87625-62-5
Chemical Structure
Ptaquiloside
Synonym(s): Braxin C; Aquilide A
- CAS No.: 87625-62-5
- Formula:C20H30O8
- Molecular Weight:398.45
IUPAC Name: (2'R,3a'R,4'S,7a'R)-4'-hydroxy-2',4',6'-trimethyl-7a'-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-1',3a',4',7a'-tetrahydrospiro[cyclopropane-1,5'-inden]-3'(2'H)-one
InChIKey: GPHSJPVUEZFIDE-YVPLJZHISA-N
SMILES: C[C@]1(C2(C(C)=C[C@]3([C@]1([H])C([C@@H](C3)C)=O)O[C@@H]4O[C@@H]([C@H]([C@@H]([C@H]4O)O)O)CO)CC2)O
Biological Activity: Ptaquiloside (Braxin C; Aquilide A) is an illudane-type sesquiterpene glycoside natural toxin derived from ferns, with carcinogenic properties. Ptaquiloside can be converted to Pterosin B (HY-N1570). Ptaquiloside upregulates the expression of metallothioneins Mt1 and Mt2, and depletes intracellular free zinc ions. Ptaquiloside downregulates the expression of CD44 and CD107a in lesion-infiltrating CD8+ T cells, impairs T cell activation and degranulation capacity, and promotes immune evasion. Ptaquiloside can be used in cancer-related research[1][2][3][4].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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Ptaquiloside | 97.65% | Ptaquiloside (Braxin C; Aquilide A) is an illudane-type sesquiterpene glycoside natural toxin derived from ferns, with carcinogenic properties. Ptaquiloside can be converted to Pterosin B (HY-N1570). Ptaquiloside upregulates the expression of metallothioneins Mt1 and Mt2, and depletes intracellular free zinc ions. Ptaquiloside downregulates the expression of CD44 and CD107a in lesion-infiltrating CD8+ T cells, impairs T cell activation and degranulation capacity, and promotes immune evasion. Ptaquiloside can be used in cancer-related research. | ||||||||||||||||||||
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References
- [1]. Santos C, et al. Ptaquiloside from bracken (Pteridium spp.) inhibits tumour-infiltrating CD8 T cells in HPV-16 transgenic mice. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2016 Nov;97:277-285.
- [2]. Latorre AO, et al. Ptaquiloside reduces NK cell activities by enhancing metallothionein expression, which is prevented by selenium. Toxicology. 2013 Feb 08;304:100-8.
- [3]. Gomes J, et al. Pteridium aquilinum and its ptaquiloside toxin induce DNA damage response in gastric epithelial cells, a link with gastric carcinogenesis. Toxicological sciences : an official journal of the Society of Toxicology. 2012 Mar;126(1):60-71.
- [4]. Keskin F, et al. Bracken Fern Carcinogen, Ptaquiloside, Forms a Guanine -Adduct in DNA. Journal of agricultural and food chemistry. 2025 Jan 15;73(2):1053-1061.
