Tenuazonic acid (Standard)

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Description

Tenuazonic acid (Standard) is the analytical standard of Tenuazonic acid. This product is intended for research and analytical applications. 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].

CAS Number

610-88-8

UNSPSC

12352005

Target

Bacterial; Enterovirus; Influenza Virus; Photosystem II ; Reference Standards

Type

Reference Standards

Related Pathways

Anti-infection; Metabolic Enzyme/Protease; Others

Field of Research

Cancer; Infection

Assay Protocol

https://www.medchemexpress.com/tenuazonic-acid-standard.html

Smiles

O=C1N[C@@H]([C@@H](C)CC)C(O)=C1C(C)=O

Molecular Formula

C10H15NO3

Molecular Weight

197.23

References & Citations

[1]Zhou B, et al. An evaluation of tenuazonic acid, a potential biobased herbicide in cotton. Pest Manag Sci. 2019 Mar 7.|[2]Chen S, et al. Recent advances in tenuazonic acid as a potential herbicide. Pestic Biochem Physiol. 2017 Nov;143:252-257.

Shipping Conditions

Room temperature

Scientific Category

Reference Standards

Chemical Information

L-Tenuazonic acid

L-tenuazonic acid has been reported in Alternaria and Alternaria alternata with data available.

CAS Number	610-88-8
PubChem CID	54678599
IUPAC Name	4-acetyl-2-butan-2-yl-3-hydroxy-1,2-dihydropyrrol-5-one
Molecular Formula	C10H15NO3
Molecular Weight	197.23
XLogP	1.2
Topological Polar Surface Area	66.4
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	3
Heavy Atom Count	14
Formal Charge	0
Complexity	306

SMILES

CCC(C)C1C(=C(C(=O)N1)C(=O)C)O

InChI

InChI=1S/C10H15NO3/c1-4-5(2)8-9(13)7(6(3)12)10(14)11-8/h5,8,13H,4H2,1-3H3,(H,11,14)

InChIKey

CEIZFXOZIQNICU-UHFFFAOYSA-N

Chemical Structure

2D Structure

CAS: 610-88-8

CID: 54678599

Formula: C10H15NO3

MW: 197.23

Interactive 3D Structure

Loading 3D structure...

View on PubChem Raw 3D data

Computed Properties

Property	Value
Molecular Weight	197.23
XLogP3	1.2
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	3
Exact Mass	197.10519334
Monoisotopic Mass	197.10519334
Topological Polar Surface Area	66.4 Å²
Heavy Atom Count	14
Formal Charge	0
Complexity	306
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	2
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	1
Compound Is Canonicalized	Yes

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Alternative Products

Catalog	Name
T079-1MG	Tenuazonic acid
TRC-T019625-25MG	Tenuazonic Acid (>90%)
TN8369-01	Tenuazonic Acid Copper
DAGA-PY013B	Tenuazonic acid [BSA]
bs-71111R	Tenuazonic acid antibody
DAGA-PY013O	Tenuazonic acid [OVA]
sc-475123	Tenuazonic Acid Copper Salt
TRC-T019628-0.5MG	Tenuazonic Acid-d13 (Major)
466972-01	Tenuazonic Acid-d10 discontinued

Tenuazonic acid (Standard)

Chemical Information

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