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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

Signal Word

Danger

Hazard Statements

H301

Precautionary Statements

P301 + P310

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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
Steyn, P.S. and Rabie, C.J.,
Phytochemistry, 15, 1977-1977 (1976)
Jian-Chun Qin et al.
Natural product communications, 4(11), 1473-1476 (2009-12-09)
From the medicinal plant Ginkgo biloba the fungal endophyte Alternaria no.28 was isolated. Extract of the fungus grown in liquid culture media exhibited marked cytotoxic activity when tested in vitro against brine shrimp (Artemia salina). Eight compounds were isolated from
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
Shiguo Chen et al.
Plant physiology and biochemistry : PPB, 52, 38-51 (2012-02-07)
3-Acetyl-5-isopropyltetramic acid (3-AIPTA), a derivate of tetramic acid, is responsible for brown leaf-spot disease in many plants and often kills seedlings of both mono- and dicotyledonous plants. To further elucidate the mode of action of 3-AIPTA, during 3-AIPTA-induced cell necrosis
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