Tenuazonic acid

Tenuazonic acid

Names
IUPAC name (5S)-3-Acetyl-5-[(2S)-butan-2-yl]-4-hydroxy-2,5-dihydro-1H-pyrrol-2-one
Identifiers
CAS Number	610-88-8 Y
3D model (JSmol)	Interactive image
ChemSpider	19953674 N
ECHA InfoCard	100.164.201
PubChem CID	101949
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)/t5-,8-/m0/s1 N Key: CEIZFXOZIQNICU-XNCJUZBTSA-N N
SMILES O=C1C(C(C)=O)=C(O)[C@@]([C@H](CC)C)([H])N1
Properties
Chemical formula	C10H15NO3
Molar mass	197.23 g·mol−1
Appearance	White crystalline powder
Acidity (pKa)	3.5
Hazards
Lethal dose or concentration (LD, LC):
LD50 (median dose)	* 182 mg kg−1 (Mice, ♂, oral) 225 mg kg−1 (Mice, ♂, oral) 81 mg kg−1 (Mice, ♀, oral)
Pharmacology
Routes of administration	Ingested or Inhaled
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N  (what is YN ?)
Infobox references

Tenuazonic acid is a mycotoxin produced by Alternaria species. It is a powerful eukaryotic protein synthesis inhibitor.

In 1991 Tenuazonic acid was reported to inhibit skin tumor promotion in mice.