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Merck

C6696

Sigma-Aldrich

Cercosporin from Cercospora hayii

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About This Item

Fórmula empírica (notación de Hill):
C29H26O10
Número de CAS:
Peso molecular:
534.51
Número MDL:
Código UNSPSC:
51102829
ID de la sustancia en PubChem:
NACRES:
NA.85

formulario

solid

Nivel de calidad

solubilidad

chloroform: 9.80- 10.20 mg/mL, clear, red to red-brown

espectro de actividad antibiótica

Gram-positive bacteria

Modo de acción

cell membrane | interferes

temp. de almacenamiento

2-8°C

cadena SMILES

COC1=C(CC(C)O)c2c3c(CC(C)O)c(OC)c(O)c4C(=O)C=C5OCOc6cc(O)c(C1=O)c2c6c5c34

InChI

1S/C29H26O10/c1-10(30)5-12-18-19-13(6-11(2)31)29(37-4)27(35)21-15(33)8-17-23(25(19)21)22-16(38-9-39-17)7-14(32)20(24(18)22)26(34)28(12)36-3/h7-8,10-11,30-32,35H,5-6,9H2,1-4H3

Clave InChI

JWFLIMIGORGZMQ-UHFFFAOYSA-N

Aplicación

Cercosporin (C29H26O10) is a red pigment that has been isolated from cultures of a banana pathogen . It has been used to study toxin biodegredation in species such as Bacterium Xanthomonas campestris pv. Zinniae .

Acciones bioquímicas o fisiológicas

Cercosporin, a polyketide phytotoxin, is activated by light and in the activated state, reacts with oxygen to produce toxic oxygen species such as singlet oxygen (O2) and superoxide (O2-). Production of reactive oxygen species leads to peroxidation of lipids in the plant cell membranes.
A light-induced polyketide phytotoxin reported to produce singlet oxygen when photoactivated.

Otras notas

Keep container tightly closed in a dry and well-ventilated place.

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable


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J D Williamson et al.
Trends in microbiology, 1(6), 239-245 (1993-09-01)
Antioxidant defense systems are a prominent element in plant responses to environmental stress. Activated oxygen species have themselves been implicated as both a part of the plant's defense against pathogen attack as well as the phytotoxic component of photosensitizing fungal
Julia Knöckel et al.
The Biochemical journal, 443(2), 397-405 (2012-01-17)
The malaria parasite Plasmodium falciparum is able to synthesize de novo PLP (pyridoxal 5'-phosphate), the active form of vitamin B6. In the present study, we have shown that the de novo synthesized PLP is used by the parasite to detoxify
Adam G Newman et al.
Chemical communications (Cambridge, England), 48(96), 11772-11774 (2012-10-31)
The polyketide synthase CTB1 is demonstrated to catalyze pyrone formation thereby expanding the known biosynthetic repertoire of thioesterase domains in iterative, non-reducing polyketide synthases.
Maricela Martínez Jiménez et al.
Mycopathologia, 167(4), 203-208 (2008-10-22)
An evaluation of the potential hazards associated with mutagenicity and acute toxicity of a mycoherbicide formulation based on the fungal pathogen Cercospora piaropi was performed. Neither the mycoherbicide nor any of its components were mutagenic to Salmonella typhimurium TA98 and
Maricela Martínez Jiménez et al.
Mycopathologia, 169(4), 309-314 (2009-11-27)
A red pigment produced by a Mexican isolate of Cercospora piaropi (waterhyacinth pathogen) has been isolated and identified as cercosporin. The kinetic of cercosporin production in culture media during dark/light regimes was evaluated. When C. piaropi was cultivated in continuous

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