3(C)CN(CC)[C@]14[H])OC)[C@]1([H])C[C@@H]3CC[C@@]2(O)[C@@]1([H])C(=O)O3
• Target: Sodium Channel
• Solubility: DMSO:25 mg/mL (50.44 mM)

Bioactivity

• In Vitro:
  A concentration-dependent inhibitory effect of 6-benzoylheteratisine on aconitine-induced increases in [Na+]i, [Ca2+]i and the release of glutamate. The IC50 values were 4.1 microM (Na+), 4.8 microM (Ca2+) and 4.8 microM (glutamate release). Application of 100 microM 6-benzoylheteratisine after stimulation with 5 microM veratridine also reduced the induced [Na+]i and [Ca2+]i with half-lives of 72.1 and 44.7 s, respectively. Furthermore, 100 microM 6-benzoylheteratisine reduced the ouabain-induced Na+ influx to the same extent as the Na+ channel inhibitor tetrodotoxin, which points to an inhibition of non-activated Na+ channels by 6-benzoylheteratisine. Additionally, 100 microM 6-benzoylheteratisine failed to affect the release of glutamate and the increase in [Ca2+]i induced by 30 mM KCl, indicating that voltage-gated Ca2+ channels were not affected by 6-benzoylheteratisine. The data suggest an inhibitory effect of 6-benzoylheteratisine on voltage-gated Na+ channels as the only target, whereas mechanisms of Na+ and Ca2+ homoeostasis and pathways of glutamate release seem not to be affected by the drug.
  Read more...

Storage & Handling

• Storage: -20°C
• Expiration Date: 12 months from date of receipt.
• Disclaimer: For research use only

Alternative Names

inhibit, Inhibitor, Na+ channels, Na channels, Heteratisan-14-one, 6-(benzoyloxy)-20-ethyl-8-hydroxy-1-methoxy-4-meth, 6 Benzoylheteratisine, 6Benzoylheteratisine, 6-Benzoylheteratisine, Sodium Channel, SodiumChannel

Compound Identifiers

PubChem CID

156594097