474-08-8
Chemical Structure
Demissidine
- CAS No.: 474-08-8
- Formula:C27H45NO
- Molecular Weight:399.65
IUPAC Name: (2aS,4S,6aS,6bS,8aS,8bR,9S,9aR,12S,14aS,15aS,15bR)-6a,8a,9,12-tetramethyldocosahydro-1H-naphtho[2',1':4,5]indeno[1,2-b]indolizin-4-ol
InChIKey: JALVTHFTYRPDMB-HRRTYWNUSA-N
SMILES: C[C@@]12[C@]3([H])[C@@](C[C@@]1([H])[C@@]4([H])[C@]([C@@]5([C@@](C[C@H](CC5)O)([H])CC4)C)([H])CC2)([H])N6[C@@](CC[C@@H](C6)C)([H])[C@H]3C
Biological Activity: Demissidine is an alkaloid aglycone that can be isolated from Solanum tuberosum. Demissidine is a dual inhibitor candidate that shows activity against β-secretase and γ-secretase in silico. Demissidine has antibacterial and antiparasitic activities. Demissidine also has weak anticancer and acetylcholinesterase (AChE) inhibitory activities. Demissidine can be used in research on colon cancer, liver cancer, Alzheimer's disease, and Chagas disease[1][2][3][4][5][6][7][8][9][10].
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Demissidine | 95% | Demissidine is an alkaloid aglycone that can be isolated from Solanum tuberosum. Demissidine is a dual inhibitor candidate that shows activity against β-secretase and γ-secretase in silico. Demissidine has antibacterial and antiparasitic activities. Demissidine also has weak anticancer and acetylcholinesterase (AChE) inhibitory activities. Demissidine can be used in research on colon cancer, liver cancer, Alzheimer's disease, and Chagas disease. | ||||||||||||||||||||
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References
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- [2]. Onifade IA, et al. In silico study of selected alkaloids as dual inhibitors of β-and γ-secretases for Alzheimer's disease. Journal of Alzheimer’s Disease. 2025 Feb;103(4):1191-215. [Content Brief]
- [3]. Niño J, et al. Biological activities of steroidal alkaloids isolated from Solanum leucocarpum. Pharmaceutical Biology. 2009 Mar 1;47(3):255-9.
- [4]. Friedman M, et al. Developmental toxicology of potato alkaloids in the frog embryo teratogenesis assay--Xenopus (FETAX). Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 1991 Aug;29(8):537-47.
- [5]. Dahlman DL, et al. Responses of Empoasca fabae (Cicadellidae: Homoptera) to tomatine, solanine, leptine I; tomatidine, solanidine, and demissidine. Annals of the Entomological Society of America. 1967 Jul 17;60(4):732-40.
- [6]. Bushway RJ, et al. Inhibition of acetyl cholinesterase by solanaceous glycoalkaloids and alkaloids. American potato journal. 1987 Aug;64(8):409-13.
- [7]. Krishnan N, et al. Compartmentalization of oxidative stress and antioxidant defense in the larval gut of Spodoptera littoralis. Archives of insect biochemistry and physiology. 2006 Sep;63(1):1-10.
- [8]. Chataing B, et al. Inhibition of Trypanosoma cruzi growth in vitro by Solanum alkaloids: a comparison with ketoconazole. Planta medica. 1998 Feb;64(1):31-6.
- [9]. Kenny OM, et al. Anti-inflammatory properties of potato glycoalkaloids in stimulated Jurkat and Raw 264.7 mouse macrophages. Life sciences. 2013 Apr 19;92(13):775-82.
- [10]. Garfield W. The significance of isomerism and stereospecificity to the chemistry of plant teratogens. Journal of Toxicology: Toxin Reviews. 1986 Jan 1;5(2):229-40.