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T3408

Sigma-Aldrich

Tenuazonic acid copper salt from Alternaria alternata

Synonym(s):

3-Acetyl-5-sec-butyl-4-hydroxy-3-pyrrolin-2-one

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About This Item

Linear Formula:
C10H14NO3 · 1/2Cu
CAS Number:
610-88-8
Molecular Weight:
228.00
MDL number:
MFCD00083505
UNSPSC Code:
12352106
PubChem Substance ID:
24900142
NACRES:
NA.25

form

powder

storage temp.

2-8°C

SMILES string

CCC(C)C1NC(=O)C(C(C)=O)=C1O[Cu]OC2=C(C(C)=O)C(=O)NC2C(C)CC

InChI

1S/2C10H15NO3.Cu/c2*1-4-5(2)8-9(13)7(6(3)12)10(14)11-8;/h2*5,8,13H,4H2,1-3H3,(H,11,14);/q;;+2/p-2

InChI key

IAHMFKOQYRRWFU-UHFFFAOYSA-L

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Certificates of Analysis (COA)

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Steyn, P.S. and Rabie, C.J.,
Phytochemistry, 15, 1977-1977 (1976)
M H Lebrun et al.
Journal of inorganic biochemistry, 24(3), 167-181 (1985-07-01)
Tenuazonic acid (TA) is a phytotoxin produced by a fungal pathogen of rice, Pyricularia oryzae. We have synthesized and characterized the metal complexes of TA with copper (II), iron (III), nickel (II), and magnesium (II). The stoichiometry of the complexes
Yong-Chul Jeong et al.
The Journal of organic chemistry, 76(5), 1342-1354 (2011-01-22)
The synthesis of 3-acyltetramic acids, the substructure of bioactive natural products, via O-acylation of tetramic acids with carboxylic acids followed by acyl migration, has been investigated. This acylation sequence is mediated by N,N'-dicyclohexylcarbodiimide (DCC) and 4-dimethylaminopyridine (DMAP) and is very
Julian G Hurdle et al.
The Journal of antimicrobial chemotherapy, 66(8), 1773-1776 (2011-06-03)
The stationary phase of Clostridium difficile, which is associated with the symptoms of the diarrhoeal disease, is refractory to antibiotic killing. The aim of this study was to explore whether probiotic-derived reutericyclin and related synthetic analogues could kill stationary phase
Jing Zhao et al.
Peptides, 33(2), 206-211 (2012-01-17)
A novel antimicrobial peptide, with molecular mass of 1602.0469Da, produced by Brevibacillus laterosporus strain A60 was isolated and purified from the soil of mango plants. The purification procedure consisted of ammonium sulfate precipitation, cation exchange chromatography on an HiTrap SP
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