Annonacin

Annonacin is an acetylgenin that is toxic by inhibiting the pathway of the mitochondrial complex. Annonacin increases tau phosphorylation in R406W+/+ mice. Annonacin acts as an inhibitor of the sodium/potassium and sarcoplasmic reticulum (SERCA) ATPase pumps. Annonacin has significant killing effect on ovarian cancer cell, cervical cancer cell, breast cancer cell, bladder cancer cell and skin cancer cell. Annonacin induces apoptosis through Bax and Caspase-3-related pathways[1][2][3][4].

Product Specifications

CAS Number

[111035-65-5]

UNSPSC

12352005

Hazard Statement

H302, H315, H319, H335

Target

Apoptosis; Calcium Channel; Na+/K+ ATPase; Potassium Channel; Sodium Channel

Type

Natural Products

Related Pathways

Apoptosis; Membrane Transporter/Ion Channel; Neuronal Signaling

Applications

Neuroscience-Neuromodulation

Field of Research

Cancer; Neurological Disease

Assay Protocol

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

Purity

98.09

Solubility

DMSO : 100 mg/mL (ultrasonic)

Smiles

O=C1O[C@@H](C)C=C1C[C@H](O)CCCCC[C@@H](O)CCCC[C@@H](O)[C@@H]2O[C@@H]([C@H](O)CCCCCCCCCCCC)CC2

Molecular Formula

C35H64O7

Molecular Weight

596.88

Precautions

H302, H315, H319, H335

References & Citations

[1]Yiallouris A, et al. Annonacin promotes selective cancer cell death via NKA-dependent and SERCA-dependent pathways. Cell Death Dis. 2018 Jul 9;9 (7) :764.|[2]Yuan SS, et al. Annonacin, a mono-tetrahydrofuran acetogenin, arrests cancer cells at the G1 phase and causes cytotoxicity in a Bax- and caspase-3-related pathway. Life Sci. 2003 May 9;72 (25) :2853-61.|[3]Yamada ES, et al. Annonacin, a natural lipophilic mitochondrial complex I inhibitor, increases phosphorylation of tau in the brain of FTDP-17 transgenic mice. Exp Neurol. 2014 Mar;253:113-25. |[4]Md Roduan MR, et al. Modulation of cancer signalling pathway (s) in two -stage mouse skin tumorigenesis by annonacin. BMC Complement Altern Med. 2019 Sep 3;19 (1) :238.