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Supelco

Sterigmatocystin

Sinónimos:

3a,12c-Dihydro-8-hydroxy-6-methoxy-7H-furol[3′,2′:4,5]furo[2,3-c]xanthen-7-one

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About This Item

Fórmula empírica (notación de Hill):
C18H12O6
Número de CAS:
10048-13-2
Peso molecular:
324.28
Beilstein:
53259
Número CE:
233-158-6
Número MDL:
MFCD00005084
Código UNSPSC:
85151701
ID de la sustancia en PubChem:
329754270
NACRES:
NA.24

grado

analytical standard
reference material

fabricante / nombre comercial

Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

técnicas

HPLC: suitable
gas chromatography (GC): suitable

aplicaciones

cleaning products
cosmetics
food and beverages
personal care

formato

neat

temp. de almacenamiento

−20°C

cadena SMILES

COc1cc2OC3OC=CC3c2c4Oc5cccc(O)c5C(=O)c14

InChI

1S/C18H12O6/c1-21-11-7-12-13(8-5-6-22-18(8)24-12)17-15(11)16(20)14-9(19)3-2-4-10(14)23-17/h2-8,18-19H,1H3

Clave InChI

UTSVPXMQSFGQTM-UHFFFAOYSA-N

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Descripción general

Sterigmatocystin is classified under the mycotoxin family of compounds that is usually produced by fungi of several species of Aspergillus.

Aplicación

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.
Sterigmatocystin may be used as an analytical reference standard for the determination of the analyte in:
  • Grain samples by high-performance liquid chromatography-electrospray positive ionization-tandem mass spectrometry (HPLC-ESI+-MS/MS).
  • Sweet pepper samples by LC-ESI+-MS/MS.

Acciones bioquímicas o fisiológicas

Initiates lung and liver tumors under experimental conditions.

Pictogramas

Skull and crossbonesHealth hazard
GHS06,GHS08

Palabra de señalización

Danger

Frases de peligro

H301,H351

Consejos de prudencia

P201 - P301 + P310 + P330

Clasificaciones de peligro

Acute Tox. 3 Oral - Carc. 2

Código de clase de almacenamiento

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

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

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Certificados de análisis (COA)

Lot/Batch Number
BCCG5937
BCBZ9352
BCBT5402
SZBF020XV
SZBE146XV

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Multiresidue mycotoxin analysis in wheat, barley, oats, rye and maize grain by high-performance liquid chromatography-tandem mass spectrometry.
Martos P, et al.
World Mycotoxin Journal, 3(3), 205-223 (2010)
Development of a multi-mycotoxin liquid chromatography/tandem mass spectrometry method for sweet pepper analysis.
Monbaliu S, et al.
Rapid Communications in Mass Spectrometry, 23(1), 3-11 (2009)
Hans-Wilhelm Nützmann et al.
Applied and environmental microbiology, 79(19), 6102-6109 (2013-07-31)
Chromatin remodelling events play an important role in the secondary metabolism of filamentous fungi. Previously, we showed that a bacterium, Streptomyces rapamycinicus, is able to reprogram the histone-modifying Spt-Ada-Gcn5-acetyltransferase/ADA (SAGA/ADA) complex of the model fungus Aspergillus nidulans. Consequently, the histone
Hans-Wilhelm Nützmann et al.
Proceedings of the National Academy of Sciences of the United States of America, 108(34), 14282-14287 (2011-08-10)
Sequence analyses of fungal genomes have revealed that the potential of fungi to produce secondary metabolites is greatly underestimated. In fact, most gene clusters coding for the biosynthesis of antibiotics, toxins, or pigments are silent under standard laboratory conditions. Hence
Daniela Jakšić et al.
Archives of toxicology, 86(10), 1583-1591 (2012-06-01)
Aspergillus versicolor and A. flavus are primary colonizers in damp dwellings, and they produce sterigmatocystin (ST) and aflatoxin B1 (AFB(1)), respectively. These hepatotoxic and carcinogenic mycotoxins and their precursors and derivates possess a furofuran ring, which has proven responsible for
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