Benzoylaconine

Benzoylaconine (Benzoylaconitine) is an orally active monoester alkaloid found in the traditional Chinese medicine Aconitum carmichaelii. Benzoylaconine is an ACE2 agonist (EC50: 1.5 μM) with antihypertensive and anti-heart failure effects. Benzoylaconine inhibits TLR-induced MAPK and NF-κB pathways to exert anti-inflammatory effects. Benzoylaconine upregulates the protein levels of P-gp, MRP2, and has anti-tumor effects[1][2][3][4][5][6].

Product Specifications

CAS Number

[466-24-0]

Product Name Alternative

Benzoylaconitine; Isaconitine; Pikraconitin

UNSPSC

12352005

Hazard Statement

H302, H315, H319, H335

Target

Angiotensin-converting Enzyme (ACE) ; COX; NF-κB; NO Synthase; p38 MAPK; P-glycoprotein; Reactive Oxygen Species (ROS) ; Toll-like Receptor (TLR)

Type

Natural Products

Related Pathways

Immunology/Inflammation; MAPK/ERK Pathway; Membrane Transporter/Ion Channel; Metabolic Enzyme/Protease; NF-κB

Field of Research

Cancer; Inflammation/Immunology; Cardiovascular Disease

Assay Protocol

https://www.medchemexpress.com/Benzoylaconine.html

Purity

99.92

Solubility

DMSO : 55 mg/mL (ultrasonic)

Smiles

CO[C@@H]1C(C(N(CC)C2)C3[C@@H]4OC)([C@@](C[C@@]5(O)[C@@H]6OC(C7=CC=CC=C7)=O)([H])[C@@]6([H])[C@@]3([C@@H](O)[C@@H]5OC)O)[C@@]4([H])[C@@]2(COC)[C@H](O)C1

Molecular Formula

C32H45NO10

Molecular Weight

603.70

Precautions

H302, H315, H319, H335

References & Citations

[1]Zhang QQ, et.al. Benzoylaconitine: A promising ACE2-targeted agonist for enhancing cardiac function in heart failure. Free Radic Biol Med. 2024 Mar;214:206-218.|[2]Zhou C, et al. Benzoylaconine Modulates LPS-Induced Responses Through Inhibition of Toll-Like Receptor-Mediated NF-κB and MAPK Signaling in RAW264.7 Cells. Inflammation. 2021 Oct;44 (5) :2018-2032.|[3]Deng XH, et al. Benzoylaconine induces mitochondrial biogenesis in mice via activating AMPK signaling cascade. Acta Pharmacol Sin. 2019 May;40 (5) :658-665.|[4]Gai W, et al. Delivery of benzoylaconitine using biodegradable nanoparticles to suppress inflammation via regulating NF-κB signaling. Colloids Surf B Biointerfaces. 2020 Jul;191:110980.|[5]Zhang QQ, et al. A Novel Modulator of the Renin-Angiotensin System, Benzoylaconitine, Attenuates Hypertension by Targeting ACE/ACE2 in Enhancing Vasodilation and Alleviating Vascular Inflammation. Front Pharmacol. 2022 Mar 11;13:841435.|[6]Wu JJ, et al. Aconitum alkaloids, the major components of Aconitum species, affect expression of multidrug resistance-associated protein 2 and breast cancer resistance protein by activating the Nrf2-mediated signalling pathway. Phytomedicine. 2018 May 15;44:87-97.|[7]Zhang H, et al. Biological activities and pharmacokinetics of aconitine, benzoylaconine, and aconine after oral administration in rats. Drug Test Anal. 2016 Aug;8 (8) :839-46.