111035-65-5
Chemical Structure
Annonacin
- CAS No.: 111035-65-5
- Formula:C35H64O7
- Molecular Weight:596.88
IUPAC Name: (S)-5-methyl-3-((2R,8R,13R)-2,8,13-trihydroxy-13-((2R,5R)-5-((R)-1-hydroxytridecyl)tetrahydrofuran-2-yl)tridecyl)furan-2(5H)-one
InChIKey: XNODZYPOIPVPRF-CGWDHHCXSA-N
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
Biological Activity: 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].
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Annonacin | 98.09% | 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. | ||||||||||||||||||||
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- [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. [Content Brief]
- [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. [Content Brief]
- [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. [Content Brief]
- [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. [Content Brief]
Keywords
