Tenuazonic acid-d₁₃

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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.

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Tenuazonic acid-d<sub>13</sub> Chemical Structure

Tenuazonic acid-d₁₃ Chemical Structure

CAS No. : 2714417-30-6

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Other Forms of Tenuazonic acid-d₁₃:

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Description	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].
Molecular Weight	210.31
Formula	C₁₀H₂D₁₃NO₃
CAS No.	2714417-30-6
Unlabeled CAS	610-88-8
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
Shipping	Room temperature in continental US; may vary elsewhere.
Storage	Please store the product under the recommended conditions in the Certificate of Analysis.
Purity & Documentation	Data Sheet (291 KB) Handling Instructions (2659 KB)
References	[1]. Russak EM, et al. Impact of Deuterium Substitution on the Pharmacokinetics of Pharmaceuticals. Ann Pharmacother. 2019 Feb;53(2):211-216. [Content Brief] [2]. Zhou B, et al. An evaluation of tenuazonic acid, a potential biobased herbicide in cotton. Pest Manag Sci. 2019 Mar 7. [Content Brief] [3]. MILLER FA, et al. ANTIVIRAL ACTIVITY OF TENUAZONIC ACID. Nature. 1963 Dec 28;200:1338-9. [Content Brief] [4]. Chen S, et al. Recent advances in tenuazonic acid as a potential herbicide. Pestic Biochem Physiol. 2017 Nov;143:252-257. [Content Brief] [5]. Kumari A, et al. Tenuazonic acid-induced mycotoxicosis in an immunosuppressed mouse model and its prophylaxis with cinnamaldehyde. Chemosphere. 2024 Sep;363:142812. [Content Brief] [6]. Antony M, et al. Inhibition of mouse skin tumor promotion by tenuazonic acid. Cancer Lett. 1991 Dec 9;61(1):21-5. [Content Brief] [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. [Content Brief] [8]. Gil-Serna J., et al. Encyclopedia of Food Microbiology. MYCOTOXINS \| Toxicology. 2014 887–892.