Tenuazonic acid-d13

Tenuazonic acid-d13 is deuterium labeled Tenuazonic acid. Tenuazonic acid is a nonhost-selective mycotoxin belonging to the tetramic acids family. Tenuazonic acid inhibits protein biosynthesis on ribosomes by suppressing the release of new protein. Tenuazonic acid is acutely toxic, and oral LD50 is set between 81-186 mg/kg in rats and mice. Tenuazonic acid blocks electron transport beyond the primary quinone receptor (QA) by interacting with the D1 protein and is a photosystem II (PSII) inhibitor. In addition, Tenuazonic acid has antiviral effects on measles virus, enterovirus, respiratory virus and so on. Tenuazonic acid has an inhibitory effect on skin cancer[1][2][3][4][5][6][7][8].

Product Specifications

CAS Number

[2714417-30-6]

UNSPSC

12352005

Target

Bacterial; Enterovirus; Influenza Virus; Isotope-Labeled Compounds; Photosystem II

Type

Reference compound

Related Pathways

Anti-infection; Metabolic Enzyme/Protease; Others

Field of Research

Cancer; Infection

Purity

99.20

Smiles

OC([C@@]([2H])(NC1=O)[C@@]([2H])(C([2H])([2H])[2H])C([2H])(C([2H])([2H])[2H])[2H])=C1C(C([2H])([2H])[2H])=O

Molecular Formula

C10H2D13NO3

Molecular Weight

210.31

References & Citations

[1]Russak EM, et al. Impact of Deuterium Substitution on the Pharmacokinetics of Pharmaceuticals. Ann Pharmacother. 2019 Feb;53 (2) :211-216.|[2]Zhou B, et al. An evaluation of tenuazonic acid, a potential biobased herbicide in cotton. Pest Manag Sci. 2019 Mar 7.|[3]MILLER FA, et al. ANTIVIRAL ACTIVITY OF TENUAZONIC ACID. Nature. 1963 Dec 28;200:1338-9. |[4]Chen S, et al. Recent advances in tenuazonic acid as a potential herbicide. Pestic Biochem Physiol. 2017 Nov;143:252-257.|[5]Kumari A, et al. Tenuazonic acid-induced mycotoxicosis in an immunosuppressed mouse model and its prophylaxis with cinnamaldehyde. Chemosphere. 2024 Sep;363:142812. |[6]Antony M, et al. Inhibition of mouse skin tumor promotion by tenuazonic acid. Cancer Lett. 1991 Dec 9;61 (1) :21-5.|[7]Yun CS, Motoyama T, Osada H. Biosynthesis of the mycotoxin tenuazonic acid by a fungal NRPS-PKS hybrid enzyme. Nat Commun. 2015 Oct 27;6:8758.|[8]Gil-Serna J., et al. Encyclopedia of Food Microbiology. MYCOTOXINS | Toxicology. 2014 887–892.